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300+ stays

Stays in Annapolis

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PLUS
Entire flat in Annapolis
Wall to Wall Cool- Filled with Original Art and Sculpture
4 guests1 bedroom2 beds1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.93 out of 5;207 reviews
SUPERHOST
Entire house in Annapolis
As mentioned in the Washington Post
6 guests2 bedrooms2 beds1.5 bathrooms
WifiAir conditioningKitchen
Rating 4.80 out of 5;305 reviews
PLUS
Entire loft in Annapolis
Step Out to Main Street From a Chic Loft
4 guests1 bedroom1 bed1 bathroom
WifiAir conditioningKitchen
Rating 4.88 out of 5;499 reviews
SUPERHOST
Entire house in Annapolis
New Hotel Chic
4 guests2 bedrooms2 beds1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.91 out of 5;85 reviews
SUPERHOST
Entire guest suite in Arnold
Sunny Spot Suite, Spacious & Serene,near Annapolis
3 guests1 bedroom1 bed1 bathroom
WifiAir conditioningFree parking
Rating 4.85 out of 5;304 reviews
PLUS
Entire house in Annapolis
Charming Row House in Historic District
6 guests2 bedrooms3 beds1 bathroom
WifiAir conditioningKitchen
Rating 4.97 out of 5;275 reviews
SUPERHOST
Entire house in Annapolis
Wright’s Cottage- No cleaning fees! Pets! River!
2 guests1 bedroom1 bed1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.97 out of 5;145 reviews
SUPERHOST
Entire flat in Annapolis
The Bennett House
6 guests2 bedrooms3 beds1 bathroom
WifiAir conditioningKitchen
Rating 4.98 out of 5;60 reviews
SUPERHOST
Entire flat in Annapolis
COZY & UNIQUE STUDIO - HEART OF DOWNTOWN ANNAPOLIS
2 guestsStudio2 beds1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.77 out of 5;115 reviews
SUPERHOST
Entire guest house in Annapolis
Chesapeake Birdhouse Studio
2 guests1 bedroom1 bed1 bathroom
WifiAir conditioning
Rating 4.91 out of 5;115 reviews
SUPERHOST
Entire flat in Annapolis
Private Annapolis Inlaw Apartment
4 guests1 bedroom1 bed1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.93 out of 5;122 reviews
Entire guest house in Annapolis
Calico Cottage Guest House
2 guests1 bedroom1 bed1 bathroom
WifiAir conditioningKitchenFree parking
Rating 5.0 out of 5;4 reviews
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
Houseboat in Annapolis
Condo Houseboat
4 guests2 bedrooms2 beds2 bathrooms
WifiAir conditioningKitchenFree parking
Rating 5.0 out of 5;8 reviews
Entire guest suite in Annapolis
1A Annapolis Apartment
4 guests1 bedroom1 bed1 bathroom
WifiAir conditioningKitchenFree parking
Rating 4.66 out of 5;160 reviews
Entire flat in Annapolis
Downtown Gem in Historic Annapolis
4 guests1 bedroom1 bed1 bathroom
WifiAir conditioningKitchenFree parking
Rating 5.0 out of 5;52 reviews
PLUS
Entire house in Annapolis
Renovated Annapolis Row House a Minute's Walk to USNA
6 guests2 bedrooms3 beds2.5 bathrooms
WifiAir conditioningKitchen
Rating 4.98 out of 5;211 reviews
SUPERHOST
Entire flat in Annapolis
Modern Apartment over the Heart of Main Street!
6 guests2 bedrooms2 beds1 bathroom
WifiAir conditioningKitchen
Rating 4.80 out of 5;227 reviews
SUPERHOST
Entire guest suite in Annapolis
Our Annapolis Penthouse
3 guests1 bedroom2 beds1 bathroom
WifiAir conditioningFree parking
Rating 4.97 out of 5;185 reviews
SUPERHOST
Entire flat in Annapolis
King George Pied-a-Terre -A true Annapolis Retreat
3 guests1 bedroom1 bed1 bathroom
WifiAir conditioningKitchen
Rating 4.88 out of 5;151 reviews
120 of 300+ places to stay
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