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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
28 Aug – 2 Sept
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4.98 out of 5 average rating, 233 reviews
Guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
2 bedrooms, 3 beds
15–20 Aug
4.97 out of 5 average rating, 88 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
Guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 6 beds
7–12 Aug
5.0 out of 5 average rating, 7 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
Home in North
Renhaven Cottage
2 bedrooms, 2 beds
17–22 Aug
4.92 out of 5 average rating, 39 reviews
Top guest favourite
Loft in Gloucester Courthouse
Marshfield Guesthouse on river near Williamsburg
1 sofa bed
11–16 Aug
4.98 out of 5 average rating, 354 reviews
Top guest favourite
Home in Gloucester
The Bee Goode House on Main Street
3 bedrooms, 3 beds
28 Sept – 3 Oct
4.97 out of 5 average rating, 195 reviews
Top guest favourite
Home in Gloucester
Bee Humble Cottage Entire Home
2 bedrooms, 2 king beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 230 reviews
Top guest favourite
Home in North
Cozy Cottage on The North River
2 bedrooms, 5 beds
21–26 Sept
4.96 out of 5 average rating, 90 reviews
Top guest favourite
Room in Cardinal
Wtrfrnt aptmnt w/pool/dock on private farm
2 beds
18–23 Sept
4.91 out of 5 average rating, 222 reviews
Top guest favourite
Tiny home in North
The Callie Cottage at Belmont
1 bedroom, 1 double bed
9–14 Aug
5.0 out of 5 average rating, 9 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
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
Top guest favourite
Guest suite in Gloucester Courthouse
Elm Grove Farm Guest Cottage
1 bedroom, 2 beds
1–6 Aug
4.99 out of 5 average rating, 137 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
Top guest favourite
Home in Gloucester
Welcome to this Waterfront Home with Amazing Views
3 bedrooms, 3 beds
11–16 Oct
4.98 out of 5 average rating, 107 reviews
Top guest favourite
Cottage in Gloucester
White Heron Cottage
3 bedrooms, 3 beds
15–20 Aug
4.92 out of 5 average rating, 256 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, 127 reviews