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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
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
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
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
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
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
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
Home in Annapolis
Stay Retro Naptown
4 bedrooms4 queen beds, 2 bathrooms,
24–29 Jul
4.95 out of 5 average rating, 78 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
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
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
Guest favourite
Home in Annapolis
CJ's Cottage
2 bedrooms3 beds, 2 bathrooms,
27 Jun – 2 Jul
4.96 out of 5 average rating, 69 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
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
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
Flat in Annapolis
NEW lovely studio apartment with onsite parking!
1 bedroom1 queen bed, 1 bathroom,
21–26 Jun
4.84 out of 5 average rating, 121 reviews
Guest favourite
Guest house in Annapolis
Guesthouse on The Weems Creek
1 bedroom1 queen bed, 1 bathroom,
7–12 Jul
5.0 out of 5 average rating, 41 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
Cozy 2br home w/ parking in downtown Annapolis
2 bedrooms3 beds, 1.5 bathrooms,
20–25 Jul
4.93 out of 5 average rating, 361 reviews