filters

Search results; Over 1,000 homes in Annapolis

Top guest favourite
Guest suite in Annapolis
Independent Access Garage Apartment, Near Downtown
1 bedroom, 1 bed, 1 private bathroom
17–22 Jul
,
4.89 out of 5 average rating, 431 reviews
Superhost
Home in Annapolis
Luxury Eastport Home w/ Chef’s Kitchen, Sleeps 16
4.88 out of 5 average rating, 50 reviews, 3 bedrooms, 12 beds, 4.5 bathrooms
26–31 Jul
Guest favourite
Room in Annapolis
Osprey Room - Charming private room, Annapolis
4.93 out of 5 average rating, 180 reviews, 1 queen bed, 1.5 bathrooms
16–21 Aug
Top guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
4.92 out of 5 average rating, 78 reviews, 2 bedrooms, 1 bed, 1.5 bathrooms
30 Jul – 4 Aug
Home in Annapolis
Waterfront Gem w/ Dock: 2 Mi to Dwtn Annapolis!
New place to stay, 4 bedrooms, 6 beds, 3 bathrooms
1–6 Aug
Guest favourite
Room in Annapolis
Sandpiper Room - Charming private room, Annapolis
4.93 out of 5 average rating, 183 reviews, 1 queen bed, 1.5 bathrooms
10–15 Aug
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
4.97 out of 5 average rating, 463 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 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
Boat in Annapolis
Welcome Aboard!
4.96 out of 5 average rating, 111 reviews, 2 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
Guest favourite
Home in Annapolis
The Lighthouse: Walk to stadium, downtown, West St
4.98 out of 5 average rating, 40 reviews, 4 bedrooms, 6 beds, 3.5 bathrooms
23–28 Aug
Superhost
Flat in Annapolis
Modern Eastport Getaway, Near Historic Annapolis
4.84 out of 5 average rating, 19 reviews, 1 bedroom, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Cottage in Annapolis
Weems Creek Cottage, Annapolis Waterfront
4.98 out of 5 average rating, 160 reviews, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Guest suite in Annapolis
Bay View Studio Apartment
4.97 out of 5 average rating, 93 reviews, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Annapolis
Serene Hideaway
5.0 out of 5 average rating, 27 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Aug
Top guest favourite
Guest house in Annapolis
Private Art-Filled Guesthouse near Naval Academy
5.0 out of 5 average rating, 171 reviews, 1 bed, 1 bathroom
17–22 Jul
Hotel room in Annapolis
Historic Inn Stay | Steps from Maryland State
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bathroom
19–24 Jul
Top guest favourite
Guest suite in Annapolis
Annapolis Garden Suite
4.95 out of 5 average rating, 137 reviews, 2 bedrooms, 3 beds, 1 bathroom
9–15 Sept
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