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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Home in Gloucester
Grey Heron Haven
3 bedrooms, 3 beds, 2 private bathrooms
17–22 Sept
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4.96 out of 5 average rating, 168 reviews
Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
1 queen bed, 1 bathroom
1–6 Sept
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
7–12 Sept
4.97 out of 5 average rating, 90 reviews
Top guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Room in Gloucester
Serenity’s Sand Castle King and Bunk Room
3 beds, 1 bathroom
1–6 Sept
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Home in North
Renhaven Cottage
2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
4.93 out of 5 average rating, 41 reviews
Flat in Gloucester
Family-Friendly Main St Gloucester Apt w/ Balcony!
2 bedrooms, 4 beds, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 10 reviews
Home in Gloucester
Located in the Heart of Gloucester Courthouse!
3 bedrooms, 3 beds, 2.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Gloucester
The Bee Goode House on Main Street
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
4.97 out of 5 average rating, 196 reviews
Top guest favourite
Cottage in Gloucester Courthouse
Historic Ware River Cottage at Glebefield
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 234 reviews
Guest favourite
Farm stay in Shacklefords
Blue Heaven in Plainview
4 bedrooms, 6 beds, 2.5 bathrooms
7–12 Sept
4.89 out of 5 average rating, 64 reviews
Guest favourite
Home in Gloucester
The "Hodge Podge" on Back Creek/North River
4 bedrooms, 8 beds, 3 bathrooms
9–14 Sept
4.77 out of 5 average rating, 97 reviews
Top guest favourite
Farm stay in Gloucester
Historic Farmhouse. Peace & Quiet on 5 acres
3 bedrooms, 7 beds, 2.5 bathrooms
14–19 Sept
4.92 out of 5 average rating, 133 reviews
Guest favourite
Room in Gwynn
Cricket Hill House — Waterfront Suite, 2 East
1 king bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Gloucester
Charming Waterfront Home on Piankatank River!
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.98 out of 5 average rating, 123 reviews
Guest favourite
Home in Gloucester
Spring is a great time in Gloucester!
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 91 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, 231 reviews
Top guest favourite
Cabin in Gloucester
Bill's Island
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
4.95 out of 5 average rating, 37 reviews
Top guest favourite
Flat in Gloucester Courthouse
Right on Main St! Shops, Arts, Dining and More!
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 147 reviews