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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, 341 reviews
Guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
2 bedrooms, 3 beds
22–27 Aug
4.97 out of 5 average rating, 89 reviews
Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
1 queen bed
9–14 Aug
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Home in North
Renhaven Cottage
2 bedrooms, 2 beds
17–22 Aug
4.92 out of 5 average rating, 39 reviews
Top guest favourite
Guest house in Saluda
Wooded Cabin retreat on fresh water pond
1 bedroom, 1 queen bed
28 Aug – 2 Sept
4.94 out of 5 average rating, 583 reviews
Top guest favourite
Flat in Gloucester Courthouse
Right on Main St! Shops, Arts, Dining and More!
1 bedroom, 1 queen bed
6–11 Sept
4.96 out of 5 average rating, 147 reviews
Home in Gloucester
Located in the Heart of Gloucester Courthouse!
3 bedrooms, 3 beds
18–23 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 6 beds
6–11 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Tiny home in North
The Callie Cottage at Belmont
1 bedroom, 1 double bed
10–15 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Gloucester
The Bee Goode House on Main Street
3 bedrooms, 3 beds
29 Aug – 3 Sept
4.97 out of 5 average rating, 195 reviews
Top guest favourite
Home in Gloucester
Spring is a great time in Gloucester!
3 bedrooms, 3 beds
18–23 Aug
4.97 out of 5 average rating, 90 reviews
Top guest favourite
Farm stay in Gloucester
Historic Farmhouse. Peace & Quiet on 5 acres
3 bedrooms, 7 beds
7–12 Aug
4.92 out of 5 average rating, 131 reviews
Top guest favourite
Guest house in Gloucester
Summer Escape - Dock, Pool, Firepits, & Kayaks
2 bedrooms, 2 beds
26–31 Aug
5.0 out of 5 average rating, 196 reviews
Top guest favourite
Home in Mathews
Garden Cottage in Downtown Mathews
1 bedroom, 1 king bed
30 Aug – 4 Sept
4.99 out of 5 average rating, 128 reviews
Top guest favourite
Home in Locust Hill
Bubba Butler's Cottage
3 bedrooms, 3 beds
21–26 Sept
4.98 out of 5 average rating, 50 reviews
Top guest favourite
Home in Mathews
Quirky cottage in downtown Mathews
2 bedrooms, 3 beds
18–23 Aug
4.91 out of 5 average rating, 109 reviews
Top guest favourite
Flat in Gloucester
Eclectic and Cozy Apartment
1 bedroom, 2 beds
18–23 Aug
4.96 out of 5 average rating, 69 reviews
Guest favourite
Room in Gloucester Point
The Sweet Citrus
1 bed
19–24 Aug
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in North
The Nook; Peaceful 2 bedroom cottage by the bay
2 bedrooms, 2 queen beds
16–21 Aug
4.94 out of 5 average rating, 176 reviews