---
title: "Annapolis Holiday Rentals : Private House Rentals | No Hidden Fees - Vrbo"
description: "Long stay discounts available for Annapolis holiday rentals. Choose from over 810 properties and rent an entire home in Annapolis with Vrbo."
canonical: "https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis"
language: en-GB
market: GB
currency: GBP
prices_as_of: 2026-11-13T05:55:20Z
---

# Annapolis holiday lettings
![A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.](https://images.trvl-media.com/place/6034082/a3002046-1aee-4bd3-be34-8475c830687e.jpg?impolicy=resizecrop&rw=1920&ra=fit&ch=480)

We found 810 holiday rentals — enter your dates for availability

Select from 381 houses, 46 apartments and other holiday rentals to find the perfect place for your stay in Annapolis. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

## Holiday rentals with weekly discounts – Annapolis

### Showing deals for:**12 Feb - 19 Feb**

### [Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=19177863&adults=2)

![Please put the umbrellas down to secure them. Volleyball in deck toy box.](https://images.trvl-media.com/lodging/20000000/19180000/19177900/19177863/5ec9e1e0.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Stevensville
- Guest rating: 10/10 (Exceptional, 75 reviews)
- Price: £4,538 (was £4,908, 8% off), for 7 nights, 1 home, £648 per night, includes taxes & fees

### [Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=45772904&adults=2)

![FAMILY ROOM W/FIREPLACE & FLAT SCREEN TV](https://images.trvl-media.com/lodging/46000000/45780000/45773000/45772904/46d09f8b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Annapolis
- Guest rating: 10/10 (Exceptional, 52 reviews)
- Price: £4,541 (was £5,142, 12% off), for 7 nights, 1 home, £649 per night, includes taxes & fees

### [Waterfront Home near Annapolis, MD](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=33507691&adults=2)

![Swimming Pool](https://images.trvl-media.com/lodging/34000000/33510000/33507700/33507691/6bf7ad07.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Galesville
- Guest rating: 10/10 (Exceptional, 35 reviews)
- Price: £9,940 (was £10,837, 8% off), for 7 nights, 1 home, £1,420 per night, includes taxes & fees

### [4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=19683313&adults=2)

![In Stevensville MD 5 miles to Chesapeake Bay Bridge. 20 miles o Annapolis.](https://images.trvl-media.com/lodging/20000000/19690000/19683400/19683313/cb51e3f8.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Stevensville
- Guest rating: 10/10 (Exceptional, 44 reviews)
- Price: £4,485 (was £4,855, 8% off), for 7 nights, 1 home, £641 per night, includes taxes & fees

### [The General's House-Spacious Home w/Pool & Hot Tub](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=103728850&adults=2)

![Private kitchen](https://images.trvl-media.com/lodging/104000000/103730000/103728900/103728850/d46d3c09.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Annapolis
- Guest rating: 10/10 (Exceptional, 16 reviews)
- Price: £4,016 (was £4,339, 7% off), for 7 nights, 1 home, £574 per night, includes taxes & fees

### [Circa 1700 Chesapeake Colonial home on the National Register.](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=65393442&adults=2)

![Interior](https://images.trvl-media.com/lodging/66000000/65400000/65393500/65393442/2cd0f39c.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Stevensville
- Guest rating: 9.8/10 (Exceptional, 69 reviews)
- Price: £2,357 (was £2,576, 8% off), for 7 nights, 1 home, £337 per night, includes taxes & fees

### [Waterfront Architectural Masterpiece with private dockage available.](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=92934066&adults=2)

![Front of House](https://images.trvl-media.com/lodging/93000000/92940000/92934100/92934066/24733045.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Annapolis
- Guest rating: 10/10 (Exceptional, 16 reviews)
- Price: £7,414 (was £8,009, 7% off), for 7 nights, 1 home, £1,059 per night, includes taxes & fees

### [Waterfront Sanctuary only 50 Min. From DC/Balt.](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=105093818&adults=2)

![Living area](https://images.trvl-media.com/lodging/106000000/105100000/105093900/105093818/190e67e6.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Shady Side
- Guest rating: 10/10 (Exceptional, 5 reviews)
- Price: £4,002 (was £4,558, 12% off), for 7 nights, 1 home, £572 per night, includes taxes & fees

### [Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=33691023&adults=2)

![Living area](https://images.trvl-media.com/lodging/34000000/33700000/33691100/33691023/616eac4f.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Stevensville
- Guest rating: 10/10 (Exceptional, 55 reviews)
- Price: £4,656 (was £5,100, 9% off), for 7 nights, 1 home, £665 per night, includes taxes & fees

### [Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=33484012&adults=2)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33490000/33484100/33484012/bd6b35f4.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Pasadena
- Guest rating: 9.4/10 (Exceptional, 96 reviews)
- Price: £2,830 (was £3,072, 8% off), for 7 nights, 1 home, £404 per night, includes taxes & fees

### [Charming Annapolis WaterVIEW Home](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=37267284&adults=2)

![3 covered balconies, a patio, ceramic & propane grills, table seats 10-12 !](https://images.trvl-media.com/lodging/38000000/37270000/37267300/37267284/f3a9f086.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Annapolis
- Guest rating: 9.8/10 (Exceptional, 81 reviews)
- Price: £3,294 (was £3,759, 12% off), for 7 nights, 1 home, £471 per night, includes taxes & fees

### [Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=114350371&adults=2)

![Living area](https://images.trvl-media.com/lodging/115000000/114360000/114350400/114350371/w907h683x58y0-454a973a.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Riva
- Guest rating: 9.8/10 (Exceptional, 12 reviews)
- Price: £2,956 (was £3,220, 8% off), for 7 nights, 1 home, £422 per night, includes taxes & fees

### [Edgewater's Shelby on the Bay](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=110586395&adults=2)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110590000/110586400/110586395/w1198h800x0y0-cd40860a.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Edgewater
- Guest rating: 9.6/10 (Exceptional, 12 reviews)
- Price: £3,033 (was £3,275, 7% off), for 7 nights, 1 home, £433 per night, includes taxes & fees

### [Unique Listing! Entire Downtown Triplex w/Private Parking! Sleeps 12-18\. Pets ok](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=91039372&adults=2)

![Living area](https://images.trvl-media.com/lodging/92000000/91040000/91039400/91039372/859b9d5b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Annapolis
- Guest rating: 10/10 (Exceptional, 14 reviews)
- Price: £5,126 (was £5,581, 8% off), for 7 nights, 1 home, £732 per night, includes taxes & fees

### [Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=107448747&adults=2)

![Kitchen](https://images.trvl-media.com/lodging/108000000/107450000/107448800/107448747/1a53019b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Stevensville
- Guest rating: 10/10 (Exceptional, 38 reviews)
- Price: £1,562 (was £1,770, 12% off), for 7 nights, 1 room, £223 per night, includes taxes & fees

### [Riverside Retreat \~ Near Annapolis & USNA \~ Home Theatre, Bar & Beach Access](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=116361646&adults=2)

![Private kitchen](https://images.trvl-media.com/lodging/117000000/116370000/116361700/116361646/9285e744.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Riva
- Guest rating: 10/10 (Exceptional, 13 reviews)
- Price: £1,716 (was £2,179, 21% off), for 7 nights, 1 home, £245 per night, includes taxes & fees

### [Island Life! Kent Island Waterfront with Pool-Bring your boat!](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=39367256&adults=2)

![Pool](https://images.trvl-media.com/lodging/40000000/39370000/39367300/39367256/f58a069b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Stevensville
- Guest rating: 10/10 (Exceptional, 224 reviews)
- Price: £2,574 (was £2,917, 12% off), for 7 nights, 1 room, £368 per night, includes taxes & fees

### [Charming Home located minutes from the Naval Academy and Downtown Annapolis](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=93084726&adults=2)

![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93090000/93084800/93084726/cbfb8985.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Annapolis
- Guest rating: 9.8/10 (Exceptional, 18 reviews)
- Price: £3,050 (was £3,315, 8% off), for 7 nights, 1 home, £436 per night, includes taxes & fees

### [Waterfront home: history, nature and comfort](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=125153840&adults=2)

![Outdoor dining](https://images.trvl-media.com/lodging/126000000/125160000/125153900/125153840/w1999h1333x1y0-890f171d.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Arnold
- Guest rating: 8.8/10 (Excellent, 5 reviews)
- Price: £2,012 (was £2,261, 11% off), for 7 nights, 1 home, £287 per night, includes taxes & fees

### [Chesapeake Houseboat Getaway on Kent Island, Maryland](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=99712854&adults=2)

![Private kitchen](https://images.trvl-media.com/lodging/100000000/99720000/99712900/99712854/17709d3a.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Stevensville
- Guest rating: 10/10 (Exceptional, 75 reviews)
- Price: £1,367 (was £1,510, 9% off), for 7 nights, 1 houseboat, £195 per night, includes taxes & fees

### [Waterfront Annapolis Hideaway, 65' Dock, Kayaks & Sunset Views, 5.5 Mi to USNA](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=74899555&adults=2)

![Enjoy screened in porch with dining table and sitting area](https://images.trvl-media.com/lodging/75000000/74900000/74899600/74899555/66b631de.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Annapolis
- Guest rating: 10/10 (Exceptional, 66 reviews)
- Price: £2,881 (was £3,130, 8% off), for 7 nights, 1 home, £412 per night, includes taxes & fees

### [Sailor's Retreat! Perfect home for the getaway weekend. Best location!](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=95388280&adults=2)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95390000/95388300/95388280/w1334h896x0y1-36e841f2.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Annapolis
- Guest rating: 10/10 (Exceptional, 37 reviews)
- Price: £3,415 (was £3,713, 8% off), for 7 nights, 1 home, £488 per night, includes taxes & fees

### [Relax on Kent Island in 4 Bedroom Home w/Waterview](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=84063656&adults=2)

![Visit local Kent Island sites like this Unique Lighthouse](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/57f188cb.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Stevensville
- Guest rating: 9.8/10 (Exceptional, 57 reviews)
- Price: £1,248 (was £1,355, 8% off), for 7 nights, 1 home, £178 per night, includes taxes & fees

### [Belle By The Bay Summ](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=94980661&adults=2)

![Step outside to enjoy the outdoor patio featuring a 8 person fire-pit dining table and lounge seating.](https://images.trvl-media.com/lodging/95000000/94990000/94980700/94980661/65499975.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Annapolis
- Guest rating: 9.8/10 (Exceptional, 7 reviews)
- Price: £2,053 (was £2,304, 11% off), for 7 nights, 1 home, £293 per night, includes taxes & fees

## Find spaces that suit your style

[Search for Houses](https://www.vrbo.com/search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-11-27&d1=2026-11-27&endDate=2026-11-29&d2=2026-11-29&property%5Ftype%5Fgroup=house)

House

[Search for Condos/Apartments](https://www.vrbo.com/search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-11-27&d1=2026-11-27&endDate=2026-11-29&d2=2026-11-29&property%5Ftype%5Fgroup=apartment%5For%5Fcondo)

Condo/Apartment

[search for cabins](https://www.vrbo.com/search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-11-27&d1=2026-11-27&endDate=2026-11-29&d2=2026-11-29&property%5Ftype%5Fgroup=cabin)

Cabin

[search for cottages](https://www.vrbo.com/search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-11-27&d1=2026-11-27&endDate=2026-11-29&d2=2026-11-29&property%5Ftype%5Fgroup=cottage)

Cottage

[search for villas](https://www.vrbo.com/search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-11-27&d1=2026-11-27&endDate=2026-11-29&d2=2026-11-29&property%5Ftype%5Fgroup=villa)

Villa

[search for chalets](https://www.vrbo.com/search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-11-27&d1=2026-11-27&endDate=2026-11-29&d2=2026-11-29&property%5Ftype%5Fgroup=chalet)

