Anne Arundel County vacation rentals

We found 1,838 vacation rentals — enter your dates for availability

Welcome to the enchanting shores of historic Annapolis, where charming cobblestone streets meet the sparkling waterfront of the Chesapeake Bay. This vibrant city brims with rich history, inviting you to explore iconic landmarks, scenic parks, and family-friendly attractions. Whether you're seeking cozy cottages or stylish apartments, our diverse vacation rentals provide the perfect base for groups to create unforgettable memories together. Experience the comfort and convenience of a home away from home, tailored to your needs.

Popular Anne Arundel County destinations on Vrbo

Holiday rentals with weekly discounts - Anne Arundel County

Showing deals for:Dec 4 - Dec 11

Exterior
Kitchen
Kitchen
Kitchen
Exceptional
(30 reviews)

Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

Stevensville

12% off
$281
$1,965 for 7 nights
All fees included
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate
Beautiful waterfront home on Burley Creek with private pier
Enjoy screened in porch with dining table and sitting area
West-facing screened porch with bar area and café lights for night ambience
Lawn for yard games along the waterfront, or simply relax in the shade
Exceptional
(62 reviews)

Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis

Annapolis

8% off
$650
$4,547 for 7 nights
All fees included
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis
Room
Private kitchen
Interior
Dining
Exceptional
(21 reviews)

Captain's Retreat! Newly Renovated - few steps from the beach!

Annapolis

17% off
$659
$4,610 for 7 nights
All fees included
Captain's Retreat! Newly Renovated - few steps from the beach!
Private kitchen
Property grounds
Living area
Beach
Exceptional
(94 reviews)

Chesapeake Bay Cottage

Churchton

9% off
$303
$2,124 for 7 nights
All fees included
Chesapeake Bay Cottage
Great Room
Terrace/patio
Kitchen - Granite Island
Exterior
Exceptional
(15 reviews)

Waterfront Architectural Masterpiece with private dockage available.

Annapolis

8% off
$1,345
$9,413 for 7 nights
All fees included
Waterfront Architectural Masterpiece with private dockage available.
Large, beautifully updated kitchen area is perfect for meal times.
Marina
Additional dining area off of the living room
Exterior
Exceptional
(37 reviews)

West Annapolis Cottage- 6BR Walk to Navy Stadium

Annapolis

8% off
$759
$5,314 for 7 nights
All fees included
West Annapolis Cottage- 6BR Walk to Navy Stadium
Upper level master bedroom
Kitchen
Living room
Dinning area
Exceptional
(16 reviews)

House near Patapsco River 2700 square feet

Pasadena

9% off
$823
$5,763 for 7 nights
All fees included
House near Patapsco River 2700 square feet
Private kitchen
Interior
Exterior
Exterior
Exceptional
(14 reviews)

Charming Home located minutes from the Naval Academy and Downtown Annapolis

Annapolis

8% off
$543
$3,798 for 7 nights
All fees included
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Entrance from inside.  Half bath on first floor is the door on the left.
Favorite night spot for my extended family, when we are there
Sunroom 1/2 - Great view of pond, Bay in distance. So much wildlife to see.
Stocked pantry, coffee station.  Fridge/freezer + mud room fridge & freezer
Exceptional
(211 reviews)

240' Private Beachfront @Kent Island Love Point - Great for Families

Stevensville

20% off
$406
$2,844 for 7 nights
All fees included
240' Private Beachfront @Kent Island Love Point - Great for Families
Exterior Rear of House and Dock
Porch Dining Table
Kitchen
Upstairs Hall
Exceptional
(35 reviews)

Waterfront Home near Annapolis, MD

Galesville

9% off
$1,774
$12,419 for 7 nights
All fees included
Waterfront Home near Annapolis, MD
Custom, open-concept home (photo prior to new red-oak hardwood flooring)
Shaded view of wrap-around deck; stainless Saber outdoor gas grill
Convenient open-concept design:  kitchen, dining and living areas
"Overlook on Dun's Cove" -- luxury, year-round waterfront vacation rental
Exceptional
(163 reviews)

Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels

Sherwood

11% off
$299
$2,092 for 7 nights
All fees included
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Private kitchen
3 covered balconies, a ground floor patio, and ceramic and propane grills.
Dining
Living area
Exceptional
(76 reviews)

Charming Annapolis WaterVIEW Home

Annapolis

13% off
$405
$2,838 for 7 nights
All fees included
Charming Annapolis WaterVIEW Home
upstairs bedroom w/ King size bed and space for queen air mattress
Terrace/patio
outdoor space
Marina
Exceptional
(92 reviews)

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Pasadena

8% off
$494
$3,457 for 7 nights
All fees included
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Dining
Private kitchen
Living area
Dining
Excellent
(9 reviews)

