Gloucester Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28

Vacation Rentals in Gloucester

Waterfront Gloucester Home w/ Private Boat Dock!
House (3 Bedrooms) | Interior

Waterfront Gloucester Home w/ Private Boat Dock!

3.0 star property
Waterfront Gloucester Home w/ Private Boat Dock!
Chesapeake Bay RV Resort Thousand Trails - Campground
Room

Chesapeake Bay RV Resort Thousand Trails - Campground

2.0 star property
8.6 out of 10, Excellent, (25)
"The cabin pictured and advertised on Expedia was NOT what was actually booked. The pictures showed and total different set up including bunk beds and a full bath and kitchen which were not in the actual cabin when we arrived. The pond that’s in the background was not anywhere near the cabin they put us in. The cabin you see on Expedia is not what you actually stay in. "
Chesapeake Bay RV Resort Thousand Trails - Campground
King’s Creek Resort by Spinnaker
Exterior

King’s Creek Resort by Spinnaker

4.5 star property
8.6 out of 10, Excellent, (95)
"Nice place."
King’s Creek Resort by Spinnaker
Anvil Campground
Log Cabin at Anvil Campground | Blackout drapes, iron/ironing board, free WiFi

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 ￥13,540
￥15,459 total
includes taxes & fees
Oct 6 - Oct 7
Anvil Campground
American Heritage RV Park
Large Cabin | Private kitchenette | Fridge, microwave, freezer

American Heritage RV Park

2.5 star property
9.0 out of 10, Wonderful, (73)
"Clean room very quiet area"
American Heritage RV Park
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Exterior

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

9.4 out of 10, Exceptional, (40)
"This is a pleasant little spot within easy walking distance to historic Yorktown's museums, batttlfield, dining, and the beach. "
The price is ￥26,545
￥34,156 total
includes taxes & fees
Oct 5 - Oct 6
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks
Exterior

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 ￥12,386
￥17,176 total
includes taxes & fees
Oct 6 - Oct 7
Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks
Luxury Riverfront Condo w/ sunrise & sunset views
Marina

Luxury Riverfront Condo w/ sunrise & sunset views

9.6 out of 10, Exceptional, (65)
"Enjoyed my stay at this condo..I hope it becomes available again this year, "
The price is ￥25,085
￥51,348 total
includes taxes & fees
Oct 9 - Oct 10
Luxury Riverfront Condo w/ sunrise & sunset views
Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg
Terrace/patio

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

2.0 star property
9.6 out of 10, Exceptional, (15)
"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
The Little Blue Cottage - Topping : Waterfront!
Property grounds

The Little Blue Cottage - Topping : Waterfront!

9.8 out of 10, Exceptional, (49)
"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!
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Property grounds

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

9.8 out of 10, Exceptional, (146)
"Great location very clean and cozy room. Beautiful area!!"
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
The Williamsburg Retreat - Gorgeous Private Acreage
Outdoor dining

The Williamsburg Retreat - Gorgeous Private Acreage

10.0 out of 10, Exceptional, (142)
"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
Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!
Smart TV, table tennis, books, offices

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

10.0 out of 10, Exceptional, (64)
"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!
Lovely 2 BR Condo in 4💎 Historic Golf Resort
Fridge, microwave, oven, stovetop

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 ￥39,684
￥69,516 total
includes taxes & fees
Oct 5 - Oct 6
Lovely 2 BR Condo in 4💎 Historic Golf Resort
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Fridge, microwave, oven, stovetop

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.
Cottage on a Private Island in the York River
Exterior

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (352)
"The property was small and very cozy!"
Cottage on a Private Island in the York River
Enjoy family fun and Sunsets at Piankatank Point.
Outdoor spa tub

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.
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
Terrace/patio

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

9.6 out of 10, Exceptional, (12)
"The place and grounds were beautiful. The hosts were extraordinarily accommodating."
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
Williamsburg Campground
Deluxe Cabin, 2 Bedrooms | In-room dining

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
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
Beach nearby, beach towels

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

10.0 out of 10, Exceptional, (150)
"We enjoyed our stay! Very nice place."
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
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

Club Wyndham Kingsgate

Club Wyndham Kingsgate

10/10 Excellent
"Loved the apt style condo and it was great for our vacation needs. The rooms were spotless. Check in was so easy. Would definitely stay again"
Kimberly 4-night trip
Posted 1 day ago
Club Wyndham Kingsgate

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

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?

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.: Visitors like this Gloucester vacation home rental. It is on a river and equipped with air-conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a fridge and a microwave can make your vacation run smoothly.

How many vacation rentals are there in Gloucester?

Expedia has 20 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.