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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Loft in Gloucester Courthouse
Marshfield Guesthouse on river near Williamsburg
Studio, 1 bed, 1 private bathroom
2–7 Aug
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4.98 out of 5 average rating, 351 reviews
Guest favourite
Home in Gloucester
The Bee Goode House on Main Street
3 bedrooms, 3 beds
14–19 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
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
12–17 Jul
5.0 out of 5 average rating, 58 reviews
Superhost
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 3 beds
13–18 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Gloucester
Bee Humble Cottage Entire Home
2 bedrooms, 2 king beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 230 reviews
Top guest favourite
Cottage in Gloucester
White Heron Cottage
3 bedrooms, 3 beds
15–20 Aug
4.92 out of 5 average rating, 250 reviews
Guest favourite
Home in Gloucester
Serenity Farm Equestrian Retreat in Historic VA
5 bedrooms, 7 beds
26–31 Jul
5.0 out of 5 average rating, 24 reviews
Guest favourite
Room in Gloucester
Serenity’s Sand Castle King and Bunk Room
3 beds
26–31 Jul
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Home in Gloucester
Welcome to this Waterfront Home with Amazing Views
3 bedrooms, 3 beds
24–29 Jul
4.98 out of 5 average rating, 106 reviews
Top guest favourite
Farm stay in Gloucester
Historic Farmhouse. Peace & Quiet on 5 acres
3 bedrooms, 7 beds
7–12 Aug
4.92 out of 5 average rating, 128 reviews
Top guest favourite
Cottage in Gloucester Courthouse
Historic Ware River Cottage at Glebefield
1 bedroom, 3 beds
25–30 Jul
4.98 out of 5 average rating, 232 reviews
Top guest favourite
Home in Gloucester
Grey Heron Haven
3 bedrooms, 3 beds
9–14 Aug
4.96 out of 5 average rating, 161 reviews
Top guest favourite
Home in Gloucester
Charming Cottage Historic Gloucester Main Street
2 bedrooms, 2 beds
12–17 Aug
4.95 out of 5 average rating, 128 reviews
Top guest favourite
Home in Port Haywood
Relax & Heal Cottage Near Ocean & Forest Retreat
2 bedrooms, 3 beds
16–21 Aug
4.96 out of 5 average rating, 55 reviews
Flat in Gloucester
Family-Friendly Main St Gloucester Apt w/ Balcony!
2 bedrooms, 4 beds
13–18 Jul
5.0 out of 5 average rating, 8 reviews
Home in Cobbs Creek
Lookout Lane, Piankatank Riverfront Home
5 bedrooms, 10 beds
9–14 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Gloucester Point
York River Retreat
3 bedrooms, 3 beds
23–28 Aug
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Gloucester Courthouse
Right on Main St! Shops, Arts, Dining and More!
1 bedroom, 1 queen bed
1–6 Sept
4.96 out of 5 average rating, 147 reviews