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Search results; Over 1,000 homes in Gloucester

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Guest favourite
Cottage in Gloucester
Waterfront Gloucester Cottage w/ Private Boat Dock
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
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4.86 out of 5 average rating, 44 reviews
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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, 198 reviews
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Guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 92 reviews
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Top guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 6 beds, 2 bathrooms
23–28 Sept
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Cottage in Gloucester
White Heron Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.91 out of 5 average rating, 266 reviews
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Guest favourite
Home in Gloucester
Located in the Heart of Gloucester Courthouse!
3 bedrooms, 3 beds, 2.5 bathrooms
7–12 Nov
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Gloucester
Bee Humble Cottage Entire Home
2 bedrooms, 2 king beds, 1 bathroom
8–13 Nov
4.95 out of 5 average rating, 231 reviews
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Guest favourite
Room in Gloucester
Serenity’s Sand Castle King and Bunk Room
3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 31 reviews
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Top guest favourite
Flat in Gloucester Courthouse
Right on Main St! Shops, Arts, Dining and More!
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 149 reviews
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Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
1 queen bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 61 reviews
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Top guest favourite
Cottage in Gloucester Courthouse
Historic Ware River Cottage at Glebefield
1 bedroom, 3 beds, 1 bathroom
9–14 Oct
4.98 out of 5 average rating, 234 reviews
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Superhost
Home in Gloucester Point
Little England Farm circa 1716
7 bedrooms, 9 beds, 6.5 bathrooms
23–28 Sept
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Top guest favourite
Home in Gloucester
Charming Cottage Historic Gloucester Main Street
2 bedrooms, 2 beds, 1 bathroom
25–30 Sept
4.96 out of 5 average rating, 136 reviews
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Guest favourite
Home in North
Renhaven Cottage
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 42 reviews
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Top guest favourite
Home in Gloucester
Grey Heron Haven
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 170 reviews
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Top guest favourite
Guest suite in Gloucester
Carriage House
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Farm stay in Gloucester
Historic Farmhouse. Peace & Quiet on 5 acres
3 bedrooms, 7 beds, 2.5 bathrooms
21–26 Sept
4.93 out of 5 average rating, 136 reviews
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Top guest favourite
Home in Gloucester
Welcome to this Waterfront Home with Amazing Views
3 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.98 out of 5 average rating, 114 reviews
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Top guest favourite
Home in Cobbs Creek
Blue Heron WaterSide
4 bedrooms, 8 beds, 2 bathrooms
12–17 Oct
4.98 out of 5 average rating, 176 reviews