Gloucester Vacation Rentals

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Vacation Rentals in Gloucester

Waterfront Gloucester Home w/ Private Boat Dock!

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

King’s Creek Resort by Spinnaker

4.5 star property
8.6 out of 10, Excellent, (93)
"Nice place."
King’s Creek Resort by Spinnaker

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 ¥13,579
¥15,504 total
includes taxes & fees
Oct 1 - Oct 2
Anvil Campground

American Heritage RV Park

2.5 star property
9.0 out of 10, Wonderful, (72)
"Clean room very quiet area"
American Heritage RV Park

Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks

9.0 out of 10, Wonderful, (7)
"Perfect combination. My kids had a great time. Will stay again"
The price is ¥12,398
¥17,192 total
includes taxes & fees
Oct 1 - Oct 2
Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks

Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!

10.0 out of 10, Exceptional, (63)
"The property has wonderful views of the river inside and outside of the house. The bunkbeds are unique and fun for the family. Ruby answered all questions right away and was a great host. Awesome place!"
Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

9.4 out of 10, Exceptional, (40)
"Loved yorktown, loved the neighborhood, and had a great time. "
The price is ¥26,570
¥34,188 total
includes taxes & fees
Sep 29 - Sep 30
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

The Little Blue Cottage - Topping : Waterfront!

9.8 out of 10, Exceptional, (46)
"The house was so amazing! The owners are very responsive and helpful. The house was so clean and loved the personal touches. We will be back!"
The Little Blue Cottage - Topping : Waterfront!

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

2.0 star property
9.6 out of 10, Exceptional, (13)
"Very close to everything we wanted to see n the area. Vicki was a great hostess. "
Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg

Luxury Riverfront Condo w/ sunrise & sunset views

9.6 out of 10, Exceptional, (64)
"Enjoyed my stay at this condo..I hope it becomes available again this year, "
The price is ¥25,108
¥51,396 total
includes taxes & fees
Oct 1 - Oct 2
Luxury Riverfront Condo w/ sunrise & sunset views

Lovely 2 BR Condo in 4💎 Historic Golf Resort

9.2 out of 10, Wonderful, (20)
"You can't beat the location if you are visiting Busch Gardens! Literally minutes away! It was so nice to be able to easily go back and rest during the day. The condo is just as described and in great condition. Owner very responsive to messages. Well kept, clean, and quiet! Perfect for families!"
The price is ¥39,722
¥70,078 total
includes taxes & fees
Sep 28 - Sep 29
Lovely 2 BR Condo in 4💎 Historic Golf Resort

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

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (351)
"We would definitely stay here again!"
Cottage on a Private Island in the York River

3BDR, 2BA townhome at The Historic Powhatan Resort, Sleeps 8

9.6 out of 10, Exceptional, (9)
"We stayed with immediate family plus two friends visiting from out of state. The accommodation was affordable. Location was good - everything was close by. Unit was spacious, clean, and equipped with everything we needed. Check in process was quick and easy. Host provided good information for check in immediately after we booked. Would stay here again."
3BDR, 2BA townhome at The Historic Powhatan Resort, Sleeps 8

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

9.8 out of 10, Exceptional, (144)
"Great location very clean and cozy room. Beautiful area!!"
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!

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

9.8 out of 10, Exceptional, (217)
"The cottage was cleanly, cozy and a great location to walk historic Yorktown. Highly recommend! "
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access

Enjoy family fun and Sunsets at Piankatank Point.

9.6 out of 10, Exceptional, (66)
"Property is awesome. Just as advertised. Tons of space for families and kids and excellent fishing off the dock. Would absolutely stay here again"
Enjoy family fun and Sunsets at Piankatank Point.

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

9.4 out of 10, Exceptional, (127)
"We had a great time. The place was as expected. Clean and comfortable and very spacious. "
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

Spacious waterfront home with dock and sunset view

9.4 out of 10, Exceptional, (8)
"This spot was perfect for our gathering of family members from Colorado and Maryland for a few sweet days together. The sunrises and sunsets and water birds hit all the buttons for grandma. The proximity to water with toys and similarly aged kids next door couldn’t have been more perfect. The house was very well equipped, and stocked with perfect items to complete our preparation, or lack thereof. We had solitude from the rest of the world to reconnect and enjoy each other fully in a beautiful...
Spacious waterfront home with dock and sunset view

The Williamsburg Retreat - Gorgeous Private Acreage

10.0 out of 10, Exceptional, (141)
"Beautifully appointed, perfect for our group of four couples. Great location. Peaceful, restful. Best VRBO experience we’ve we have ever had! "
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.
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Top Gloucester Hotel Reviews

Find out more about Gloucester

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:

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Frequently asked questions

Can I find a vacation rental in Gloucester?

Yes, we give you a choice of vacation 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 quieter place to stay. Gloucester is known for its festivals and art.

What are some of the best vacation rentals in Gloucester?

Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!: You might want to consider this vacation home rental near Gloucester, which is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Gloucester?

Expedia has 21 vacation 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 vacation rental in Gloucester like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Gloucester. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.