Chalet

## Find properties near top attractions in Annapolis

![A large building with ornate architecture, a cannon, and a sign reading "Bancroft Hall".](https://images.trvl-media.com/place/6077390/068eab2f-24bd-4759-9e48-d186067b1066.jpg?impolicy=fcrop&w=600&h=400&p=1&q=medium)

1

###### [U.S. Naval Academy](https://www.vrbo.com/en-gb/search?regionId=6077390&startDate=&endDate=&locale=en%5FGB&rfrrid=slp)

![A large suspension bridge over a body of water with a sandy beach in the foreground.](https://images.trvl-media.com/place/6077400/ae959a88-8499-47be-a61a-71735853de7a.jpg?impolicy=fcrop&w=600&h=400&p=1&q=medium)

2

###### [Chesapeake Bay Bridge](https://www.vrbo.com/en-gb/search?regionId=6077400&startDate=&endDate=&locale=en%5FGB&rfrrid=slp)

![A park with a walking path, picnic tables, and a large tree. In the background, there is a bridge over a body of water.](https://images.trvl-media.com/place/6163398/64112244-6567-4808-b1e3-4cc8eb78360c.jpg?impolicy=fcrop&w=600&h=400&p=1&q=medium)

3

###### [Sandy Point State Park](https://www.vrbo.com/en-gb/search?regionId=6163398&startDate=&endDate=&locale=en%5FGB&rfrrid=slp)

![A town with historic buildings, a prominent church steeple, and a weather vane atop a building.](https://images.trvl-media.com/place/6077394/fad2b17b-4810-4b33-9426-2e543063ace6.jpg?impolicy=fcrop&w=600&h=400&p=1&q=medium)

4

###### [Maryland State House](https://www.vrbo.com/en-gb/search?regionId=6077394&startDate=&endDate=&locale=en%5FGB&rfrrid=slp)

![A white building with a dome, surrounded by lush greenery and a well-maintained garden with pathways and benches.](https://images.trvl-media.com/place/6077398/e5c9f683-4d85-447d-ab2b-53316b54e80e.jpg?impolicy=fcrop&w=600&h=400&p=1&q=medium)

5

###### [William Paca House](https://www.vrbo.com/en-gb/search?regionId=6077398&startDate=&endDate=&locale=en%5FGB&rfrrid=slp)

![A forest trail with a sign indicating boat and bike rentals, and park closure at dusk.](https://images.trvl-media.com/place/6172639/092975c5-56e1-4eba-b84e-d0c85edffb07.jpg?impolicy=fcrop&w=600&h=400&p=1&q=medium)

6

###### [Maryland Quiet Waters Park](https://www.vrbo.com/en-gb/search?regionId=6172639&startDate=&endDate=&locale=en%5FGB&rfrrid=slp)

![A brick building with columns, a statue, and the words 'EQUAL JUSTICE UNDER LAW' on the facade.](https://images.trvl-media.com/place/553248621532662279/0a4f40f5-1e3c-4955-ad3c-8019ea0fad1b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=medium)

7

###### [Thurgood Marshall Memorial](https://www.vrbo.com/en-gb/search?regionId=553248621532662279&startDate=&endDate=&locale=en%5FGB&rfrrid=slp)

![A coastal town with a marina, houses, and a bridge in the distance.](https://images.trvl-media.com/place/553248635976196780/44a09dcb-b1f6-467b-ae4f-253d153554cc.jpg?impolicy=fcrop&w=600&h=400&p=1&q=medium)

8

###### [Spa Creek](https://www.vrbo.com/en-gb/search?regionId=553248635976196780&startDate=&endDate=&locale=en%5FGB&rfrrid=slp)

## Find the best place to stay - Annapolis

### [Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!](https://www.vrbo.com/en-gb/p655455vb?containsVideo=false)

![Image of Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! ](https://media.vrbo.com/lodging/35000000/34300000/34297800/34297781/8a65e5c6.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Address: Annapolis, MD
- Guest rating: 10/10 (Exceptional, 266 reviews)

Premier Host

Sleeps 8 · 3 bedrooms · 1+ bathroom

### [Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!](https://www.vrbo.com/en-gb/p3772255vb?containsVideo=false)

![Image of Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!](https://media.vrbo.com/lodging/102000000/101200000/101190100/101190049/w1296h1091x4y3-c34e5260.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Address: Annapolis, MD
- Guest rating: 9.4/10 (Exceptional, 29 reviews)

Sleeps 14 · 6 bedrooms · 4+ bathrooms

### [Spacious 5-bedroom house with AC in gorgeous Annapolis historic district capital](https://www.vrbo.com/en-gb/p5222647vb?containsVideo=false)

![Image of Spacious 5-bedroom house with AC in gorgeous Annapolis historic district capital](https://media.vrbo.com/lodging/129000000/128890000/128888100/128888002/eb7c9da8_edited_9049.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Address: Annapolis, MD
- Guest rating: 2/10 (1 review)

Sleeps 10 · 5 bedrooms · 1 bathroom

### [Fabulous 5-bedroom house with AC in charming Annapolis](https://www.vrbo.com/en-gb/p4853275vb?containsVideo=false)

![Image of Fabulous 5-bedroom house with AC in charming Annapolis](https://media.vrbo.com/lodging/121000000/120730000/120721900/120721848/4130f4c2.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Address: Annapolis, MD
- Guest rating: 8.6/10 (Excellent, 18 reviews)

Sleeps 10 · 5 bedrooms · 2 bathrooms

### [Annapolis waterfront "tiny house" in garden setting](https://www.vrbo.com/en-gb/p1152603vb?containsVideo=false)

![Image of Annapolis waterfront "tiny house" in garden setting](https://media.vrbo.com/lodging/35000000/34170000/34160200/34160174/e5ca9770.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Address: Annapolis, MD
- Guest rating: 10/10 (Exceptional, 279 reviews)

Sleeps 4 · 1 bedroom · 1 bathroom

### [Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably](https://www.vrbo.com/en-gb/p3908476vb?containsVideo=false)

![Image of Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably](https://media.vrbo.com/lodging/104000000/103320000/103319200/103319197/f98a1c1e.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Address: Annapolis, MD
- Guest rating: 9.8/10 (Exceptional, 60 reviews)

