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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Guest suite in Gloucester Courthouse
Elm Grove Farm Guest Cottage
1 bedroom, 2 beds, 1 private bathroom
1–6 Aug
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4.99 out of 5 average rating, 137 reviews
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
14–19 Jul
Top guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
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
12–17 Jul
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
Superhost
Home in Gloucester
A “Bitt” of Home on Beaver
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Cottage in Gloucester
White Heron Cottage
4.92 out of 5 average rating, 250 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
15–20 Aug
Guest favourite
Home in Gloucester
Serenity Farm Equestrian Retreat in Historic VA
5.0 out of 5 average rating, 24 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
26–31 Jul
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
Welcome to this Waterfront Home with Amazing Views
4.98 out of 5 average rating, 106 reviews, 3 bedrooms, 3 beds, 2 bathrooms
24–29 Jul
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
7–12 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
Top guest favourite
Home in Port Haywood
Relax & Heal Cottage Near Ocean & Forest Retreat
4.96 out of 5 average rating, 55 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Gloucester
Grey Heron Haven
4.96 out of 5 average rating, 161 reviews, 3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Gloucester
Charming Cottage Historic Gloucester Main Street
4.95 out of 5 average rating, 128 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Aug
Flat in Gloucester
Family-Friendly Main St Gloucester Apt w/ Balcony!
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 4 beds, 1 bathroom
13–18 Jul
Home in Gloucester
Radiant Gloucester House w/ Private Porch!
4.86 out of 5 average rating, 71 reviews, 2 bedrooms, 4 beds, 1 bathroom
14–19 Jul
Guest favourite
Home in Gloucester Point
York River Retreat
4.88 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 3 bathrooms
23–28 Aug
Top guest favourite
Flat in Gloucester Courthouse
Right on Main St! Shops, Arts, Dining and More!
4.96 out of 5 average rating, 147 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Sept