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Search results; Over 1,000 homes in Gloucester

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Top guest favourite
Home in Gloucester
Severnly Pointe Cottage Waterfront Retreat
4 bedrooms, 6 beds, 2 private bathrooms
1–6 Oct
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4.9 out of 5 average rating, 114 reviews
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Top guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
2 bedrooms, 3 beds, 1 bathroom
7–12 Oct
4.97 out of 5 average rating, 93 reviews
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Guest favourite
Cottage in Gloucester
White Heron Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
4.91 out of 5 average rating, 268 reviews
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Top guest favourite
Home in Gloucester
The Bee Goode House on Main Street
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.97 out of 5 average rating, 199 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
3–8 Oct
4.96 out of 5 average rating, 149 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, 6 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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Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
1 queen bed, 1 bathroom
3–8 Oct
5.0 out of 5 average rating, 62 reviews
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Top guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Home in Gloucester
Serenity Farm Equestrian Retreat in Historic VA
5 bedrooms, 7 beds, 3.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 29 reviews
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Top guest favourite
Home in Gloucester
Charming Cottage Historic Gloucester Main Street
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.96 out of 5 average rating, 136 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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Home in Gloucester
Radiant Gloucester House w/ Private Porch!
2 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.85 out of 5 average rating, 75 reviews
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Guest favourite
Room in Gloucester
Serenity’s Sand Castle King and Bunk Room
3 beds, 1 bathroom
1–6 Oct
4.97 out of 5 average rating, 32 reviews
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Top guest favourite
Home in Gloucester
Grey Heron Haven
3 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.96 out of 5 average rating, 171 reviews
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Top guest favourite
Home in Gloucester Courthouse
"Bee-Z Haven" Waterfront Cottage on the Ware River
2 bedrooms, 2 beds, 2 bathrooms
31 Oct – 5 Nov
4.97 out of 5 average rating, 343 reviews
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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
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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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Guest favourite
Farm stay in Shacklefords
Blue Heaven in Plainview
4 bedrooms, 6 beds, 2.5 bathrooms
11–16 Oct
4.89 out of 5 average rating, 66 reviews