Photo by Pon Xayavong Photography

Holiday Rentals in Gloucester County

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Featured Holiday Rentals in Gloucester County

Exterior
Cottage on a Private Island in the York River

Cottage in Gloucester Point

10.0 out of 10, Exceptional, (359)
"Great location, great accommodations! "
United States
Ivan R.
Cottage on a Private Island in the York River
Fridge, microwave, oven, stovetop
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

Holiday Home in Hayes

9.4 out of 10, Exceptional, (131)
"The home and property were absolutely perfect for our family! The location is optimal for a vacation combo of education and beach, we enjoyed both! "
United States
Deb G.
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Full-sized fridge, microwave, oven, stovetop
King’s Creek Resort by Spinnaker

Condo resort in Williamsburg

4.5 star property
8.6 out of 10, Excellent, (114)
"Great stay, clean place and fronr gate security was wonderful and very friendly!"
United States
Kaley
King’s Creek Resort by Spinnaker
Exterior
Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks

Cabin in Williamsburg

9.0 out of 10, Wonderful, (9)
"Wonderful stay - very organized check-in. Adorable campground!"
United States
Erin F.
The price is €104
includes taxes & fees
8 Dec - 9 Dec
Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks
Log Cabin at Anvil Campground
Anvil Campground

Cabin in Williamsburg

2.5 star property
8.2 out of 10, Very good, (36)
"Campground very clean and well maintained "
United States
Anonymous traveller
The price is €90
includes taxes & fees
8 Dec - 9 Dec
Anvil Campground
Large Cabin | Private kitchenette
American Heritage RV Park

Cabin in Norge

2.5 star property
9.0 out of 10, Wonderful, (73)
"Clean room very quiet area"
United States
Pamela
American Heritage RV Park
Indoor pool
Charming 3BR Colonial Condo at Wyndham Kingsgate

Condo in Williamsburg

10.0 out of 10, Exceptional, (3)
"Very welcoming. Amenities were great! Close to Historic Williamsburg and to William and Mary."
United States
Samantha W.
Charming 3BR Colonial Condo at Wyndham Kingsgate
Terrace/patio
Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg

Holiday Home in Williamsburg

2.0 star property
9.8 out of 10, Exceptional, (20)
"Very close to everything we wanted to see n the area. Vicki was a great hostess. "
United States
Carolyn E.
Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg
Property grounds
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!

Condo in Kingsmill

9.8 out of 10, Exceptional, (152)
"Owner was easy to work with, location was great, beautiful community and place was very clean. "
United States
Kathleen K.
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Marina
Luxury Riverfront Condo w/ sunrise & sunset views

Condo in Kingsmill

9.6 out of 10, Exceptional, (68)
"Enjoyed my stay at this condo..I hope it becomes available again this year, "
United States
Orlanda
The price is €328
includes taxes & fees
5 Jan - 6 Jan 2026
Luxury Riverfront Condo w/ sunrise & sunset views
Terrace/patio
Lovely condo with water & golf course view

Condo in Kingsmill

9.4 out of 10, Exceptional, (9)
"We greatly enjoyed our stay at this condo. It was super clean and very well appointed with everything we needed. The hosts were very responsive and easy to get in touch with to coordinate our stay. The location was convenient to everything we wanted to do, both inside and outside of the resort. We loved this condo and will definitely stay there again in the future."
United States
Nick T.
The price is €312
includes taxes & fees
8 Dec - 9 Dec
Lovely condo with water & golf course view
Exterior detail
Family sized resort townhouse sleeps 12. Great amenities. Near attractions.

Holiday Home in Williamsburg

9.4 out of 10, Exceptional, (36)
"Very clean, great location and great customer service from the host, thank you "
United States
Narissa T.
Family sized resort townhouse sleeps 12. Great amenities. Near attractions.
Fridge, microwave, oven, stovetop
Sweet home to share with the family

Holiday Home in Hampton

8.8 out of 10, Excellent, (33)
"Great place to stay"
United States
Victor V.
The price is €410
includes taxes & fees
6 Jan - 7 Jan 2026
Sweet home to share with the family
Outdoor dining
Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks

Cottage in Williamsburg

9.8 out of 10, Exceptional, (17)
"It was a great stay! We really enjoyed the cabin! The area was nice and everyone was very friendly. We would definitely stay again!"
United States
Jarrett N.
Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks
Exterior
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

Holiday Home in Yorktown

9.4 out of 10, Exceptional, (45)
"Location is ideal"
United States
Christy M
The price is €200
includes taxes & fees
6 Jan - 7 Jan 2026
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Exterior detail
Vacation to remember! Huge family-sized townhouse for 12 near all attractions.

Holiday Home in Williamsburg

9.6 out of 10, Exceptional, (38)
"Excellent family weekend!"
United States
Mark R.
Vacation to remember! Huge family-sized townhouse for 12 near all attractions.
Property grounds
The Little Blue Cottage - Topping : Waterfront!

Cottage in Topping

9.8 out of 10, Exceptional, (51)
"We had a wonderful time at The Little Blue Cottage. Everything was impeccably clean and very comfortable. 1The view of the water was beautiful. Forrest, the owner, was very responsive and accommodating. Ovwrall, we enjoyed our stay and would love to back sometime. "
United States
Liz M.
The Little Blue Cottage - Topping : Waterfront!
Property grounds
The Camper at The Pines Horse Farm

Apartment in Williamsburg

2.0 star property
The price is €200
includes taxes & fees
14 Dec - 15 Dec
The Camper at The Pines Horse Farm
Exterior detail
Perfect for large groups. 8BDR/8BA package in Historic Powhatan Resort.

Condo in Williamsburg

10.0 out of 10, Exceptional, (3)
"The rooms were spacious, clean, and well appointed. The grounds are quiet and lovely! Staff was responsive when we had questions. Definitely recommend and would stay again!"
United States
Susan J.
Perfect for large groups. 8BDR/8BA package in Historic Powhatan Resort.
Outdoor dining
New Years Day is available - The Williamsburg Retreat - Gorgeous Private Acreage

Holiday Home in Norge

10.0 out of 10, Exceptional, (147)
"This house was perfect for our family reunion. We had ages ranging from older adults to six years old and everyone commented about how they loved this house. The owners are very communicative and set up the sleeping arrangements perfectly. It’s ideally situated to do all the fun things around and we would definitely stay here again! "
United States
Stephanie H.
New Years Day is available - The Williamsburg Retreat - Gorgeous Private Acreage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gloucester County Hotel Reviews

DoubleTree by Hilton Williamsburg

DoubleTree by Hilton Williamsburg

10/10 Excellent
"Rooms were clean - hotel is lovely and the staff very friendly - looking forward to staying there again. "
Margie 2-night trip
Posted 3 days ago
DoubleTree by Hilton Williamsburg

Find out more about Gloucester County

Holiday Homes in Gloucester County

Search for holiday homes in Gloucester County on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Gloucester County using one of the methods below: 

  • View our selection of featured holiday homes in Gloucester County
  • Use the map to find apartments and other holiday rentals in the Gloucester County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday homes in Gloucester County while they last

Look no further and take a look at our great range of rental properties in Gloucester County!