An aerial view of a coastal town with a prominent church, dense residential area, and a marina with boats.

Vacation Rentals in Anne Arundel County

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Top Cities in Anne Arundel County

A busy downtown street at dusk with historic buildings, a church steeple, and American flags.
Vacation RentalsVacation Rentals

Annapolis

Annapolis

Our top choices for Anne Arundel County vacation rentals

A calm waterfront with boats docked, a bridge in the background, and autumn foliage along the riverbank.

1. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

Your Annapolis Waterfront retreat for a weekend or any-day getaway!
West Annapolis
10.0 out of 10, Exceptional, (94 reviews)
"Lovely location and Jim was very helpful all the way around!"
United States
Jill R.
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
A wooden dock extending into a calm body of water with boats docked at the end.

2. Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (87 reviews)
"Location, amenities, cleanliness, parking all great!"
United States
Nancy N.
$372 nightly
The price is $424
Nov 30 - Dec 1
Total with taxes and fees
Cozy 2br home w/ parking in downtown Annapolis
A kitchen with a wooden countertop, a stove, and a refrigerator.

3. 18th Cent. Charm in Historic Downtown Annapolis

18th Cent. Charm in Historic Downtown Annapolis
Historic District
9.2 out of 10, Wonderful, (15 reviews)
"Property description is accurate, host is quickly responsive."
United States
Bradford R.
$367 nightly
The price is $418
Nov 8 - Nov 9
Total with taxes and fees
18th Cent. Charm in Historic Downtown Annapolis
A living room with a fireplace, a television mounted above it displaying an airplane, and a glass coffee table.

4. Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.

Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.
Eastport
10.0 out of 10, Exceptional, (2 reviews)
"Excellent place to stay!"
United States
Michaell M.
$575 nightly
The price is $627
Nov 8 - Nov 9
Total with taxes and fees
Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

5. Cute, Cozy 2-bedroom house near Annapolis with water access

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.8 out of 10, Exceptional, (31 reviews)
"Great stay"
United States
Guillaume P.
$175 nightly
The price is $199
Nov 15 - Nov 16
Total with taxes and fees
Cute, Cozy 2-bedroom house near Annapolis with water access
A marina with multiple boats docked, a building with a distinctive yellow roof, and a clear sky.

6. Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
Historic District
9.6 out of 10, Exceptional, (24 reviews)
"The cottage was perfectly located in the heart of Annapolis. It has many eclectic decorations throughout out it. We enjoyed our stay."
United States
Bridget C.
$596 nightly
The price is $679
Nov 8 - Nov 9
Total with taxes and fees
Secluded Cozy Cottage in Historic Downtown
A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

7. Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (44 reviews)
"This was a lovely place for my mom and I to stay - we were dealing with a challenging situation and Solmaz was very kind and was easy to communicate with. The community is nice and parking was easy. "
United States
Linda B.
$276 nightly
The price is $315
Nov 9 - Nov 10
Total with taxes and fees
Large 2 bedroom house with private parking in a nice neighborhood
Stylish kitchen with open layout and island seating

8. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (9 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
$423 nightly
The price is $482
Nov 9 - Nov 10
Total with taxes and fees
Pool Loft Suite | Bay Access & Beach Passes
A beach with chairs and a pier in the background.

9. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (19 reviews)
"Super clean, well furnished and in a nice quiet neighborhood close to downtown Annapolis. Great place to stay!"
United States
Ryan C.
$404 nightly
The price is $461
Nov 9 - Nov 10
Total with taxes and fees
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
A two-story house with a covered patio, a garage, and a well-maintained lawn.

10. Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids

Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Admiral Heights
10.0 out of 10, Exceptional, (56 reviews)
"Yes! Enjoyed our stay. Perfect setting and location to enjoy are time in Annapolis."
United States
Maureen D.
$415 nightly
The price is $473
Nov 9 - Nov 10
Total with taxes and fees
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Aft deck with spiral staircase to the rooftop, sliding glass doors, and an unobstructed sunset view across the Magothy River from Ferry Point Marina.

11. Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Arnold
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful location! Amazing restaurant down the street. Best crab dip and cream of crab soup you’ll ever have."
United States
Anonymous traveler
$361 nightly
The price is $411
Nov 15 - Nov 16
Total with taxes and fees
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Exterior detail

12. Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA

Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
Historic District
10.0 out of 10, Exceptional, (6 reviews)
"Very nice, comfortable, convenient property. Host was very communicative. "
United States
Brian L.
$429 nightly
The price is $489
Nov 9 - Nov 10
Total with taxes and fees
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
A house with a deck, a fire pit, and blue Adirondack chairs.

13. Lakefront Home Firepit BWI Marleycreek River

Lakefront Home Firepit BWI Marleycreek River
3.0 star property
Marley
$284 nightly
The price is $324
Nov 8 - Nov 9
Total with taxes and fees
Lakefront Home Firepit BWI Marleycreek River
A kitchen with a bar area, a ceiling fan, and a sliding glass door leading to a deck.

14. Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
9.6 out of 10, Exceptional, (14 reviews)
"This is a cute place. Well stocked nicely renovated kitchen. Having coffee and a bottle of wine was a definite plus. "
United States
Diane D.
$464 nightly
The price is $529
Nov 8 - Nov 9
Total with taxes and fees
Renovated Bungalow | Walk to Beach | Dog-Friendly
A wooden dock with Adirondack chairs and a ladder, overlooking a calm body of water with a distant shoreline.

15. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (24 reviews)
"Excellent Property"
United States
Buu T.
$528 nightly
The price is $602
Nov 9 - Nov 10
Total with taxes and fees
Chesapeake Cottages- 2 Quaint Waterfront Retreats
A sunset view from a balcony with a glass-top table and a fire feature, overlooking the sea.

16. FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views

FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
Pasadena
10.0 out of 10, Exceptional, (4 reviews)
"We had a phenomenal time celebrating our engagement at Flohom! The space was spotlessly clean, super comfortable, and peaceful. The location was fantastic, and the hosting was top-notch from start to finish. We couldn't have asked for a better experience to"
United States
Charles W.
$392 nightly
The price is $447
Nov 8 - Nov 9
Total with taxes and fees
FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
A porch with two Adirondack chairs, a potted plant, and a gravel pathway leading to a gated area.

17. Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!

Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
Annapolis
10.0 out of 10, Exceptional, (25 reviews)
"Accommodating hosts, charming house and great location! "
United States
Scott C.
$360 nightly
The price is $410
Nov 12 - Nov 13
Total with taxes and fees
Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
A living room with a dining table, two sofas, a coffee table, and a patterned rug.

18. Chapel Gate 3BR Steps to City Dock & Naval Academy

Chapel Gate 3BR Steps to City Dock & Naval Academy
Historic District
10.0 out of 10, Exceptional, (1 review)
"Very cute home in great proximity to naval academy"
United States
JENNIFER E.
$481 nightly
The price is $544
Nov 8 - Nov 9
Total with taxes and fees
Chapel Gate 3BR Steps to City Dock & Naval Academy
A spacious living room with a large sofa, a coffee table, and a chandelier. There is a kitchen in the background with a dining area.

19. Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Homewood
9.8 out of 10, Exceptional, (10 reviews)
"The house was great and the host was better! She was super responsive and helpful, and everything went well on our stay!"
United States
Dan B.
$492 nightly
The price is $561
Nov 17 - Nov 18
Total with taxes and fees
Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and 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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Top Anne Arundel County Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

8/10 Good
"Complimentary coffee was not offered in the morning. A definite no no"
Theresa 2-night trip
Posted 6 hours ago
Graduate by Hilton Annapolis

Find out more about Anne Arundel County

Discover your perfect Anne Arundel County vacation rental with Expedia

How many vacation rentals are available in Anne Arundel County?


Expedia has plenty of vacation rentals to choose from in and around  Anne Arundel County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Anne Arundel County?


The selection of Anne Arundel County vacation rentals we have selected for you start as low as $199 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Anne Arundel County?


Vacation rentals in Anne Arundel County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Anne Arundel County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Anne Arundel County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Anne Arundel County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Anne Arundel County?


Find vacation rentals in Anne Arundel County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Anne Arundel County.  


What amenities are available in a vacation rental in Anne Arundel County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Anne Arundel County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Anne Arundel County?   


Everytime is a great time to head to Anne Arundel County! Staying in a Anne Arundel County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


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Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Anne Arundel County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.