Premier Host

Sleeps 18 · 6 bedrooms · 4 bathrooms

### Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support

### More quality time
From booking to staying, the whole process is simple and enjoyable

### All the privacy of home
Enjoy full kitchens, pools, gardens and more

### More for less
More space, more privacy, more amenities — more value

## Find out more about Annapolis

### Why visit Annapolis

- **Historic Landmarks:**  Discover Annapolis's rich history through its iconic attractions, such as the State House and the U.S. Naval Academy.
- **Scenic Waterfront:**  Enjoy leisurely walks along the picturesque waterfront, where stunning views and vibrant marinas await.
- **Charming Architecture:**  Stroll through the historic district, admiring colonial architecture and quaint streets that showcase the city's heritage.
- **Outdoor Activities:**  Engage in family-friendly outdoor adventures, from urban parks to water-based activities.
- **Culinary Delights:**  Indulge in a variety of dining options, featuring fresh seafood and local cuisine.

### Popular types of accommodation in Annapolis

Welcome to Annapolis, Maryland, a charming city steeped in history and maritime heritage. Known for its picturesque waterfront and vibrant atmosphere, Annapolis offers a variety of attractions, including the historic State House and the U.S. Naval Academy. When seeking accommodation, popular options include houses, cosy cottages, and modern apartments, ensuring a comfortable stay while you explore the delights of this captivating city.

- **[Houses: ](https://www.vrbo.com/en-gb/holiday-rentals/houses/united-states/maryland/anne-arundel-county/annapolis)** Enjoy the comfort and privacy of a fully equipped home in Annapolis, perfect for families and groups seeking a homely atmosphere.
- **[Cottages: ](https://www.vrbo.com/en-gb/holiday-rentals/cottages/united-states/maryland/anne-arundel-county/annapolis)** Experience a charming retreat in a quaint cottage, ideal for a peaceful getaway amidst nature.
- **[Apartments: ](https://www.vrbo.com/en-gb/holiday-rentals/apartments/united-states/maryland/anne-arundel-county/annapolis)** Conveniently located apartments offer a modern stay with easy access to local attractions.
- **Condos:**  Opt for stylish condos that provide luxurious amenities and stunning views of the area.
- **Villas:**  Indulge in an upscale villa, offering spacious living and premium facilities for an unforgettable holiday.\*\*

### Top attractions in Annapolis

Annapolis, Maryland, offers a delightful blend of family-friendly outdoor adventures and rich cultural experiences. Visitors can explore urban parks, scenic marinas, and historic houses, making it an ideal destination for those seeking a city-themed vacation. Whether you're wandering through charming streets or enjoying the waterfront, Annapolis promises memorable attractions for everyone to enjoy.

- **[Sandy Point State Park: ](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/sandy-point-state-park)** This beautiful park offers a perfect blend of outdoor adventure and stunning scenery. You can enjoy hiking, picnicking, and wildlife watching while taking in breathtaking views of the Chesapeake Bay.
- **[Maryland State House: ](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/historic-district/maryland-state-house)** As the oldest state capitol still in continuous use, this historic building showcases rich culture and architecture. Explore its intriguing history and enjoy the impressive dome, which is a prominent feature of Annapolis.
- **[Sandy Point Beach: ](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/sandy-point-beach)** A lovely sandy beach ideal for relaxation and recreation. Enjoy swimming, sunbathing, and beachcombing with picturesque views of the bay, making it a delightful spot for families.

### Things to do recommended for couples

Annapolis offers a charming escape for couples. Enjoy a leisurely stroll along the historic waterfront, savour a candlelit dinner at a local seafood restaurant, or take a sunset sail on the Chesapeake Bay for a truly unforgettable experience. Embrace the romance in this picturesque city.

### Things to do recommended for families

In Annapolis, families can experience the fascinating interactive exhibits at the U.S. Naval Academy and enjoy a delightful day at Sandy Point State Park, where children can play on the beach and explore nature trails. Don't miss a scenic boat tour of the Chesapeake Bay.

### Things to do recommended for groups

Groups visiting Annapolis can enjoy a guided tour of the historic State House, savour local seafood at the bustling City Dock, and embark on a scenic sailing excursion on the Chesapeake Bay to appreciate the picturesque waterfront views.

*\*Distances are measured in a straight line; actual driving distances may vary depending on the route.*

### What do I need to keep in mind when booking a vacation in Annapolis

If you're travelling with a group, family, or pets, or if you're seeking longer stays, be sure to refine your search according to your key priorities. Here are some helpful Vrbo booking tips for you.

- **[Traveling to Annapolis with a group: ](https://www.vrbo.com/en-gb/search?bedroom%5Fcount%5Fgt=3&regionId=6034082&rooms%5Fspaces%5Fgroup=kitchen&rfrr=crcontent)** Think about how many bedrooms you'll require, as well as features like a fully-equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily refine your search to include all of these options and more on Vrbo.
- **[Traveling to Annapolis with young kids: ](https://www.vrbo.com/en-gb/search?house%5Frules%5Fgroup=children%5Fallowed&properties%5Fgood%5Ffor%5Fgroup=families&regionId=6034082&rfrr=crcontent)** Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
- **[Taking your pets with you to Annapolis: ](https://www.vrbo.com/en-gb/search?house%5Frules%5Fgroup=pets%5Fallowed&regionId=6034082&amenities=PETS&rfrr=crcontent)** For many, a family getaway isn’t quite the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
- **Planning for a long term stay visiting Annapolis:**  If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

### Where to stay in and around Annapolis

Experience the charm of Annapolis, Maryland, where history meets vibrant waterfront living. Explore the historic district with its colonial architecture, enjoy leisurely strolls along the scenic waterfront, and indulge in delightful dining options. Families will appreciate the friendly atmosphere and outdoor activities, while history enthusiasts will revel in the city's rich maritime heritage. Whether you're wandering through downtown Annapolis or relaxing by the water, this captivating city promises an unforgettable getaway.

