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Top Holiday Rentals in Gloucester

Waterfront Gloucester Home w/ Private Boat Dock!

3.0 star property
Waterfront Gloucester Home w/ Private Boat Dock!

Waterfront Gloucester Home w/ Private Boat Dock!

2.0 star property
5.4 out of 10, (3)
"Amazing sunsets! We loved watching the sail boats and tug boats on the river. Wonderful dock and deck for peaceful viewing. Large open floor plan for entertaining guests and the comfortable beds are a real bonus! "
Waterfront Gloucester Home w/ Private Boat Dock!

Historic Cottage on Ware River Estate

10.0 out of 10, Exceptional, (267)
"This is a lovely historical cottage on a peaceful and large property. Spring was a beautiful time to be there. Great home base for side trips to Yorktown. Highly recommend Olivia’s in the Village in Gloucester."
Historic Cottage on Ware River Estate

Waterfront with Private Pier and Tranquil Water views!

10.0 out of 10, Exceptional, (104)
"Property was quiet and peaceful with wildlife and beautiful river views/ sunsets"
Waterfront with Private Pier and Tranquil Water views!

King’s Creek Resort by Spinnaker

4.0 star property
8.6 out of 10, Excellent, (74)
"Great place"
King’s Creek Resort by Spinnaker

American Heritage RV Park

2.5 star property
9.0 out of 10, Wonderful, (68)
"This was a wonderful property The cabin was amazing The pool was spectacular and very clean the game room was nice and our neighbors were very sweet in the cabin next to us"
American Heritage RV Park

Anvil Campground

2.5 star property
8.2 out of 10, Very good, (36)
"Clean cabin and nice staff members. I didn't like that we didn't have the pillows and the comforters ( but got informed about it before the trip ). Our cabin was by the railway so it was super loud, I couldn't sleep. The bathroom is not connected to the cabin ( and I also knew about it before coming to the place). My husband said the men's bathroom smelled absolutely horrible. "
The price is £79
includes taxes & fees
1 Sept - 2 Sept
Anvil Campground

Oceanfront White Stone Cottage w/ Private Beach!

7.2 out of 10, Good, (81)
"The house was perfect for me, my husband and dog! We enjoyed being so close to the water. Its close enough to town but far enough way to feel secluded."
Oceanfront White Stone Cottage w/ Private Beach!

Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!

9.8 out of 10, Exceptional, (137)
"The room is beautifully decorated and the beds super comfortable. The hosts are fantastic and communicated well. I "
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!

Williamsburg Campground

2.5 star property
8.6 out of 10, Excellent, (19)
"Nice stay with my family. My husky loves walking the grounds."
Williamsburg Campground

Kings Creek Plantation by TripForth

3.5 star property
8.4 out of 10, Very good, (41)
"This was probably the best property that I've stayed at, maybe ever. I had a family of 8 and the two apartments that we shared were perfect. I will be staying here again"
Kings Creek Plantation by TripForth

Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access

9.8 out of 10, Exceptional, (215)
"Lovely cottage, close to downtown Yorktown. Very comfortable stay."
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access

Spacious waterfront home with dock and sunset view

9.4 out of 10, Exceptional, (6)
Spacious waterfront home with dock and sunset view

Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!

2.0 star property
10.0 out of 10, Exceptional, (5)
"We thoroughly enjoyed our weekend. The house was lovely and clean, and the lawn and dock were perfect for getting some sun and watching the ospreys tend their nest. Aaron greeted us and made us feel welcome and responded to the one or two questions we had during our stay. "
Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!

Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

9.4 out of 10, Exceptional, (124)
"Great location for a weekend spent at Jamestown, Colonial Williamsburg and Busch Gardens! Awesome that we got to use the canoe! Also, really nice kitchen!"
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

9.6 out of 10, Exceptional, (11)
"Loved our stay. Kim provided food and snacks and responded to any inquiries immediately. Great experience. Would definitely stay here again!"
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (345)
"We would definitely stay here again!"
Cottage on a Private Island in the York River

Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg

2.0 star property
9.6 out of 10, Exceptional, (10)
"Perfect location to all of the local attractions and super cozy accommodations! Would stay here 10 out of 10 times 😀"
Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg

Bay Dream Believer Cottage on Beautiful East River Waterfront

2.0 star property
10.0 out of 10, Exceptional, (14)
"Wonderful location, host communicated well"
The price is £353
includes taxes & fees
9 Aug - 10 Aug
Bay Dream Believer Cottage on Beautiful East River Waterfront

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

10.0 out of 10, Exceptional, (2)
"Communication was great from the initial booking. Spacious, clean, and very private. Great accommodations and up to date appliances/furniture. Canoe is a lovely addition that we took pretty far down the river to explore. Would absolutely return and recommend to others!"
The price is £594
includes taxes & fees
7 Aug - 8 Aug
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
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

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?

Kings Creek Plantation by TripForth: This holiday home rental outside of Gloucester is located near the airport, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities such as a fridge and a microwave can make your holiday run smoothly.

How many holiday rentals are there in Gloucester?

Expedia has 22 holiday rentals for your stay in Gloucester.

What’s there to see and do in Gloucester?

Brown Park and Ark 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 Middle Peninsula State Park and Rosewell Ruins.

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.