Gloucester Holiday Rentals

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Holiday Rentals in Gloucester

A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
9.8 out of 10, Exceptional, (154)
"Great location to visit Williamsburg and the other nearby historic sites. "
United States
Lynn G.
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
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, (102)
"The staff at check in was very friendly and helpful "
United States
Kathleen
King’s Creek Resort by Spinnaker
Anvil Campground
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 AU$161
includes taxes & fees
27 Oct - 28 Oct
Anvil Campground
American Heritage RV Park
2.5 star property
9.0 out of 10, Wonderful, (73)
"Clean room very quiet area"
United States
Pamela
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"
United States
Stacey A.
The price is AU$182
includes taxes & fees
27 Oct - 28 Oct
Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
10.0 out of 10, Exceptional, (219)
"We had a great time staying here. The private beach was exactly what we needed to relax and have fun. "
United States
Christen G.
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
Cottage on a Private Island in the York River
10.0 out of 10, Exceptional, (357)
"We had a terrific vacation at a lovely home in a unique location. "
United States
Benjamin E.
Cottage on a Private Island in the York River
Luxury Riverfront Condo w/ sunrise & sunset views
9.6 out of 10, Exceptional, (67)
"Enjoyed my stay at this condo..I hope it becomes available again this year, "
United States
Orlanda
The price is AU$540
includes taxes & fees
27 Oct - 28 Oct
Luxury Riverfront Condo w/ sunrise & sunset views
Lovely condo with water & golf course view
9.6 out of 10, Exceptional, (8)
"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 AU$558
includes taxes & fees
5 Nov - 6 Nov
Lovely condo with water & golf course view
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
9.8 out of 10, Exceptional, (148)
"Great location very clean and cozy room. Beautiful area!!"
United States
Debbie H.
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
9.4 out of 10, Exceptional, (43)
"Location is ideal"
United States
Christy M
The price is AU$359
includes taxes & fees
23 Oct - 24 Oct
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
9.4 out of 10, Exceptional, (129)
"We had a great time. The place was as expected. Clean and comfortable and very spacious. "
United States
Stacy W.
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
10.0 out of 10, Exceptional, (151)
"Very pleased with lodging and lication. Owners very good with communication. "
United States
Jackie C.
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
Autumn in Irvington - it’s so inviting and gorgeous. And it’s waiting for you!
10.0 out of 10, Exceptional, (301)
"What a wonderful place to enjoy a peaceful, beautiful Mother's Day weekend with my lovely bride. We took long walks, enjoyed the local scene and just spent lots of time enjoying the porches. The cottage supports all of this perfectly. We couldn't ask for more and can't wait until our next opportunity to stay at the Key Cottage!"
United States
ROBERT T.
Autumn in Irvington - it’s so inviting and gorgeous. And it’s waiting for you!
Huge 4BDR/4BA townhouse (12) at Historic Powhatan Resort.
9.8 out of 10, Exceptional, (28)
"This property was very nice and we enjoyed our stay. "
United States
DEANNA D.
Huge 4BDR/4BA townhouse (12) at Historic Powhatan Resort.
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
9.8 out of 10, Exceptional, (220)
"The cottage was cleanly, cozy and a great location to walk historic Yorktown. Highly recommend! "
United States
Kimberlee K.
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg
2.0 star property
9.8 out of 10, Exceptional, (17)
"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
Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!
10.0 out of 10, Exceptional, (65)
"Perfect place for a large family gathering!"
United States
Tiffany T.
Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
10.0 out of 10, Exceptional, (157)
"This was a quick get away for myself and my loved one for my birthday that was perfect. We had the best time playing in the water with the paddleboard, fishing, cooking on the grill, relaxing in the hot tub. "
United States
Alyssa W.
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
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

Everything you need to know about Gloucester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gloucester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gloucester holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Gloucester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gloucester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gloucester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gloucester holiday rentals we have selected for you start as low as AU$161 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Gloucester rentals

At Expedia, we put the best Gloucester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gloucester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gloucester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gloucester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.: This holiday home rental outside of Gloucester 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 such as a fridge and a microwave can make your holiday run smoothly.

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?

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.