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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
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
16–21 Jul
Guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
4.97 out of 5 average rating, 88 reviews, 2 bedrooms, 3 beds, 1 bathroom
25–30 Jul
Guest favourite
Home in Gloucester
The Bee Goode House on Main Street
4.97 out of 5 average rating, 193 reviews, 3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
Top guest favourite
Home in North
Renhaven Cottage
4.92 out of 5 average rating, 38 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Jul
Top guest favourite
Tiny home in North
The Callie Cottage at Belmont
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 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
Guest favourite
Tiny home in Port Haywood
The Tulgey Wood
4.95 out of 5 average rating, 22 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 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 Port Haywood
Relax & Heal Cottage Near Ocean & Forest Retreat
4.96 out of 5 average rating, 56 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Home in Bohannon
Pool, Dock + Rooftop Views! Bohannon Getaway
New place to stay, 3 bedrooms, 4 beds, 3 bathrooms
17–22 Jul
Guest favourite
Home in Williamsburg
Williamsburg's Stylish 1959 Mid-Century Modern Gem
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 7 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in North
Cozy Cottage on The North River
4.96 out of 5 average rating, 90 reviews, 2 bedrooms, 5 beds, 1 bathroom
14–19 Sept
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
Top guest favourite
Home in Mathews
Garden Cottage in Downtown Mathews
4.99 out of 5 average rating, 126 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Aug
Top guest favourite
Guest house in Gloucester Point
BlueBird Nest
4.94 out of 5 average rating, 163 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
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
Guest suite in Gloucester Courthouse
Elm Grove Farm Guest Cottage
4.99 out of 5 average rating, 137 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug