A steel bridge over a calm river with a sandy beach and rocky outcrops on the right.

Gloucester Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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!

Radiant Gloucester House w/ Private Porch!
Gloucester
9.4 out of 10, Exceptional, (33 reviews)
"This is a very comfortable clean home in a nice quiet neighborhood. It’s very close to some excellent restaurants and places of interest. We especially enjoyed the sunroom."
United States
Joseph B.
$308 nightly
The price is $343
Sep 30 - Oct 1
Total with taxes and fees
Radiant Gloucester House w/ Private Porch!
A kitchen with dark blue cabinets, a gas stove, a sink, and a window overlooking the backyard.

2. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
3.0 star property
Gloucester
$322 nightly
The price is $358
Sep 30 - Oct 1
Total with taxes and fees
Radiant Gloucester House w/ Private Porch!
A large building with a swimming pool, multiple lounge chairs, and a covered patio area.

3. Vacation Village At Williamsburg

Vacation Village At Williamsburg
3.0 star property
Williamsburg
8.8 out of 10, Excellent, (2,935 reviews)
"Always a great stay… will return soon"
United States
Kenneth
$131 nightly
The price is $149
Oct 13 - Oct 14
Total with taxes and fees
Vacation Village At Williamsburg
A hot tub with a tiled edge and a metal handrail.

4. Patriots Inn

Patriots Inn
2.5 star property
Williamsburg
9.4 out of 10, Exceptional, (1,104 reviews)
"Great location Clean Comfortable"
United States
Judi
$96 nightly
The price is $111
Sep 30 - Oct 1
Total with taxes and fees
Patriots Inn
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

Restored 1930s Cottage on 1 Acre w/ Fire Pit
Hayes
9.6 out of 10, Exceptional, (95 reviews)
"Nice, relaxing stay! Just what we were looking for."
United States
Daniela R.
$309 nightly
The price is $344
Sep 30 - Oct 1
Total with taxes and fees
Restored 1930s Cottage on 1 Acre w/ Fire Pit
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

Marriott's Manor Club at Ford's Colony
3.5 star property
Williamsburg
9.2 out of 10, Wonderful, (1,108 reviews)
"Had a safe clean stay and central to our needs."
United States
David
$74 nightly
The price is $85
Oct 27 - Oct 28
Total with taxes and fees
Marriott's Manor Club at Ford's Colony
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

American Heritage RV Park
2.5 star property
Norge
9.2 out of 10, Wonderful, (87 reviews)
"Beautiful spot, close to everything. We stayed in a cabin. It was very cute with deck and chairs."
United States
Kimberly
$125 nightly
The price is $142
Oct 22 - Oct 23
Total with taxes and fees
American Heritage RV Park
A covered porch with wooden benches and chairs, large windows, and a view of a grassy area.

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

Restored 1930s Cottage on 1 Acre w/ Fire Pit
3.0 star property
Hayes
$322 nightly
The price is $358
Sep 30 - Oct 1
Total with taxes and fees
Restored 1930s Cottage on 1 Acre w/ Fire Pit
A house with a porch, a kitchen, and a dining area.

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

Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
Yorktown
10.0 out of 10, Exceptional, (174 reviews)
"The location is great—close to city center and national park. The cottage is beautifully decorated and included lots of helpful accessories."
United States
Lori T.
$437 nightly
The price is $491
Oct 16 - Oct 17
Total with taxes and fees
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

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

Nice 3-bedroom house with AC in peaceful Hartfield
Hartfield
$226 nightly
The price is $249
Oct 28 - Oct 29
Total with taxes and fees
Nice 3-bedroom house with AC in peaceful Hartfield
A sandy beach path leading to the ocean, surrounded by dry grass.

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

1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
Mathews
10.0 out of 10, Exceptional, (40 reviews)
"The house was cozy, clean, and welcoming. Would definitely recommend! Rooms were all very spacious. "
United States
Casey J.
$290 nightly
The price is $320
Oct 19 - Oct 20
Total with taxes and fees
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
A forested area with a dirt path leading to a wooden cabin.

