Gloucester Holiday Rentals from €76: Search Short-Term Rentals

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Our top choices for Gloucester holiday rentals

A kitchen with dark blue cabinets, a gas stove, a sink, and a window overlooking the backyard.

1. Radiant Gloucester House w/ Private Porch!

Gloucester

includes taxes & fees

31 Oct - 1 Nov

2. Radiant Gloucester House w/ Private Porch!

Gloucester

David

includes taxes & fees

31 Oct - 1 Nov

A covered porch with wooden benches and chairs, large windows, and a view of a grassy area.

3. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Hayes

Susan C.

includes taxes & fees

31 Oct - 1 Nov

A hot tub with a tiled edge and a metal handrail.

4. Patriots Inn

Williamsburg

Jason

includes taxes & fees

24 Nov - 25 Nov

A large building with a swimming pool, multiple lounge chairs, and a covered patio area.

5. Vacation Village At Williamsburg

Williamsburg

NAVEEN

includes taxes & fees

9 Nov - 10 Nov

A landscaped garden with a symmetrical hedge design, a paved driveway, and a building with multiple windows in the background.

6. Marriott's Manor Club at Ford's Colony

Williamsburg

David

includes taxes & fees

9 Nov - 10 Nov

7. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Hayes

includes taxes & fees

31 Oct - 1 Nov

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

8. Nice 3-bedroom house with AC in peaceful Hartfield

Hartfield

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Top Gloucester Hotel Reviews

The Colonies at Williamsburg

10/10 Excellent

"Family friendly location"

Hilton Vacation Club The Historic Powhatan Williamsburg

8/10 Good

"We enjoyed our stay at this hotel. However our key didn’t work on one of the doors and maintenance had to be called. It delayed our check in process. The floorplan of the second floor unit is very odd. Would do a first floor unit next time."

Hilton Vacation Club Greensprings Williamsburg

10/10 Excellent

"This place was absolutely great for our Family. We usually need to book a condo/timeshare type of place as we have outgrown most hotels where we need two rooms and then just becomes too expensive for what you receive. Usually a much better/economical deal with these type of places with a large family. The unit was perfectly clean, no smells, up to date and functioning. even had cookware/glassware in kitchen. The unit is plenty of SQFT for a 2/2 condo. My only thought would be they should sleep more than 6 for that amount of SQ FT. when you compare 300-400 SF hotel rooms sleeping 4 and these units are more than 1000SF it shouldn't be a problem to sleep more, but maybe something to do with their building codes. Tons of amenities to use while you are there too. Love that Hilton's name is on it and audits the place to keep it running well and up to the standards of good hospitality. We toured colonial williamsburg and this place is an easy drive to and from. Staff is great and I love the text feature if you have questions you can text them and they generally respond pretty quickly."

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, apart-hotels, 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 favorite 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 depends 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 €76 per night. Entering your travel dates in the search wizard you might find 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?

Perfect for long-term workers & short stays—comfort, style & convenience await!: This highly rated holiday home rental in Gloucester is located on a river, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. Another good choice for your trip to Gloucester is Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock.

How many holiday rentals are there in Gloucester?

Expedia has 17 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 Main Street Center and Gloucester Public Library.

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.

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Check prices for these dates

Our top choices for Gloucester holiday rentals

1. Radiant Gloucester House w/ Private Porch!

2. Radiant Gloucester House w/ Private Porch!