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300+ stays

Stays in Annapolis

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Entire loft
Step Out to Main Street From a Chic Loft
4 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Includes cancellation flexibility
Price:$99 / night
SUPERHOST
Entire apartment
COZY & UNIQUE STUDIO - HEART OF DOWNTOWN ANNAPOLIS
2 guestsStudio2 beds1 bath
WifiFree parkingKitchenAir conditioning
Includes cancellation flexibility
Price:$48 / night
Entire house
As mentioned in the Washington Post
6 guests2 bedrooms2 beds1.5 baths
WifiKitchenAir conditioning
Price:$80 / night
SUPERHOST
Entire apartment
PRIVATE DOUBLE SUITE IN THE ❤️ OF DOWNTOWN
5 guests2 bedrooms3 beds1 bath
WifiFree parkingKitchenAir conditioning
Includes cancellation flexibility
Price:$59 / night
Plus
Entire apartment
Wall to Wall Cool- Filled with Original Art and Sculpture
4 guests1 bedroom2 beds1 bath
WifiFree parkingKitchenAir conditioning
Includes cancellation flexibility
Price:$100 / night
Plus
Entire house
Charming Row House in Historic District
6 guests2 bedrooms3 beds1 bath
WifiKitchenAir conditioning
Includes cancellation flexibility
Price:$89 / night
Entire apartment
1A Annapolis Apartment
4 guests1 bedroom1 bed1 bath
WifiFree parkingKitchenAir conditioning
Price:$70 / night
SUPERHOST
Entire townhouse
West St Townhome
5 guests1 bedroom1 bed1.5 baths
WifiKitchenAir conditioning
Includes cancellation flexibility
Price:$75 / night
SUPERHOST
Entire guesthouse
Chesapeake Birdhouse Studio
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Price:$135 / night
SUPERHOST
Private room
Walk to Navy Stadium, Minutes to Downtown!
2 guests1 bedroom1 bed1 private bath
WifiFree parkingAir conditioning
Price:$55 / night
SUPERHOST
Private room
Chesapeake Mornings
2 guests1 bedroom1 bed1.5 baths
WifiFree parkingKitchenAir conditioning
Includes cancellation flexibility
Price:$50 / night
SUPERHOST
Entire apartment
Private Annapolis Inlaw Apartment
4 guests1 bedroom1 bed1 bath
WifiFree parkingKitchenAir conditioning
Includes cancellation flexibility
Price:$82 / night
SUPERHOST
Private room
"Italia Room" Near Downtown Annapolis
2 guests1 bedroom1 bed1 shared bath
WifiFree parkingKitchenAir conditioning
Includes cancellation flexibility
Price:$53 / night
SUPERHOST
Entire apartment
Modern Apartment over the Heart of Main Street!
6 guests2 bedrooms2 beds1 bath
WifiKitchenAir conditioning
Includes cancellation flexibility
Price:$99 / night
SUPERHOST
Entire apartment
Brand New Reno in Historic Dist w 2 Parking spots
4 guests2 bedrooms3 beds1 bath
WifiFree parkingKitchenAir conditioning
Price:$85 / night
SUPERHOST
Private room
Private bedroom-desk, tv and shared full amenities
1 guest1 bedroom1 bed1 shared bath
WifiFree parkingKitchenAir conditioning
Price:$29 / night
SUPERHOST
Private room
Eastport studio apartment! : )
2 guestsStudio2 beds1 private bath
WifiFree parkingAir conditioning
Price:$60 / night
SUPERHOST
Private room
Eat, drink, and live like a local in Downtown!
2 guests1 bedroom1 bed1.5 shared baths
WifiKitchenAir conditioning
Price:$60 / night
SUPERHOST
Entire guest suite
Charming Downtown Annapolis Studio
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Includes cancellation flexibility
Price:$77 / night
Plus
Entire house
Renovated Annapolis Row House a Minute's Walk to USNA
6 guests2 bedrooms3 beds2.5 baths
WifiKitchenAir conditioning
Includes cancellation flexibility
Price:$89 / night
1 20 of 300+ places to stay
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