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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.

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!

Sunny Spot Suite, Spacious & Serene,near Annapolis
SUPERHOST
Private room · 3 guests · 1 bed · 1 private bath

Sunny Spot Suite, Spacious & Serene,near AnnapolisClean, bright, private and spacious guest suite in my home. Airbnb forces the description “private room”, although it’s the entire space, the living area, bedroom and bath - not just a room :). Separate entrance, complete privacy and isolation. Clean, disinfected and safe. Both rooms have their own separate access to the bathroom. There is a lovely, lush view out the back.

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

The Bennett House
SUPERHOSTEntire apartment
The Bennett House
Price:€ 113 / night
Condo Houseboat
SUPERHOSTHouseboat
Condo Houseboat
Price:€ 305 / night
Chesapeake Mornings
SUPERHOSTPrivate room
Chesapeake Mornings
Price:€ 43 / night
Renovated Annapolis Row House a Minute's Walk to USNA
PLUSEntire house
Renovated Annapolis Row House a Minute's Walk to USNA
Price:€ 107 / night
As mentioned in the Washington Post
SUPERHOSTEntire house
As mentioned in the Washington Post
Price:€ 71 / night
New Hotel Chic
SUPERHOSTEntire house
New Hotel Chic
Price:€ 194 / night
Calico Cottage Guest House
SUPERHOSTEntire guesthouse
Calico Cottage Guest House
Price:€ 74 / night
Chesapeake Birdhouse Studio
SUPERHOSTEntire guesthouse
Chesapeake Birdhouse Studio
Price:€ 115 / night
The Riva House
SUPERHOSTEntire guesthouse
The Riva House
Price:€ 106 / night
Howard's Cove Retreat
SUPERHOSTPrivate room
Howard's Cove Retreat
Price:€ 61 / night
Chic Boho Flat 10 min from Downtown Annapolis
SUPERHOSTEntire guest suite
Chic Boho Flat 10 min from Downtown Annapolis
Price:€ 65 / night
Spacious apartment, private entrance - water views
SUPERHOSTEntire house
Spacious apartment, private entrance - water views
Price:€ 81 / night
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