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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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, (34 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.
$314 nightly
The price is $349
Oct 18 - Oct 19
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
Oct 18 - Oct 19
Total with taxes and fees
Radiant Gloucester House w/ Private Porch!
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

Restored 1930s Cottage on 1 Acre w/ Fire Pit
Hayes
9.6 out of 10, Exceptional, (95 reviews)
"Our family of 6 (age range 20’s to 80’s) enjoyed all of the rooms and porches. The air conditioners kept the home comfortable and the porches were cozy for those who like it warmer. We liked the convenience of being able to make our own breakfasts and dinners here. Having a grill was a bonus."
United States
Susan C.
$329 nightly
The price is $366
Oct 20 - Oct 21
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.

4. 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, (1,111 reviews)
"Had a safe clean stay and central to our needs."
United States
David
$56 nightly
The price is $65
Nov 11 - Nov 12
Total with taxes and fees
Marriott's Manor Club at Ford's Colony
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

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

Nice 3-bedroom house with AC in peaceful Hartfield
Hartfield
$221 nightly
The price is $244
Oct 18 - Oct 19
Total with taxes and fees
Nice 3-bedroom house with AC in peaceful Hartfield
A hot tub on a deck with a view of a lake and sunset.

6. 9BR Waterfront Oasis! Pickleball, Hot tub, Sauna & Theater

9BR Waterfront Oasis! Pickleball, Hot tub, Sauna & Theater
North
8.6 out of 10, Excellent, (14 reviews)
"The house was perfect for my coworkers and I who were in the area for work for a couple days. Jessica was friendly and communicated well. Would recommend for anyone looking for a lot of space to relax in a quiet area."
United States
Jonas M.
$1,342 nightly
The price is $1,481
Oct 29 - Oct 30
Total with taxes and fees
9BR Waterfront Oasis! Pickleball, Hot tub, Sauna & Theater
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, (88 reviews)
"Beautiful spot, close to everything. We stayed in a cabin. It was very cute with deck and chairs."
United States
Kimberly
$115 nightly
The price is $131
Oct 22 - Oct 23
Total with taxes and fees
American Heritage RV Park
A hot tub with a tiled edge and a metal handrail.

8. Patriots Inn

Patriots Inn
2.5 star property
Williamsburg
9.4 out of 10, Exceptional, (1,136 reviews)
"Great location. Definitely will stay again"
United States
Samuel
$93 nightly
The price is $108
Nov 15 - Nov 16
Total with taxes and fees
Patriots Inn
A covered porch with wooden benches and chairs, large windows, and a view of a grassy area.

9. 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
Oct 20 - Oct 21
Total with taxes and fees
Restored 1930s Cottage on 1 Acre w/ Fire Pit
A large building with a swimming pool, multiple lounge chairs, and a covered patio area.

10. Vacation Village At Williamsburg

Vacation Village At Williamsburg
3.0 star property
Williamsburg
8.8 out of 10, Excellent, (2,978 reviews)
"This was an amazing stay in a great hotel with plenty of room for a family!"
United States
Helen
$124 nightly
The price is $141
Oct 29 - Oct 30
Total with taxes and fees
Vacation Village At Williamsburg
Two log cabins with wooden decks and windows, surrounded by trees.

11. Anvil Campground

Anvil Campground
2.5 star property
Williamsburg
8.2 out of 10, Very good, (40 reviews)
"Nice campground. It is close to all the attractions in the area."
United States
Kurt
$92 nightly
The price is $105
Oct 20 - Oct 21
Total with taxes and fees
Anvil Campground
A sandy beach path leading to the ocean, surrounded by dry grass.

12. 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, (42 reviews)
"The house was cozy, clean, and welcoming. Would definitely recommend! Rooms were all very spacious. "
United States
Casey J.
$305 nightly
The price is $336
Oct 19 - Oct 20
Total with taxes and fees
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
A large historic building with a prominent tower, surrounded by lush gardens and various flowering plants.

