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Search results; Over 1,000 homes in Annapolis

Top guest favourite
Home in Annapolis
Historic Downtown in-law suite
1 bedroom, 2 beds, 1 private bathroom
25–30 Oct
,
4.97 out of 5 average rating, 237 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, 176 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
Top guest favourite
Flat in Annapolis
Charming, Chic Downtown Annapolis Apartment
1 bedroom1 bed, 1 bathroom,
28 Jun – 3 Jul
4.91 out of 5 average rating, 97 reviews
Townhouse in Annapolis
Townhouse - 1 Mile from Downtown Strip
3 bedrooms4 beds, 3 bathrooms,
26 Jun – 1 Jul
4.92 out of 5 average rating, 242 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
Flat in Annapolis
Annapolis Main Street Modern Apartment
2 bedrooms2 queen beds, 1 bathroom,
6–11 Jul
5.0 out of 5 average rating, 44 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
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
Superhost
Home in Annapolis
*NEW* Fox Haven Residence - Uptown Annapolis/USNA
3 bedrooms5 beds, 3.5 bathrooms,
26 Jun – 1 Jul
New place to stay
Guest favourite
Flat in Annapolis
Walk to Water, State House, USNA
1 bedroom1 king bed, 1 bathroom,
18–23 Aug
4.92 out of 5 average rating, 171 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
Home in Annapolis
Marymont Cottage
3 bedrooms3 beds, 2 bathrooms,
6–11 Jul
5.0 out of 5 average rating, 26 reviews
Guest favourite
Flat in Annapolis
King George Hideaway
1 bedroom1 sofa bed, 1 bathroom,
5–10 Jul
4.92 out of 5 average rating, 116 reviews
Guest favourite
Apartment in Annapolis
Capts Qrtrs - Awesome downtown Annapolis location!
1 bedroom1 queen bed, 1 bathroom,
28 Jun – 3 Jul
4.86 out of 5 average rating, 180 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
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
Superhost
Townhouse in Annapolis
Walk to Dock USNA Stadium- Renovated 2BR Downtown
2 bedrooms4 beds, 1.5 bathrooms,
20–25 Jul
4.86 out of 5 average rating, 72 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, 208 reviews