Gloucester Holiday Rentals

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Check prices for these dates

Tonight
19 Nov - 20 Nov
Tomorrow
20 Nov - 21 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Holiday Rentals in Gloucester

Fridge, microwave, oven, stovetop
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**

Holiday Home in Gloucester

9.8 out of 10, Exceptional, (155)
"We had so much fun together. It was very clean and cozy. We really enjoyed having our own little private beach and swimming area. "
United States
Holly R.
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers
King’s Creek Resort by Spinnaker

Condo resort in Williamsburg

4.5 star property
8.6 out of 10, Excellent, (108)
"The staff at check in was very friendly and helpful "
United States
Kathleen
King’s Creek Resort by Spinnaker
Indoor pool
Charming 3BR Colonial Condo at Wyndham Kingsgate

Condo in Williamsburg

10.0 out of 10, Exceptional, (2)
"Family friendly "
United States
Anonymous traveller
Charming 3BR Colonial Condo at Wyndham Kingsgate
Exterior
Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks

Cabin in Williamsburg

9.0 out of 10, Wonderful, (7)
"Perfect combination. My kids had a great time. Will stay again"
United States
Stacey A.
The price is HK$654
HK$907 total
includes taxes & fees
20 Nov - 21 Nov
Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks
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
Blackout curtains, iron/ironing board, free WiFi
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 HK$716
HK$818 total
includes taxes & fees
20 Nov - 21 Nov
Anvil Campground
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
Smart TV, books
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer

Holiday Home in Williamsburg

10.0 out of 10, Exceptional, (69)
"Excellent accommodations - close to everything - pool was a highlight of the trip - loved the little fiddler crabs - would definitely recommend 10/10"
United States
Sharon O.
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
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 HK$1,393
HK$2,788 total
includes taxes & fees
20 Nov - 21 Nov
Lovely condo with water & golf course view
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.
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.
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, (19)
"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
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 HK$1,399
HK$1,809 total
includes taxes & fees
19 Dec - 20 Dec
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
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 HK$1,324
HK$2,710 total
includes taxes & fees
25 Nov - 26 Nov
Luxury Riverfront Condo w/ sunrise & sunset views
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.
Outdoor dining
New Years Day is available - The Williamsburg Retreat - Gorgeous Private Acreage

Holiday Home in Norge

10.0 out of 10, Exceptional, (146)
"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
Property grounds
Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water

Cottage in Grimstead

10.0 out of 10, Exceptional, (219)
"Very relaxing vacation with beautiful view. Very clean and well stocked with everything needed. "
United States
Edward S.
Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water
Fridge, microwave, oven, stovetop
8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard

Holiday Home in North Newport News

10.0 out of 10, Exceptional, (18)
"This place was beautiful and we had a great time "
United States
Robbi P.
The price is HK$3,879
HK$5,872 total
includes taxes & fees
20 Nov - 21 Nov
8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard
Exterior
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access

Cottage in Yorktown

9.8 out of 10, Exceptional, (220)
"We found this cottage to be exactly as described and pictured. We loved being in the historic district of Yorktown. The cottage is charming and hosts were friendly and responsive through the VRBO chat. "
United States
Heather G.
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
Property grounds
The Little Blue Cottage - Topping : Waterfront!

Cottage in Topping

9.8 out of 10, Exceptional, (50)
"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!
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.
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Top Gloucester Hotel Reviews

Comfort Suites Williamsburg Historic Area

Comfort Suites Williamsburg Historic Area

10/10 Excellent
"check in was easy as pie. i just said my name and the staff let me on through. room was spotless, clean, and luxurious. thanks so much."
Noah 1-night trip
Posted 2 days ago
Comfort Suites Williamsburg Historic Area

Find out more about Gloucester

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

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

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

Frequently asked questions

Can I find a holiday rental in Gloucester?

Yes, we offer holiday rentals where you'll be only 13.8 mi (22.2 km) from Busch Gardens Williamsburg, offering you a more remote option if you want a quiet place to stay. Gloucester is known for its festivals and art.

What are some of the best holiday rentals that Gloucester has to offer?

Huge 4BDR/4BA townhouse (12) at Historic Powhatan Resort.: This holiday home rental outside of Gloucester offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Gloucester?

Expedia has 19 holiday rentals for your stay in Gloucester.

What’s there to see and do in Gloucester?

Beaverdam Park and Brown Park are a couple of scenic spots to enjoy the outdoors, whereas Gloucester Museum of History is one of the cultural attractions. Other places in town to visit include Main Street Center and Middle Peninsula State Park.

What’s a holiday rental in Gloucester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gloucester. Holiday rentals feature amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for small groups.