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Search results; Over 1,000 homes in Gloucester

Top guest favourite
Cottage in Gloucester
White Heron Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
15–20 Aug
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4.92 out of 5 average rating, 251 reviews
Guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 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
14–19 Jul
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
Cottage in Gloucester
"Bee Haven" Cottage Retreat
4.96 out of 5 average rating, 272 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
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
Home in Gloucester
Located in the Heart of Gloucester Courthouse!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Sept
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
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 Gloucester
Willow Point Waterfront Home
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
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
Top guest favourite
Home in North
Salt & Pine in Mathews, VA
5.0 out of 5 average rating, 40 reviews, 2 bedrooms, 1.5 bathrooms
26–31 Jul
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
10–15 Aug
Top guest favourite
Home in Gloucester Courthouse
"Bee-Z Haven" Waterfront Cottage on the Ware River
4.97 out of 5 average rating, 340 reviews, 2 bedrooms, 2 beds, 2 bathrooms
8–13 Nov
Top guest favourite
Guest house in Gloucester County
Stylish Creekside Cabin w/ HotTub, Parklike views.
4.97 out of 5 average rating, 231 reviews, 1 bedroom, 3 beds, 1 bathroom
30 Jul – 4 Aug
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
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
Loft in Gloucester Courthouse
Marshfield Guesthouse on river near Williamsburg
4.98 out of 5 average rating, 354 reviews, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Home in Gloucester
Spring is a great time in Gloucester!
4.97 out of 5 average rating, 89 reviews, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Aug