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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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, (86 reviews)
"Location, amenities, cleanliness, parking all great!"
United States
Nancy N.
The price is ￥45,692
￥84,061 total
includes taxes & fees
Nov 24 - Nov 25
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.
The price is ￥36,751
￥67,060 total
includes taxes & fees
Nov 1 - Nov 2
18th Cent. Charm in Historic Downtown Annapolis
Exterior detail

4. 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.
The price is ￥33,897
￥85,193 total
includes taxes & fees
Nov 2 - Nov 3
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.

5. Lakefront Home Firepit BWI Marleycreek River

Lakefront Home Firepit BWI Marleycreek River
3.0 star property
Marley
The price is ￥42,856
￥51,052 total
includes taxes & fees
Nov 5 - Nov 6
Lakefront Home Firepit BWI Marleycreek River
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

6. 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, (30 reviews)
"Lovely place to stay. Very nice area and the host was very accommodating."
United States
Jax H.
The price is ￥10,500
￥33,179 total
includes taxes & fees
Nov 1 - Nov 2
Cute, Cozy 2-bedroom house near Annapolis with water access
A living room with a fireplace, a television mounted above it displaying an airplane, and a glass coffee table.

7. 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.
The price is ￥45,028
￥108,503 total
includes taxes & fees
Nov 1 - Nov 2
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 marina with multiple boats docked, a building with a distinctive yellow roof, and a clear sky.

8. 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.
The price is ￥74,494
￥122,667 total
includes taxes & fees
Nov 2 - Nov 3
Secluded Cozy Cottage in Historic Downtown
A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

9. 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, (43 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.
The price is ￥21,271
￥52,449 total
includes taxes & fees
Nov 3 - Nov 4
Large 2 bedroom house with private parking in a nice neighborhood
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.
The price is ￥60,267
￥78,583 total
includes taxes & fees
Nov 2 - Nov 3
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
A kitchen with a bar area, a ceiling fan, and a sliding glass door leading to a deck.

11. 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.
The price is ￥30,365
￥80,449 total
includes taxes & fees
Nov 1 - Nov 2
Renovated Bungalow | Walk to Beach | Dog-Friendly
Stylish kitchen with open layout and island seating

12. 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.
The price is ￥32,951
￥79,801 total
includes taxes & fees
Nov 4 - Nov 5
Pool Loft Suite | Bay Access & Beach Passes
A beach with chairs and a pier in the background.

13. 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.
The price is ￥30,507
￥75,757 total
includes taxes & fees
Nov 3 - Nov 4
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
A wooden dock with Adirondack chairs and a ladder, overlooking a calm body of water with a distant shoreline.

14. 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.
The price is ￥56,722
￥104,718 total
includes taxes & fees
Nov 5 - Nov 6
Chesapeake Cottages- 2 Quaint Waterfront Retreats
A living room with a dining table, two sofas, a coffee table, and a patterned rug.

15. 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.
The price is ￥31,839
￥93,979 total
includes taxes & fees
Nov 4 - Nov 5
Chapel Gate 3BR Steps to City Dock & Naval Academy
A patio with a brick floor, outdoor furniture, and a grill.

16. Luxe Row Home Steps to USNA Gate 3!

Luxe Row Home Steps to USNA Gate 3!
Historic District
10.0 out of 10, Exceptional, (8 reviews)
"Great property, great location. Host was super responsive and accommodating! Highly recommended."
United States
Remy S.
The price is ￥33,889
￥251,204 total
includes taxes & fees
Nov 2 - Nov 3
Luxe Row Home Steps to USNA Gate 3!
Aft deck with spiral staircase to the rooftop, sliding glass doors, and an unobstructed sunset view across the Magothy River from Ferry Point Marina.

17. 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, (13 reviews)
"Beautiful location! Amazing restaurant down the street. Best crab dip and cream of crab soup you’ll ever have."
United States
Anonymous traveler
The price is ￥22,072
￥55,537 total
includes taxes & fees
Nov 3 - Nov 4
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
A porch with two Adirondack chairs, a potted plant, and a gravel pathway leading to a gated area.

18. 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.
The price is ￥42,143
￥70,329 total
includes taxes & fees
Nov 9 - Nov 10
Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
A modern lobby with a blue sofa, two framed abstract paintings, a potted plant, and a marble floor.

19. Upscale Condo in Annapolis w/Private Parking

Upscale Condo in Annapolis w/Private Parking
Historic District
10.0 out of 10, Exceptional, (4 reviews)
"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."
United States
Scott P.
The price is ￥26,903
￥77,580 total
includes taxes & fees
Nov 9 - Nov 10
Upscale Condo in Annapolis w/Private Parking
A modern kitchen with a central island, built-in oven, and microwave.

20. Cute bungalow blocks to Stadium

Cute bungalow blocks to Stadium
Admiral Heights
9.4 out of 10, Exceptional, (13 reviews)
"Great location, very clean, and the host was very responsive!"
United States
Heather B.
The price is ￥35,150
￥94,783 total
includes taxes & fees
Nov 9 - Nov 10
Cute bungalow blocks to Stadium
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

Embassy Suites by Hilton Baltimore at BWI Airport

Embassy Suites by Hilton Baltimore at BWI Airport

10/10 Excellent
"Perfect accommodation for temporary housing!"
Marisia 2-night trip
Posted 4 hours ago
Embassy Suites by Hilton Baltimore at BWI Airport

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Vacation Apartments in Anne Arundel County

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