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Find Vacation Homes in Gloucester County, VA from $298

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Vacation Homes in Gloucester County

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

Williamsburg
10.0 out of 10, Exceptional, (69)
"Family friendly, beautiful surroundings, outdoor pool"
United States
Melissa T.
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer

The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

Cape Charles
9.8 out of 10, Exceptional, (168)
"Great spot and location!"
United States
Jared R.
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!

Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (11)
"Great play to stay with your family! Close to the park and town, and an easy golf cart ride to the beach!"
United States
Patrick G.
A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

Lanexa
10.0 out of 10, Exceptional, (3)
"First and foremost, the property was excellent! The host, Michael was extremely welcoming and kind. The property is in top condition with new everything! The seclusion and lakefront location was to die for. Highly recommend this property as we will be back! "
United States
Kelly B.
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

Kings Creek

2.0 star property
Williamsburg
2.0 out of 10, (1)
"We never got to stay at the property because Expedia never posted the booking and it is impossible to contact Expedia to resolve any type of issue. I wouldn't recommend that anyone use that site to book a reservation. We were traveling and was 3 hours from home and was turned away from the resort because Expedia had not given the information to the resort. We had to find last minute accommodation and are still trying tl get our money back. "
United States
Michael
Kings Creek

New Years Day is available - The Williamsburg Retreat - Gorgeous Private Acreage

Norge
10.0 out of 10, Exceptional, (147)
"This house was perfect for our family reunion. We had ages ranging from older adults to six years old and everyone commented about how they loved this house. The owners are very communicative and set up the sleeping arrangements perfectly. It’s ideally situated to do all the fun things around and we would definitely stay here again! "
United States
Stephanie H.
New Years Day is available - The Williamsburg Retreat - Gorgeous Private Acreage

-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!

Newport News
10.0 out of 10, Exceptional, (1)
"The house was so beautifully decorated and clean. It was in a safe location and I felt right at home there. It smelt amazing as soon as you came in the door."
United States
April T.
$299 nightly
The price is $345
Dec 8 - Dec 9
Total with taxes and fees
-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!

Experience the Best of Mathews Riverfront Living here at Mariner's Legacy!

Bohannon
10.0 out of 10, Exceptional, (192)
"The private location and waterfront vistas are a big plus. Families can fish, kayak and enjoy swimming from a sandy beach. We saw eagles, ospreys and a dolphin! The sunrises and sunsets are picture worthy!So restful-nature and amenities all in one! "
United States
Susan S.
Experience the Best of Mathews Riverfront Living here at Mariner's Legacy!

1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

Cape Charles
10.0 out of 10, Exceptional, (1)
"Chip was very welcoming and had great communication and made sure we had everything we needed. The home was spotless and exceeded our expectations. The location was perfect for us. We really enjoyed the pickleball courts."
United States
Chris W.
$367 nightly
The price is $416
Dec 8 - Dec 9
Total with taxes and fees
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

Vacation to remember! Huge family-sized townhouse for 12 near all attractions.

Williamsburg
9.6 out of 10, Exceptional, (38)
"Excellent family weekend!"
United States
Mark R.
Vacation to remember! Huge family-sized townhouse for 12 near all attractions.

8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard

North Newport News
10.0 out of 10, Exceptional, (18)
"Beautiful, spacious, well appointed home. Met all the needs from baby to 4 adults. Very comfortable beds. Highly recommend and would stay again if in the area. You won’t be disappointed. "
United States
DENA H.
$665 nightly
The price is $766
Dec 10 - Dec 11
Total with taxes and fees
8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard

The Cracker Jack House: A Military Salute & Arcade!

Surry
9.2 out of 10, Wonderful, (20)
"Property was well maintained, arcade room is great for children. Host was quick to respond and help with any questions I had."
United States
Anthony O.
The Cracker Jack House: A Military Salute & Arcade!

History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve

Surry
10.0 out of 10, Exceptional, (140)
"We had a wonderful stay at this beautiful historical home! From the timeless antiques to the peaceful views, every detail made our time here so special. Our children especially loved exploring and discovering little treasures throughout the house and grounds, while we enjoyed the quiet, relaxing atmosphere. It was truly a refreshing and memorable getaway. We are so grateful for the hospitality and highly recommend this charming place to anyone. "
United States
Mikaela P.
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Cobbs Creek
9.6 out of 10, Exceptional, (14)
"The place and grounds were beautiful. The hosts were extraordinarily accommodating."
United States
Janet C.
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (137)
"Prime location, great stay!"
United States
Megan G.
Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

New! 5 Luxury Bath home w/ modern Chef's Kitchen

West Point
9.6 out of 10, Exceptional, (44)
"Great house for a multi-family weekend! "
United States
Gaetan S.
New! 5 Luxury Bath home w/ modern Chef's Kitchen

Salt Box, One Block to the Beach

Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (14)
"Very nice. Central to everything. "
United States
Greg D.
$281 nightly
The price is $298
Dec 9 - Dec 10
Total with taxes and fees
Salt Box, One Block to the Beach

Pleasurable Escape Hampton

Hampton
9.4 out of 10, Exceptional, (22)
"Very nice stay"
United States
Mark H.
Pleasurable Escape Hampton

Victorian Farmhouse w/ private waterfront & pier at the mouth of Mobjack Bay

FOSTER
10.0 out of 10, Exceptional, (46)
"The property is wonderfully idyllic and peaceful. Loved the screened-in porch and would sit out in the early morning hours and watch the deer, herons, cranes,bunnies, etc. Wish that we could have stayed longer!!"
United States
Pat C.
Victorian Farmhouse w/ private waterfront & pier at the mouth of Mobjack Bay

Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!

Gwynn's Island
10.0 out of 10, Exceptional, (35)
"The cottage is perfect for a relaxing vacation and we have enjoyed our visits over the last several years. The owners are so nice and make sure that we have everything we need. "
United States
karen w.
Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!
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 County Hotel Reviews

Find out more about Gloucester County

Booking Tips to Find the Best Gloucester County Vacation Homes


How much does it cost to rent a vacation home in Gloucester County?

You can find incredible Gloucester County vacation homes for all types of budgets: between $298 and $766 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Gloucester County?

If you are looking for a great deal on your vacation home in Gloucester County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Gloucester County?

There are 673 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Gloucester County?

Begin by entering your trip dates to see what type of Gloucester County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Gloucester County?

Booking Gloucester County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Gloucester County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Gloucester County along with your vacation property, into a Gloucester County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Gloucester County Vacation Homes information

Number of reviews
1,064
Accommodation
673 Vacation Homes
Lowest Price
$298
Highest Price
$766

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