Search results; Over 1,000 homes in Annapolis

Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
,
4.89 out of 5 average rating, 356 reviews
Guest favourite
Room in Annapolis
Blue Heron Room - Charming Private Room, Annapolis
1 queen bed3 bathrooms,
28 Jun – 3 Jul
4.95 out of 5 average rating, 177 reviews
Guest favourite
Room in Annapolis
Sandpiper Room - Charming private room, Annapolis
1 queen bed1.5 bathrooms,
26 Jun – 1 Jul
4.93 out of 5 average rating, 179 reviews
Guest favourite
Room in Annapolis
Osprey Room - Charming private room, Annapolis
1 queen bed1.5 bathrooms,
9–14 Jul
4.93 out of 5 average rating, 179 reviews
Top guest favourite
Guest house in Annapolis
Coastal Waterfront 1 Bedroom Cottage
1 bedroom1 bed, 1 bathroom,
13–18 Jul
5.0 out of 5 average rating, 209 reviews
Top guest favourite
Home in Annapolis
Villa Annapolitana • Parking 1 min • USNA 4 min
3 bedrooms3 beds, 2.5 bathrooms,
9–14 Jul
4.97 out of 5 average rating, 143 reviews
Top guest favourite
Home in Annapolis
Quaint in the Heart of Annapolis
2 bedrooms2 double beds, 1 bathroom,
19–24 Jun
5.0 out of 5 average rating, 111 reviews
Top guest favourite
Cottage in Annapolis
Weems Creek Cottage, Annapolis Waterfront
1 queen bed1 bathroom,
27 Jun – 2 Jul
4.99 out of 5 average rating, 151 reviews
Top guest favourite
Flat in Annapolis
Serene Hideaway
1 bedroom2 beds, 1 bathroom,
4–9 Jul
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms2 bathrooms,
5–10 Jul
4.91 out of 5 average rating, 23 reviews
Guest favourite
Home in Annapolis
Historic Row Home | Hot Tub - 1 Block from Gate 1!
3 bedrooms6 beds, 2.5 bathrooms,
22–27 Jul
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Annapolis
Historic Home w/ Parking Steps From Capital & USNA
1 bedroom2 beds, 1.5 bathrooms,
26–31 Jul
4.98 out of 5 average rating, 93 reviews
Top guest favourite
Home in Annapolis
Marymont Cottage
3 bedrooms3 beds, 2 bathrooms,
6–11 Jul
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Annapolis
Beautiful house in the best location!
3 bedrooms6 beds, 3.5 bathrooms,
30 Aug – 4 Sept
4.95 out of 5 average rating, 43 reviews
Top guest favourite
Home in Annapolis
Sailing Off Gloucester
3 bedrooms5 beds, 2.5 bathrooms,
26 Jun – 1 Jul
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Annapolis
CJ's Cottage
2 bedrooms3 beds, 2 bathrooms,
27 Jun – 2 Jul
4.96 out of 5 average rating, 69 reviews
Top guest favourite
Guest suite in Annapolis
Bay View Studio Apartment
2 beds1 bathroom,
16–21 Aug
4.97 out of 5 average rating, 90 reviews
Top guest favourite
Guest house in Annapolis
Walk to City Dock & USNA | Designer Eastport Home
2 bedrooms3 beds, 1 bathroom,
12–17 Jul
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Cottage in Annapolis
Charming Cottage 2 parking spot easy walk downtown
2 bedrooms3 beds, 2 bathrooms,
28 Jun – 3 Jul
4.94 out of 5 average rating, 206 reviews