- **[Historic District: ](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/historic-district)** The Historic District of Annapolis is a charming neighbourhood steeped in rich history and colonial architecture. Visitors are drawn to the area for its vibrant outdoor spaces and family-friendly atmosphere. You can wander the cobblestone streets, exploring unique shops and quaint cafes. The district is home to significant landmarks, including the United States Naval Academy and the picturesque waterfront at the dock port. With numerous educational opportunities and historical sites, the Historic District offers a delightful blend of culture and leisure, making it a must-visit for any traveller.
- **[Eastport: ](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/eastport)** Eastport is a lively neighbourhood located adjacent to the bustling heart of Annapolis, known for its stunning waterfront views and outdoor activities. Families and outdoor enthusiasts alike enjoy the scenic parks and access to the bay, making it perfect for a day out. The area features a variety of shops, dining options, and even a golf course for those looking to play a round while soaking in the beautiful surroundings. The proximity to the beach adds to Eastport's appeal, providing a relaxing escape where you can enjoy sun and sea.
- **[Arnold: ](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/arnold)** Situated a mere 6km from Annapolis, Arnold is a picturesque city that offers a serene outdoor experience, ideal for families. Known for its scenic landscapes, Arnold features beautiful parks and access to the bay, beach, and tranquil lakes. Outdoor activities abound, including golfing and hiking, allowing visitors to fully immerse themselves in nature. With its friendly community atmosphere and proximity to Annapolis, Arnold serves as a peaceful retreat while still providing easy access to the vibrant city life.

### Best time to go to Annapolis

If you're planning a trip to Annapolis, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

| **Calendar Month** | **Temperature** | **Precipitation** | **Cloudiness** | **Occupancy**   | **Pricing**   |
| ------------------ | --------------- | ----------------- | -------------- | --------------- | ------------- |
| January            | 35.6°F (2.0°C)  | Light Rain        | Mostly Sunny   | Moderately Low  | Slightly Low  |
| February           | 37.9°F (3.3°C)  | Light Rain        | Mostly Sunny   | Moderately Low  | Slightly Low  |
| March              | 44.6°F (7.0°C)  | Light Rain        | Mostly Sunny   | Moderately Low  | Slightly Low  |
| April              | 55.0°F (12.8°C) | Light Rain        | Mostly Sunny   | Average         | Average       |
| May                | 64.2°F (17.9°C) | Light Rain        | Mostly Sunny   | Average         | Average       |
| June               | 73.0°F (22.8°C) | Light Rain        | Mostly Sunny   | Moderately High | Slightly High |
| July               | 78.4°F (25.8°C) | Light Rain        | Mostly Sunny   | Moderately High | Slightly High |
| August             | 76.8°F (24.9°C) | Light Rain        | Mostly Sunny   | Moderately High | Slightly High |
| September          | 70.7°F (21.5°C) | Light Rain        | Mostly Sunny   | Average         | Average       |
| October            | 60.4°F (15.8°C) | Light Rain        | Mostly Sunny   | Average         | Average       |
| November           | 48.7°F (9.3°C)  | Light Rain        | Mostly Sunny   | Average         | Average       |
| December           | 41.5°F (5.3°C)  | Light Rain        | Mostly Sunny   | Average         | Average       |

### Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate considerably. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to search by price, location, and type of holiday rental.

### Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides an excellent platform for you to create new journeys, manage your travel plans, or review and organise your bookings. The properties you have saved or reserved are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

\*\*Based on Vrbo properties bookings.

## Frequently Asked Questions

### What is the best area to stay in Annapolis when booking a holiday rental?

When considering a holiday rental in Annapolis, Maryland, the historic downtown area is one of the best choices. This charming neighbourhood is steeped in history and offers a vibrant setting, making it a favourite among visitors. Here, you'll find a delightful array of properties, from quaint cottages to elegant townhouses. The proximity to the waterfront is a major draw, allowing easy access to scenic views and leisurely strolls along the docks.

One of the top attractions in downtown Annapolis is the Maryland State House, the oldest state capitol still in continuous use, which showcases stunning architecture and rich American history. Another highlight is the United States Naval Academy, where you can explore its beautiful grounds and learn about its storied tradition. The area's cobblestone streets are lined with charming boutiques, restaurants, and galleries, providing plenty of options for dining and shopping.

If you prefer a more residential feel, Eastport is another excellent choice. This neighbourhood, just across the water from downtown, offers a mix of waterfront properties and cosy homes, along with a relaxed vibe. Eastport is known for its local eateries and boutique shops, and it's just a short walk or boat ride from the bustling downtown area.

### How much does it cost to rent a holiday home in Annapolis?

Prices for holiday rentals in Annapolis vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from [affordable rentals in Annapolis](https://www.vrbo.com/en-gb/search?regionId=6034082&sort=PRICE%5FLOW%5FTO%5FHIGH) to more spacious homes. To get the best value, book early and take advantage of [Vrbo’s free rewards program](https://www.vrbo.com/en-gb/welcome-one-key).

### Are there any discounts for Annapolis holiday house rentals?

You can find great discounts on house rentals in Annapolis on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

### Where are the best areas for renting a beach house in Annapolis?

For renting a beach house in Annapolis, the area around the Chesapeake Bay is highly desirable. The Eastport neighbourhood, located just across the water from downtown Annapolis, is particularly popular for its charming waterfront properties. Many rentals here offer stunning views of the bay, private docks, and easy access to local marinas, making them superb for those interested in boating or fishing. Guests can expect amenities such as spacious decks for outdoor dining, modern kitchens, and comfortable living areas, ideal for family gatherings or relaxing after a day on the water.

Another great option is the Cape St. Claire community, which features a mix of traditional beach cottages and more modern homes. This area provides a laid-back atmosphere with access to sandy beaches and picnic areas, along with amenities like outdoor showers, fire pits, and community facilities. Visitors can enjoy local parks and trails, superb for walking or cycling, and the proximity to local shops and restaurants adds to the convenience.

For those looking for a more secluded experience, the properties along Broadneck Park offer a tranquil setting with easy access to the bay. Rentals in this area often include features like large yards, private balconies, and family-friendly amenities, making them an excellent choice for travellers seeking a peaceful retreat while still being close to the attractions of Annapolis.

