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52 stays

Stays in Annapolis

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SUPERHOST
Private room in Annapolis
Chesapeake Mornings
2 guests1 bedroom1 bed1.5 bathrooms
WifiAir conditioningKitchenFree parking
Rating 4.91 out of 5;151 reviews
SUPERHOST
Boat in Annapolis
Hunter 36' Sailboat
6 guests2 bedrooms4 beds1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.79 out of 5;119 reviews
Entire apartment in Annapolis
Modern Waterview Condo
4 guests1 bedroom1 bed1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.91 out of 5;60 reviews
SUPERHOST
Entire house in Annapolis
The Petite Resort Eastport Annapolis
10 guests4 bedrooms6 beds3 bathrooms
WifiAir conditioningKitchenFree parking
Rating 4.93 out of 5;15 reviews
PLUS
Entire guest house in Annapolis
Private Art-Filled Guesthouse near Naval Academy
2 guestsStudio1 bed1 bathroom
WifiAir conditioningKitchenFree parking
Rating 5.0 out of 5;39 reviews
Entire house in Annapolis
Brick Georgian w Pool, Pet Friendly 1 mile to all!
7 guests3 bedrooms4 beds2.5 bathrooms
WifiAir conditioningKitchenFree parking
Rating 4.69 out of 5;26 reviews
SUPERHOST
Entire apartment in Annapolis
Bay Getaway
4 guests1 bedroom2 beds1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.83 out of 5;24 reviews
Entire apartment in Annapolis
NEW! Charming Condo w/ Pool Access by Severn River
4 guests2 bedrooms2 beds2 bathrooms
WifiAir conditioningKitchenFree parking
Rating 4.75 out of 5;4 reviews
Entire apartment in Annapolis
Annapolis Waterfront Condo
4 guests1 bedroom2 beds1 bathroom
WifiAir conditioningKitchenFree parking
Entire house in Edgewater
Osprey Landing
10 guests4 bedrooms6 beds4.5 bathrooms
WifiAir conditioningKitchenFree parking
Rating 5.0 out of 5;3 reviews
SUPERHOST
Private room in Annapolis
Cape Cod Charm close to USNA & Annapolis - Room 1
2 guests1 bedroom1 bed1.5 shared bathrooms
WifiAir conditioningKitchenFree parking
Rating 4.99 out of 5;118 reviews
SUPERHOST
Private room in Arnold
Spacious room rental
4 guests1 bedroom2 beds1 shared bathroom
WifiAir conditioningFree parking
Rating 4.86 out of 5;7 reviews
SUPERHOST
Entire house in Annapolis
SHORT WALK TO STADIUM! Annapolis Home with Pool!
16+ guests5 bedrooms9 beds4.5 bathrooms
WifiAir conditioningKitchenFree parking
Rating 4.76 out of 5;24 reviews
Entire house in Davidsonville
Annapolis Elegant 5* House - Sleeps 6
6 guests3 bedrooms4 beds2.5 bathrooms
WifiAir conditioningKitchenFree parking
Rating 4.90 out of 5;12 reviews
SUPERHOST
Entire flat in Arnold
Private Annapolis Area Waterfront
6 guests1 bedroom4 beds1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.96 out of 5;100 reviews
Entire apartment in Annapolis
GREAT LOCATION ON SPA CREEK
4 guests1 bedroom1 bed1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.84 out of 5;28 reviews
SUPERHOST
Entire house in Arnold
Annapolis Sunset Escape
12 guests4 bedrooms7 beds3.5 bathrooms
WifiAir conditioningKitchenFree parking
Rating 4.89 out of 5;30 reviews
SUPERHOST
Private room in Annapolis
Cape Cod Charm close to USNA & Annapolis - Room 2
2 guests1 bedroom1 bed1.5 shared bathrooms
WifiAir conditioningKitchenFree parking
Rating 4.93 out of 5;118 reviews
SUPERHOST
Entire flat in Riva
Oasis Atmosphere, Private 1BR Aptmt, Waterfront
4 guests1 bedroom2 beds1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.94 out of 5;31 reviews
Entire cottage in Arnold
The Coastie Cottage- The Perfect Summer Getaway!
8 guests4 bedrooms4 beds3 bathrooms
WifiAir conditioningKitchenFree parking
Rating 5.0 out of 5;12 reviews
120 of 52 places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.