Entire home

Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!

Relax in the cozy king suite overlooking Historic Downtown Annapolis!

Newly renovated living room with ample seating and 55" smart TV for streaming!

Southern style speak easy for an evening nightcap or cozy morning coffee!

Private outdoor pergola with outdoor seating and propane grill for your use

Bathroom #1 on main level. Shampoo, Conditioner, bodywash, poo pourri, etc.!

Overview
Amenities
Policies
Location
Host

Exceptional

4 bedrooms3 bathroomsSleeps 82200 sq ft

Popular amenities

Barbecue grill
Washer
Dryer
Kitchen
Pet-friendly
Outdoor space

Explore the area

Annapolis, MD

Annapolis City Dock
‪1 min walk‬
U.S. Naval Academy
‪2 min walk‬
Navy-Marine Corps Memorial Stadium
‪3 min drive‬
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
‪34 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio

Kitchen

Separate dining area

Garden

Dining area

About this property

Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!

Welcome to your dream stay nestled in the heart of Historic Downtown Annapolis! Located just 45 feet from downtown Annapolis's City Dock and 150 feet from the main entrance of the U.S. Naval Academy!
This stunning 4-bedroom (5 bed), 3-bath home offers the perfect blend of southern charm, luxury, and an unbeatable location for walking to everything! Whether you're visiting for a Naval Academy event, a weekend getaway, nautical event, or a family gathering, this property is your can't-pass-up home base!
Inside, enjoy a spacious layout designed for comfort and togetherness. Each of the three full bathrooms features a custom walk-in shower, and each of the four bedrooms is uniquely styled for relaxation after a day of exploring this beautiful town.

When you're not enjoying the walkable beauty of Annapolis, retreat to the private back patio, where string lights twinkle above cozy seating under the pergola and a propane grill invites you to fire up a home cooked meal under the stars!

Sleeps 8 | 3 Full Baths | Historic District

Key Amenities:

- Prime location: 45 feet from downtown, 150 feet from USNA Gate

- 4 private bedrooms (5 beds) with comfortable bedding and foam mattresses

- 3 full bathrooms with custom walk-in showers

- Fully equipped kitchen with modern appliances

- High-speed Wi-Fi & smart TVs

- Charming back patio with string lights, outdoor seating, and propane grill

- Central air conditioning & heating

- Washer/dryer in-unit

- Coffee station (fully stocked) to jumpstart your mornings

- Multiple parking garages under 1 mile from the property (pay to park street parking also available with a 2-hour maximum time limit)

Whether you're here for history, celebration, or relaxation, this property offers a five-star experience with an authentic Annapolis backdrop creating the perfect getaway you've been looking for!

Property manager

Andy

Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen

Washing machine

Dryer

Pet-friendly

Free WiFi

Air conditioning

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Kitchen
Washer
Dryer
Air conditioning

House Rules

Minimum age to rent: 23

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: limit 2 total

Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:

Load and start the dishwasher

Turn off the lights and lock the doors

Failure to complete these may result in a negative review from the host.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

On-site parties or group events are strictly prohibited

Host has indicated that there is a carbon monoxide detector on the property

Host has indicated that there is a smoke detector on the property

Safety features at this property include a fire extinguisher and a first aid kit

Property Registration Number 270585

We should mention

This property does not have any lifts

A car is not required for transport to and from this property

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. Jonas Green State Park and Sandy Point State Park reflect the area's natural beauty and area attractions include French Soldiers Monument and Helen Avalynne Tawes Garden. Travelling with kids? Consider Annapolis Maritime Museum, or check out an event or a game at Tose Family Tennis Center. Parasailing, power boating and sailing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.

