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, 358 reviews
Guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms, 4 beds
22–27 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Annapolis
Quiet Waterfront
3 bedrooms, 3 beds
26–31 Jul
4.98 out of 5 average rating, 188 reviews
Top guest favourite
Flat in Annapolis
The Sail Loft
3 bedrooms, 4 beds
25–30 Jul
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms, 2 king beds
14–19 Aug
4.97 out of 5 average rating, 461 reviews
Top guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
2 bedrooms, 1 queen bed
16–21 Jul
4.92 out of 5 average rating, 72 reviews
Top guest favourite
Rooms in Annapolis
Rooms at Garden House next to USNA & Harbor
2 bedrooms, 4 beds
5–10 Jul
4.96 out of 5 average rating, 256 reviews
Top guest favourite
Home in Annapolis
Cozy 3BR Annapolis, Private Deck, Parking
3 bedrooms, 3 beds
3–8 Jul
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Annapolis
Spacious Luxe USNA Home - Pool, Hot Tub, Grill
5 bedrooms, 9 beds
5–10 Jul
4.92 out of 5 average rating, 89 reviews
Guest favourite
Home in Annapolis
Cute bungalow blocks to Stadium
2 bedrooms, 3 beds
18–23 Jul
4.96 out of 5 average rating, 71 reviews
Top guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms
5–10 Jul
4.93 out of 5 average rating, 27 reviews
Top guest favourite
Home in Annapolis
Beautiful house in the best location!
3 bedrooms, 6 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Home in Annapolis
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
4 bedrooms, 5 beds
12–17 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Annapolis
Historic + Modern Home | Just Steps to Waterfront
2 bedrooms, 4 beds
13–18 Jul
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Annapolis
Marymont Cottage
3 bedrooms, 3 beds
6–11 Jul
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Annapolis
The Navy House-Walk or Shuttle Downtown! 3 bd
3 bedrooms, 4 beds
5–10 Jul
4.94 out of 5 average rating, 200 reviews
Guest favourite
Home in Annapolis
Historic 4BR Naptown Home <1 Mile to Stadium
4 bedrooms, 8 beds
13–18 Sept
4.98 out of 5 average rating, 65 reviews
Guest favourite
Home in Arnold
Rachel's BnB
2 bedrooms, 3 beds
26–31 Jul
4.9 out of 5 average rating, 134 reviews
Top guest favourite
Home in Annapolis
Luxury Waterfront Annapolis/ Private Beach & Dock
3 bedrooms, 3 beds
9–14 Jul
5.0 out of 5 average rating, 141 reviews