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
Top guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
2 bedrooms1 queen bed, 1.5 bathrooms,
16–21 Jul
4.91 out of 5 average rating, 66 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
Guest favourite
Guest house in Annapolis
Calico Cottage Guest House, king bed, free parking
1 bedroom1 king bed, 1 bathroom,
27 Jul – 1 Aug
4.9 out of 5 average rating, 349 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
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms2 king beds, 1 bathroom,
14–19 Aug
4.97 out of 5 average rating, 459 reviews
Guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms4 beds, 2 bathrooms,
16–21 Aug
5.0 out of 5 average rating, 8 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
Home in Annapolis
1 Block to USNA Stadium: Modern Annapolis Home!
2 bedrooms3 beds, 1 bathroom,
5–10 Jul
5.0 out of 5 average rating, 11 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
Townhouse in Annapolis
Perfect place for your family
3 bedrooms4 beds, 2.5 bathrooms,
17–22 Aug
4.97 out of 5 average rating, 38 reviews
Superhost
Home in Arnold
Rachel's BnB
2 bedrooms3 beds, 1 bathroom,
28 Jun – 3 Jul
4.9 out of 5 average rating, 129 reviews
Top guest favourite
Cottage in Annapolis
Secluded Cottage_ A+ Amenities in Historic Dwntwn
2 bedrooms3 queen beds, 1 bathroom,
20–25 Jun
4.93 out of 5 average rating, 221 reviews
Top guest favourite
Apartment in Annapolis
1st Floor Condo in Annapolis
2 beds1 bathroom,
16–21 Aug
4.96 out of 5 average rating, 147 reviews
Top guest favourite
Apartment in Annapolis
Luxury Condo | Walk to USNA • Rooftop Pool
1 bedroom1 king bed, 1 bathroom,
21–26 Jun
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Annapolis
Cozy Cottage
2 bedrooms3 beds, 1 bathroom,
5–10 Jul
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Boat in Annapolis
Welcome Aboard!
2 bedrooms3 beds, 2 bathrooms,
19–24 Jul
4.96 out of 5 average rating, 110 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
Guest favourite
Home in Annapolis
Annapolis Small House in Historic District.
1 bedroom2 beds, 1.5 bathrooms,
26 Jun – 1 Jul
4.96 out of 5 average rating, 74 reviews