Annapolis, MD

What's nearby

Annapolis City Dock - 1 min walk - 0.0 km
U.S. Naval Academy - 2 min walk - 0.2 km
Maryland State House - 3 min walk - 0.3 km
Annapolis Maritime Museum - 19 min walk - 1.6 km
Navy-Marine Corps Memorial Stadium - 3 min drive - 2.5 km

Getting around

Odenton Station - 26 min drive
Fort Meade, MD (FME-Tipton) - 26 min drive

Restaurants

‪The Choptank - ‬3 min walk
‪O'Brien's Annapolis' Original Steakhouse - ‬3 min walk
‪Starbucks - ‬3 min walk
‪Federal House - ‬2 min walk
‪McGarvey's Saloon & Oyster Bar - ‬1 min walk

Frequently asked questions

Is Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA! pet-friendly?

Yes, this property allows pets (limit 2 total).

How much is parking at Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!?

This property doesn't offer parking.

Where is Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA! located?

Located in the heart of Annapolis, this family-friendly holiday home is steps away from John Smith House and U.S. Naval Academy. Annapolis City Dock and William Paca House are just steps away.

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Kristen S.

30 Jul, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, beautiful home

My husband and I took our parents, 10 year old son, and pup for a getaway to Annapolis and stayed 5 nights here. Check-in and check-out were a breeze, the home is lovely, well appointed, and clean, Andrew was prompt, thorough, courteous, and helpful in all correspondence. The location of the house is perfect and puts you within close walking distance of the heart of the historic district of Annapolis and the Naval Academy. We would absolutely stay again and recommend to others traveling to the area.

Stayed 5 nights in Jul 2025

10/10 Excellent

Megan W.

2 Jul, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute and close

Great place very clean and super close to everything. This was close to all the restaurants and stores. We could walk to the restaurants and bars. The house was perfect for the 4 adults and 3 teens.

Stayed 3 nights in Jun 2025

10/10 Excellent

Tina H.

28 Oct, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic location and great experience

We loved the house and its garden and the location so close to the City Dock cannot be beat during boat show season!

Stayed 7 nights in Oct 2024

10/10 Excellent

Casie B.

16 May, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay at an amazing location.

My group of family and friends thoroughly enjoyed our stay at this home. The location is amazing and the flexible check-in/out was really nice too. Would recommend and stay again!

Stayed 2 nights in May 2024

10/10 Excellent

Angie F.

6 May, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Great location to downtown Annapolis and Naval Academy. The pictures were accurate and everything was nice and clean!

Stayed 3 nights in Apr 2023

10/10 Excellent

jennifer p.

12 Sept, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

Perfect place in DTA. Very cute but sophisticated decor, great little details that made our stay so simple and easy! Highly recommend!

Stayed 2 nights in Sep 2024

10/10 Excellent

Beth D.

5 Dec, 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming house, great location.

The group was very happy with the rental. Owner was very easy to communicate with. Couldn’t beat the proximity to bars, restaurants and shops.

Stayed 2 nights in Nov 2019

10/10 Excellent

Matt K.

19 Jun, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

What a weekend!

Couldn’t have had a better location!

Stayed 2 nights in Jun 2023

10/10 Excellent

Linda H.

2 Oct, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Yes!

Great location and well maintained. Highly recommend

Stayed 2 nights in Sep 2023

This review was submitted before 2018 and has not been verified.

4/10 Poor

Mark C.

16 Nov, 2015

Much less than expected

The home is need of repair and upkeep. The pictures on the website are misleading and do not show the true state of the home. The location is great, but that doesn't make up for the interior condition.

Stayed 2 nights in Nov 2015

10/10 Excellent

Staciew H.

11 Jul, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

I day Rental

Rental was great! Andy the host was great! Very close to Naval Academy we were there for IDay. Will rent again!

Stayed 2 nights in Jun 2023

10/10 Excellent

David M.

3 Nov, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location Location Location!

This property backs up to where all of the action is! A 20 second walk to All the best bars and restaurants. The house is vey nice and has a historic feel! The owner is very supportive and immediately answers any questions. You can’t go wrong with this place.

Stayed 2 nights in Oct 2021

10/10 Excellent

Laura K.

19 Sept, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent accommodations in the heart of Annapolis

We were in Annapolis for a wedding. This property was very convenient, spacious, comfortable and clean. Definitely would stay here again on our next trip to Annapolis.

Stayed 2 nights in Sep 2021

10/10 Excellent

William P., Hershey

12 Sept, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent stay

Great house and awesome location!

Stayed 2 nights in Sep 2021

10/10 Excellent

Lauren S.

16 May, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location / Charming House

We really enjoyed our stay. The house is perfectly located - you are just one block away from the waterfront, shops, bars and restaurants. It's a charming house on a charming street. House was clean and comfortable and had enough space for the 5 of us. Loved the back patio. Andrew was easy to communicate with. We'd stay again and would recommend to others.

Stayed 2 nights in May 2021

10/10 Excellent

Dan M.

2 May, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location

Our family of 6 enjoyed a wonderful weekend in Annapolis. The kids really enjoyed the location. We could walk everywhere in town and it was only a 30 second walk to the Navy gates. The house was clean. The kitchen had all the essentials. The back patio was gorgeous. We would highly recommend this spot to anyone who wants to be close to all the fun things that Main Street has to offer.

Stayed 2 nights in Apr 2021

10/10 Excellent

Susan E.

20 Oct, 2018

Great location in Annapolis

Very convenient to Naval Academy and historic area. Comfortable accommodations for 6 adults - could have fit a few more as well. Host very responsive to inquiries. Would stay here again!

Stayed 2 nights in Sep 2018

10/10 Excellent

Verified traveller

10 Sept, 2018

Steps from bars and restaurants, clean, historic home

Great little house. Comfortably slept 8 grown men. Andy was an awesome host, very responsive. Will definitely be back. If not for the location just book for that amazing back patio.

Stayed 2 nights in Aug 2018

10/10 Excellent

Elizabeth C.

7 Jul, 2018

Excellent!

Great location close to town, shops, restaurants; well-stocked kitchen; enough bedrooms for our group; responsive owner. Somewhat limited hot water supply, but great overall.

Stayed 2 nights in Jun 2018

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Bryce M.

23 Oct, 2017

Excellent!!

Great location! Very close to downtown and the Academy. Owners were extremely responsive from the day we booked through our stay.

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Nick C.

9 Oct, 2017

Fabulous

In town for our 30th USNA reunion. We were the envy of our classmates, in that our house was so perfectly located! A block from Gate 1, mere steps to the city docks, and a comfortable house for catching up with friends. I would highly recommend booking this property.

Stayed 4 nights in Sep 2017

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Erin S.

26 Aug, 2016

Beautiful stay in downtown Annapolis

I would highly recommend this rental. The location was perfect; a block away from downtown. The house was well maintained and well stocked with needed amenities.

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Michael P.

9 Jun, 2016

Perfect location, near everything you could want..

Amazing location, just a quick walk to the main part of town. Hot showers, clean, and a great backyard. Highly recommend. Hoping to be back soon.

Stayed 2 nights in May 2016

This review was submitted before 2018 and has not been verified.

10/10 Excellent

10 Apr, 2016

Charming and perfect for the weekend

We stayed at this house for 3 days over the weekend and had a wonderful time. The location is perfect for downtown activities and the house is charming. There were 8 of us and we were perfectly comfortable. When we first booked the house I wasn't sure what to expect based on some of the other reviews, but when we checked in we were very happy with the cleanliness and condition. If tgere were issues before, they have been fixed. The rooms are a bit quaint, but that is what we expected when reserving a historic property. Maybe others had the wrong impression. In any event, we appreciated the opportunity to stay in such a nice house and really unique location. I certainly recommend this property for anyone traveling to Annapolis.

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Elizabeth M.

21 Nov, 2015

Perfet location and very comfortable

My family of 8 stayed at this property for 3 days and 2 nights during a Navy football game weekend. We had a great time - the house was very clean and comfortable for a group that included a few rowdy kids. The location was perfect because we could walk to the Naval Academy and everything downtown.