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Over 14,000 guest reviews for places to stay in Annapolis, with an average of 4.9 out of 5 stars.

300+ places to stay

Plus
Entire loft
Rating 4.88 out of 5457 reviews
Step Out to Main Street From a Chic Loft
4 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$79 / night
Plus
Entire apartment
Rating 4.93 out of 5196 reviews
Wall to Wall Cool- Filled with Original Art and Sculpture
4 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Free parking · Kitchen · Heating
Price:$80 / night
SUPERHOST
Entire townhouse
Rating 4.88 out of 5132 reviews
West St Townhome
5 guests · 1 bedroom · 1 bed · 1.5 baths
Wifi · Kitchen · Heating
Price:$50 / night
SUPERHOST
Entire apartment
Rating 4.80 out of 5181 reviews
Modern Apartment over the Heart of Main Street!
6 guests · 2 bedrooms · 2 beds · 1 bath
Wifi · Kitchen · Heating
Price:$59 / night
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Entire house
Rating 4.97 out of 5243 reviews
Charming Row House in Historic District
6 guests · 2 bedrooms · 3 beds · 1 bath
Wifi · Kitchen · Heating
Price:$69 / night
SUPERHOST
Private room
Rating 4.95 out of 520 reviews
Eat, drink, and live like a local in Downtown!
2 guests · 1 bedroom · 1 bed · 1.5 shared baths
Wifi · Kitchen · Heating
Price:$49 / night
SUPERHOST
Entire guesthouse
Rating 4.90 out of 597 reviews
Chesapeake Birdhouse Studio
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Heating
Price:$111 / night
SUPERHOST
Entire guest suite
Rating 4.87 out of 5196 reviews
Charming Downtown Annapolis Studio
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Heating
Price:$58 / night
SUPERHOST
Entire apartment
Rating 4.92 out of 5118 reviews
Private Annapolis Inlaw Apartment
4 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Free parking · Kitchen · Heating
Price:$67 / night
SUPERHOST
Entire apartment
Rating 4.74 out of 519 reviews
MOVIE THEATER T.V. - HEART OF DOWN TOWN ANNAPOLIS
5 guests · 2 bedrooms · 3 beds · 1 bath
Wifi · Free parking · Kitchen · Heating
Price:$40 / night
SUPERHOST
Entire house
Rating 4.81 out of 5292 reviews
As mentioned in the Washington Post
6 guests · 2 bedrooms · 2 beds · 1.5 baths
Wifi · Kitchen · Heating
Price:$120 / night
SUPERHOST
Private room
Rating 4.76 out of 5105 reviews
Basement apartment in Heart of Eastport! : )
2 guests · 1 bedroom · 2 beds · 1 private bath
Wifi · Free parking · Kitchen · Heating
Price:$75 / night
SUPERHOST
Private room
Rating 4.91 out of 5142 reviews
Chesapeake Mornings
2 guests · 1 bedroom · 1 bed · 1.5 baths
Wifi · Free parking · Kitchen · Heating
Price:$50 / night
SUPERHOST
Entire guest suite
Rating 4.92 out of 5200 reviews
Genessee Private Suite-our reviews say it all!
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Free parking · Heating
Price:$60 / night
SUPERHOST
Private room
Rating 4.95 out of 595 reviews
Walk to Navy Stadium, Minutes to Downtown!
2 guests · 1 bedroom · 1 bed · 1 private bath
Wifi · Free parking · Heating
Price:$55 / night
SUPERHOST
Entire apartment
Rating 4.88 out of 5139 reviews
King George Pied-a-Terre -A true Annapolis Retreat
3 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$90 / night
SUPERHOST
Entire apartment
Rating 4.81 out of 570 reviews
COZY & UNIQUE STUDIO - HEART OF DOWNTOWN ANNAPOLIS
2 guests · Studio · 2 beds · 1 bath
Wifi · Free parking · Kitchen · Heating
Price:$67 / night
SUPERHOST
Entire apartment
Rating 4.97 out of 5100 reviews
Brand New Reno in Historic Dist w 2 Parking spots
4 guests · 2 bedrooms · 3 beds · 1 bath
Wifi · Free parking · Kitchen · Heating
Price:$85 / night
1 18 of 300+ places to stay
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