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

RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
Diggs
$40 nightly
The price is $44
Sep 30 - Oct 1
Total with taxes and fees
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
A dining area with a view of a lake and trees, featuring white tables and benches, ceiling fans, and large windows.

13. RivahMojo on Mill Creek-just off RappahannockRiver

RivahMojo on Mill Creek-just off RappahannockRiver
Topping
10.0 out of 10, Exceptional, (26 reviews)
"Property was lovely, host very responsive, couldn’t ask for more!"
United States
Donna B.
$389 nightly
The price is $429
Sep 30 - Oct 1
Total with taxes and fees
RivahMojo on Mill Creek-just off RappahannockRiver
A golf course with a water body in the background, surrounded by trees and sand bunkers.

14. Luxury Riverfront Condo w/ sunrise & sunset views

Luxury Riverfront Condo w/ sunrise & sunset views
Kingsmill
9.8 out of 10, Exceptional, (86 reviews)
"The host were very accommodating and helpful. Close to everything."
United States
Michelle g.
$301 nightly
The price is $339
Oct 2 - Oct 3
Total with taxes and fees
Luxury Riverfront Condo w/ sunrise & sunset views
A golf course with a view of the sea, sand bunkers, and trees.

15. Lovely condo with water & golf course view

Lovely condo with water & golf course view
Kingsmill
9.0 out of 10, Wonderful, (17 reviews)
"Beautiful resort area, unit is attractive, quiet, conveniently located. Nice view out the back deck. I had to change arrival and the host was helpful and responsive. I would recommend it for anyone and would be happy to stay there again. "
United States
John and Debbie M.
$282 nightly
The price is $318
Oct 1 - Oct 2
Total with taxes and fees
Lovely condo with water & golf course view
A covered outdoor area with a pool, wicker furniture, and large windows offering a view of the outdoors.

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

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
$336 nightly
The price is $371
Sep 30 - Oct 1
Total with taxes and fees
The Bungalow, Pool, Dock, Kayaks, & Game Room
A large historic building with a prominent tower, surrounded by lush gardens and various flowering plants.

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

Quiet Villa with Bowling Alley, Pools, +Mini Golf
Williamsburg
9.6 out of 10, Exceptional, (4 reviews)
"Great hospitality by all. "
United States
Ron E.
$218 nightly
The price is $245
Oct 6 - Oct 7
Total with taxes and fees
Quiet Villa with Bowling Alley, Pools, +Mini Golf
A large historic building with a prominent tower, surrounded by lush gardens and various flowering plants.

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

Stylish 2BR Suite w/ Balcony | Mini Golf & Pool
Williamsburg
10.0 out of 10, Exceptional, (1 review)
"I certainly will consider staying here anytime I am in Williamsburg"
United States
Allison A.
$272 nightly
The price is $305
Oct 6 - Oct 7
Total with taxes and fees
Stylish 2BR Suite w/ Balcony | Mini Golf & Pool
A row of modern, single-story buildings with a pathway leading to them.

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

Lovely 2 BR Condo in 4💎 Historic Golf Resort
Kingsmill
9.4 out of 10, Exceptional, (31 reviews)
"Great value for your money - location and quality of lodgings was top notch, as were the host's communication and instructions. A wonderful little resort with lots to offer if you wanted to stay on property, although we ventured off most days for local sites and activities."
United States
Alaina V.
$389 nightly
The price is $438
Oct 1 - Oct 2
Total with taxes and fees
Lovely 2 BR Condo in 4💎 Historic Golf Resort
A wooden picnic table with a pitcher, glasses, and a plate set on a grassy area by a body of water.

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

Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
Locust Hill
10.0 out of 10, Exceptional, (41 reviews)
"The hosts made sure that everything in the house made one feel comfortable and at home. The view is fantastic and the landscaping with the rose garden and pool on a sunny day is inviting and relaxing. We enjoyed our stay "
United States
Mary S.
$468 nightly
The price is $516
Oct 12 - Oct 13
Total with taxes and fees
Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
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

Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

10/10 Excellent
"The staff was very helpful and the room was clean."
Nina 1-night trip
Posted less than an hour ago
Comfort Inn & Suites Hampton near Coliseum

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Gloucester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $85 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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.