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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Guest suite in Gloucester Courthouse
Elm Grove Farm Guest Cottage
1 bedroom, 2 beds, 1 private bathroom
1–6 Sept
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4.99 out of 5 average rating, 137 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" 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
Guest suite in Gloucester
Carriage House
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 24 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
Top guest favourite
Cottage in Gloucester Courthouse
Historic Ware River Cottage at Glebefield
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.98 out of 5 average rating, 233 reviews
Guest favourite
Room in Gloucester Point
The Sweet Citrus
1 bed, 1.5 bathrooms
2–7 Aug
4.94 out of 5 average rating, 17 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
Guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 6 beds, 2 bathrooms
6–11 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in Gloucester
Bill's Island
2 bedrooms, 2 beds, 2 bathrooms
8–13 Aug
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Home in Gloucester Point
Pointe Haven near Historic Yorktown
3 bedrooms, 3 beds, 1 bathroom
19–24 Aug
4.99 out of 5 average rating, 195 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, 256 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
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
Tiny home in North
The Callie Cottage at Belmont
1 bedroom, 1 double bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 9 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
Guest favourite
Home in Bavon
Chesapeake Shore Cottage: Private Beach w/Kayaks
2 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Gloucester
Charming Cottage Historic Gloucester Main Street
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 131 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, 230 reviews