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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Home in Gloucester
Severnly Pointe Cottage Waterfront Retreat
4 bedrooms, 6 beds, 2 private bathrooms
9–14 Aug
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4.9 out of 5 average rating, 113 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
Guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 8 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, 234 reviews
Top guest favourite
Farm stay in Gloucester
Historic Farmhouse. Peace & Quiet on 5 acres
3 bedrooms, 7 beds, 2.5 bathrooms
10–15 Aug
4.92 out of 5 average rating, 131 reviews
Top guest favourite
Loft in Gloucester Courthouse
Marshfield Guesthouse on river near Williamsburg
1 sofa bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 354 reviews
Top guest favourite
Home in Gloucester
Welcome to this Waterfront Home with Amazing Views
3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.98 out of 5 average rating, 109 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
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
Home in Gloucester Point
Pointe Haven near Historic Yorktown
3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 197 reviews
Top guest favourite
Home in Gloucester
Charming Waterfront Home on Piankatank River!
3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
4.98 out of 5 average rating, 120 reviews
Room in Gwynn
Cricket Hill House — Waterfront Suite, 2 East
1 king bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Gloucester
Spring is a great time in Gloucester!
3 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
4.97 out of 5 average rating, 91 reviews
Top guest favourite
Flat in Gloucester Courthouse
Right on Main St! Shops, Arts, Dining and More!
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 147 reviews
Guest favourite
Rooms in Yorktown
Yorktown-3 quaint rooms & bath for 1 group/party.
3 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.79 out of 5 average rating, 47 reviews
Superhost
Home in Topping
The Bird & Bee Water-Path Cottage
2 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
Top guest favourite
Guest house in Saluda
Wooded Cabin retreat on fresh water pond
1 bedroom, 1 queen bed, 1 bathroom
28 Aug – 2 Sept
4.94 out of 5 average rating, 583 reviews
Guest favourite
Home in Gloucester Point
York River Retreat
3 bedrooms, 3 beds, 3 bathrooms
7–12 Sept
4.92 out of 5 average rating, 13 reviews