Family-friendly vacation rentals in Williamsburg

A bright living area features a light-colored couch with decorative pillows, complemented by a rustic trunk coffee table. A blue front door can be seen, inviting natural light into the space. Framed botanical prints are displayed on the walls, enhancing the cozy atmosphere.

4.98 out of 5 average rating, 176 reviews

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!

Guesthouse in Gloucester County

A winding gravel pathway is illuminated by soft lighting, bordered by lush greenery. String lights are hung above, casting a warm glow over the area, which is surrounded by trees and plantings. A staircase leads to an elevated area in the background.

4.98 out of 5 average rating, 202 reviews

Modern Cabin w/ Hot Tub, Fire Pit, Creekside views

Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

4.97 out of 5 average rating, 153 reviews

A two-story blue home is surrounded by trees, featuring a spacious deck with railings accessible from the upper level. A gravel patio area with chairs and a fire pit is visible on the ground level, complemented by neatly maintained greenery.

Home in Gloucester Point

Charming coastal home w/ outdoor area and river views

Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the Williamsburg historic triangle (Busch Gardens), or just take it easy around the house and enjoy the outdoor area, the choice is yours.

The historic house is framed by a white picket fence, accented by snow-covered grounds and trees. Its traditional architecture features a steep roof and dormer windows, with green shutters enhancing the classic look. The house appears inviting amidst a serene winter landscape.

5 out of 5 average rating, 122 reviews

History Art and Nature-110 Acres of Ancient Forest

WILLIAMSBURG AREA, SURRY, VA. 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 winding through the ancient forest. A true hands-on historical experience surrounded by nature. 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.

Farm stay in Charles City

The exterior of a large black barn is shown under a clear blue sky. Two wooden doors are open, revealing a welcoming entrance. Flower pots are arranged along the path, while two wooden chairs are positioned in front, inviting relaxation amidst a tranquil rural setting.

4.99 out of 5 average rating, 139 reviews

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.

4.97 out of 5 average rating, 258 reviews

A charming cottage is set against a backdrop of tall trees, showcasing a light-colored exterior. A welcoming front porch features comfortable seating and an American flag. The landscaped yard includes potted plants and a gravel pathway leading to the entrance.

Cottage in Gloucester

"Bee Haven" Cottage Retreat

Curious about what makes Gloucester so wonderful? Live like a local at "Bee Haven Retreat" and find out for yourself at our newly renovated 2 bedroom cottage. Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our street is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

The exterior of a cozy apartment is depicted, featuring a white facade with green shutters. A small porch is visible, accompanied by a sign indicating the apartment's name. Lush greenery and floral plants frame the entrance, while a gravel pathway leads to the door.

4.84 out of 5 average rating, 479 reviews

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.

Guesthouse in Williamsburg

4.98 out of 5 average rating, 407 reviews

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.

Farm stay in Williamsburg

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.

4.97 out of 5 average rating, 388 reviews

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.

4.95 out of 5 average rating, 312 reviews

A cozy bedroom features a spacious bed adorned with a floral quilt. Nightstands with lamps sit on either side, offering soft lighting. Artwork in warm tones is displayed on the walls, complemented by a vintage mirror above the headboard. A comfortable seating area is visible in one corner.

Farm stay in Toano

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 homestead, where the coffee’s hot and the chickens are nosey. Watch amazing sunrises, sunsets and starry skies that’ll make you forget about city life. We also have goats and a couple of obnoxious geese to meet (if you want). Slow down, savor the countryside, and reconnect all while being only 15 minutes from Williamsburg.

4.99 out of 5 average rating, 166 reviews

An open-concept living area features a spacious sectional sofa and a large TV mounted on the wall. The kitchen island, with seating for four, is equipped with modern appliances and stylish finishes, providing a clean and functional space for cooking and gathering.

Home in Gloucester Point

Pointe Haven near Historic Yorktown

Discover the perfect blend of comfort and convenience at Pointe Haven. This newly remodeled 3-bedroom, 1-bath home offers a warm and inviting atmosphere for your stay in the heart of Virginia's Historic Triangle. Just 3 miles from Historic Yorktown and a short drive to the excitement of Busch Gardens and Colonial Williamsburg, Pointe Haven is your ideal retreat to relax and recharge between adventures.

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.

4.97 out of 5 average rating, 249 reviews

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.

Popular amenities for Williamsburg family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5 out of 5 average rating, 4 reviews

1BR Suite in Williamsburg @ All Inclusive Resort!

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.

4.85 out of 5 average rating, 174 reviews

Westgate Historic Williamsburg One Bedroom

A row of three-story apartment buildings reflects beautifully on the calm surface of a pond. A decorative fountain adds a serene element to the landscape, while green grass surrounds the water's edge, enhancing the natural setting.

5 out of 5 average rating, 41 reviews

Fabulous 1 bedroom suite - Kingsgate, Williamsburg

The image depicts a Colonial-style resort building featuring two sections with light blue and gray siding. Lush greenery surrounds the property, with well-maintained landscaping visible. A pathway leads to the entrance, enhancing accessibility to the inviting façade.

5 out of 5 average rating, 16 reviews

Kingsgate 2BR w/ Kitchen

4.76 out of 5 average rating, 21 reviews

An indoor swimming pool is featured with clear, blue water reflecting the vaulted ceiling. Lounge chairs line the poolside, and large windows provide ample natural light while offering views of the exterior.

