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Family-friendly vacation 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.

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Guest favorite
A charming Cape Cod home with a spacious front porch is surrounded by lush greenery and colorful flowers. The sloping roof features three dormer windows, while the well-maintained lawn provides an inviting entryway. The porch is equipped with seating and decorative accents.
Home in Williamsburg

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

FamilyIndoor spacesBiking

4.83 out of 5 average rating, 295 reviews
Top guest favorite
The exterior of the house is illuminated by warm string lights, showcasing a spacious two-story structure. Adirondack chairs surround a central fire pit on a gravel patio, providing a cozy gathering area against a backdrop of tree line.
Home in Williamsburg

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.

Indoor spacesFamilyOutdoor spaces

4.99 out of 5 average rating, 172 reviews
Top guest favorite
Home in Toano

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.

KitchenFamilyBathroom

4.94 out of 5 average rating, 158 reviews
Top guest favorite
A serene waterfront view of the James River is presented, with a soft layer of mist hovering over the water. A wooden pier extends into the river, lined with posts, while trees and grass frame the scene, enhancing the tranquil atmosphere.
Cottage in Surry

“Magnolia Cottage” on the River

Perched on a bluff high above the James River this charming rehabbed cottage is an idyllic escape from everyday life. This spot is for travelers who seek a step back in time to a simpler life. You’ll be surrounded by woods, water and a growing flower farm. The set up is unique in that the cottage itself holds living and sleeping space while your own designated bathroom and outdoor hot water shower are a short walk across the yard to a tool shed turned luxury bath and shower under the open sky.

Indoor spacesKitchenRiver

4.9 out of 5 average rating, 102 reviews
Top guest favorite
A historic house is set amidst gentle greenery, featuring a white exterior with multiple chimneys and a welcoming porch. A white picket fence encircles the lush yard, enriched by tall trees and seasonal foliage, creating a serene and inviting environment.
Home in Williamsburg

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.

FamilyKitchenQuiet

5.0 out of 5 average rating, 144 reviews
Top guest favorite
A spacious colonial-style home is set on manicured grounds, surrounded by trees. The exterior features a welcoming covered porch, large front windows, and well-maintained landscaping, creating an inviting first impression for guests.
Home in Williamsburg

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 ;)

Indoor spacesFamilyHeating

4.94 out of 5 average rating, 222 reviews
Top guest favorite
The image displays The Tiny Red Barn, featuring white rocking chairs on a welcoming porch. Lush green grass surrounds the entrance, while trees create a serene woodland backdrop. To the right, a wooden dock extends into the calm waters of the Diascund Reservoir, with an American flag gently waving.
Farm stay in Lanexa

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.

KitchenIndoor spacesBeach

5.0 out of 5 average rating, 110 reviews
Guest favorite
A wooden dock extends into calm waters, reflecting a soft sunset with pastel hues. A covered boat slip is positioned at the end of the dock, framed by the serene landscape of trees on the horizon.
Home in Charles City

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.

FamilyKitchenAir conditioning

4.86 out of 5 average rating, 138 reviews
Top guest favorite
The interior of the RV features a vibrant green kitchen with a countertop, oven, and microwave. A cozy dining area with a table and benches is visible. Colorful artwork and decorative elements adorn the walls, while warm lighting from unique fixtures adds ambiance.
Camper/RV in Toano

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.

FamilyKitchenView

4.97 out of 5 average rating, 120 reviews
Top guest favorite
A lush field is filled with blooming yellow flowers under a clear blue sky. In the background, a red barn is situated near a fence, surrounded by trees that provide a natural border to the landscape.
Farm stay in 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.

FamilyIndoor spacesBathroom

4.97 out of 5 average rating, 417 reviews
Top guest favorite
Guesthouse in Gloucester

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

Indoor spacesKitchenShared spaces

5.0 out of 5 average rating, 201 reviews
Guest favorite
Home in Williamsburg

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.

