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Search results; Over 1,000 places in Annapolis

Superhost
Cabin in Bridgetown
Rustic Riverside Retreat
1 bed
Apr 1 – 6
4.85 out of 5 average rating, 13 reviews
Guest favorite
Tower in Broad Cove
Shackup Tower - 30 ft in the air & hot tub
Apr 1 – 6
4.99 out of 5 average rating, 190 reviews
Superhost
Cabin in Middleton
Cozy A Frame on quiet East Lake
3 beds
Apr 28 – May 3
4.79 out of 5 average rating, 174 reviews
Guest favorite
Tiny home in Annapolis Royal
Inviting and Cozy Getaway on Victorian Farm
2 beds
Apr 1 – 6
4.78 out of 5 average rating, 95 reviews
Guest favorite
Place to stay in Granville Ferry
Rocks and Tide Cottages
2 beds
Apr 1 – 6
5.0 out of 5 average rating, 14 reviews
Guest favorite
Cabin in Granville Ferry
Annapolis Riverside Retreat
1 queen bed
Apr 5 – 10
4.85 out of 5 average rating, 267 reviews
Guest favorite
Apartment in Annapolis County
Annapolis Lake Retreat
1 bed
Apr 4 – 9
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Annapolis Royal
Moschelle House
3 beds
Apr 1 – 6
4.94 out of 5 average rating, 17 reviews
Guest favorite
Home in Upper Granville
Beautiful Waterfront House on Annapolis River
2 beds
Apr 1 – 6
5.0 out of 5 average rating, 10 reviews
Guest favorite
Home in Annapolis Royal
Holiday House
3 beds
May 19 – 24
4.93 out of 5 average rating, 61 reviews
Guest favorite
Cabin in Hampton
Triangulair
1 bed
Apr 1 – 6
4.97 out of 5 average rating, 32 reviews
Guest favorite
Guest suite in Middleton
Cozy 3 Bedroom Annapolis Valley Hideaway
4 beds
Apr 7 – 12
4.96 out of 5 average rating, 111 reviews
Guest favorite
Home in Bridgetown
The Delancey House Beautiful country home (1780)
6 beds
May 26 – 31
4.91 out of 5 average rating, 11 reviews
Guest favorite
Cottage in Annapolis, Subd. D
Tall Pine Cove
3 beds
Apr 26 – May 1
4.97 out of 5 average rating, 79 reviews
Guest favorite
Cottage in Middleton
Cozy 2 Bedroom Lakefront Cottage- Trout Lake
4 beds
Jun 17 – 22
5.0 out of 5 average rating, 26 reviews
Guest favorite
Cottage in Middleton
Serene lakefront living. Two bedroom cottage.
3 beds
May 1 – 6
4.91 out of 5 average rating, 55 reviews
Guest favorite
Cottage in Middleton
Waterfront Cottage on Private Lake with Hot tub
4 beds
Sep 30 – Oct 5
4.88 out of 5 average rating, 33 reviews
Guest favorite
Cabin in LaHave
Shackup A-frame— Private Hot Tub & Big Ocean Views
1 queen bed
Apr 7 – 12
4.96 out of 5 average rating, 258 reviews