
Family-friendly holiday rentals in James City County
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Top-rated family-friendly rentals in James City County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Colonial Retreat
Enjoy a getaway in our 1940 Cape Cod home minutes from Colonial Williamsburg & Jamestown. Within biking distance to many attractions such as Williamsburg Winery, Jamestown Island & Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The house was refinished in 2021; you'll find an updated kitchen, smart TVs, large back patio & front porch. Please read the house rules before booking. No smoking. Need more space? Inquire about our other units

Cheerful 3-bedroom house with parking on premises
Have fun with the whole family at this cozy place. Conveniently located 2 minutes from the Great Wolf Lodge and 10 minutes from Busch Gardens, Colonial Williamsburg, the College of William and Mary, and several parks, this three-bedroom, three baths, big-basement stand alone house lets you explore “the Burg” hassle-free and recharge in a restful space on the back of the Waller Mill reservoir woods. The yard features beautiful landscaping, a large fire pit with solo stove & cozy backyard lights.

Serenity Over 5 Acres: Historic Triangle Haven
*4500 sq.ft. fully furnished house w/ 4 bedrooms & loft. *Includes all the amenities you need to enjoy a peaceful stay. * Unwind w/ friends & family in this modern retreat nestled on 5 acres in the woods w/ waterfront view & a fire pit. *You’ll enjoy the secluded area & yet be close to the bustle & hustle of what Williamsburg can offer. *Only 15-20 minutes to major attractions such as, Colonial Williamsburg, Bush Gardens, Jamestown, Yorktown, outlet mall. *Master bathroom only has a bath tub.

History Art and Nature-110 Acres of Ancient Forest
WILLIAMSBURG AREA, SURRY, VA. CELEBRATE AMERICA'S 250TH by living in the historic family home of a Revolutionary War soldier! Lightwood Forest is a beautiful historic house nestled in 110 acres of private woodland preserve. Surround yourself with history, antiques, art and nature, and over two miles of private hiking trails. Lightwood Forest is in rural Surry County, on the south side of the James River, a short, free car ferry ride from Williamsburg and Jamestown, which runs 24/7, all year.

The Williamsburg Retreat- Gorgeous Private Acreage
Stunningly manicured and spacious custom built colonial on 6 private acres. - Specializing in large multigenerational family vacations, business and church retreats, and discerning private getaways. Perfect for those desiring comfort, style and space. - Massive covered deck with fire table and outside dinning. Start your day here with coffee and finish it with your favorite wine. -Collect fresh eggs and let the kids run!!! -17 min. to top Williamsburg attractions. -10 min. to outlet mall ;)

Tiny Red Barn on The Reservoir-Near Williamsburg
Important: NO 3RD PARTY RES. Tiny Red Barn is a labor of love built by us for you on the Diascund Reservoir with water views, wooded trails and sunsets. We feel like we're on vacation every day of the year and look forward to sharing our 26 acres with you. Heavily wooded land with rolling trails, birds, deer, squirrels, turtles, chickens, mini donkeys and bees. A large amount of our property sits on the Diascund Reservoir which provides a whole other side of nature. Opened April 1, 2021.

Chickahominy Riverside Guest Home By Williamsburg!
Our river-side guest house has everything you will need to enjoy your getaway! Enjoy the river, dock, two kayaks, paddle board, canoe, large game room, portable fire pit, playground, basketball goal and large outdoor sitting area with a gas grill. Located 5-20 mins from the finest wedding venues, nearby wineries; less than an hour to Richmond & 25 minutes to Colonial Williamsburg. Only steps to numerous historic plantations & a few miles from the Virginia Capital bike & walking trail.

Boho Glam Farm Stay-Right Outside Williamsburg
Step into the best of both worlds—our 1999 RV may look vintage outside, but inside it’s cozy, bohemian magic. Nestled on our little homestead, this is glamping with fresh air, feathered friends, and all the comforts of home (yes, we're talking hot showers & AC). Sip coffee while the occasional rogue chicken wanders by, stargaze under wide-open skies, and meet our crazy goats and obnoxious geese. Peaceful farm charm meets modern comfort, just 15 minutes from Williamsburg.