Indoor spacesKitchenLaundry

4.87 out of 5 average rating, 349 reviews

Popular amenities for James City County family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Superhost
A spacious recreational area is highlighted by a large pool table at the center. A bar area with high stools complements the setup. The walls are decorated with framed photographs, and soft lighting enhances the inviting ambiance. A coffee station is visible in the background.
Guest suite in Williamsburg

Fun Space close to Busch and Colonial w/ Hot Tub

KitchenIndoor spacesAccess

4.89 out of 5 average rating, 216 reviews
Top guest favorite
The image showcases a row of two-story condos with light-colored exteriors set against a vibrant green lawn. Neatly trimmed bushes and small trees add to the landscape, which is touched by sunshine and soft clouds, creating an inviting environment.
Apartment in Williamsburg

Historic Powhatan Resort- 2 bedroom condo!

Indoor spacesKitchenWalkability

4.91 out of 5 average rating, 316 reviews
Guest favorite
The exterior of a historic brick building is shown, featuring a classic symmetrical design with multiple windows and a central entrance. A winding pathway leads through a landscaped yard, framed by trees and flower beds, suggesting a serene outdoor environment.
Apartment in Williamsburg

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

FamilyIndoor spacesHospitality

4.86 out of 5 average rating, 124 reviews
Superhost
Two figures in historical military uniforms with distinctive red coats are shown standing together. The background features a building with a bright sky, while a British flag is visible nearby, suggesting a reenactment or historical event.
Condo in Williamsburg

Great family vacation resort condo. Sleeps 12.

Indoor spacesKitchenBathroom

4.72 out of 5 average rating, 147 reviews
Guest favorite
Condo in Williamsburg

1br Colonial in Williamsburg -Fun by Busch Gardens

FamilyIndoor spacesCheck-in

4.84 out of 5 average rating, 32 reviews
Superhost
An indoor swimming pool is surrounded by large arched windows that allow natural light to fill the space. Comfortable lounge chairs are positioned along the pool's edge, offering a relaxing area to unwind.
Resort in Williamsburg

Charming 1BR Colonial Condo at Wyndham Kingsgate

FamilyKitchenOutdoor spaces

4.81 out of 5 average rating, 86 reviews
Guest favorite
A roller coaster is depicted in motion, showcasing riders on a track that curves downwards, next to a large wooden structure resembling a water ride. Surrounding green trees provide a natural backdrop, contributing to the lively atmosphere of the amusement area.
Townhouse in Williamsburg

3bdr Williamsburg Townhouse, sleeps 8

FamilyIndoor spacesLocation

4.89 out of 5 average rating, 46 reviews
Guest favorite
Condo in Williamsburg

Marriott Manor Club Luxury Studio sleeps 4

KitchenIndoor spacesNearby

4.86 out of 5 average rating, 22 reviews

Family- and pet-friendly home rentals

Guest favorite
A serene river view is captured at sunset, showcasing vibrant hues of orange, pink, and purple across the sky. A wooden pier extends into the water, backed by silhouetted trees. The calm surface reflects the colorful sky, creating a tranquil atmosphere.
Guesthouse in Gloucester

Clay Bank River Front Cottage

FamilyIndoor spacesView

4.93 out of 5 average rating, 121 reviews
Guest favorite
Home in Williamsburg

Williamsburg Retreat

Indoor spacesFamilyQuiet

4.89 out of 5 average rating, 105 reviews
Top guest favorite
A single-story home is positioned on a grassy lot, surrounded by trees and bushes. A wooden staircase leads to the front porch, which is flanked by red shutters on the windows. The roof is gently pitched, and a clear blue sky with scattered clouds is visible above.
Home in Williamsburg

Casita on the Corner

KitchenFamilyWalkability

4.97 out of 5 average rating, 279 reviews
Superhost
A wooden cabin constructed from rich timber is showcased amidst a natural setting. The structure features large windows that allow for natural light and a welcoming porch with sturdy steps leading to the entryway.
Cabin in Williamsburg

Log Cabin - Williamsburg Pet-Friendly, Heated Pool

FamilyIndoor spacesAir conditioning

4.79 out of 5 average rating, 111 reviews
Top guest favorite
A cozy sitting area is highlighted by a floral-patterned couch and a tufted armchair, creating a welcoming space. A small side table with a lamp stands beside the chair, while natural light fills the room through the nearby window.
Cottage in Williamsburg

