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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.

Private room in Eastport (1.5 miles to DTA)
Private room · 2 guests · 1 bed · 1 shared bath

Private room in Eastport (1.5 miles to DTA)Waterfront location that is walking distance from downtown/historic Annapolis. A 6 minute drive or 25 minute walk to Annapolis’s Main Street.

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!

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.

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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

Sunny Spot Suite, Spacious & Serene,near Annapolis
SUPERHOSTPrivate room
Sunny Spot Suite, Spacious & Serene,near Annapolis
Price:GYD12,730 / night
Detached bedroom, private entrance, en-suite bath!
SUPERHOSTPrivate room
Detached bedroom, private entrance, en-suite bath!
Price:GYD14,641 / night
Chesapeake Mornings
SUPERHOSTPrivate room
Chesapeake Mornings
Price:GYD10,667 / night
New Hotel Chic
SUPERHOSTEntire house
New Hotel Chic
Price:GYD47,808 / night
COZY & UNIQUE STUDIO - HEART OF DOWNTOWN ANNAPOLIS
Entire apartment
COZY & UNIQUE STUDIO - HEART OF DOWNTOWN ANNAPOLIS
Price:GYD19,513 / night
Private Annapolis Inlaw Apartment
SUPERHOSTEntire apartment
Private Annapolis Inlaw Apartment
Price:GYD17,898 / night
The Riva House
SUPERHOSTEntire guesthouse
The Riva House
Price:GYD26,145 / night
Howard's Cove Retreat
SUPERHOSTPrivate room
Howard's Cove Retreat
Price:GYD14,940 / night
Charming Row House in Historic District
PLUSEntire house
Charming Row House in Historic District
Price:GYD31,644 / night
The Bennett House
SUPERHOSTEntire apartment
The Bennett House
Price:GYD27,848 / night
Spacious apartment, private entrance - water views
SUPERHOSTEntire house
Spacious apartment, private entrance - water views
Price:GYD19,931 / night
Private bed w/bath on lower level.  Park/kit/laun.
SUPERHOSTPrivate room
Private bed w/bath on lower level. Park/kit/laun.
Price:GYD5,020 / night
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