### Are there any houseboat rentals in Annapolis?

In Annapolis, there are about 16 houseboat holiday rentals available, primarily located along the scenic waterfront and in marinas close to the historic district. These unique accommodations offer a blend of nautical charm and modern comfort, with most featuring amenities such as fully equipped kitchens, spacious living areas, and outdoor decks superb for enjoying the views of the Chesapeake Bay. Many houseboats are conveniently situated near popular attractions like the United States Naval Academy and the vibrant City Dock, allowing guests to immerse themselves in the local culture and dining options.

### What is the most popular type of holiday rental accomodation in Annapolis?

In Annapolis, holiday houses are the most popular type of holiday rental, with around 1,204 available throughout the city. These properties are often located in charming neighbourhoods close to the historic district, providing easy access to attractions such as the United States Naval Academy and the waterfront. Most holiday houses come equipped with multiple bedrooms, spacious living areas, and fully equipped kitchens, allowing guests to enjoy a home-like experience.

[Apartments](https://www.vrbo.com/en-gb/holiday-rentals/apartments/united-states/maryland/anne-arundel-county/annapolis) are also a top option, with approximately 180 available, typically featuring modern amenities and convenient locations near local shops and restaurants. For those seeking a great experience, there are about 88 cottages and 88 condos, which often provide picturesque views and outdoor spaces for relaxation. Additionally, a few houseboats are available for a distinctive stay on the water.

### Are there any family house rentals in Annapolis?

In Annapolis, Maryland, there are numerous family-friendly house rentals available, with around 257 options throughout the city. This charming area is known for its maritime heritage, historic architecture, and vibrant waterfront, making it an excellent choice for families. Many properties in neighbourhoods such as Eastport and the Historic District offer spacious living areas, fully equipped kitchens, and outdoor spaces that are superb for children to enjoy.

Visitors can find amenities like Wi-Fi, air conditioning, and sometimes even features such as game rooms or backyards with grills, enhancing the family experience. Moreover, being close to attractions like the U.S. Naval Academy, the Maryland State House, and the picturesque City Dock allows families to easily engage in educational and recreational activities together.

### Can I rent a holiday home with a pool or hot tub in Annapolis?

In Annapolis, there are several holiday homes available for rent that feature pools and hot tubs, with around 38 options to choose from. This charming city, known for its maritime heritage and historic architecture, offers a variety of neighbourhoods where these properties can be found, including the picturesque Eastport area, which is close to the waterfront and offers stunning views, and the quaint Historic District, where visitors can explore cobblestone streets and local shops.

Travellers can expect a range of amenities in these rentals, including private swimming pools, relaxing hot tubs, and spacious outdoor areas for entertaining. Many properties also come with fully equipped kitchens, allowing for convenient meal preparation, and some may feature additional luxuries such as outdoor dining spaces, fire pits, and easy access to local attractions.

### Can I find long-stay holiday rentals in Annapolis?

A [long-stay holiday rental in Annapolis](https://www.vrbo.com/en-gb/tgp/lodging/theme/longstay/6034082/annapolis) is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

### Are there pet-friendly house rentals in Annapolis?

In Annapolis, there are numerous pet-friendly house rentals available, with around 149 options to choose from. The city offers a charming blend of historic architecture and waterfront views, making it a delightful destination for pet owners. Many holiday rentals come equipped with amenities such as spacious backyards, fully stocked kitchens, and comfortable living areas, allowing for a relaxing stay with your furry companions.

The neighbourhood around the historic district is particularly appealing, with properties that provide easy access to local parks and the scenic waterfront. The nearby Quiet Waters Park features lovely walking trails and open spaces, superb for exercising pets, while the Broadneck Park offers additional recreational areas for outdoor activities. Additionally, the city's dog-friendly cafes and shops enhance the experience for travellers with pets, ensuring both comfort and convenience during their stay. See all [pet-friendly rentals in Annapolis](https://www.vrbo.com/en-gb/holiday-rentals/dog-and-pet-friendly/united-states/maryland/anne-arundel-county/annapolis).

### Are there any remote work holiday rentals in Annapolis?

In Annapolis, there are a significant number of remote work holiday rentals available, with around 1,492 options to choose from. This charming city, known for its rich maritime history and vibrant culture, provides an excellent backdrop for those looking to blend work and leisure. Many of these properties come equipped with essential amenities for remote work, including reliable Wi-Fi, dedicated workspaces or desks, and comfortable living areas that allow for a productive environment.

Travellers can expect a variety of accommodations, ranging from quaint cottages to spacious homes, often featuring modern kitchens and outdoor spaces great for a break from work. The historic downtown area, with its picturesque streets and waterfront views, offers plenty of opportunities for relaxation after a day of remote working. Additionally, the proximity to local attractions such as the United States Naval Academy and the scenic Annapolis Harbor adds to the appeal. To help narrow your search, insert your dates and apply the "[WiFi](https://www.vrbo.com/en-gb/search?regionId=6034082&amenities%5Ffacilities%5Fgroup=internet%5Favailable)" filter on Vrbo.

### Are there any Annapolis holiday rentals with parking?

Vrbo offers a wide selection of [holiday rentals in Annapolis with parking](https://www.vrbo.com/en-gb/search?regionId=6034082&amenities%5Ffacilities%5Fgroup=parking) available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the “Parking available” filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

### What are popular rental amenities in Annapolis?

In Annapolis, popular rental amenities include well-equipped kitchens, which allow guests to prepare meals during their stay. Many properties also feature decks or patios, providing outdoor spaces to relax and enjoy the pleasant Maryland weather. A coffee and tea maker is commonly found in rentals, ensuring visitors can enjoy their morning brew at their convenience. Onsite parking is another sought-after amenity, making it easier for guests to explore the historic downtown area and the scenic waterfront.