Coleman Cottage

Indoor spacesFamilyPets

4.9 out of 5 average rating, 285 reviews
Top guest favorite
A cozy bedroom features a king-size bed with crisp white linens and decorative pillows. A large window offers a view of a green space beyond, with a sitting area including a chair and small table. A 50" TV and coffee station are positioned on a wooden dresser.
Condo in Williamsburg

Kingsmill 1bed/1ba on Golf Course 9th Fairway

Indoor spacesKitchenSleep quality

4.95 out of 5 average rating, 221 reviews
Top guest favorite
A tranquil lakeside scene captures two individuals on paddleboards gliding across calm water. Sandy shores are lined with chairs, offering a peaceful spot to relax. In the background, a spacious building features a wraparound deck, providing views of the serene landscape.
Condo in Williamsburg

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

KitchenFamilyWalkability

4.97 out of 5 average rating, 119 reviews
Superhost
A resort pool area is depicted, featuring a vibrant blue swimming pool surrounded by lounge chairs. The brick building in the background is characterized by rows of windows and a variety of green umbrellas, set against a clear blue sky.
Apartment in Williamsburg

Westgate Historic Williamsburg One Bedroom

Indoor spacesFamilyBackyard

4.86 out of 5 average rating, 231 reviews

Family-friendly home rentals with a pool

Guest favorite
A spacious living area is showcased, featuring comfortable seating arrangements including a dark sofa and accent chairs. Natural light is welcomed through large glass doors leading to a balcony, with views of the lush surroundings. A fireplace and modern decor enhance the warm ambience.
Condo in Williamsburg

Cozy 2BR Condo in Williamsburg

KitchenFamilyCondition

4.92 out of 5 average rating, 86 reviews
Guest favorite
A sweeping view of a lush green golf course is presented, featuring gently curving pathways and sand traps. Tall trees provide shade along the course, and a few golfers are visible in the distance, contributing to the serene landscape.
Condo in Williamsburg

Lovely 2 Bedroom Condo in 4Diamond Historic Resort

Indoor spacesFamilyHospitality

4.93 out of 5 average rating, 92 reviews
Top guest favorite
Condo in Williamsburg

WaterVue at Kingsmill

FamilyKitchenParks

4.93 out of 5 average rating, 29 reviews
Guest favorite
The kitchen area features dark cabinetry and stainless steel appliances, including a refrigerator, stove, and microwave. A dining table set for six is adorned with plates and glassware, while a pendant light provides focused illumination above. Textured carpeting adds warmth to the space.
Condo in Williamsburg

Minutes from shopping and theme parks sleeps 6!

KitchenIndoor spacesBathroom

4.96 out of 5 average rating, 23 reviews
Top guest favorite
Condo in Williamsburg

3 Bed, 3 Bath Sleeps 8 in Kingsmill

FamilyKitchenSleep quality

4.98 out of 5 average rating, 41 reviews
Guest favorite
A cozy living area features a sofa accented with orange and gold cushions, complemented by an armchair. A dining table with colorful patterned chairs sits nearby. Natural light enters through a window dressed with soft drapery, while a fireplace and television add functionality to the space.
Townhouse in Williamsburg

Williamsburg Vacation Villages 4BR, 4BA

FamilyIndoor spacesAccess

4.86 out of 5 average rating, 93 reviews
Guest favorite
An indoor pool area features a large, clear blue pool under a vaulted ceiling. Sunlight enters through arched windows, highlighting the spacious surroundings. Several chairs are arranged along the pool's edge, providing comfortable seating for guests to relax.
Condo in Williamsburg

Wyndham Kingsgate 2BR Apartment with Resort Access

FamilyKitchenCheck-in

4.96 out of 5 average rating, 26 reviews
Guest favorite
The resort entrance is marked by a well-maintained sign featuring the name 'The Colonies at Williamsburg.' Surrounding landscaping includes vibrant flowers and greenery, with decorative lanterns positioned on either side, creating a welcoming atmosphere.
Condo in Williamsburg

Williamsburg Colonies Resort, 4BR, 4BA

KitchenIndoor spacesDecor

4.82 out of 5 average rating, 39 reviews

Destinations to explore