House holiday rentals in Gloucester County
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Top-rated house rentals in Gloucester County
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Gloucester County house rentals
House rentals with a pool
Home in Gloucester
4.86 out of 5 average rating, 44 reviewsRiverside farm cottage with pool
6–13 Jun
Home in Hartfield
5.0 out of 5 average rating, 12 reviewsMaddie's Place
27 Sep – 4 Oct
Home in Bohannon
4.98 out of 5 average rating, 54 reviewsWaterfront Cottage Pool,Pier,Kayaks
21–28 Oct
Home in Gloucester
4.8 out of 5 average rating, 5 reviewsSqueaky Shores on the York River
27 Oct – 3 Nov
Home in Gloucester County
4.69 out of 5 average rating, 29 reviewsPrivate 5-acre Waterfront Peninsula with Beach
8–15 Mar
Home in Deltaville
4.8 out of 5 average rating, 10 reviewsGet away to the heart of Deltaville!
2–9 Dec
Home in Williamsburg
4.83 out of 5 average rating, 6 reviewsCheerful free standing 4 bed 4 1/2 bath home
7–14 Mar
Home in Williamsburg
4.5 out of 5 average rating, 4 reviewsLovely 3 bedroom cottage
14–21 Jul
Weekly house rentals
Home in Gloucester
4.95 out of 5 average rating, 62 reviewsGrey Heron Haven
21–28 Aug
Home in Gloucester
4.97 out of 5 average rating, 34 reviewsA "Bitt of Home" in the heart of Gloucester.
26 Aug – 2 Sep
Home in Gloucester
4.96 out of 5 average rating, 75 reviewsCharming Waterfront Home on Piankatank River!
6–13 Dec
Home in Mathews
5.0 out of 5 average rating, 11 reviewsQuirky cottage in downtown Mathews
10–17 Nov
Home in Mathews
4.88 out of 5 average rating, 17 reviewsVirginia is for Lover’s Lane
18–25 Jul
Home in North
4.89 out of 5 average rating, 19 reviewsCozy Cottage on The North River
12–19 Jan
Home in Gloucester Point
4.99 out of 5 average rating, 79 reviewsPointe Haven near Historic Yorktown
23–30 Aug
Home in Gloucester Point
4.97 out of 5 average rating, 29 reviewsAmazing Gem! Riverfront, Location, Sunsets, Quite
6–13 Apr
Private house rentals
Home in North
5.0 out of 5 average rating, 17 reviewsThe Uncorked Cottage ~North River Retreat~North VA
10–17 Mar
Home in North
5.0 out of 5 average rating, 8 reviewsLazy Day Getaway in Mathews
10–17 Dec
Home in Gloucester Courthouse
4.87 out of 5 average rating, 47 reviewsPiankatank Rivah House
20–27 Sep
Home in Hartfield
5.0 out of 5 average rating, 15 reviewsRiver Vibes
2–9 Jan
Home in Wake
4.97 out of 5 average rating, 69 reviewsSecluded Farmhouse with Access to Private Beach
8–15 Jun
Home in Deltaville
5.0 out of 5 average rating, 4 reviewsSturgeon Creek Retreat
23–30 Aug
Home in North
4.92 out of 5 average rating, 13 reviewsRenhaven Cottage
12–19 Apr
Home in Yorktown
4.94 out of 5 average rating, 77 reviewsHistoric Yorktown Water View Home
3–10 Feb
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