Fabulous 5-bedroom house with AC in charming Annapolis

Annapolis

9% off
$458
$3,209 for 7 nights
All fees included
Fabulous 5-bedroom house with AC in charming Annapolis
Dining
Terrace/patio
Living area
Private kitchen
Exceptional
(31 reviews)

Charming 3BDR Bungalow Near Annapolis​

Riva

10% off
$286
$2,000 for 7 nights
All fees included
Charming 3BDR Bungalow Near Annapolis​
LARGE OPEN KITCHEN
SCREENED PORCH
PUBLIC BEACH/PARK 2 MILES AWAY
DINING ROOM SEATS 10-14 W/LEAFS
Exceptional
(45 reviews)

Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

Annapolis

13% off
$782
$5,474 for 7 nights
All fees included
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
Property grounds
New Kitchen 2022
Dining room
Interior
Exceptional
(65 reviews)

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville

9% off
$504
$3,527 for 7 nights
All fees included
Circa 1700 Chesapeake Colonial home on the National Register.
Separate entryway with electronic keypad.
Quiet, tree-filled neighborhood. The apartment is above the garage.
Twin size sofa/futon for a 3rd person.
Room
Exceptional
(21 reviews)

Annapolis Tree House Apartment- luxury shower, separate space

Annapolis

8% off
$221
$1,547 for 7 nights
All fees included
Annapolis Tree House Apartment- luxury shower, separate space
Outdoor spa tub
Exterior
Dining
Living area
Exceptional
(5 reviews)

Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games

Bowie

8% off
$700
$4,903 for 7 nights
All fees included
Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games
Water view from the kitchen
Property grounds
Interior
Private kitchen
Exceptional
(35 reviews)

Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

Annapolis

9% off
$633
$4,432 for 7 nights
All fees included
Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view
Living area
Exterior
Exterior
Exterior
Exceptional
(24 reviews)

In Town, Rock Hall, Fenced-In Yard, 1 Block to Bay!!

Rock Hall

8% off
$230
$1,612 for 7 nights
All fees included
In Town, Rock Hall, Fenced-In Yard, 1 Block to Bay!!
Living area
Exterior
Dining
Property grounds
Exceptional
(25 reviews)

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Tilghman

8% off
$388
$2,714 for 7 nights
All fees included
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Interior
Private kitchen
Living area
Living area
Exceptional
(13 reviews)

The General's House-Spacious Home w/Pool & Hot Tub

Annapolis

8% off
$618
$4,324 for 7 nights
All fees included
The General's House-Spacious Home w/Pool & Hot Tub
Dining
Living area
Private kitchen
Exterior
Exceptional
(49 reviews)

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Stevensville

9% off
$901
$6,304 for 7 nights
All fees included
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Find out more about Anne Arundel County

Why visit Anne Arundel County

  • Historic Annapolis: Explore the charming streets and historic sites of Maryland's state capital, known for its vibrant waterfront and rich history.
  • Outdoor Adventures: Enjoy a variety of outdoor activities, from hiking to water sports, amidst the stunning natural scenery.
  • Family-Friendly Excursions: Discover welcoming neighborhoods like Fort Meade, offering fun and engaging activities for all ages.
  • Beautiful Beaches: Relax on picturesque beaches, perfect for sunbathing and enjoying the coastal atmosphere.
  • Diverse Accommodations: Choose from a range of vacation rentals, including cozy cottages and stylish apartments, to suit your needs.

Popular types of accommodation in Anne Arundel County

Planning a getaway to Anne Arundel County? You're in for a treat. Explore our diverse selection of vacation rentals, featuring popular options like houses, cozy cottages, and stylish apartments. With a variety of house listings available, you're sure to find the perfect home for rent that suits your needs. Enjoy the charm of Anne Arundel County while making unforgettable memories in your ideal vacation home.

  • Houses: The top choice for visitors in Anne Arundel County, offering spacious and comfortable settings ideal for families or groups.
  • Apartments: A popular option for those seeking a more city-like experience, providing convenient amenities and easy access to local attractions.
  • Cottages: Charming and cozy, these rentals offer a quaint getaway, perfect for a romantic retreat or a peaceful escape.
  • Condos: Featuring modern comforts and often located in vibrant communities, condos are a great choice for a stylish stay.
  • House Boats: For a unique experience, consider staying on a houseboat, combining adventure with relaxation on the water.**

Top attractions in Anne Arundel County

Anne Arundel County, Maryland, offers a perfect blend of outdoor activities, scenic views, and beach vacations. Visitors can explore historic houses, relax on beautiful beaches, and access medical centers, making it an ideal destination for culture, family experiences, and outdoor adventures. Whether you're traveling solo, with family, or in a group, there's something for everyone to enjoy in this charming region.

  • Chesapeake Bay Bridge: This iconic bridge, stretching over the beautiful Chesapeake Bay, offers breathtaking views and a modern architectural marvel. Experience the thrill of crossing one of the longest bridges in the U.S., enjoying the vibrant atmosphere and stunning scenery.
  • Fort George G. Meade: A significant military installation, Fort George G. Meade is known for its welcoming community. Take a guided tour to learn about its history and the friendly people who make it a unique place.
  • Sandy Point State Park: A picturesque state park perfect for outdoor enthusiasts, offering sandy beaches, scenic trails, and plenty of adventure activities. Enjoy the natural beauty and recreational opportunities in a serene setting.

Things to do recommended for couples

For a romantic getaway in Anne Arundel County, indulge in the luxury vibes at Old South Country Club. Enjoy a private round of golf or relax with a scenic view while sipping cocktails, creating unforgettable memories together in this charming setting.

Things to do recommended for families

Families visiting Anne Arundel County can explore the fascinating exhibits at the Maryland Science Center, enjoy a day at Sandy Point State Park's sandy beaches, and visit the interactive Children's Museum in Annapolis for a fun-filled adventure suitable for all ages.

Things to do recommended for groups

Explore the vibrant arts scene in Annapolis, tour the historic U.S. Naval Academy, or enjoy a scenic boat cruise on the Chesapeake Bay. For a fun twist, try a group cooking class at a local culinary school to learn about Maryland's famous crab dishes.

*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 Anne Arundel County

When planning your trip—whether you're traveling with a group, family, pets, or looking for extended stays—it's important to prioritize your preferences. Here are some helpful booking tips for using Vrbo.

  • Traveling to Anne Arundel County with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Anne Arundel County with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Anne Arundel County: For many, a family vacation isn’t truly enjoyable without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Anne Arundel County: If you're in search of vacation rentals that offer discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Anne Arundel County

Anne Arundel County is a treasure trove for tourists seeking outdoor adventures, stunning scenery, and relaxing beach getaways. Explore the charming streets of Annapolis, the state capital, known for its historic sites and vibrant waterfront. Visit nearby neighborhoods, such as Fort Meade, which offer a welcoming atmosphere and family-friendly excursions. Whether you're after budget-friendly activities or unique experiences, Anne Arundel County promises an unforgettable vacation filled with friendly faces and exciting adventures.

  • Annapolis: As the capital of Maryland, Annapolis is rich in history and coastal charm. Nestled along the Chesapeake Bay, this vibrant city invites travelers to explore its picturesque waterfront, historic sites, and lively downtown area. Popular activities include visiting the U.S. Naval Academy and strolling along the scenic City Dock. Families can enjoy educational experiences, while shoppers will find an array of boutiques and shopping centers. The nearby beaches and beautiful bay provide ample opportunities for outdoor adventures and relaxation, making Annapolis a must-visit destination.
  • Linthicum Heights: Conveniently located near Baltimore-Washington International Airport, Linthicum Heights is a welcoming city that offers a blend of business and family-friendly attractions. Visitors can enjoy a variety of shopping options, from local boutiques to larger shopping malls. Music lovers can catch a concert at nearby venues, while sports enthusiasts may wish to explore local stadiums and facilities. With its easy access to major highways, Linthicum Heights serves as a great base for exploring the surrounding areas, including Baltimore’s vibrant cultural scene.
  • Hanover: Hanover is a bustling city that combines business and family experiences with leisure and entertainment. Known for its shopping centers and malls, visitors can indulge in a variety of retail therapy options. The city features a vibrant marina, perfect for water activities, and is home to several event conference venues, making it ideal for both work and play. Families can enjoy local parks and recreational facilities, while sports fans can catch exciting events at nearby stadiums. Hanover’s blend of amenities makes it a great stop on your Anne Arundel County adventure.

Booking with Vrbo is a breeze

Are you eager to save on your next adventure? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by considering an extended stay. To discover a Vrbo property that aligns with your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your travel needs.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to create new travel plans, keep your existing arrangements on track, or manage your bookings with ease. All your saved or booked properties are thoughtfully categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Anne Arundel County getaway

Learn about the unique charm of Anne Arundel County with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Anne Arundel County

Are you hoping to discover attractions to visit in the city? Venture out of your cozy vacation rental and experience everything that Anne Arundel County has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Maryland Renaissance Festival (5.4 mi / 8.6 km)
  • Thanksgiving Farm Wines (10.4 mi / 16.7 km)
  • Renditions Golf Club (10.7 mi / 17.3 km)
  • Lake Presidential Golf Club (15.7 mi / 25.3 km)
  • Queenstown Harbor Golf (17.5 mi / 28.1 km)
  • Chesapeake Beach Water Park (19.9 mi / 32.1 km)

Exploring the natural features in Anne Arundel County

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Anne Arundel County. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Maryland Quiet Waters Park (2.4 mi / 3.9 km)
  • Bay Ridge Beach (2.9 mi / 4.7 km)
  • Sandy Point Beach (5.7 mi / 9.2 km)
  • Triton Beach (6.6 mi / 10.6 km)
  • Northern Chesapeake Bay (8 mi / 12.8 km)
  • Fort Smallwood Park (11 mi / 17.6 km)

How to get to and around Anne Arundel County

Fly into Fort Meade, MD (FME-Tipton), the closest airport, located 16.2 mi (26.1 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Baltimore Washington Intl. Airport (BWI), which is 16.8 mi (27 km) away.

