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Search results; Over 1,000 homes in Annapolis

Top guest favourite
Guest suite in Annapolis
Pristine, Private Apt - Walk to Town/Stadium
1 bedroom, 2 beds, 1 private bathroom
22–27 Sept
,
5.0 out of 5 average rating, 55 reviews
Guest favourite
Room in Annapolis
Sandpiper Room - Charming private room, Annapolis
1 queen bed, 1.5 bathrooms
13–18 Sept
4.93 out of 5 average rating, 192 reviews
Guest favourite
Room in Annapolis
Blue Heron Room - Charming Private Room, Annapolis
1 queen bed, 3 bathrooms
20–25 Sept
4.95 out of 5 average rating, 187 reviews
Top guest favourite
Flat in Annapolis
Charming, Chic Downtown Annapolis Apartment #1
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 116 reviews
Guest favourite
Room in Annapolis
Osprey Room - Charming private room, Annapolis
1 queen bed, 1.5 bathrooms
13–18 Sept
4.94 out of 5 average rating, 189 reviews
Guest favourite
Room in Annapolis
Private Waterfront Treetop Suite, Rooftop Patio
1 queen bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 135 reviews
Superhost
Home in Annapolis
Downtown 3BR 2BA Garage • Walk to Main St
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Apartment in Annapolis
1st Floor Condo in Annapolis
2 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 172 reviews
Top guest favourite
Guest suite in Annapolis
Our Annapolis Penthouse
1 bedroom, 2 beds, 1 bathroom
29 Nov – 4 Dec
4.97 out of 5 average rating, 459 reviews
Top guest favourite
Home in Annapolis
Historic Home w/ Parking Steps From Capital & USNA
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Nov
4.98 out of 5 average rating, 103 reviews
Home in Annapolis
The 1845 Outpost
3 bedrooms, 3 king beds, 2 bathrooms
10–15 Sept
New place to stay
Guest favourite
Home in Arnold
Rachel's BnB
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.91 out of 5 average rating, 148 reviews
Home in Annapolis
Unique A-Frame Home Near Downtown Annapolis
3 bedrooms, 4 beds, 1.5 bathrooms
26 Sept – 1 Oct
New place to stay
Top guest favourite
Place to stay in Annapolis
Guest Suite Getaway near Naval Academy Stadium
1 bed, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 173 reviews
Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
4.89 out of 5 average rating, 369 reviews
Top guest favourite
Guest suite in Annapolis
Bay View Studio Apartment
2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 97 reviews
Top guest favourite
Guest suite in Annapolis
Charming Detached Studio w/ easy walk to Downtown.
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 225 reviews
Hotel room in Annapolis
Governor Calvert King | Historic Inns
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
4.56 out of 5 average rating, 39 reviews
Top guest favourite
Home in Annapolis
The Red Door Cottage - Pet-Friendly!
2 bedrooms, 2 beds, 2 bathrooms
28 Nov – 3 Dec
5.0 out of 5 average rating, 39 reviews