
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.

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

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.

Historic Powhatan Resort- 2 bedroom condo!
Peacefully situated amid 256 acres of rolling woodland hills, and boasting all the character of a distinguished manor house, The Historic Powhatan Resort captures the essence of its Colonial surroundings. Sumptuous, spacious accommodations offer a private balcony, loft and hot tub. Originally built circa 1735, this restored manor house offers a serene getaway during any season.

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

3bdr Williamsburg Townhouse, sleeps 8

Great value! Popular Powhatan Resort 2BDR

Charming 1BR Colonial Condo at Wyndham Kingsgate

Vacation Village at Williamsburg

Kingsgate Resort 2 Bedroom

Kingsgate 2BR Dlx w/Full Kitchen, Washer & Dryer

*Historic Powhatan Resort- 2 bedroom

KIngsgate 1 Bedroom
Family- and pet-friendly home rentals

Tiny Red Barn on The Reservoir-Near Williamsburg

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

Historic Capitol Landing 3BR/2Ba home
Family-friendly home rentals with a pool

Historic Powhatan Resort 2 Bdrm! Sleeps 6

Explore Williamsburg

Wyndham Kingsgate, 2 BR Deluxe

Marriott Manor Club Luxury Studio sleeps 4

Wyndham Patriots Place | 1BR/1BA King Bed Suite

Patriots Place 2 BEDroom

Wyndham Patriots Place | King Bed Studio

Calm & Beautiful
Destinations to explore
- Rentals with an EV charger James City County
- Rentals with a firepit James City County
- Bed and breakfasts James City County
- Serviced apartment rentals James City County
- Flat rentals James City County
- Waterfront rentals James City County
- Apartment rentals James City County
- Rentals with a fireplace James City County
- Pet-friendly rentals James City County
- House rentals James City County
- Townhouse rentals James City County
- Rentals with breakfast James City County
- Rentals with a kayak James City County
- Rentals with outdoor seating James City County
- Rentals with beach access James City County
- Rentals with a patio James City County
- Fitness-friendly rentals James City County
- Hotel rentals James City County
- Rentals with a washing machine and dryer James City County
- Rentals with lake access James City County
- Rentals with a sauna James City County
- Rentals with a cinema James City County
- Villa rentals James City County
- Cottage rentals James City County
- Rentals with a hot tub James City County
- Resort rentals James City County
- Rentals with pools 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
- Buckroe Beach and Park
- Pocahontas State Park
- Brown's Island
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Outlook Beach
- Royal New Kent Golf Club
- Kiptopeke Beach
- Norfolk Botanical Garden
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Cape Charles Beachfront
- James River Country Club
- Wilkins Beach
- Little Creek Beach
- The Country Club of Virginia - James River
- Sarah Constant Beach Park