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, (79)
"The property was amazing."
King’s Creek Resort by Spinnaker

American Heritage RV Park

2.5 star property
9.0 out of 10, Wonderful, (70)
"The cabins were a little small so next time we hope to get the larger ones"
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 CA $128
CA $146 total
includes taxes & fees
Sep 1 - Sep 2
Anvil Campground

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

9.8 out of 10, Exceptional, (138)
"Great location very clean and cozy room. Beautiful area!!"
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (347)
"We would definitely stay here again!"
Cottage on a Private Island in the York River

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

8.8 out of 10, Excellent, (6)
"Perfect combination. My kids had a great time. Will stay again"
The price is CA $117
CA $162 total
includes taxes & fees
Sep 4 - Sep 5
Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks

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

Spacious waterfront home with dock and sunset view

9.4 out of 10, Exceptional, (6)
"Overall, we found the home to be very accommodating with outstanding water views! Plenty of bedrooms!The following suggestions are given in the spirit of making the rental more guest friendly.Make available a book or sheet with house rules, passwords, and helpful hints for local restaurants and shoppingBathroom hooks to hang clothes and towelsTubs are slippery! Non slip mates should be addedAdd bath soap bars to go with liquid soap and shampoos Bedrooms should have full length mirrors as the...
Spacious waterfront home with dock and sunset view

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

9.8 out of 10, Exceptional, (217)
"We come here at least once a year, so clean, beautifully curated, and excellent location. "
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access

Luxury Riverfront Condo w/ sunrise & sunset views

9.6 out of 10, Exceptional, (63)
"Magnificent view, accommodation s and amenities. Highly Recommended "
The price is CA $236
CA $483 total
includes taxes & fees
Sep 4 - Sep 5
Luxury Riverfront Condo w/ sunrise & sunset views

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

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"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!

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

10.0 out of 10, Exceptional, (213)
"My daughter's and I had a wonderful stay at the cottage! It has everything you need andwithin 30/40 min drive from various little towns and beaches. "
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

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

2.0 star property
9.6 out of 10, Exceptional, (11)
"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

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

Lovely 2 BR Condo in 4💎 Historic Golf Resort

9.4 out of 10, Exceptional, (18)
"great location. easy to get to everything..condo was great"
The price is CA $374
CA $660 total
includes taxes & fees
Aug 24 - Aug 25
Lovely 2 BR Condo in 4💎 Historic Golf Resort

Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!

10.0 out of 10, Exceptional, (146)
"We enjoyed our stay! Very nice place."
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!

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.

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (47)
"Easy access to the property and to town. Very quite and comfy."
Cozy cottage on the Chesapeake Bay
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 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?

Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!: You might want to consider this vacation rental near Gloucester, which is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 garden 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.