### When is the best time to visit Annapolis for a holiday rental?

The best time to visit Annapolis for a holiday rental is during the peak season from May to July. This vibrant period is particularly popular among travellers looking to enjoy the city's rich maritime culture and beautiful waterfront. With warm temperatures averaging between 20 to 30 degrees Celsius, it's an ideal time for outdoor activities such as sailing, kayaking, and exploring the historic streets lined with charming shops and eateries.

July stands out as the most popular month, attracting families and groups eager to experience the lively option created by festivals and events, including the renowned Annapolis Arts & Wine Festival. Visitors can take advantage of longer daylight hours to soak in the sights, making it a truly delightful experience.

For those looking to maximise their budget while still enjoying the beauty of Annapolis, consider a trip in November. This month, while quieter, offers a unique charm with fewer crowds, allowing for leisurely strolls through the picturesque downtown and the chance to enjoy local dining without the rush of peak season.

### How early should I book a Annapolis holiday rental?

Book your Annapolis holiday rental at least two months before you travel for the best selection of properties.\* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

 \*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

### What are the top attractions in Annapolis?

In Annapolis, visitors can take part in a rich maritime heritage and vibrant culture. The historic district is a must-see, featuring charming historic architecture and attractions like the Maryland State House, where the Continental Congress once met. Here, holiday rentals often reflect the area's history and provide easy access to local shops and restaurants.

The United States Naval Academy is another key attraction, offering guided tours that showcase its impressive grounds and museums. Nearby, the scenic waterfront along City Dock is superb for leisurely strolls and dining, with stunning views of the boats and the Chesapeake Bay.

For those who appreciate nature, Sandy Point State Park provides a beautiful setting for picnics, hiking, and beach activities, all just a short drive from the city centre.

### Can I change or cancel my Annapolis home rental booking on Vrbo?

To find Annapolis holiday rentals with free cancellation, just use Vrbo's handy "[Free cancellation](https://www.vrbo.com/en-gb/search?regionId=6034082&free%5Fcancellation%5Fgroup=free%5Fcancellation)" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

### Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, [become a host](https://www.vrbo.com/en-gb/list) and let Vrbo handle the heavy lifting to help you thrive.

 Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

### Are all fees included in the Annapolis holiday rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

### What is VrboCare™ and how does it work?

Vrbo’s mission is to help guests relax, reconnect, and enjoy precious time together. With [VrboCare™](https://www.vrbo.com/en-gb/tlp/trust-and-safety/care-guarantee), you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable.

 If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

### What can I expect from Vrbo customer service and VrboCare™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

 Vrbo also offers support via live chat through our [Help Centre](https://www.vrbo.com/en-gb/helpcenter/?articleId=40104), where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

### Can I plan a group trip on Vrbo?

Vrbo's [Trip Planner](https://www.vrbo.com/en-gb/why/trip-planning) makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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- [Beach rentals in Ocean City](https://www.vrbo.com/en-gb/holiday-rentals/beach/united-states/maryland/worcester-county/ocean-city)
- [Rentals with pool in Ocean City](https://www.vrbo.com/en-gb/holiday-rentals/pools/united-states/maryland/worcester-county/ocean-city)
- [Longstay Hotels in Ocean City](https://www.vrbo.com/en-gb/tgp/lodging/theme/longstay/9151/ocean-city)
- [Cabins in Center Stage Theater](https://www.vrbo.com/en-gb/tgp/lodging/aa/cabins/6091655/center-stage-theater)
- [Resorts in Silver Spring](https://www.vrbo.com/en-gb/holiday-rentals/resorts/united-states/maryland/montgomery-county/silver-spring)
- [Chalets in South Mountain State Park](https://www.vrbo.com/en-gb/tgp/lodging/aa/chalets/637198047474003968/south-mountain-state-park)
- [Longstay Hotels in Washington (and vicinity)](https://www.vrbo.com/en-gb/tgp/lodging/theme/longstay/178318/washington)
- [Cabins in Deep Creek Lake State Park](https://www.vrbo.com/en-gb/holiday-rentals/log-cabins/united-states/maryland/garrett-county/swanton/deep-creek-lake-state-park)
- [Cabins in Blackwater National Wildlife Refuge](https://www.vrbo.com/en-gb/tgp/lodging/aa/cabins/6340491/blackwater-national-wildlife-refuge)
- [Mountain rentals near Eastern Neck National Wildlife Refuge](https://www.vrbo.com/en-gb/tgp/lodging/theme/mountain/553248635974660968/eastern-neck-national-wildlife-refuge)
- [Lake rentals near Gathland State Park](https://www.vrbo.com/en-gb/tgp/lodging/theme/lake/553248621532662503/gathland-state-park)
- [Cottages in Savage River](https://www.vrbo.com/en-gb/tgp/lodging/aa/cottages/681611064686567424/savage-river)
- [Longstay Hotels in St. Michaels](https://www.vrbo.com/en-gb/tgp/lodging/theme/longstay/5940/st-michaels)
- [Cabins in Catoctin Mountain Park](https://www.vrbo.com/en-gb/holiday-rentals/log-cabins/united-states/maryland/frederick-county/thurmont/catoctin-mountain-park)
- [Ski-In/Ski-Out rentals near Jonas Green State Park](https://www.vrbo.com/en-gb/tgp/lodging/theme/ski/553248621532662334/jonas-green-state-park)
- [Longstay Hotels in Baltimore (and vicinity)](https://www.vrbo.com/en-gb/tgp/lodging/theme/longstay/178235/baltimore)
- [Resorts in Ocean City Beach](https://www.vrbo.com/en-gb/holiday-rentals/resorts/united-states/maryland/worcester-county/ocean-city/ocean-city-beach)
- [Bed and breakfasts in Maryland](https://www.vrbo.com/en-gb/holiday-rentals/bed-and-breakfasts/united-states/maryland)
- [Cabins in Maryland](https://www.vrbo.com/en-gb/holiday-rentals/log-cabins/united-states/maryland)
- [Villas in Maryland](https://www.vrbo.com/en-gb/holiday-rentals/villas/united-states/maryland)
- [Longstay Hotels in Maryland](https://www.vrbo.com/en-gb/tgp/lodging/theme/longstay/222/maryland)
- [Chalets in Hart-Miller Island State Park](https://www.vrbo.com/en-gb/tgp/lodging/aa/chalets/637198034914160640/hart-miller-island-state-park)
- [Lake rentals near Wye Oak State Park](https://www.vrbo.com/en-gb/tgp/lodging/theme/lake/637198039102812160/wye-oak-state-park)
- [Anne Arundel County Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county)
- [Kunta Kinte–Alex Haley Memorial Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/kunta-kinte-alex-haley-memorial)
- [People's Brewer Hill Cemetery Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states-of-america/maryland/anne-arundel-county/annapolis/peoples-brewer-hill-cemetery)
- [Eastport Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/eastport)
- [The Kunta Kinte Alex Haley Memorial Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/the-kunta-kinte-alex-haley-memorial)
- [West Annapolis Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/west-annapolis)
- [Murray Hill Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/murray-hill)
- [Arnold Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/arnold)
- [Parole Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/parole)
- [Carrs Beach Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/carrs-beach)
- [Oyster Harbor Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/oyster-harbor)
- [Navy-Marine Corps Memorial Stadium Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/wardour/navy-marine-corps-memorial-stadium)
- [Bay Ridge Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/bay-ridge)
- [Peters Cove Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/peters-cove)
- [Annapolis Maritime Museum Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/eastport/annapolis-maritime-museum)
- [Maryland Quiet Waters Park Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/hillsmere/maryland-quiet-waters-park)
- [Cape St. John Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/parole/cape-st-john)
- [Helen Avalynne Tawes Garden Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/wardour/helen-avalynne-tawes-garden)
- [Homewood Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/homewood)
- [Admiral Heights Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/admiral-heights)
- [Stanton School & Community Center Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/historic-district/stanton-school-community-center)
- [Maryland State House Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/historic-district/maryland-state-house)
- [Wardour Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/wardour)
- [Winchester-On-The-Severn Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/winchester-on-the-severn)
- [Hillsmere Shores Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/hillsmere-shores)
- [Historic District Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/historic-district)
- [Banneker Douglass Museum Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/historic-district/banneker-douglass-museum)
- [Epping Forest Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/epping-forest)
- [Maryland Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland)
- [Annapolis Golf Club Holiday Rentals](https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis/annapolis-golf-club)

