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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Farm stay in Gloucester
Historic Farmhouse. Peace & Quiet on 5 acres
3 bedrooms, 7 beds, 2.5 private bathrooms
10–15 Aug
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4.92 out of 5 average rating, 131 reviews
Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
1 queen bed, 1 bathroom
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, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.97 out of 5 average rating, 89 reviews
Top guest favourite
Flat in Gloucester Courthouse
Right on Main St! Shops, Arts, Dining and More!
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 147 reviews
Top guest favourite
Home in Gloucester
The Bee Goode House on Main Street
3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 195 reviews
Top guest favourite
Loft in Gloucester Courthouse
Marshfield Guesthouse on river near Williamsburg
1 sofa bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 354 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, 231 reviews
Superhost
Home in Topping
The Bird & Bee Water-Path Cottage
2 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
Top guest favourite
Tiny home in North
The Callie Cottage at Belmont
1 bedroom, 1 double bed, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Room in Cardinal
Wtrfrnt aptmnt w/pool/dock on private farm
2 beds, 1 bathroom
7–12 Sept
4.91 out of 5 average rating, 224 reviews
Guest favourite
Cottage in Gloucester
White Heron Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
15–20 Aug
4.92 out of 5 average rating, 259 reviews
Top guest favourite
Cottage in North
The Nook; Peaceful 2 bedroom cottage by the bay
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 177 reviews
Top guest favourite
Home in Hartfield
River Vibes Only - Golf Nearby
3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Room in Gloucester
Serenity’s Sand Castle King and Bunk Room
3 beds, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Home in Williamsburg
Williamsburg's Stylish 1959 Mid-Century Modern Gem
4 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Tiny home in Diggs
Stargazer Tiny Cabin
1 bedroom, 3 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 231 reviews
Home in Toano
Farinholt House | Historic Triangle - Minutes Away
3 bedrooms, 3 queen beds, 3 bathrooms
17–22 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Lancaster
Waterfront Escape • Dock, Views, Peace & Kayaks
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Aug
4.97 out of 5 average rating, 58 reviews