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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Cottage in Gloucester Courthouse
Historic Ware River Cottage at Glebefield
1 bedroom, 3 beds, 1 private bathroom
25–30 Jul
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4.98 out of 5 average rating, 232 reviews
Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
5.0 out of 5 average rating, 58 reviews, 1 queen bed, 1 bathroom
12–17 Jul
Guest favourite
Home in Gloucester
The Bee Goode House on Main Street
4.97 out of 5 average rating, 193 reviews, 3 bedrooms, 3 beds, 2 bathrooms
14–19 Jul
Guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
4.97 out of 5 average rating, 87 reviews, 2 bedrooms, 3 beds, 1 bathroom
25–30 Jul
Top guest favourite
Home in Gloucester
Bee Humble Cottage Entire Home
4.95 out of 5 average rating, 230 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
Superhost
Home in Gloucester
A “Bitt” of Home on Beaver
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Home in North
Renhaven Cottage
4.92 out of 5 average rating, 37 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Aug
Guest favourite
Room in Gloucester
Serenity’s Sand Castle King and Bunk Room
4.97 out of 5 average rating, 31 reviews, 3 beds, 1 bathroom
26–31 Jul
Superhost
Home in Gloucester County
Peaceful Waterfront Retreat w/ Private Dock
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Farm stay in Gloucester
Historic Farmhouse. Peace & Quiet on 5 acres
4.92 out of 5 average rating, 128 reviews, 3 bedrooms, 7 beds, 2.5 bathrooms
7–12 Aug
Top guest favourite
Tiny home in Diggs
Stargazer Tiny Cabin
4.95 out of 5 average rating, 228 reviews, 1 bedroom, 3 beds, 1 bathroom
12–17 Jul
Guest favourite
Tiny home in Port Haywood
The Tulgey Wood
4.95 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Aug
Top guest favourite
Home in Locust Hill
Bubba Butler's Cottage
4.98 out of 5 average rating, 49 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Home in North
Cozy Cottage on The North River
4.96 out of 5 average rating, 90 reviews, 2 bedrooms, 5 beds, 1 bathroom
9–14 Aug
Top guest favourite
Guest house in Gloucester Point
BlueBird Nest
4.94 out of 5 average rating, 161 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Home in Hartfield
River Vibes Only - Golf Nearby
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
Superhost
Home in Bavon
Chesapeake Shore Cottage: Private Beach w/Kayaks
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
Guest favourite
Guest suite in Gloucester
Carriage House
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul
Home in Lancaster
Waterfront home w/ private dock, beach, game room
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
17–22 Aug