Gloucester Vacation Rentals from CA $120: Short-Term Rentals for 2026

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Our top choices for Gloucester vacation 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

Joseph B.

CA $513 total

includes taxes & fees

Sep 30 - Oct 1

2. Radiant Gloucester House w/ Private Porch!

Gloucester

CA $507 total

includes taxes & fees

Oct 1 - Oct 2

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

3. Vacation Village At Williamsburg

Williamsburg

Kenneth

CA $192 total

includes taxes & fees

Oct 29 - Oct 30

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

4. Patriots Inn

Williamsburg

Mark

CA $141 total

includes taxes & fees

Sep 30 - Oct 1

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

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

Hayes

Daniela R.

CA $518 total

includes taxes & fees

Sep 30 - Oct 1

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

CA $120 total

includes taxes & fees

Oct 27 - Oct 28

A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a dining area with wooden chairs and a table.

7. American Heritage RV Park

Norge

Kimberly

CA $181 total

includes taxes & fees

Oct 22 - Oct 23

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

Hayes

CA $507 total

includes taxes & fees

Sep 30 - Oct 1

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Top Gloucester Hotel Reviews

The Colonies at Williamsburg

10/10 Excellent

"Very nice staff. Cleaning crew was very nice. Great place for kids. Kind of busy but not too bad. Great 2 bedroom 2 bath. Huge place. This unit had our own washer dryer in unit. Dishwasher. Kitchen. Full dishes. Pizza pans, Cooking pans, utensils, Forks Spoons Knives etc. Cups, Plates all that. Great TV selection. Internet works good. Anywhere on property only 3 minute walk to Pool etc. Lots of staff. Multiple Pools. Other activities. A Mile from Food Lion, Subway, Pizza Places, Gas Station etc. I’d live there if I could afford it. Thanks Again."

Hilton Vacation Club The Historic Powhatan Williamsburg

8/10 Good

"So the hotel are like townhomes . We had the upper level of the townhome which was quite spacious . Big rooms plus dining area , faux fireplace , kitchenette and full size refrigerator and 2 bathrooms . For the price we paid —it’s a great deal especially if you come as a big family . I just thought despite the attempt for being modern it did look a little dated . Lighting in the rooms could be better . Because it’s huge, I imagine it’s hard to maintain and clean and it was dusty in some areas . We did not use the kitchenette but they provided soap/trash bags etc and the refrigerator was spacious . Front desk staff however was kind and helpful —gave recommendations and were very professional . We accidentally left a laptop and they said they will mail it to us . So that was definitely something we are grateful for . It’s located next to historic Williamsburg which was a plus and exterior part and grounds look amazing . Ac was working great . You could not hear the noise from the lower level when you are upstairs but as you enter you share a common entry to the townhome with the visitors below and could hear them ."

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

10/10 Excellent

"The staff was excellent from front desk to the cleaning staff. Norma at the front desk we can’t say enough good things about. That includes all the front desk staff. They recommended a restaurant that was outstanding (Food for Thought). Rooms were cleaned daily which was done with great care and professionalism. We were disappointed that there was not a restaurant on grounds as advertised but was made up for by great recommendations"

Warner Hall

10/10 Excellent

"The historical significance of this property is reason alone to visit. George Washington's great grandfather established a plantation there in 1642. While original buildings were burned, the owners have restored according to drawings and records. There's a cemetery on property with graves from 1600s. Attention to service was outstanding and personal."

Find out more about Gloucester

Everything you need to know about Gloucester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gloucester vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gloucester vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gloucester vacation rentals we have selected for you start as low as CA $120 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 vacation 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 vacation.

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.

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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 for long-term workers & short stays—comfort, style & convenience await!: This Gloucester vacation home rental 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 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 vacation rentals are there in Gloucester?

Expedia has 17 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 Main Street Center and Gloucester Public Library.

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.

Gloucester Vacation Rentals

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Our top choices for Gloucester vacation rentals

1. Radiant Gloucester House w/ Private Porch!

2. Radiant Gloucester House w/ Private Porch!

3. Vacation Village At Williamsburg

4. Patriots Inn

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

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

7. American Heritage RV Park

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

9. Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access

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

11. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

12. RV Site On Blanchard Farm -MAX RV LENGTH 24 FT

13. RivahMojo on Mill Creek-just off RappahannockRiver

14. Luxury Riverfront Condo w/ sunrise & sunset views

15. Lovely condo with water & golf course view

16. The Bungalow, Pool, Dock, Kayaks, & Game Room

17. Quiet Villa with Bowling Alley, Pools, +Mini Golf

18. Stylish 2BR Suite w/ Balcony | Mini Golf & Pool

19. Lovely 2 BR Condo in 4💎 Historic Golf Resort

20. Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden

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Top Gloucester Hotel Reviews

The Colonies at Williamsburg

Find out more about Gloucester

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