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Search results; Over 1,000 homes in Gloucester

Descriptions are based on details hosts provide
Top guest favourite
Home in Gloucester Courthouse
"Bee-Z Haven" Waterfront Cottage on the Ware River
2 bedrooms, 2 beds, 2 private bathrooms
8–13 Nov
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4.97 out of 5 average rating, 340 reviews
Guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Guest favourite
Home in Gloucester
Renovated mid-century home on Main Street
4.97 out of 5 average rating, 193 reviews, 3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
Guest favourite
Home in Gloucester
Vintage home with a fire pit
4.97 out of 5 average rating, 87 reviews, 2 bedrooms, 3 beds, 1 bathroom
25–30 Jul
Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
5.0 out of 5 average rating, 58 reviews, 1 queen bed, 1 bathroom
14–19 Jul
Guest favourite
Home in Gloucester
Farmhouse overlooking a working equestrian estate
5.0 out of 5 average rating, 25 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
26–31 Jul
Top guest favourite
Cottage in Gloucester
White Heron Cottage
4.92 out of 5 average rating, 252 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
15–20 Aug
Top guest favourite
Home in Gloucester
Bee Humble Cottage Entire Home
4.95 out of 5 average rating, 230 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Home in Gloucester
Welcome to this Waterfront Home with Amazing Views
4.98 out of 5 average rating, 106 reviews, 3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
Top guest favourite
Farm stay in Gloucester
Historic Farmhouse. Peace & Quiet on 5 acres
4.92 out of 5 average rating, 128 reviews, 3 bedrooms, 7 beds, 2.5 bathrooms
10–15 Aug
Guest favourite
Room in Gloucester
Serenity’s Sand Castle King and Bunk Room
4.97 out of 5 average rating, 31 reviews, 3 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Gloucester
Creek-view porch with a coastal vibe
4.96 out of 5 average rating, 162 reviews, 3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Gloucester
Willow Point Waterfront Home
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
Home in Gloucester
Radiant Gloucester House w/ Private Porch!
4.86 out of 5 average rating, 72 reviews, 2 bedrooms, 4 beds, 1 bathroom
21–26 Jul
Top guest favourite
Flat in Gloucester Courthouse
Renovated condo on historic Main Street
4.96 out of 5 average rating, 147 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Sept
Top guest favourite
Home in Gloucester
Walkable to restaurants on Main Street
4.95 out of 5 average rating, 129 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Aug
Guest favourite
Farm stay in Shacklefords
Renovated farmhouse with trails and farmland views
4.95 out of 5 average rating, 57 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
31 Jul – 5 Aug
Top guest favourite
Home in Port Haywood
Historic cottage near the ocean with beach access
4.96 out of 5 average rating, 56 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Cottage in Gloucester Courthouse
Historic Ware River Cottage at Glebefield
4.98 out of 5 average rating, 232 reviews, 1 bedroom, 3 beds, 1 bathroom
25–30 Jul