If you're traveling by train, Odenton Station, Baltimore-Washington International Airport Station and Laurel Park Station are the main stations in the area. It's easy to get around Anne Arundel County by catching a ride on the metro at Cromwell-Glen Burnie Station, Ferndale Station or BWI Thurgood Marshall Airport Metro Station.

Frequently asked questions

What is the best area to stay in Anne Arundel County when booking a vacation rental?
If you're planning a trip to Anne Arundel County, Odenton is one of the most popular neighborhoods to stay. Whether you're looking for a condo, cottage or another property style, you'll always have the entire place to yourself.
What is the most popular type of vacation rental accommodation in Anne Arundel County?
The most sought-after types of vacation rentals in Anne Arundel County are apartments. After something a little different? Vrbo has a variety of options to match our guests' diverse needs, so you'll see vacation properties in all shapes and sizes. The ideal fit is ready and waiting for you — get hold of yours today.
How much does it cost to rent a vacation rental in Anne Arundel County?
The average price for a vacation rental in Anne Arundel County can vary depending on factors such as property type, season and length of stay. Whether you're thinking about a sprawling villa with space for the whole family or a cozy cabin for just you and your sweetheart, just enter your travel dates to see stays with fantastic value.
How much does it cost to rent a beach house in Anne Arundel County?
Prices for beach houses in Anne Arundel County may differ depending on the type and size of the property and time of year you're traveling. Simply enter your dates of travel into Vrbo and how many guests to see your rental options and prices. From there you can use the filters to tailor your search by ratings, amenities and more.
Are there pet-friendly vacation rentals in Anne Arundel County?
Yes. There are. You can choose from 94 stays that welcome pets in Anne Arundel County on Vrbo. Our furry best friends deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to find a property where your pup can join the fun.
Are there large group vacation rentals in Anne Arundel County?
Take your pick of 151 vacation properties in Anne Arundel County that can accommodate a group of 10 or more people. Whether you're planning time away with the family or a special event like a birthday party, there's plenty of room to get your favorite people together under one roof.
What are the top attractions for families in Anne Arundel County?
Keep your kids busy at these fun family-friendly attractions in Anne Arundel County:
  • Downs Park Dog Beach
  • Compass Pointe Golf Courses
  • Fort Smallwood Park
Are there one-bedroom vacation rentals in Anne Arundel County?
Yes, Anne Arundel County has 112 one-bedroom rentals available. Typically located in well-regarded areas due to their compact size, a one-bedroom rental is perfect if you're traveling with a friend or your partner. And with home comforts such as air conditioning and more privacy, you'll be able to kick back while exploring this top destination.
Can I find two-bedroom vacation rentals in Anne Arundel County?
Pick from 100 two-bedroom rentals in Anne Arundel County. Put the kids in the second room or maybe fill it with a couple of your best friends. There's a spot for whoever's fortunate enough to be joining your adventure.
Are there vacation rentals with WiFi in Anne Arundel County?
Whether you'd like to keep up with the latest headlines, make a video call or update your social media accounts, there are 307 vacation homes with WiFi in Anne Arundel County. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Anne Arundel County?
You'll have a choice of 571 Vrbo vacation rentals with air conditioning in Anne Arundel County providing that cooling breeze and extra comfort level. Enter your chosen travel dates and then use our filters to locate stays with air conditioning.
How old do you have to be to rent a vacation rental in Anne Arundel County?
You'll need to check with the Anne Arundel County vacation home you're looking at on Vrbo as the age limit varies. However, it's normally 16, 18 or 21.
How long can I rent a vacation rental in Anne Arundel County for?
The amount of time you can rent an Anne Arundel County vacation rental for depends on each property. Simply put in your preferred travel dates to view options that offer long-term stays. They come with the things you need to make your extended vacation more enjoyable and comfortable, like air conditioning and kitchens. Some vacation rentals may also offer weekly or monthly discounted prices, so you can stay even longer for less.
Does Vrbo offer discounts for vacation homes in Anne Arundel County?
Whether you're interested in one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to find some incredible deals and discounts on Vrbo. From weekend trips to extended vacations, we've got you covered for your next Anne Arundel County escape.

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