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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Home in Gloucester
Charming Waterfront Home on Piankatank River!
3 bedrooms, 4 beds, 2 private bathrooms
4–9 Aug
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4.97 out of 5 average rating, 119 reviews
Guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 3 beds, 2 bathrooms
14–19 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Gloucester
The Bee Goode House on Main Street
3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
4.97 out of 5 average rating, 193 reviews
Guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
2 bedrooms, 3 beds, 1 bathroom
25–30 Jul
4.97 out of 5 average rating, 87 reviews
Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
1 queen bed, 1 bathroom
13–18 Jul
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Cottage in Gloucester
White Heron Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
15–20 Aug
4.92 out of 5 average rating, 251 reviews
Guest favourite
Home in Gloucester
Serenity Farm Equestrian Retreat in Historic VA
5 bedrooms, 7 beds, 3.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Gloucester
Bee Humble Cottage Entire Home
2 bedrooms, 2 king beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 230 reviews
Top guest favourite
Home in Gloucester
Welcome to this Waterfront Home with Amazing Views
3 bedrooms, 3 beds, 2 bathrooms
24–29 Jul
4.98 out of 5 average rating, 106 reviews
Guest favourite
Room in Gloucester
Serenity’s Sand Castle King and Bunk Room
3 beds, 1 bathroom
26–31 Jul
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Farm stay in Gloucester
Historic Farmhouse. Peace & Quiet on 5 acres
3 bedrooms, 7 beds, 2.5 bathrooms
7–12 Aug
4.92 out of 5 average rating, 128 reviews
Top guest favourite
Home in Gloucester
Grey Heron Haven
3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.96 out of 5 average rating, 161 reviews
Top guest favourite
Home in Port Haywood
Relax & Heal Cottage Near Ocean & Forest Retreat
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 56 reviews
Top guest favourite
Home in Gloucester
Charming Cottage Historic Gloucester Main Street
2 bedrooms, 2 beds, 1 bathroom
12–17 Aug
4.95 out of 5 average rating, 128 reviews
Home in Gloucester
Radiant Gloucester House w/ Private Porch!
2 bedrooms, 4 beds, 1 bathroom
21–26 Jul
4.86 out of 5 average rating, 72 reviews
Resort in Williamsburg
Club Wyndham Governor’s Green Three-Bedroom Suite
3 bedrooms, 5 beds, 2 bathrooms
25–30 Oct
4.67 out of 5 average rating, 78 reviews
Guest favourite
Farm stay in Shacklefords
Blue Heaven in Plainview
4 bedrooms, 6 beds, 2.5 bathrooms
31 Jul – 5 Aug
4.95 out of 5 average rating, 57 reviews
Top guest favourite
Cottage in Gloucester Courthouse
Historic Ware River Cottage at Glebefield
1 bedroom, 3 beds, 1 bathroom
25–30 Jul
4.98 out of 5 average rating, 232 reviews
Guest favourite
Home in Hartfield
River Vibes Only - Golf Nearby
3 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
5.0 out of 5 average rating, 11 reviews