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Vacation rentals in Gloucester

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Top-rated vacation rentals in Gloucester

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cottage in Gloucester Courthouse
Historic Ware River Cottage at Glebefield
Come visit this quiet and peaceful setting on the Ware River in historic Gloucester VA. The cottage sits on a 65 acre waterfront estate featured in the 2023 Historic Garden Week tour. This fully updated cozy cottage is a great home base for exploring Williamsburg, Yorktown, Jamestown and Richmond. Pets are welcome with a small fee and pre-approval. There are serval buildings and gardens to enjoy so please take note of the picture captions for details on the cottage and other dependencies.
$141 per night
Home in Gloucester
Bee Humble Cottage Entire Home
Curious about what makes Gloucester so wonderful? Live like a local at "Bee Humble Cottage" and find out for yourself at our newly renovated 2 bedroom cottage. Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our street is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.
$89 per night
Cottage in Gloucester Point
The Cottage on Sarah's Creek
Nestled on the waters of Sarah's Creek, this cozy cottage is just a short drive from historic Williamsburg and Yorktown. Fully furnished with a new kitchen, dining area, 1 bedroom, 1 bathroom, and a large loft with a queen bed and a pool table. Whether spending your days relaxing on the beach, exploring historic sights, or taking a tour of a local vineyard, you can look forward to the quiet comfort this cottage has to offer during your stay.
$170 per night

Stay near Gloucester's top sights

Olivia's In the Village18 locals recommend
Walmart Supercenter9 locals recommend
Short Lane Ice Cream Co15 locals recommend
Damon & Company4 locals recommend
Courthouse Restaurant7 locals recommend
Food Lion3 locals recommend
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Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Gloucester County
  5. Gloucester