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Vacation rentals in Annapolis

Vacation rentals in Annapolis

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Annapolis

Guests agree: these stays are highly rated for location, cleanliness, and more.

Wall to Wall Cool- Filled with Original Art and Sculpture
PLUS
Entire apartment · 4 guests · 2 beds · 1 bath

Wall to Wall Cool- Filled with Original Art and SculptureBe inspired by rooms that flow together like a private exhibition space for the creations of Tommy Urbans. The house is open and airy, a great way to get your zen on. Spend a cozy evening in front of a gas fire and have nightcaps on the front porch.

Private bed w/bath on lower level.  Park/kit/laun.
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bath

Private bed w/bath on lower level. Park/kit/laun.Room for 1 or 2 with very comfy bed, fresh paint and new carpet, tv, WiFi. All kitchen amenities, laundry and parking. Share this 3 bedroom townhouse in a very safe and friendly area. To clarify, the room is on a lower level but entire area of lower level is not just for Airbnb guest(s) of the RENTED ROOM. Lower level is shared- but ROOM is private with door and lock. Located directly behind an elementary school, 10 mins fr Annapolis- less than 40 to Baltimore or DC.

Wright’s Cottage- No cleaning fees! Pets! River!
SUPERHOST
Entire house · 2 guests · 1 bed · 1 bath

Wright’s Cottage- No cleaning fees! Pets! River!We offer a very tiny cottage built in the 1940’s. In the community of Bon Haven, the cottage is located right up the street from the South River. Guests may use the community gazebo and boat ramp. We offer a boat slip next to the ramp that is suitable for a small runabout that draws minimal water depth. There is RV hookup, a fire pit and a large grill for your use at the cottage. Bring your kayak or canoe. The access to the South River is walking distance away!

Vacation rentals for every style

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Popular amenities for Annapolis vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Annapolis

Chesapeake Mornings
SUPERHOSTPrivate room
Chesapeake Mornings
Price:R842 ZAR / night
Sunny Spot Suite, Spacious & Serene,near Annapolis
SUPERHOSTPrivate room
Sunny Spot Suite, Spacious & Serene,near Annapolis
Price:R1,006 ZAR / night
The Riva House
SUPERHOSTEntire guesthouse
The Riva House
Price:R2,053 ZAR / night
Howard's Cove Retreat
SUPERHOSTPrivate room
Howard's Cove Retreat
Price:R1,158 ZAR / night
Spacious apartment, private entrance - water views
SUPERHOSTEntire house
Spacious apartment, private entrance - water views
Price:R1,579 ZAR / night
New Hotel Chic
SUPERHOSTEntire house
New Hotel Chic
Price:R3,602 ZAR / night
Detached bedroom, private entrance, en-suite bath!
SUPERHOSTPrivate room
Detached bedroom, private entrance, en-suite bath!
Price:R1,155 ZAR / night
Private room in Eastport (1.5 miles to DTA)
Private room
Private room in Eastport (1.5 miles to DTA)
Price:R765 ZAR / night
Private Annapolis Inlaw Apartment
SUPERHOSTEntire apartment
Private Annapolis Inlaw Apartment
Price:R1,401 ZAR / night
COZY & UNIQUE STUDIO - HEART OF DOWNTOWN ANNAPOLIS
Entire apartment
COZY & UNIQUE STUDIO - HEART OF DOWNTOWN ANNAPOLIS
Price:R1,310 ZAR / night
Great one bedroom apartment in Eastport
Entire guest suite
Great one bedroom apartment in Eastport
Price:R1,883 ZAR / night
The Bennett House
SUPERHOSTEntire apartment
The Bennett House
Price:R2,159 ZAR / night
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