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Search results; Over 1,000 homes in Annapolis

Descriptions are based on details hosts provide
Guest favourite
Room in Annapolis
1926 Four Square home near downtown
4.93 out of 5 average rating, 179 reviews, 1 queen bed, 1.5 bathrooms
1–6 Aug
Top guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
4.92 out of 5 average rating, 76 reviews, 2 bedrooms, 1 bed, 1.5 bathrooms
30 Jul – 4 Aug
Top guest favourite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
4.92 out of 5 average rating, 1125 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Cottage in Annapolis
Mill Creek views from a wooded porch
4.97 out of 5 average rating, 463 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Aug
Top guest favourite
Guest house in Annapolis
New guesthouse with a courtyard and fire pit
5.0 out of 5 average rating, 93 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
21–26 Jul
Guest favourite
Home in Arnold
Egyptian cotton linens near downtown Annapolis
4.91 out of 5 average rating, 137 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Annapolis
Federal-style home with a private courtyard
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 4 beds, 4 bathrooms
15–20 Jul
Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
4.89 out of 5 average rating, 361 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Top guest favourite
Home in Annapolis
Fire pit and patio near Annapolis
4.96 out of 5 average rating, 73 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 6 beds, 3 bathrooms
12–17 Sept
Top guest favourite
Cottage in Annapolis
Weems Creek Cottage, Annapolis Waterfront
4.98 out of 5 average rating, 159 reviews, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in Annapolis
Fire pit and fireplace near downtown
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
Guest favourite
Room in Annapolis
Blue Heron Room - Charming Private Room, Annapolis
4.95 out of 5 average rating, 182 reviews, 1 queen bed, 3 bathrooms
26–31 Jul
Top guest favourite
Guest suite in Annapolis
Walk to downtown from a private studio
4.96 out of 5 average rating, 223 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Jul
Top guest favourite
Home in Annapolis
Fire pit, putting green, and basement bar
5.0 out of 5 average rating, 22 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
23–28 Jul
Top guest favourite
Home in Annapolis
Cozy 3BR Annapolis, Private Deck, Parking
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 3 beds, 2 bathrooms
30 Jul – 4 Aug
Guest favourite
Guest house in Annapolis
Calico Cottage Guest House, king bed, free parking
4.9 out of 5 average rating, 355 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Room in Annapolis
Private Waterfront Treetop Suite, Rooftop Patio
4.96 out of 5 average rating, 130 reviews, 1 queen bed, 1 bathroom
21–26 Jul