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Search results; Over 1,000 homes in Gloucester

Guest favourite
Cottage in Gloucester
"Bee Haven" Cottage Retreat
2 bedrooms, 2 beds, 1 private bathroom
30 Aug – 4 Sept
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4.96 out of 5 average rating, 276 reviews
Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
1 queen bed
24–29 Aug
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
22–27 Aug
4.97 out of 5 average rating, 90 reviews
Guest favourite
Room in Gloucester
Serenity’s Sand Castle King and Bunk Room
3 beds
22–27 Aug
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Home in Port Haywood
Relax & Heal Cottage Near Ocean & Forest Retreat
2 bedrooms, 3 beds
7–12 Sept
4.95 out of 5 average rating, 63 reviews
Top guest favourite
Cottage in Gloucester Courthouse
Historic Ware River Cottage at Glebefield
1 bedroom, 3 beds
28 Aug – 2 Sept
4.98 out of 5 average rating, 234 reviews
Top guest favourite
Guest house in Gloucester Point
BlueBird Nest
1 bedroom, 1 bed
26 Sept – 1 Oct
4.95 out of 5 average rating, 170 reviews
Top guest favourite
Guest house in Saluda
Wooded Cabin retreat on fresh water pond
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.94 out of 5 average rating, 585 reviews
Guest favourite
Room in Gwynn
Cricket Hill House — Waterfront Suite, 2 East
1 king bed
21–26 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Farm stay in Shacklefords
Blue Heaven in Plainview
4 bedrooms, 6 beds
28 Aug – 2 Sept
4.89 out of 5 average rating, 64 reviews
Top guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
3 bedrooms, 6 beds
24–29 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Gloucester
Welcome to this Waterfront Home with Amazing Views
3 bedrooms, 3 beds
26–31 Oct
4.98 out of 5 average rating, 111 reviews
Home in Gloucester
Located in the Heart of Gloucester Courthouse!
3 bedrooms, 3 beds
3–8 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Gloucester
Spring is a great time in Gloucester!
3 bedrooms, 3 beds
28 Sept – 3 Oct
4.97 out of 5 average rating, 91 reviews
Top guest favourite
Room in Williamsburg
Private Room with Queen Bed on Mallardee Farm
1 queen bed
22–27 Aug
4.99 out of 5 average rating, 390 reviews
Townhouse in Williamsburg
Modern Home | Busch Gardens, Beaches, & Bases
2 bedrooms, 2 double beds
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Gloucester
Beach Heron Retreat
3 bedrooms, 3 beds
4–9 Oct
4.93 out of 5 average rating, 114 reviews
Guest favourite
Rooms in Yorktown
Yorktown-3 quaint rooms & bath for 1 group/party.
3 bedrooms, 3 beds
24–29 Aug
4.8 out of 5 average rating, 49 reviews
Flat in Gloucester
Family-Friendly Main St Gloucester Apt w/ Balcony!
2 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 10 reviews