13. Quiet Villa with Access to Amazing Amenities

Quiet Villa with Access to Amazing Amenities
Williamsburg
8.0 out of 10, Very good, (4 reviews)
"Excellent"
United States
Jonathan S.
$160 nightly
The price is $179
Nov 1 - Nov 2
Total with taxes and fees
Quiet Villa with Access to Amazing Amenities
A house with a porch, a kitchen, and a dining area.

14. 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, (176 reviews)
"We absolutely loved our stay at the Yorktown Cottage. Everything was exactly as described. Walking distance to the beach and restaurants and a trolley stop across the street was so convenient. The house was clean, decorated beautifully and nice and organized. We would return here in a heartbeat!"
United States
Katie
$466 nightly
The price is $524
Oct 16 - Oct 17
Total with taxes and fees
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
A house with a large lawn, surrounded by tall trees.

15. Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Hayes
8.4 out of 10, Very good, (5 reviews)
"Great property. Waterfront with pier, huge yard, beautiful home with pool table, hot tub and projector set up. 100% would stay here again and recommend as would all of the family we had stay or visit us there. "
United States
Steve F.
$1,137 nightly
The price is $1,265
Oct 18 - Oct 19
Total with taxes and fees
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
A hammock tied between two trees in a forested area.

16. Campsite #4 At Blanchard Farm

Campsite #4 At Blanchard Farm
Diggs
$38 nightly
The price is $42
Oct 19 - Oct 20
Total with taxes and fees
Campsite #4 At Blanchard Farm
A golf course with a water body in the background, surrounded by trees and sand bunkers.

17. Luxury Riverfront Condo w/ sunrise & sunset views

Luxury Riverfront Condo w/ sunrise & sunset views
Kingsmill
9.8 out of 10, Exceptional, (86 reviews)
"The condo was perfect! Great location, beautiful views, clean and spacious. The pull out sofa was surprisingly large and very comfortable. It was exactly what we expected based on the photos."
United States
Cynthia K.
$303 nightly
The price is $341
Oct 26 - Oct 27
Total with taxes and fees
Luxury Riverfront Condo w/ sunrise & sunset views
A dining area with a view of a lake and trees, featuring white tables and benches, ceiling fans, and large windows.

18. 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.
$393 nightly
The price is $433
Oct 27 - Oct 28
Total with taxes and fees
RivahMojo on Mill Creek-just off RappahannockRiver
A small, single-story house with a red door, a porch with a white railing, and a number '70' sign.

19. Luxury Studio Guesthouse, Walk to Museum, Boat Parking

Luxury Studio Guesthouse, Walk to Museum, Boat Parking
Deltaville
10.0 out of 10, Exceptional, (61 reviews)
"Awesome little place. We absolutely enjoyed staying here. Very clean and had all amenities one would need. Will definitely book again. "
United States
Stan R.
$300 nightly
The price is $303
Oct 18 - Oct 19
Total with taxes and fees
Luxury Studio Guesthouse, Walk to Museum, Boat Parking
A bright, white interior with a wooden dining table and white chairs. There are windows with curtains, a ceiling fan, and a view of greenery outside.

20. Relaxing Family Cottage w/ Sunroom & Backyard Movie Nights

Relaxing Family Cottage w/ Sunroom & Backyard Movie Nights
Toano
10.0 out of 10, Exceptional, (38 reviews)
"Excellent place to relax and unwind!"
United States
Debra J.
$437 nightly
The price is $480
Oct 19 - Oct 20
Total with taxes and fees
Relaxing Family Cottage w/ Sunroom & Backyard Movie Nights
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 Williamsburg Gateway

Comfort Inn Williamsburg Gateway

10/10 Excellent
"Everything was excellent, from the very clean rooms, to the friendly staff to the great breakfast. Would highly recommend."
J.E. 7-night trip
Posted 4 hours ago
Comfort Inn Williamsburg Gateway

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 $65 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.