Resort in Williamsburg

Charming 1BR Colonial Condo at Wyndham Kingsgate

A row of two-story buildings showcases a mix of soft grey and white siding. Lush green lawns are bordered by well-manicured shrubbery, with vibrant trees adding color. The open sky above features scattered clouds, enhancing the sense of space around the structures.

4.93 out of 5 average rating, 100 reviews

*Historic Powhatan Resort- 2 bedroom

A spacious bed, adorned with crisp white linens and decorative pillows, occupies the center of the room. A wooden headboard adds warmth, while a bedside lamp offers soft lighting. Natural light filters through a large window, framed by patterned curtains.

5 out of 5 average rating, 8 reviews

Chic Urban Living: 1BR in Kingsgate!

Place to stay in Williamsburg

A historic brick house is set against a bright blue sky. Colorful flower beds adorned with blooming yellow, purple, and white flowers surround the front lawn. Tall trees provide shade, creating a serene landscape in which the home stands prominently.

5 out of 5 average rating, 6 reviews

Historic Powhatan Resort 2BR No Fee

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 130 reviews

A modern house stands amidst a lush green landscape, featuring a combination of dark and light exterior finishes. Large windows allow natural light to flood in, with a stone path leading to the entryway. The surrounding area is filled with trees, enhancing the home's natural setting.

Home in Toano

Serenity Over 5 Acres: Historic Triangle Haven

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.

4.96 out of 5 average rating, 114 reviews

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

4.96 out of 5 average rating, 209 reviews

A unique cabin design features a distinctive red wheelhouse structure connected to a spacious gray exterior. A wooden deck surrounds the cabin, with outdoor seating and a patio umbrella visible. The setting is surrounded by trees, creating a serene, woodsy atmosphere.

Tiny home in Deltaville

Nan's Place aka Down Easter

4.91 out of 5 average rating, 211 reviews

A living area features a dark sectional sofa with a decorative pillow and a coffee table with a patterned surface. A soft area rug covers the hardwood floor. Light flows in through glass doors that lead to an outdoor space, while ceiling fans provide additional comfort.

Home in East Ocean View

@Whit’s End? Come in and Relax

A dining area is set with a round table surrounded by eight upholstered chairs. The walls are painted in a calming blue, and large windows allow natural light to fill the space. In the background, a kitchen can be seen, featuring a modern layout.

4.86 out of 5 average rating, 305 reviews

Bamboo Bungalo Duplex Near Busch Gardens

4.93 out of 5 average rating, 161 reviews

A light-colored leather sofa is positioned in a cozy seating area, accompanied by two matching side tables with soft green lamps. A decorative clock is mounted on the wall, and a coffee table with magazines sits in the center, enhancing the inviting space.

Home in Newport News

Relax! Refreshing 3 bedroom Rancher

4.98 out of 5 average rating, 117 reviews

The dining area features a wooden table surrounded by metal chairs, set near a sliding glass door leading to a deck. A centerpiece of purple flowers adds a touch of color. Modern light fixtures hang above, providing ample illumination.

Home in Charles City

Cap 2 Cap Cottage VA Capital Trail Charles City

The open-concept living space is shown, featuring a comfortable seating area with a queen sleeper sofa and two armchairs. A wood-burning fireplace is adjacent to the large TV, while a dining table is set for six. Wall-to-wall glass doors provide views of the outdoors.

4.93 out of 5 average rating, 138 reviews

Kingsmill 2bd2ba Condo on Golf Course 9th Fairway!

Family-friendly home rentals with a pool

An aerial view showcases a recreational area featuring a large swimming pool surrounded by lounge chairs. Adjacent, a miniature golf course is outlined by vibrant greenery, complemented by tennis courts and playground structures. The overall setting is designed for leisure and enjoyment.

4.93 out of 5 average rating, 42 reviews

Kingsgate 1 BedrooM

A charming white house is framed by lush green trees and shrubs. The exterior features blue shutters on multiple windows, contributing to an inviting appearance. A well-kept front yard enhances the overall tranquil setting.

4.78 out of 5 average rating, 9 reviews

KINgsgate 1 Bedroom

Aerial view of the Wyndham Governor’s Green resort showcases lush green grounds and a serene pond. The outdoor swimming pool is highlighted alongside a spacious building featuring multiple balconies. A fountain in the pond adds a tranquil touch to the landscape.

5 out of 5 average rating, 16 reviews

Wyndham Governor's Green, 2 BR Deluxe

5 out of 5 average rating, 4 reviews

Kingsgate Resort 3 Bedroom Lockoff

An indoor swimming pool area is featured, with a clear blue water surface reflecting light. Tall glass walls allow natural light to illuminate the space, creating a bright atmosphere. Lounge chairs are neatly arranged along the poolside, offering relaxation options for guests.

4.83 out of 5 average rating, 6 reviews

Charming 1BR Colonial Condo at Wyndham Kingsgate

A spacious bedroom features a light blue accent wall and a large white bed with a decorative throw blanket. On either side of the bed, stylish lamps provide soft lighting, and a colorful pillow adds a subtle pop of color.

5 out of 5 average rating, 4 reviews

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

A spacious resort is displayed beside a serene lake, featuring a central pool area surrounded by lounge chairs. A water fountain creates a gentle spray in the foreground, while well-maintained lawns lead to the buildings that house various amenities.

4.96 out of 5 average rating, 27 reviews

Relax in Style: 2BR Condo w/ Balcony at CW Governo

An indoor swimming pool is surrounded by large arched windows, allowing natural light to fill the space. Light blue walls complement the tranquil water, while rows of chairs line the pool's perimeter. The ceiling features wooden beams, enhancing the open feel of the area.