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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
4–9 Aug
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4.98 out of 5 average rating, 120 reviews
Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
1 queen bed, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 59 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, 88 reviews
Guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Gloucester
The Bee Goode House on Main Street
3 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.97 out of 5 average rating, 194 reviews
Top guest favourite
Flat in Gloucester Courthouse
Right on Main St! Shops, Arts, Dining and More!
1 bedroom, 1 queen bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 147 reviews
Top guest favourite
Cottage in Gloucester
"Bee Haven" Cottage Retreat
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 272 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
Top 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, 254 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, 233 reviews
Home in Weems
Holly Haven Hogan House
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
New place to stay
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
Home in North
Cozy Cottage on The North River
2 bedrooms, 5 beds, 1 bathroom
14–19 Sept
4.96 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, 2.5 bathrooms
10–15 Aug
4.92 out of 5 average rating, 129 reviews
Guest favourite
Home in Williamsburg
Williamsburg's Stylish 1959 Mid-Century Modern Gem
4 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Gloucester
Welcome to this Waterfront Home with Amazing Views
3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.98 out of 5 average rating, 107 reviews
Top guest favourite
Loft in Gloucester Courthouse
Marshfield Guesthouse on river near Williamsburg
1 sofa bed, 1 bathroom
11–16 Aug
4.98 out of 5 average rating, 354 reviews
Home in Gloucester
Located in the Heart of Gloucester Courthouse!
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Mathews
Garden Cottage in Downtown Mathews
1 bedroom, 1 king bed, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 126 reviews