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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Home in Gloucester
Charming Waterfront Home on Piankatank River!
3 bedrooms, 4 beds, 2 private bathrooms
12–17 Jul
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4.97 out of 5 average rating, 119 reviews
Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
1 queen bed, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 58 reviews
Superhost
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
2 bedrooms, 3 beds, 1 bathroom
25–30 Jul
4.97 out of 5 average rating, 87 reviews
Guest favourite
Home in Gloucester
The Bee Goode House on Main Street
3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
4.97 out of 5 average rating, 193 reviews
Top guest favourite
Home in North
Renhaven Cottage
2 bedrooms, 2 beds, 1 bathroom
5–10 Aug
4.92 out of 5 average rating, 37 reviews
Top guest favourite
Tiny home in North
The Callie Cottage at Belmont
1 bedroom, 1 double bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Room in Gloucester
Serenity’s Sand Castle King and Bunk Room
3 beds, 1 bathroom
26–31 Jul
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Farm stay in Gloucester
Historic Farmhouse. Peace & Quiet on 5 acres
3 bedrooms, 7 beds, 2.5 bathrooms
7–12 Aug
4.92 out of 5 average rating, 128 reviews
Top guest favourite
Home in Gloucester
Bee Humble Cottage Entire Home
2 bedrooms, 2 king beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 230 reviews
Flat in Gloucester
Family-Friendly Main St Gloucester Apt w/ Balcony!
2 bedrooms, 4 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Hartfield
River Vibes Only - Golf Nearby
3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Gloucester County
Peaceful Waterfront Retreat w/ Private Dock
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Home in North
Cozy Cottage on The North River
2 bedrooms, 5 beds, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 90 reviews
Top guest favourite
Cottage in Gloucester Courthouse
Historic Ware River Cottage at Glebefield
1 bedroom, 3 beds, 1 bathroom
25–30 Jul
4.98 out of 5 average rating, 232 reviews
Top guest favourite
Guest house in Gloucester Point
BlueBird Nest
1 bedroom, 1 bed, 1 bathroom
12–17 Jul
4.94 out of 5 average rating, 161 reviews
Top guest favourite
Tiny home in Diggs
Stargazer Tiny Cabin
1 bedroom, 3 beds, 1 bathroom
12–17 Jul
4.95 out of 5 average rating, 228 reviews
Superhost
Home in Bavon
Chesapeake Shore Cottage: Private Beach w/Kayaks
2 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 4 reviews
Guest house in Williamsburg
Historic Triangle Getaway
1 bedroom, 1 king bed, 1 bathroom
25–30 Aug
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