Compare Gloucester Vacation Rentals

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Gloucester Rentals

A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**

A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**

Gloucester VA
6.88 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Cottage on a Private Island in the York River

Cottage on a Private Island in the York River

Gloucester Point VA
8.71 mi from city center
Guests of this cottage enjoy access to a water park, laundry facilities, and a garden. This family-friendly cottage also has barbecue grills.
Kitchen
Washer
King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

4.5 out of 5
191 Cottage Cove Lane Williamsburg VA
11.56 mi from city center
Guests of King’s Creek Resort by Spinnaker enjoy 2 outdoor pools, an indoor pool, and a gym. You can take advantage of free parking if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this luxury condominium resort include a sauna, outdoor tennis courts, and a hot tub.
Pool
Hot Tub
American Heritage RV Park

American Heritage RV Park

2.5 out of 5
146 Maxton Lane Williamsburg VA
13.37 mi from city center
$110 nightly
The price is $125 total per night
$125 total
Dec 5 - Dec 6
Total with taxes and fees
Guests of American Heritage RV Park enjoy access to free WiFi in public areas, a seasonal outdoor pool, and a meeting room. Free parking is available if you drive. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this family-friendly cabin include an arcade/game room, laundry facilities, and a convenience store.
Pool
Pet friendly
Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg

Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg

2 out of 5
Williamsburg VA
12.94 mi from city center
Guests staying at this vacation home enjoy a water park, a hot tub, and barbecue grills. This family-friendly vacation home also has a garden.
Hot Tub
Kitchen
Anvil Campground

Anvil Campground

2.5 out of 5
5243 Mooretown Road Williamsburg VA
13.15 mi from city center
$92 nightly
The price is $105 total per night
$105 total
Dec 2 - Dec 3
Total with taxes and fees
At Anvil Campground, guests have access to an outdoor pool, free WiFi in public areas, and meeting rooms. You can take advantage of free parking, along with an area shuttle. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Other amenities at this family-friendly cabin include a seasonal outdoor pool, an arcade/game room, and a library.
Pool
Pet friendly
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

Yorktown VA
12.24 mi from city center
$206 nightly
The price is $233 total per night
$233 total
Nov 23 - Nov 24
Total with taxes and fees
Guests staying at this vacation home enjoy features like a water park.
Free WiFi
Air conditioning
Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks

Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks

Williamsburg VA
13.18 mi from city center
$104 nightly
The price is $116 total per night
$116 total
Dec 2 - Dec 3
Total with taxes and fees
At this cabin, guests have access to features like laundry facilities. This smoke-free cabin also has barbecue grills.
Pet friendly
Air conditioning
Lovely condo with water & golf course view

Lovely condo with water & golf course view

Williamsburg VA
14.64 mi from city center
$318 nightly
The price is $358 total per night
$358 total
Nov 24 - Nov 25
Total with taxes and fees
At this condo, guests have access to features like laundry facilities. This golf condo building also has a garden.
Pool
Kitchen
Perfect for large groups. 8BDR/8BA package in Historic Powhatan Resort.

Perfect for large groups. 8BDR/8BA package in Historic Powhatan Resort.

Williamsburg VA
16.44 mi from city center
This condo features an indoor pool, an outdoor pool, and a gym. Additional amenities include a hot tub, laundry facilities, and a garden.
Pool
Hot Tub
Family sized resort townhouse sleeps 12. Great amenities. Near attractions.

Family sized resort townhouse sleeps 12. Great amenities. Near attractions.

Williamsburg VA
16.74 mi from city center
This vacation home features an indoor pool, an outdoor pool, and a gym. Friendly staff can provide concierge services, and also offer advice about sightseeing. Additional amenities include a hot tub, laundry facilities, and a garden.
Pool
Hot Tub
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer

The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer

Williamsburg VA
19.19 mi from city center
Guests staying at this vacation home enjoy an outdoor pool, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include barbecue grills and a garden.
Pool
Kitchen
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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.

Gloucester Large Group Rentals

How to Book Vacation Rentals in Gloucester



🏠 What is the best price for Gloucester vacation rentals?

Gloucester vacation rentals range in price, starting at $105 per night.


🏠 What types of vacation rentals in Gloucester can I rent?

Orbitz offers a wide range of Gloucester rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Gloucester condo rentals.


🏠 Is it free to cancel my Gloucester vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Gloucester vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Gloucester. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Gloucester?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Gloucester apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Gloucester?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Gloucester package deals will get you even more savings.

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