Find Vacation Homes in Anne Arundel County, MD from $326

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Top Cities in Anne Arundel County

Vacation Homes in Anne Arundel County

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (36)
"Fabulous place. We’ll be booking again next year. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Luxury Waterfront Executive Family Home Annapolis with All Amenities

7.4 out of 10, Good, (3)
"Very beautiful, uniquely designed home on the water. There were 2 bedrooms on the first floor making in it easy for our elderly quests. The main suite was great for our young adults to stay in together with 2 kings, sectional and multiple love sacs. Plenty of seating throughout the home both inside and out. "
Luxury Waterfront Executive Family Home Annapolis with All Amenities

3-bedroom house in Gambrills, in the area of Annapolis, Baltimore, & DC.

10.0 out of 10, Exceptional, (3)
"Perfect!! We enjoyed staying there and hope to come back next year. Thank you"
3-bedroom house in Gambrills, in the area of Annapolis, Baltimore, & DC.

Charming Historic Townhouse Steps From USNA

10.0 out of 10, Exceptional, (30)
"It was great!"
Charming Historic Townhouse Steps From USNA

Large 2 bedroom house with private parking in a nice neighborhood

9.4 out of 10, Exceptional, (28)
"This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way."
$286 nightly
The price is $326
Oct 2 - Oct 3
Total with taxes and fees
Large 2 bedroom house with private parking in a nice neighborhood

Riverfront Retreat 7mil from MD Renaissance Fest!

9.2 out of 10, Wonderful, (17)
"It was a beautiful and private setting for a family reunion."
Riverfront Retreat 7mil from MD Renaissance Fest!

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (234)
"This was a wonderful historic home to vacation in"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Cozy Home in Beautiful Annapolis

10.0 out of 10, Exceptional, (13)
"Great property and very clean!"
Cozy Home in Beautiful Annapolis

Cozy 2br home w/ parking in downtown Annapolis

10.0 out of 10, Exceptional, (71)
"The house was clean and all amenities were provided. It was also very walkable to many restuarants and the dock street location in town. Would highly recomment this house for your next stay"
$344 nightly
The price is $392
Oct 29 - Oct 30
Total with taxes and fees
Cozy 2br home w/ parking in downtown Annapolis

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

10.0 out of 10, Exceptional, (29)
"Great location for our team to stay during Annapolis sail show. "
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Beautiful 2-bedroom water view house in Annapolis

10.0 out of 10, Exceptional, (2)
"Very nice rental. Very clean and easy to access"
Beautiful 2-bedroom water view house in Annapolis

Charming Annapolis Townhome

10.0 out of 10, Exceptional, (2)
"Great and convenient property. The host was really responsive and helped with questions and recommendations. Easy walk to downtown, naval academy and the football stadium. Parking is one block away and a lot easier than many places in the old town. "
$620 nightly
The price is $707
Oct 5 - Oct 6
Total with taxes and fees
Charming Annapolis Townhome

NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

9.4 out of 10, Exceptional, (15)
"Our group had a great time! This house was super convenient location and easily walkable to Main Street. Thank you!"
$1,089 nightly
The price is $1,241
Oct 20 - Oct 21
Total with taxes and fees
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

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

9.4 out of 10, Exceptional, (89)
"This property was a great place for a family to all relax together, play games, and enjoy the water!"
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis

10.0 out of 10, Exceptional, (95)
"Great property and great time in Oyster Harbour!"
Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis

Charming garden row home, easy 4 block walk to the heart of Annapolis.

10.0 out of 10, Exceptional, (119)
"We felt so comfortable and relaxed in this home away from home - it was beautiful and the location was perfect - so close to downtown - we were able to walk everywhere! "
Charming garden row home, easy 4 block walk to the heart of Annapolis.

Recently Renovated Annapolis Home - Conveniently Located

10.0 out of 10, Exceptional, (68)
"House is beautiful and in a great location! "
Recently Renovated Annapolis Home - Conveniently Located

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

9.8 out of 10, Exceptional, (94)
"Very nice home, the pictures don't lie. The home was super clean, had space and i felt really comfortable staying. Would definitely come back if I'm in the area again."
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Private Waterview Estate with 4 Suites, Hot Tub, Gourmet Kitchen and Game Room

9.8 out of 10, Exceptional, (29)
"Spacious and clean home! Great communication! Every amenity possible! Highly recommend!"
Private Waterview Estate with 4 Suites, Hot Tub, Gourmet Kitchen and Game Room

Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

10.0 out of 10, Exceptional, (85)
"We had a wonderful time in Annapolis ! Hosts were very accommodating "
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find out more about Anne Arundel County

Find out more about Anne Arundel County

Booking Tips to Find the Best Anne Arundel County Vacation Homes


How much does it cost to rent a vacation home in Anne Arundel County?

You can find incredible Anne Arundel County vacation homes for all types of budgets: between $326 and $1,241 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Anne Arundel County?

If you are looking for a great deal on your vacation home in Anne Arundel County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Anne Arundel County?

There are 502 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Anne Arundel County?

Begin by entering your trip dates to see what type of Anne Arundel County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Anne Arundel County?

Booking Anne Arundel County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Anne Arundel County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Anne Arundel County along with your vacation property, into a Anne Arundel County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Anne Arundel County Vacation Homes information

Number of reviews
1,012
Accommodation
502 Vacation Homes
Lowest Price
$326
Highest Price
$1,241

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