
Family-friendly holiday rentals in James City County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in James City County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Chickahominy Riverside Guest Home By Williamsburg!
Our river-side guest house has everything you will need to enjoy your getaway! Enjoy the river, dock, 2 kayaks, paddle boards, 1 canoe, large game room, portable fire pit, playground, zip-line, 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.

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.

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 ;)

The Nook
Enjoy a getaway in this cozy 1 bedroom apartment attached to a classic 1940s Cape Cod home minutes from Colonial Williamsburg and Jamestown. You'll be within biking distance to many local attractions such as Williamsburg Winery, Jamestown Island, Jamestown Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The Nook was completely refinished in 2020. Need more space or traveling with a group? Inquire about our other units.

Hutch's Bluff - Waterfront near Williamsburg
Charming riverfront A-Frame home on 2 acres overlooking the Chickahominy River. Completely updated interior, including all furnishings and appliances. Wake in a King bed loft space with a majestic view of the river, or choose one of the two Queen bedrooms below. First floor all tile bathroom with a walk in shower. Stainless appliances and granite countertops. Bring your fishing gear, relax at the end of the pier, or enjoy the views from the large deck and fire pit.

Freedom Cottage /King Bed-Jamestown/ Busch Gardens
The Freedom Cottage is a charming little cottage comfortable for four can fit 5 with the sofa bed. You're minutes away from Freedom Park, The Premium Outlets, Jamestown Settlement and 15 minutes from Colonial Williamsburg, Busch Gardens and Water Country. The Williamsburg Winery is also well within reach of our home! Our place offers maximum utility and privacy! We ensure to sanitize every surface, wash every towel and replace every sheet after each guest.

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.

Farm Stay - Guest Suite w/ Private Entrance
Ready to add some adventure (and a few new animal friends) to your Williamsburg trip? Stay at our cozy little farm, where the coffee’s hot, and the chickens absolutely want to know all your secrets. Watch amazing sunrises, sunsets and starry skies that’ll make you forget about city life. Bonus: we have goats and a couple of obnoxious geese. Fresh air, curious critters, and total relaxation—all just 15 minutes from Williamsburg.

Creekside Guesthouse - Dock and Pool on 10 acres
With stunning views overlooking Bland Creek, this guesthouse is the perfect place to unwind or start your adventure. This two-bedroom apartment is nestled high in the treetops, perfectly situated on 10 acres of wooded and coastal beauty. When the time comes to explore, guests are only minutes away from eclectic shopping and dining in historic downtown Gloucester, with Williamsburg and Richmond an easy 45 minutes away.

Casita on the Corner
The Casita is a cozy 2 bedroom, one bath, small dog friendly home is on a corner lot in a family friendly neighborhood just minutes from major attractions like Busch Gardens-Water Country. The area is rich with historical sites. Be sure to visit Colonial Williamsburg, Jamestown and Yorktown. There is a shopping center with a Grocery store and restaurants within walking distance from the property.

Cozy Single Family Home
Enjoy a little bit of home away from home in our 120 year old fully refurbished house. Property is centrally located with just an 8 minute drive to Historic Colonial Williamsburg, 2 minute drive to Route 199 access, 2 minute drive to the Williamsburg Winery, and 15 minute drive to Busch Gardens. Have morning coffee on the front porch or a BBQ on the back.

*Charming 2BR *Patio *Prime Location *Family Fun!
Come relax in our charming guest suite! Perfect for families, we are minutes from the Jamestown Settlement, Colonial Williamsburg, Busch Gardens, and much more. The guest suite is attached to the main house, but has private entry, patio, driveway, and parking. The home sits on 2 acres, and is surrounded by majestic oak trees.
Popular amenities for James City County family-friendly rentals
Family-friendly home rentals with a hot tub

Historic Powhatan Resort 2 Bdrm! Sleeps 6

3bdr Williamsburg Townhouse, sleeps 8

Great value! Popular Powhatan Resort 2BDR

Cozy studio suite near Williamsburg historic area.

Kingsgate Resort 3 Bedroom Lockoff

Kingsgate Resort 2 Bedroom

Williamsburg King's Creek Plantation 1BR, 1BA Unit

King beds 3 bdrm resort activity
Family- and pet-friendly home rentals

Tiny Red Barn on The Reservoir-Near Williamsburg

Serenity Over 5 Acres: Historic Triangle Haven

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

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

Charming Beach-Style Stay – Near All the Action!

Williamsburg Hide-A-Way Creekside

Westgate Historic Williamsburg One Bedroom

Analog Private Beach on 10 Acres
Family-friendly home rentals with a pool

2-Bedroom Vacation Village at Williamsburg Resort

The Serene Retreat; 2 bedrooms & 2 full baths

Wyndham Governor's Green, 2 BR Deluxe

Club Wyndham Kingsgate One-Bedroom Condo

*Historic Powhatan Resort- 2 bedroom

Calm & Beautiful

Cozy 2BR Condo in Williamsburg

Relax in Style: 1BR Condo w/ Balcony at Wyndham GG
Destinations to explore
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- Waterfront rentals James City County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Carytown
- Water Country USA
- Haven Beach
- Pocahontas State Park
- Buckroe Beach and Park
- Brown's Island
- Jamestown Settlement
- Grandview Beach
- Bethel Beach
- Outlook Beach
- Kiptopeke Beach
- Royal New Kent Golf Club
- Norfolk Botanical Garden
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Cape Charles Beachfront
- James River Country Club
- Wilkins Beach
- The Country Club of Virginia - James River
- Little Creek Beach
- Sarah Constant Beach Park




