Search results; Over 1,000 homes

Top guest favourite
Guest suite in Gloucester Courthouse
Elm Grove Farm Guest Cottage
1 bedroom, 2 beds, 1 private bathroom
1–6 Aug
,
4.99 out of 5 average rating, 137 reviews
Guest favourite
Home in Gloucester
The Bee Goode House on Main Street
9-min walk
22–27 Jul
4.97 out of 5 average rating, 193 reviews
Top guest favourite
Flat in Gloucester Courthouse
Right on Main St! Shops, Arts, Dining and More!
2-min walk
1–6 Sept
4.96 out of 5 average rating, 147 reviews
Guest favourite
Home in Gloucester
A “Bitt” of Home on Beaver
10-min drive
15–20 Jul
5.0 out of 5 average rating, 5 reviews
Home in Gloucester
Radiant Gloucester House w/ Private Porch!
6-min walk
21–26 Jul
4.86 out of 5 average rating, 72 reviews
Flat in Gloucester
Family-Friendly Main St Gloucester Apt w/ Balcony!
2-min walk
10–15 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Gloucester
A "Bitt of Home" in the heart of Gloucester.
13-min walk
25–30 Jul
4.97 out of 5 average rating, 87 reviews
Home in Gloucester
Located in the Heart of Gloucester Courthouse!
6-min walk
18–23 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Gloucester
Serenity’s Porch Queen, Historic Gloucester VA
10-min drive
14–19 Jul
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Home in Gloucester
Charming Cottage Historic Gloucester Main Street
7-min walk
12–17 Aug
4.95 out of 5 average rating, 128 reviews
Top guest favourite
Farm stay in Gloucester
Historic Farmhouse. Peace & Quiet on 5 acres
10-min drive
10–15 Aug
4.92 out of 5 average rating, 128 reviews
Top guest favourite
Home in Gloucester
Grey Heron Haven
20-min drive
9–14 Aug
4.96 out of 5 average rating, 161 reviews
Guest favourite
Room in Gloucester
Serenity’s Sand Castle King and Bunk Room
10-min drive
26–31 Jul
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Cottage in Gloucester
"Bee Haven" Cottage Retreat
20-min drive
30 Aug – 4 Sept
4.96 out of 5 average rating, 272 reviews
Guest favourite
Hotel in Williamsburg
Boutique King Room Near Colonial Williamsburg
50-min drive
15–20 Jul
4.96 out of 5 average rating, 97 reviews
Guest favourite
Cottage in Williamsburg
Enchanted Holiday Cottage
60-min drive
19–24 Jul
4.82 out of 5 average rating, 877 reviews
Top guest favourite
Tiny home in North
The Callie Cottage at Belmont
20-min drive
1–6 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest house in Gloucester
Summer Escape - Dock, Pool, Firepits, & Kayaks
30-min drive
8–13 Aug
5.0 out of 5 average rating, 190 reviews
Guest favourite
Tiny home in Port Haywood
The Tulgey Wood
40-min drive
6–11 Aug
4.95 out of 5 average rating, 21 reviews