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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, 174 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, 178 reviews
Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
1 bedroom1 king bed, 1 bathroom,
27 Jul – 1 Aug
4.89 out of 5 average rating, 356 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, 96 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
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
Home in Annapolis
The Midship Quarters
3 bedrooms3 single beds, 1.5 bathrooms,
14–19 Jun
5.0 out of 5 average rating, 45 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
Home in Annapolis
Stay Retro Naptown
4 bedrooms4 queen beds, 2 bathrooms,
24–29 Jul
4.95 out of 5 average rating, 78 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
Guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms4 beds, 2 bathrooms,
10–15 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Annapolis
Secluded Cottage_ A+ Amenities in Historic Dwntwn
2 bedrooms3 queen beds, 1 bathroom,
14–19 Jun
4.93 out of 5 average rating, 221 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
Home in Annapolis
Peaceful Waterfront Home in Annapolis 3BR 2BA.
3 bedrooms4 beds, 2 bathrooms,
7–12 Jul
4.99 out of 5 average rating, 75 reviews
Guest favourite
Home in Annapolis
CJ's Cottage
2 bedrooms3 beds, 2 bathrooms,
27 Jun – 2 Jul
4.96 out of 5 average rating, 68 reviews
Townhouse in Annapolis
Townhouse - 1 Mile from Downtown Strip
3 bedrooms4 beds, 3 bathrooms,
14–19 Jun
4.92 out of 5 average rating, 242 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
Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
4 bedrooms6 beds, 3 bathrooms,
30 Aug – 4 Sept
5.0 out of 5 average rating, 11 reviews