
Family-friendly vacation rentals in Williamsburg
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Williamsburg

Total vacation rentals
Explore 1,160 vacation rentals in Williamsburg

Nightly prices starting at
Williamsburg vacation rentals start at G$6,266 GYD per night before taxes and fees

Verified guest reviews
Over 10,390 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
1,090 properties feature pools

Rentals with dedicated workspaces
670 properties have a dedicated workspace

Wi-Fi availability
1,130 of Williamsburg vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Williamsburg rentals

4.7 Average rating
Williamsburg stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Williamsburg
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Eclectic Bungalow 5 mins from Busch & Colonial Wbg
This cozy vintage home is centrally located, just 5 minutes from Colonial Williamsburg & 5 minutes from Busch Gardens. A beautiful blend of classic & modern, your home away from home boasts a large kitchen, full sized laundry, a bathroom with tub, a bedroom with queen bed and desk, a bedroom with two twin beds, & a flex living/bed room that can be closed off featuring a high-end memory foam queen sleeper sofa. Large fenced yard for outdoor fun, it’s the perfect place for your Williamsburg stay!

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.

York River Vacation Home
This lovely, spacious waterfront home is located on the York River in Gloucester County Virginia. It is the perfect get away to enjoy the relaxing sounds and sights of nature. The views are spectacular! Keep an eye out for osprey and dolphins as you enjoy watching the sunrise and set over the water. There is plenty to do! Relax in the salt water pool overlooking the water, bring a pole & fish and crab right off of the private dock, or venture out on the kayaks. 16 ton boat lift, Jet ski lifts.

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 ;)

The Barn at Pond Point - Riverfront Home
The Barn at Pond Point is perfectly situated on the Piankatank River, a salt water arm of the Chesapeake Bay. It shares 19 acres of wooded and waterfront property with the owner's main home. A unique space, Barn was converted from a working horse barn into a residence in the 1980's. With a quarter mile of private, sand beach and a large pool (May-Sept), the Barn is an ideal space for time with family and friends, swimming, hunting for prehistoric shark's teeth, or simply enjoying the view.

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.

Lovely space above barn on a working farm!
Getaway to the country!! Suitable for a 4 adults or families of 5. Wake up to beautiful sunrises. Spend a peaceful day surrounded by farm and wild animals. Enjoy the dark night sky lit with millions of stars after watching the sunset. Above our barn is a two bedroom, one bath living space with a living area open to a kitchen fit for every cook!! Located near Williamsburg, Jamestown and Yorktown, Busch Gardens and Water Country, the Virginia Capitol Trail and 5,217 acre wildlife refuge.

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.

Sarah's Creek Starlight
Beautifully remodeled 1930 Sears Starlight kit home. This cottage is located on the waters of Sarah's Creek, making it just a short drive from Historic Yorktown and Williamsburg. This space is fully furnished with a new kitchen, dining and living areas, 2 bedrooms with queen beds, 1 bedroom with a bunk and one bathroom. No matter what your stay is for you can look forward to the comfort, relaxation and beautiful views this cottage has to offer.
Popular amenities for Williamsburg family-friendly rentals
Family-friendly home rentals with a pool

Westgate Historic Williamsburg One Bedroom

Blue Heron WaterSide

Log Cabin - Williamsburg Pet-Friendly, Heated Pool

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

Cozy Fall Retreat - Creek Views & Fire Pits

Historic Powhatan Resort- 2 bedroom condo!

4BD home w/ game room & pool near Langley & PTC!

Clay Bank River Front Cottage
Family-friendly home rentals with air conditioning

Boho Glam Farm Stay-Right Outside Williamsburg

Modern-farmhouse Retreat

TooFine Lakehouse, pet friendly waterfront cottage

2 Bedroom Stylish Kingsmill condo

Pointe Haven near Historic Yorktown

The Cuckoo's Nest

Williamsburg Retreat

Spacious Home - 4 bedrooms & 3 full bathrooms.
Family-friendly home rentals with Wifi

Luxury Riverfront Condo w/ sunrise & sunset views

Chickahominy Riverside Guest Home By Williamsburg!

The Colonial Cottage

‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi

Stunning Beachfront Cottage on the Chesapeake

Cheerful 2 bedroom townhouse with fireplace

Historic Ware River Cottage at Glebefield

Sunset Retreat *Waterfront / Spacious*
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,317 GYD | G$26,943 GYD | G$30,912 GYD | G$31,121 GYD | G$32,374 GYD | G$35,507 GYD | G$34,671 GYD | G$32,583 GYD | G$29,450 GYD | G$29,241 GYD | G$29,659 GYD | G$25,064 GYD |
| Avg. temp | 5°C | 6°C | 9°C | 15°C | 19°C | 24°C | 26°C | 25°C | 22°C | 16°C | 11°C | 7°C |
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Myrtle Beach Vacation rentals
- Charlotte Vacation rentals
- Ocean City Vacation rentals
- Pittsburgh Vacation rentals
- North Myrtle Beach Vacation rentals
- Virginia Beach Vacation rentals
- Raleigh Vacation rentals
- Jersey City Vacation rentals
- Wilmington Vacation rentals
- Rentals with pools Williamsburg
- Villa rentals Williamsburg
- Rentals with breakfast Williamsburg
- Rentals with beach access Williamsburg
- Rentals with lake access Williamsburg
- Condo rentals Williamsburg
- Cottage rentals Williamsburg
- Apartment rentals Williamsburg
- Hotel rooms Williamsburg
- Resort rentals Williamsburg
- Pet-friendly rentals Williamsburg
- Serviced apartment rentals Williamsburg
- House rentals Williamsburg
- Bed and breakfasts Williamsburg
- Rentals with a hot tub Williamsburg
- Rentals with a sauna Williamsburg
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Pocahontas State Park
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Greater Richmond Convention Center
- Old Dominion University
- Regent University
- Brown's Island
- First Landing Beach
- Neptune's Park
- Forest Hill Park
- The National
- Colonial Williamsburg's Merchants Square
- Libby Hill Park
- Virginia Holocaust Museum
- The Mariners' Museum
- The Poe Museum
- Town Point Park





