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300+ stays

Stays in Annapolis

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SUPERHOST
Entire guest suite in Arnold
Sunny Spot Suite, Spacious & Serene,near Annapolis
3 guests1 bedroom1 bed1 bathroom
WifiFree parkingHeating
PLUS
Entire flat in Annapolis
Wall to Wall Cool- Filled with Original Art and Sculpture
4 guests1 bedroom2 beds1 bathroom
WifiKitchenFree parkingHeating
SUPERHOST
Private room in Annapolis
Peaceful Workation in Tidy Homestay near USNA
1 guest1 bedroom1 bed2.5 shared bathrooms
WifiKitchenFree parkingHeating
SUPERHOST
Private room in Annapolis
Chesapeake Mornings
2 guests1 bedroom1 bed1.5 bathrooms
WifiKitchenFree parkingHeating
SUPERHOST
Entire house in Annapolis
Wright’s Cottage- No cleaning fees! Pets! River!
2 guests1 bedroom1 bed1 bathroom
WifiKitchenFree parkingHeating
SUPERHOST
Entire flat in Annapolis
Modern Apartment over the Heart of Main Street!
6 guests2 bedrooms2 beds1 bathroom
WifiHeating
Private room in Annapolis
#202 Cozy Private Room in Annapolis
2 guests1 bedroom2 beds1 shared bathroom
WifiKitchenFree parkingHeating
Entire guest suite in Annapolis
right downtown garden oasis (dog-friendly)
2 guests1 bedroom2 beds1 bathroom
WifiKitchenHeating
Private room in Arnold
Annapolis Room - 3 miles from Naval Academy
2 guests1 bedroom1 bed1 shared bathroom
WifiKitchenFree parkingHeating
PLUS
Entire house in Annapolis
Renovated Annapolis Row House a Minute's Walk to USNA
6 guests2 bedrooms3 beds2.5 bathrooms
WifiKitchenHeating
Entire serviced apartment in Annapolis
Your home away from home | 1BR in Annapolis
3 guests1 bedroom1 bed1 bathroom
WifiKitchen
SUPERHOST
Entire house in Annapolis
As mentioned in the Washington Post
6 guests2 bedrooms2 beds1.5 bathrooms
WifiKitchenHeating
SUPERHOST
Entire cottage in Annapolis
Mill Creek Cottage
4 guests2 bedrooms2 beds1 bathroom
WifiKitchenFree parkingHeating
SUPERHOST
Private room in Annapolis
Howard's Cove Retreat
2 guests1 bedroom2 beds1 private bathroom
WifiFree parkingHeating
SUPERHOST
Entire flat in Annapolis
Private Annapolis Inlaw Apartment
4 guests1 bedroom1 bed1 bathroom
WifiKitchenFree parkingHeating
SUPERHOST
Entire guest house in Annapolis
Calico Cottage Guest House
2 guests1 bedroom1 bed1 bathroom
WifiKitchenFree parkingHeating
SUPERHOST
Entire house in Crownsville
The Kayak House
4 guests1 bedroom2 beds1 bathroom
WifiKitchenFree parkingHeating
PLUS
Entire loft in Annapolis
Step Out to Main Street From a Chic Loft
4 guests1 bedroom1 bed1 bathroom
WifiKitchenHeating
SUPERHOST
Entire flat in Annapolis
King George Pied-a-Terre -A true Annapolis Retreat
3 guests1 bedroom1 bed1 bathroom
WifiKitchenHeating
SUPERHOST
Entire guest house in Annapolis
The Cape Cottage
2 guestsStudio1 bed1 bathroom
WifiFree parkingHeating
120 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.