## Other language versions

```yaml
hreflang:
  x-default: https://www.vrbo.com/vacation-rentals/usa/maryland/central/annapolis
  en-AU: https://www.stayz.com.au/d/464/annapolis
  en-NZ: https://www.bookabach.co.nz/d/464/annapolis
  no-NO: https://www.vrbo.com/no-no/overnatting/usa/maryland/anne-arundel-county/annapolis
  pt-BR: https://www.vrbo.com/pt-br/alugue-temporada/estados-unidos/maryland/anne-arundel-county/annapolis
  en-CA: https://www.vrbo.com/en-ca/vacation-rentals/united-states/maryland/anne-arundel-county/annapolis
  es-ES: https://www.vrbo.com/es-es/alquiler-vacacional/estados-unidos/maryland/condado-de-anne-arundel/annapolis
  pt-PT: https://www.vrbo.com/pt-pt/alojamento-de-f%C3%A9rias/estados-unidos/maryland/anne-arundel-county/annapolis
  en-US: https://www.vrbo.com/vacation-rentals/usa/maryland/central/annapolis
  fr: https://www.abritel.fr/d/464/annapolis
  fr-CA: https://www.vrbo.com/fr-ca/location-vacances/%C3%A9tats-unis/maryland/comt%C3%A9-danne-arundel/annapolis
  de-AT: https://www.vrbo.com/de-at/urlaubsunterkunft/vereinigte-staaten/maryland/anne-arundel-county/annapolis
  el-GR: https://www.vrbo.com/el-gr/%CE%B4%CE%B9%CE%B1%CE%BC%CE%BF%CE%BD%CE%AE-%CE%B4%CE%B9%CE%B1%CE%BA%CE%BF%CF%80%CF%8E%CE%BD/%CE%B7%CE%BD%CF%89%CE%BC%CE%AD%CE%BD%CE%B5%CF%82-%CF%80%CE%BF%CE%BB%CE%B9%CF%84%CE%B5%CE%AF%CE%B5%CF%82/%CE%BC%CE%AD%CF%81%CE%B9%CE%BB%CE%B1%CE%BD%CF%84/%CE%BA%CE%BF%CE%BC%CE%B7%CF%84%CE%B5%CE%AF%CE%B1-%CF%84%CE%BF%CF%85-%CE%B1%CE%BD-%CE%AC%CF%81%CE%B1%CE%BD%CF%84%CE%B5%CE%BB/%CE%B1%CE%BD%CE%BD%CE%AC%CF%80%CE%BF%CE%BB%CE%B9%CF%82
  de: https://www.fewo-direkt.de/d/464/annapolis
  ja-JP: https://www.vrbo.com/ja-jp/%E5%AE%BF%E6%B3%8A/%E3%82%A2%E3%83%A1%E3%83%AA%E3%82%AB/%E3%83%A1%E3%83%AA%E3%83%BC%E3%83%A9%E3%83%B3%E3%83%89%E5%B7%9E/%E3%82%A2%E3%83%8A%E3%83%A9%E3%83%B3%E3%83%87%E3%83%AB/%E3%82%A2%E3%83%8A%E3%83%9D%E3%83%AA%E3%82%B9
  en-GB: https://www.vrbo.com/en-gb/holiday-rentals/united-states/maryland/anne-arundel-county/annapolis
  nl-NL: https://www.vrbo.com/nl-nl/vakantiehuizen/verenigde-staten/maryland/anne-arundel-county/annapolis
  sv-SE: https://www.vrbo.com/sv-se/semesterbostad/usa/maryland/anne-arundel-county/annapolis
  it-IT: https://www.vrbo.com/it-it/case-vacanze/stati-uniti-damerica/maryland/anne-arundel-county/annapolis
  en-SG: https://www.vrbo.com/en-sg/holiday-accommodation/united-states/maryland/anne-arundel-county/annapolis
```