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Search results; Over 1,000 homes in Annapolis

Descriptions are based on details hosts provide
Guest favourite
Room in Annapolis
Osprey Room - Charming private room, Annapolis
1 queen bed, 1.5 bathrooms
1–6 Aug
4.93 out of 5 average rating, 179 reviews
Top guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
2 bedrooms, 1 queen bed, 1.5 bathrooms
30 Jul – 4 Aug
4.92 out of 5 average rating, 76 reviews
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms, 2 king beds, 1 bathroom
14–19 Aug
4.97 out of 5 average rating, 463 reviews
Top guest favourite
Loft in Annapolis
Exposed brick loft on Main Street
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.92 out of 5 average rating, 1125 reviews
Guest favourite
Home in Arnold
Egyptian cotton linens near downtown Annapolis
2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
4.91 out of 5 average rating, 137 reviews
Top guest favourite
Home in Annapolis
Federal-style home with a private courtyard
4 bedrooms, 4 beds, 4 bathrooms
15–20 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Annapolis
CJ's Cottage
2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
4.96 out of 5 average rating, 73 reviews
Top guest favourite
Boat in Annapolis
Hatteras yacht with Chesapeake Bay Bridge views
2 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
4.96 out of 5 average rating, 111 reviews
Top guest favourite
Home in Stevensville
Waterfront with swim spa, sauna, and dock
4 bedrooms, 6 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Room in Annapolis
Blue Heron Room - Charming Private Room, Annapolis
1 queen bed, 3 bathrooms
26–31 Jul
4.95 out of 5 average rating, 182 reviews
Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
1 bedroom, 1 king bed, 1 bathroom
10–15 Aug
4.89 out of 5 average rating, 361 reviews
Top guest favourite
Cottage in Annapolis
1910 waterfront cottage with a private dock
1 queen bed, 1 bathroom
26–31 Jul
4.98 out of 5 average rating, 159 reviews
Top guest favourite
Home in Annapolis
Stay Retro Naptown
4 bedrooms, 4 queen beds, 2 bathrooms
24–29 Jul
4.95 out of 5 average rating, 80 reviews
Guest favourite
Guest house in Annapolis
Calico Cottage Guest House, king bed, free parking
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.9 out of 5 average rating, 355 reviews
Top guest favourite
Guest suite in Annapolis
Walk to downtown from a private studio
1 bedroom, 1 queen bed, 1 bathroom
15–20 Jul
4.96 out of 5 average rating, 223 reviews
Top guest favourite
Home in Annapolis
Fire pit, putting green, and basement bar
4 bedrooms, 6 beds, 2.5 bathrooms
23–28 Jul
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Annapolis
Fire pit and fireplace near downtown
3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Room in Annapolis
Waterfront suite with a rooftop patio
1 queen bed, 1 bathroom
21–26 Jul
4.96 out of 5 average rating, 130 reviews