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300+ stays

Stays in Annapolis

More than 14,000 guests have stayed in Annapolis.
On average they rated their stays 4.9 out of 5 stars.
PLUS
Entire loft in Annapolis
Step Out to Main Street From a Chic Loft
4 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Rating 4.88 out of 5;485 reviews
Price:$156 / night
SUPERHOST
Entire house in Annapolis
As mentioned in the Washington Post
6 guests2 bedrooms2 beds1.5 baths
WifiKitchenAir conditioning
Rating 4.81 out of 5;297 reviews
Price:$166 / night
PLUS
Entire house in Annapolis
Charming Row House in Historic District
6 guests2 bedrooms3 beds1 bath
WifiKitchenAir conditioning
Rating 4.97 out of 5;265 reviews
Price:$158 / night
PLUS
Entire apartment in Annapolis
Wall to Wall Cool- Filled with Original Art and Sculpture
4 guests1 bedroom2 beds1 bath
WifiKitchenAir conditioning
Rating 4.93 out of 5;203 reviews
Price:$130 / night
SUPERHOST
Entire guesthouse in Annapolis
Chesapeake Birdhouse Studio
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Rating 4.91 out of 5;110 reviews
Price:$135 / night
SUPERHOST
Entire apartment in Annapolis
Private Annapolis Inlaw Apartment
4 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Rating 4.93 out of 5;121 reviews
Price:$75 / night
PLUS
Entire house in Annapolis
Beautiful and Tranquil Carriage House
8 guests2 bedrooms4 beds1.5 baths
WifiKitchenAir conditioning
Rating 4.98 out of 5;132 reviews
Price:$247 / night
SUPERHOST
Entire house in Annapolis
New Hotel Chic
4 guests2 bedrooms2 beds1 bath
WifiKitchenAir conditioning
Rating 4.92 out of 5;74 reviews
Price:$219 / night
SUPERHOST
Entire apartment in Annapolis
Brand New Reno in Historic Dist w 2 Parking spots
4 guests2 bedrooms3 beds1 bath
WifiKitchenAir conditioning
Rating 4.97 out of 5;128 reviews
Price:$140 / night
Entire apartment in Annapolis
1A Annapolis Apartment
4 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Rating 4.66 out of 5;154 reviews
Price:$136 / night
SUPERHOST
Boat in Annapolis
Stay aboard the S/V MY STUDIO on Annapolis Harbor
4 guests2 bedrooms2 beds1 bath
WifiKitchenAir conditioning
Rating 4.94 out of 5;157 reviews
Price:$141 / night
SUPERHOST
Entire apartment in Annapolis
COZY & UNIQUE STUDIO - HEART OF DOWNTOWN ANNAPOLIS
2 guestsStudio2 beds1 bath
WifiKitchenAir conditioning
Rating 4.80 out of 5;103 reviews
Price:$91 / night
SUPERHOST
Entire apartment in Annapolis
Gybeset Eastport Inn
5 guests3 bedrooms3 beds1 bath
WifiKitchenAir conditioning
Rating 4.84 out of 5;115 reviews
Price:$129 / night
SUPERHOST
Entire apartment in Annapolis
The Bennett House
6 guests2 bedrooms3 beds1 bath
WifiKitchenAir conditioning
Rating 4.98 out of 5;54 reviews
Price:$131 / night
SUPERHOST
Entire apartment in Annapolis
Charming Eastport
2 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Rating 4.77 out of 5;106 reviews
Price:$100 / night
SUPERHOST
Entire house in Annapolis
Modern Waterfront: Quiet but close to Everything.
12 guests5 bedrooms5 beds4 baths
WifiKitchenAir conditioning
Rating 4.97 out of 5;39 reviews
Price:$935 / night
PLUS
Entire house in Annapolis
Renovated Annapolis Row House a Minute's Walk to USNA
6 guests2 bedrooms3 beds2.5 baths
WifiKitchenAir conditioning
Rating 4.98 out of 5;196 reviews
Price:$140 / night
SUPERHOST
Entire apartment in Annapolis
Modern Apartment over the Heart of Main Street!
6 guests2 bedrooms2 beds1 bath
WifiKitchenAir conditioning
Rating 4.80 out of 5;212 reviews
Price:$142 / night
SUPERHOST
Boat in Annapolis
Hunter 36' Sailboat
6 guests2 bedrooms4 beds1 bath
WifiKitchenAir conditioning
Rating 4.78 out of 5;117 reviews
Price:$174 / night
SUPERHOST
Entire house in Annapolis
Charming Renovated Historic Home Downtown wparking
6 guests3 bedrooms5 beds2 baths
WifiKitchenAir conditioning
Rating 4.90 out of 5;79 reviews
Price:$244 / night
1 20 of 300+ places to stay
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