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300+ stays

Stays in Annapolis

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PLUS
Entire house in Annapolis
Renovated Annapolis Row House a Minute's Walk to USNA
6 guests2 bedrooms3 beds2.5 baths
WifiKitchenHeating
Rating 4.98 out of 5;238 reviews
Price:$128 / night
SUPERHOST
Entire house in Annapolis
As mentioned in the Washington Post
6 guests2 bedrooms2 beds1.5 baths
WifiKitchenHeating
Rating 4.81 out of 5;327 reviews
Price:$101 / night
PLUS
Entire loft in Annapolis
Step Out to Main Street From a Chic Loft
4 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Rating 4.88 out of 5;530 reviews
Price:$114 / night
PLUS
Entire apartment in Annapolis
Wall to Wall Cool- Filled with Original Art and Sculpture
4 guests1 bedroom2 beds1 bath
WifiFree parkingKitchenHeating
Rating 4.93 out of 5;233 reviews
Price:$89 / night
SUPERHOST
Private room in Arnold
Sunny Spot Suite, Spacious & Serene,near Annapolis
3 guests1 bedroom1 bed1 private bath
WifiFree parkingHeating
Rating 4.86 out of 5;321 reviews
Price:$50 / night
SUPERHOST
Entire house in Annapolis
Charming Annapolis Home
7 guests4 bedrooms5 beds2.5 baths
WifiFree parkingKitchenHeating
Rating 4.85 out of 5;13 reviews
Price:$350 / night
SUPERHOST
Entire apartment in Annapolis
Modern Apartment over the Heart of Main Street!
6 guests2 bedrooms2 beds1 bath
WifiHeating
Rating 4.80 out of 5;268 reviews
Price:$114 / night
SUPERHOST
Entire house in Annapolis
Wright’s Cottage- No cleaning fees! Pets! River!
2 guests1 bedroom1 bed1 bath
WifiFree parkingKitchenHeating
Rating 4.96 out of 5;173 reviews
Price:$115 / night
SUPERHOST
Entire apartment in Annapolis
Private Annapolis Inlaw Apartment
4 guests1 bedroom1 bed1 bath
WifiFree parkingKitchenHeating
Rating 4.93 out of 5;135 reviews
Price:$85 / night
SUPERHOST
Private room in Annapolis
Chesapeake Mornings
2 guests1 bedroom1 bed1.5 baths
WifiFree parkingKitchenHeating
Rating 4.92 out of 5;179 reviews
Price:$50 / night
SUPERHOST
Entire house in Annapolis
New Hotel Chic
4 guests2 bedrooms2 beds1 bath
WifiFree parkingKitchenHeating
Rating 4.88 out of 5;107 reviews
Price:$220 / night
Entire guest suite in Annapolis
right downtown garden oasis
2 guests1 bedroom2 beds1 bath
KitchenHeating
Price:$86 / night
SUPERHOST
Entire guesthouse in Annapolis
Calico Cottage Guest House
2 guests1 bedroom1 bed1 bath
WifiFree parkingKitchenHeating
Rating 4.92 out of 5;24 reviews
Price:$89 / night
SUPERHOST
Entire apartment in Annapolis
The Bennett House
6 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
Rating 4.99 out of 5;76 reviews
Price:$130 / night
Private room in Annapolis
Private room in Eastport (1.5 miles to DTA)
2 guests1 bedroom1 bed1 shared bath
WifiFree parkingKitchenHeating
Rating 5.0 out of 5;10 reviews
Price:$50 / night
SUPERHOST
Entire guesthouse in Annapolis
Chesapeake Birdhouse Studio
2 guests1 bedroom1 bed1 bath
WifiHeating
Rating 4.91 out of 5;136 reviews
Price:$139 / night
SUPERHOST
Entire house in Annapolis
Cozy home in Historic Annapolis with Parking
6 guests2 bedrooms3 beds1.5 baths
WifiFree parkingKitchenHeating
Rating 4.86 out of 5;57 reviews
Price:$158 / night
SUPERHOST
Entire apartment in Annapolis
Brand New Reno in Historic Dist w 2 Parking spots
4 guests2 bedrooms3 beds1 bath
WifiFree parkingKitchenHeating
Rating 4.96 out of 5;163 reviews
Price:$140 / night
SUPERHOST
Entire apartment in Annapolis
Charming Eastport
2 guests1 bedroom1 bed1 bath
WifiFree parkingKitchenHeating
Rating 4.78 out of 5;117 reviews
Price:$99 / night
SUPERHOST
Entire house in Crownsville
The Kayak House
4 guests1 bedroom2 beds1 bath
WifiFree parkingKitchenHeating
Rating 4.92 out of 5;132 reviews
Price:$124 / night
1 20 of 300+ places to stay
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