filters

Search results; Over 1,000 homes in Annapolis

Photo 1 of 28
Top guest favourite
Home in Annapolis
Modern Annapolis Getaway - 2 Free Parking Spaces
2 bedrooms, 2 beds, 1 private bathroom
27 Sept – 2 Oct
,
5.0 out of 5 average rating, 119 reviews
Photo 1 of 12
Home in Annapolis
Townhouse at Naval Academy & Dock
3 bedrooms, 6 beds
1–6 Sept
4.76 out of 5 average rating, 77 reviews
Photo 1 of 16
Top guest favourite
Guest suite in Annapolis
Bay View Studio Apartment
2 beds
4–9 Oct
4.97 out of 5 average rating, 98 reviews
Photo 1 of 29
Guest favourite
Home in Annapolis
Spacious Luxe USNA Home - Pool, Hot Tub, Grill
5 bedrooms, 9 beds
20–25 Sept
4.91 out of 5 average rating, 92 reviews
Photo 1 of 29
Guest favourite
Flat in Annapolis
Wall to Wall Cool- Filled with Original Art and Sculpture
1 bedroom, 3 beds
12–17 Sept
4.92 out of 5 average rating, 524 reviews
Photo 1 of 29
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms, 2 king beds
3–8 Oct
4.97 out of 5 average rating, 470 reviews
Photo 1 of 29
Top guest favourite
Home in Annapolis
Luxury Waterfront Annapolis/ Private Beach & Dock
3 bedrooms, 3 beds
11–16 Sept
5.0 out of 5 average rating, 145 reviews
Photo 1 of 19
Top guest favourite
Apartment in Annapolis
1st Floor Condo in Annapolis
2 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 172 reviews
Photo 1 of 6
Guest favourite
Room in Annapolis
Sandpiper Room - Charming private room, Annapolis
1 queen bed
20–25 Sept
4.93 out of 5 average rating, 193 reviews
Photo 1 of 16
Top guest favourite
Home in Annapolis
Historic Home w/ Parking Steps From Capital & USNA
1 bedroom, 2 beds
25–30 Oct
4.98 out of 5 average rating, 104 reviews
Photo 1 of 29
Guest favourite
Home in Annapolis
Charming Annapolis Townhome
2 bedrooms
20–25 Sept
4.97 out of 5 average rating, 66 reviews
Photo 1 of 29
Top guest favourite
Home in Annapolis
Annapolis waterfront, private pier with kayaks
4 bedrooms, 5 beds
6–11 Sept
5.0 out of 5 average rating, 45 reviews
Photo 1 of 6
Guest favourite
Room in Annapolis
Blue Heron Room - Charming Private Room, Annapolis
1 queen bed
20–25 Sept
4.95 out of 5 average rating, 190 reviews
Photo 1 of 29
Top guest favourite
Cottage in Annapolis
Wonderful Cottage Nestled On Chesapeake Bay
3 bedrooms, 5 beds
26 Sept – 1 Oct
4.98 out of 5 average rating, 42 reviews
Photo 1 of 15
Top guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms
13–18 Sept
4.94 out of 5 average rating, 33 reviews
Photo 1 of 28
Top guest favourite
Boat in Annapolis
Welcome Aboard!
2 bedrooms, 3 beds
26–31 Oct
4.96 out of 5 average rating, 114 reviews
Photo 1 of 29
Guest favourite
Bungalow in Annapolis
Light, Bright and Comfortable! No cleaning fee!
3 bedrooms, 3 queen beds
21–26 Sept
4.89 out of 5 average rating, 85 reviews
Photo 1 of 29
Guest favourite
Home in Annapolis
Waterfront Oasis in Eastport-Easy Walk to Downtown
5 bedrooms, 8 beds
13–18 Sept
4.93 out of 5 average rating, 123 reviews
Photo 1 of 18
Top guest favourite
Flat in Annapolis
Charming, Chic Downtown Annapolis Apartment #1
1 bedroom, 1 bed
25–30 Oct
4.91 out of 5 average rating, 120 reviews