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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
18–23 Oct
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4.98 out of 5 average rating, 234 reviews
Guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
2 bedrooms, 3 beds, 1 bathroom
11–16 Sept
4.97 out of 5 average rating, 92 reviews
Home in Gloucester
Located in the Heart of Gloucester Courthouse!
3 bedrooms, 3 beds, 2.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cottage in Gloucester
White Heron Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
4.91 out of 5 average rating, 264 reviews
Top guest favourite
Cottage in North
The Nook; Peaceful 2 bedroom cottage by the bay
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 180 reviews
Top guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 6 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Gloucester
Charming Waterfront Home on Piankatank River!
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.98 out of 5 average rating, 123 reviews
Top guest favourite
Home in Hartfield
River Vibes Only - Golf Nearby
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 14 reviews
Home in Gloucester
Squeaky Shores on the York River
5 bedrooms, 7 beds, 4 bathrooms
8–13 Sept
4.79 out of 5 average rating, 24 reviews
Top guest favourite
Home in Gloucester
Bee Humble Cottage Entire Home
2 bedrooms, 2 king beds, 1 bathroom
4–9 Nov
4.95 out of 5 average rating, 231 reviews
Top guest favourite
Flat in Gloucester Courthouse
Right on Main St! Shops, Arts, Dining and More!
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
4.96 out of 5 average rating, 147 reviews
Guest favourite
Farm stay in Shacklefords
Blue Heaven in Plainview
4 bedrooms, 6 beds, 2.5 bathrooms
8–13 Sept
4.89 out of 5 average rating, 64 reviews
Guest favourite
Home in Gloucester
The Bee Goode House on Main Street
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 197 reviews
Guest favourite
Home in Gloucester
Waterfront Golden River Watch
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.9 out of 5 average rating, 123 reviews
Top guest favourite
Home in Gloucester
Severnly Pointe Cottage Waterfront Retreat
4 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
4.9 out of 5 average rating, 114 reviews
Top guest favourite
Guest suite in Gloucester
Carriage House
1 bedroom, 2 beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Hartfield
The Nauti Crab
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
1 queen bed, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 61 reviews
Top guest favourite
Cottage in Cobbs Creek
Waterfront w/Floating Dock, Kayaks~Family Home
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 105 reviews