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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
22–27 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
Top guest favourite
Home in Williamsburg
Retro Stylish 1959 Mid-Century Modern Gem on 1acre
4 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 14 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
Cottage in North
The Nook; Peaceful 2 bedroom cottage by the bay
2 bedrooms, 2 queen beds
24–29 Aug
4.94 out of 5 average rating, 179 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
Top guest favourite
Flat in Gloucester
Eclectic and Cozy Apartment
1 bedroom, 2 beds
1–6 Sept
4.96 out of 5 average rating, 70 reviews
Top guest favourite
Home in North
Salt & Pine in Mathews, VA
2 bedrooms, 4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Cabin in Gloucester
Bill's Island
2 bedrooms, 2 beds
23–28 Aug
4.95 out of 5 average rating, 37 reviews
Top guest favourite
Home in North
Renhaven Cottage
2 bedrooms, 2 beds
23–28 Aug
4.93 out of 5 average rating, 41 reviews
Guest favourite
Home in Gloucester
The Bee Goode House on Main Street
3 bedrooms, 3 beds
29 Aug – 3 Sept
4.97 out of 5 average rating, 196 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
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
Guest favourite
Hotel in Williamsburg
Boutique King Room Near Colonial Williamsburg
1 bedroom, 1 bed
20–25 Aug
4.95 out of 5 average rating, 118 reviews
Top guest favourite
Home in Hartfield
River Vibes Only - Golf Nearby
3 bedrooms, 4 beds
21–26 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Cottage in Gloucester
White Heron Cottage
3 bedrooms, 3 beds
14–19 Sept
4.91 out of 5 average rating, 262 reviews
Room in Gloucester
Easy Gloucester Base — Breakfast & Parking Free
1 bed
20–25 Aug
New place to stay
Top guest favourite
Home in Gloucester Point
Charming coastal home w/ outdoor area and river views
1 bedroom, 1 king bed
11–16 Oct
4.97 out of 5 average rating, 186 reviews