3 BR Cottage on Mallardee Farm in Williamsburg
Enjoy all the comforts of home during your Williamsburg vacation at Mallardee Farm! Allow us to make our home, your home while you explore all of Williamsburg’s attractions-just a 15 minute drive away! You’ll find that Mallardee Farm will serve as its own attraction with our friendly, rescued farm pets, walking trails through the 57 acre property, complimentary fishing poles, canoe, row boat & kayaks to use on our 7 acre pond. Covid-19 precautions followed.

Cozy Fall Retreat - Creek Views & Fire Pits
A cozy waterfront escape tucked into 10 wooded acres above Bland Creek. Perfect for crisp fall days and peaceful evenings. - Elevated screened porch with colorful water and wooded views - Creekside fire pits for crisp fall nights - Dock, kayaks, fishing, and direct water access - Outdoor dining and hammocks beneath the trees - Immaculately clean and thoughtfully stocked for a seamless stay - Just 15 minutes from downtown Gloucester

Bamboo Bungalo Duplex Near Busch Gardens
Find your home away from home when visiting historic Williamsburg. It feels very private here nestled amongst the bamboo and trees. This is a great location for families with children! We are within 5 minutes of Bush Gardens and Water Country for great family fun outings! For history buffs, we are 7 minutes from Colonial Williamsburg, 15 minutes from Jamestown Settlement and 20 minutes from Yorktown Battlefields.

Clay Bank River Front Cottage
Recently updated waterfront cottage 2 bedroom - 2 queen beds, a pull out sofa, 28 private acres on the York River in Gloucester, Va. Great remote getaway with a pool, kayaks and private pier for fishing/crabbing. Lightly traveled river. Access to Yorktown, Newport News, Williamsburg, Jamestown, Richmond, Norfolk, Urbanna. Shares the property with the main house where owner lives.
Popular amenities for James City County family-friendly rentals
Family-friendly home rentals with a hot tub

Historic Powhatan Resort- 2 bedroom condo!

Fun Space close to Busch and Colonial w/ Hot Tub

Best Resort/$$$ for Colonial Wburg & Busch Gardens

Great family vacation resort condo. Sleeps 12.

Family reunion? Here ya go! 8BDR/8BA sleeps 24!

Charming 3BR Colonial Condo at Wyndham Kingsgate

1br Colonial in Williamsburg -Fun by Busch Gardens

6BDR Williamsburg, VA Resort
Family- and pet-friendly home rentals

Williamsburg Retreat

Williamsburg Hide-A-Way Creekside

Casita on the Corner

Coleman Cottage

Log Cabin - Williamsburg Pet-Friendly, Heated Pool

Westgate Historic Williamsburg One Bedroom

Walk to beach lovely 2/2 in "Kingsmill on James"

Kingsmill 1bed/1ba on Golf Course 9th Fairway
Family-friendly home rentals with a pool

Lovely 2 Bedroom Condo in 4Diamond Historic Resort

Cozy 2BR Condo in Williamsburg

3 Bed, 3 Bath Sleeps 8 in Kingsmill

WaterVue at Kingsmill

Family-friendly 1BR/1BA condo @ Kingsgate

Great Family Popular Resort. Powhatan 4 BR for 12

Williamsburg Colonies Resort, 4BR, 4BA

Wyndham Kingsgate (3 BD LO)
Destinations to explore
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- Rentals with beach access James City County
- Pet-friendly rentals James City County
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- Bed and breakfasts James City County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- Pocahontas State Park
- Jamestown Settlement
- Outlook Beach
- Greater Richmond Convention Center
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- Brown's Island
- First Landing Beach
- The National
- Forest Hill Park
- Libby Hill Park
- Colonial Williamsburg's Merchants Square
- Virginia Holocaust Museum
- The Mariners' Museum
- The Poe Museum
- Town Point Park
- Nauticus
- Chrysler Museum of Art





