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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Home in Gloucester Courthouse
"Bee-Z Haven" Waterfront Cottage on the Ware River
2 bedrooms, 2 beds, 2 private bathrooms
8–13 Nov
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4.97 out of 5 average rating, 340 reviews
Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
5.0 out of 5 average rating, 59 reviews, 1 queen bed, 1 bathroom
26–31 Jul
Guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
4.97 out of 5 average rating, 88 reviews, 2 bedrooms, 3 beds, 1 bathroom
25–30 Jul
Guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Flat in Gloucester Courthouse
Right on Main St! Shops, Arts, Dining and More!
4.96 out of 5 average rating, 147 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Sept
Guest favourite
Home in Gloucester
The Bee Goode House on Main Street
4.97 out of 5 average rating, 194 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
Home in Gloucester
Located in the Heart of Gloucester Courthouse!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Sept
Top guest favourite
Tiny home in North
The Callie Cottage at Belmont
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Home in Weems
Holly Haven Hogan House
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
Top guest favourite
Guest house in Saluda
Wooded Cabin retreat on fresh water pond
4.94 out of 5 average rating, 580 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Jul – 5 Aug
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
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
14–19 Sept
Flat in Gloucester
Family-Friendly Main St Gloucester Apt w/ Balcony!
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 4 beds, 1 bathroom
10–15 Aug
Top guest favourite
Home in Mathews
Garden Cottage in Downtown Mathews
4.99 out of 5 average rating, 126 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 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
Top guest favourite
Cottage in Gloucester Point
Sarah's Creek Starlight
4.99 out of 5 average rating, 168 reviews, 3 bedrooms, 4 beds, 1 bathroom
29 Sept – 4 Oct
Top guest favourite
Cottage in Gloucester Courthouse
Historic Ware River Cottage at Glebefield
4.98 out of 5 average rating, 233 reviews, 1 bedroom, 3 beds, 1 bathroom
25–30 Jul
Top guest favourite
Cottage in Gloucester
White Heron Cottage
4.92 out of 5 average rating, 253 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
15–20 Aug
Top guest favourite
Room in Cardinal
Wtrfrnt aptmnt w/pool/dock on private farm
4.9 out of 5 average rating, 218 reviews, 2 beds, 1 bathroom
18–23 Sept