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Search results; Over 1,000 places in Annapolis

Guest favourite
Room in Annapolis
Stay with Michael
Loft - Private room in Annapolis
28 Apr – 3 May
4.88 out of 5 average rating, 74 reviews
Superhost
Room in Annapolis
Stay with Jorge LuisSales,
Jorge's Inn
6–11 May
4.72 out of 5 average rating, 100 reviews
Guest favourite
Room in Annapolis
Stay with Michael
Front Room - Private room in Annapolis
3–8 May
4.9 out of 5 average rating, 81 reviews
Guest favourite
Guest house in Annapolis
Calico Cottage Guest House, king bed, free parking
1 king bed
30 May – 4 Jun
4.9 out of 5 average rating, 205 reviews
Guest favourite
Guest suite in Arnold
Old Bay Bungalow
2 beds
28 Apr – 3 May
4.96 out of 5 average rating, 563 reviews
Superhost
Flat in Annapolis
Modern Apartment over the Heart of Main Street!
2 queen beds
21–26 Jul
4.82 out of 5 average rating, 655 reviews
Guest favourite
Cottage in Annapolis
Wright’s Cottage, Pets Welcome!
1 queen bed
21–26 Apr
4.94 out of 5 average rating, 312 reviews
Guest favourite
Room in Annapolis
Stay with Margaret AshleyVideographer.,
A Cottage Room in Presidents Hill
21–26 Apr
4.84 out of 5 average rating, 112 reviews
Home in Annapolis
Quaint in the Heart of Annapolis
28 Apr – 3 May
New place to stay
Guest favourite
Guest suite in Annapolis
West Annapolis Hidden Gem <1 Mile To Navy Stadium
4 beds
21–26 Apr
5.0 out of 5 average rating, 30 reviews
Guest favourite
Townhouse in Annapolis
1 Bedroom Apt - Walk to Downtown - With Parking
2 beds
26 Apr – 1 May
4.94 out of 5 average rating, 50 reviews
Guest favourite
Home in Annapolis
Historic Downtown in-law suite
1 bed
18–23 Nov
4.96 out of 5 average rating, 108 reviews
Guest favourite
Guest house in Annapolis
Annapolis Guesthouse - Completely Separate Space
2 beds
21–26 Apr
4.91 out of 5 average rating, 174 reviews
Guest favourite
Boat in Annapolis
Stay aboard the S/V MY STUDIO on Annapolis Harbor
2 beds
21–26 Apr
4.94 out of 5 average rating, 351 reviews
Guest favourite
Guest house in Annapolis
Coastal Waterfront 1 Bedroom Cottage
21–26 Apr
4.99 out of 5 average rating, 104 reviews
Guest favourite
Home in Annapolis
Cozy 2br home w/ parking in downtown Annapolis
3 beds
20–25 Apr
4.94 out of 5 average rating, 287 reviews
Guest favourite
Houseboat in Arnold
Boho Luxe Floating Tiny Home with 360 Views
1 queen bed
28 Apr – 3 May
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Annapolis
2 Bedroom Townhome, Walk to Downtown, With Parking
3 beds
18–23 Apr
4.95 out of 5 average rating, 37 reviews