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Search results; Over 1,000 places in Annapolis

Guest favorite
Guesthouse in Annapolis
Calico Cottage Guest House, king bed, free parking
1 king bed
Apr 7 – 12
4.9 out of 5 average rating, 202 reviews
Guest favorite
Condo in Annapolis
1 Bedroom Apt - Walk to Downtown - With Parking
2 beds
Apr 1 – 6
4.94 out of 5 average rating, 49 reviews
Guest favorite
Room in Annapolis
Stay with Michael
Front Room - Private room in Annapolis
Apr 1 – 6
4.9 out of 5 average rating, 79 reviews
Guest favorite
Guest suite in Annapolis
Annapolis Garden Suite
3 beds
Apr 1 – 6
4.94 out of 5 average rating, 67 reviews
Guest favorite
Apartment in Annapolis
Wall to Wall Cool- Filled with Original Art and Sculpture
2 beds
Apr 1 – 6
4.92 out of 5 average rating, 439 reviews
Guest favorite
Room in Annapolis
Stay with JenniferHosting for 6 years,
Chesapeake Mornings
Apr 21 – 26
4.96 out of 5 average rating, 451 reviews
Guest favorite
Home in Annapolis
Cozy 2br home w/ parking in downtown Annapolis
3 beds
Apr 1 – 6
4.94 out of 5 average rating, 284 reviews
Guest favorite
Guesthouse in Annapolis
RECENTLY RENOVATED Cottage Near Downtown Annapolis
1 king bed
Apr 8 – 13
4.97 out of 5 average rating, 195 reviews
Guest favorite
Room in Annapolis
Stay with Michael
Loft - Private room in Annapolis
Apr 14 – 19
4.88 out of 5 average rating, 73 reviews
Guest favorite
Guest suite in Arnold
Old Bay Bungalow
2 beds
Apr 6 – 11
4.96 out of 5 average rating, 560 reviews
Guest favorite
Home in Annapolis
Historic Downtown in-law suite
1 bed
Nov 18 – 23
4.96 out of 5 average rating, 103 reviews
Guest favorite
Guest suite in Riva
Cozy one bedroom appt on the water
1 bed
Apr 16 – 23
5.0 out of 5 average rating, 7 reviews
Guest favorite
Guesthouse in Annapolis
Coastal Waterfront 1 Bedroom Cottage
Apr 1 – 6
4.99 out of 5 average rating, 102 reviews
Guest favorite
Apartment in Annapolis
Annapolis Escape Steps to Harbor backs to Gate 1
2 beds
Apr 1 – 6
5.0 out of 5 average rating, 6 reviews
Apartment in Annapolis
Gracie's Garden in Annapolis
1 queen bed
Apr 1 – 6
4.91 out of 5 average rating, 11 reviews
Guest favorite
Apartment in Annapolis
Lovely 1 bedroom apartment in downtown Annapolis
1 queen bed
Apr 7 – 12
4.82 out of 5 average rating, 17 reviews
Guest favorite
Guest suite in Arnold
Coastal Comfort Suite Near Annapolis, Hottub, EV
2 beds
Apr 14 – 19
4.94 out of 5 average rating, 110 reviews
Guest favorite
Guest suite in Arnold
Sunny Spot Suite, Serene, Annapolis, Naval Academy
2 beds
Apr 21 – 26
4.84 out of 5 average rating, 494 reviews