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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
Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
1 queen bed, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 58 reviews
Guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
2 bedrooms, 3 beds, 1 bathroom
25–30 Jul
4.97 out of 5 average rating, 88 reviews
Guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Gloucester
The Bee Goode House on Main Street
3 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.97 out of 5 average rating, 194 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, 230 reviews
Top guest favourite
Tiny home in North
The Callie Cottage at Belmont
1 bedroom, 1 double bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Room in Gloucester
Serenity’s Sand Castle King and Bunk Room
3 beds, 1 bathroom
26–31 Jul
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Cottage in Gloucester
White Heron Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
31 Jul – 5 Aug
4.92 out of 5 average rating, 253 reviews
Home in Gloucester
Located in the Heart of Gloucester Courthouse!
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Cardinal
Wtrfrnt aptmnt w/pool/dock on private farm
2 beds, 1 bathroom
3–8 Sept
4.9 out of 5 average rating, 218 reviews
Home in Lancaster
Waterfront home w/ private dock, beach, game room
4 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
New place to stay
Guest favourite
Home in Williamsburg
Williamsburg's Stylish 1959 Mid-Century Modern Gem
4 bedrooms, 7 beds, 2 bathrooms
30 Jul – 4 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Mathews
Garden Cottage in Downtown Mathews
1 bedroom, 1 king bed, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 126 reviews
Top guest favourite
Guest house in Saluda
Wooded Cabin retreat on fresh water pond
1 bedroom, 1 queen bed, 1 bathroom
31 Jul – 5 Aug
4.94 out of 5 average rating, 580 reviews
Top guest favourite
Farm stay in Gloucester
Historic Farmhouse. Peace & Quiet on 5 acres
3 bedrooms, 7 beds, 2.5 bathrooms
10–15 Aug
4.92 out of 5 average rating, 128 reviews
Top guest favourite
Home in Gloucester
Welcome to this Waterfront Home with Amazing Views
3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.98 out of 5 average rating, 107 reviews
Top guest favourite
Home in North
Cozy Cottage on The North River
2 bedrooms, 5 beds, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 90 reviews
Top guest favourite
Guest house in Gloucester Point
BlueBird Nest
1 bedroom, 1 bed, 1 bathroom
2–7 Aug
4.94 out of 5 average rating, 163 reviews