Family-friendly vacation rentals in Williamsburg

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Williamsburg

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

A charming beach house is presented, featuring a simple white exterior and a well-maintained landscape. The entryway is framed by two small trees, with a pathway leading to a front door. A wooden fence encloses the yard, enhancing the inviting and peaceful ambiance.

Home in Virginia Beach

4.87 out of 5 average rating, 101 reviews

The Happy Place-Quiet, North End 1 block to ocean!

Nicest area in VA Beach & 5 minute walk to the beach! Enjoy a private, peaceful, vintage beach house and fully fenced yard in exclusive North End's quiet family neighborhood! Away from the crowds w/ easy access to everything. Great for surfing, swimming, walking, biking (1st State Landing park nearby), kayaking, fishing, dreaming, or reading. Cul-de-sac location. Detached house with dog-friendly yard! Comes w/ sheets & towels, 3 bikes, surfboard, beach chairs, buggy & umbrella. Equipped kitchen.

Guest favorite

The large Victorian home is showcased with a symmetrical facade, featuring multiple gabled roofs and large bay windows. A covered porch with white columns frames the entrance, while a manicured landscape adds to the charm of the exterior.

Home in Cape Charles

4.86 out of 5 average rating, 151 reviews

Family Rental Close to Beach

Large Victorian home one block from the center of town in Cape Charles. One of only a handful of rentals with FIVE bedrooms. Features renovated bathrooms w/ oversized showers and endless hot water. Walking distance to beach, park, restaurants, shops and more. Large three-story layout with living room, dining room, kitchen, three porches and nine beds. Kitchen is equipped and linens are included. The house is completely outfitted - with high speed internet, Apple TV, YouTube TV and Sonos Stereo.

Guest favorite

Home in Cape Charles

4.98 out of 5 average rating, 126 reviews

Family Reunion on the Bay

2020 prices through 2025! Unpretentious, clean & family-friendly. Bright open-plan home for easy living. Generous seating throughout. Loads of games, toys. Ideal for extended families. Side-door ramp, 1st-floor ADA bedroom, step-in shower w/seat & grab bar nearby. Backyard fire pit, picnic tables, grill, corn hole. Free firewood, propane, stand-up paddleboard, beach chairs & toys. IMPORTANT NOTES: 1. Absolutely NO PETS ALLOWED! ($750 fine) 2. Only weekly, Sat.-to-Sat. rentals June thru Aug. 30.

Top guest favorite

An aerial view of a two-story home with a red roof, surrounded by lush green lawns. A sparkling pool is situated in the backyard, accompanied by lounge chairs, a patio area, and a gazebo. The property features a well-maintained outdoor space with nearby landscaping.

Apartment in Hampton

4.96 out of 5 average rating, 378 reviews

"Shangri-La", of Hampton, Virginia

2nd story 1200 square foot apartment with 2 BR's, Wi-Fi, microwave, fridge and bar with sink. Walk in glass enclosed shower & soaker tub. Private deck with gas grill down the spiral stairs below on ground level patio. Pool table in BnB. We share our pool with our BnB guests seasonally. Please inquire about pool availability if important to your booking. Local history, sites, nature and beaches abound. Security cameras surround the exterior of our home for our protection as well as yours!

Top guest favorite

The living area is furnished with a spacious sectional couch and a coffee table, providing a comfortable space for relaxation. Natural light fills the room through a window adorned with sheer curtains. A dresser and a flat-screen TV complete the inviting layout.

Home in Virginia Beach

4.9 out of 5 average rating, 384 reviews

Pet friendly 3 bedroom beach house

Welcome to your perfect vacation getaway! This remodeled 3-bed, 2.5-bath ranch house is just a mile away from the ocean front. It's an ideal destination for families, friends & pets. Bedrooms are equipped with comfy beds. Pet-Friendly: The spacious backyard and deck are perfect for playtime and relaxation. Great location close to shopping and restaurants. You’ll feel right at home in this safe neighborhood. Please note: No parties. Only 9 people are allowed at the house at any time

Guest favorite

A serene waterfront view showcases a gently sloping yard leading to a wooden dock. A well-maintained path lined with decorative rocks is seen, along with lush greenery and trees bordering the water's edge, inviting relaxation in a tranquil outdoor setting.

Home in Lanexa

4.96 out of 5 average rating, 203 reviews

Williamsburg Hide-A-Way Creekside

Cozy home, updated decor, full kitchen, 3 bedrooms (all Queen beds), 2 baths overlooking a gorgeous creek that is too beautiful to describe. Minutes from Colonial Williamsburg, Busch Gardens yet rural, private and quaint. Screened, 3 season porch with heat and A/C, gated deck for kids and pet containment, propane grill, fire table, swing set, boat ramp, kayaks. Enjoy a totally relaxing experience with homelike accommodations. **Pet friendly upon owner approval of breed, age, etc.

Guest favorite

A welcoming porch features a comfortable seating area with decorative pillows on a sofa. String lights create a soft glow overhead. Potted plants add greenery, while a sign displaying 'welcome' enhances the inviting ambiance. The door is framed by two lantern-style light fixtures.

Home in Gloucester Courthouse

4.91 out of 5 average rating, 257 reviews

"Queen Bee “ WATERVIEW & WALK TO ACCESS the River

Step back to the yester years' simple life with all of the modern day conveniences of now at 'Family Tides'. Enjoy water views from the home, and water access to the private, guests-only/shared with my other rentals sand beach is just steps away (less than 1 minute walk). Kayak, Canoe, or swim in the river, or play on the sand beach. Great escape from the city life as this River View Farmhouse is just a short drive to Williamsburg, Richmond, & Northern Virginia.

Guest favorite

A well-lit living area features a gray sofa positioned next to a cozy chair, with a yellow accent pillow adding a touch of color. Light streams through large windows with plantation shutters, illuminating the open layout that connects to a modern kitchen with granite countertops.

Condo in Virginia Beach

4.94 out of 5 average rating, 283 reviews

Beach Condo Block Off Boardwalk

Come enjoy everything Virginia Beach has to offer. Our condo has all of the comforts of home and accommodates 4 adults or perfect for families. Bedroom has a king size bed and living room has sofa that pulls out into a full size sofa bed. TVs in both rooms. The Boardwalk, Shopping, Restaurants, Amusement parks, and many more activities are all within walking distance. There is plenty to do for the whole family. Come have a relaxing and fun vacation at the beach.

Top guest favorite

A charming two-story blue house is framed by a white picket fence and a neatly maintained lawn. A paved walkway leads to the front door, flanked by two small potted plants. The upper level features a staircase that leads to a balcony area.

Cottage in Norfolk

4.97 out of 5 average rating, 239 reviews

Positano Villa

This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.

Guest favorite

An inviting entrance shows a white picket fence adorned with a heart-shaped wreath. Climbing white flowers create an archway over the gate, leading into a well-maintained grassy area. A covered porch is visible in the background, enhancing the outdoor charm.

Home in Chic's Beach

4.79 out of 5 average rating, 143 reviews

Quaint 2 Bedroom Cottage in Chicks Beach

2 bedroom 1 bathroom quaint cottage, walking distance only 2 blocks to the beach . The beach is great for families with children . This unit is connected to a 1 bedroom unit . Back yard has a single detached unit also . Great for small families. There is a fenced in front yard Back yard and laundry area is shared with guest suite next door. 2 Car max allowed $100 pet fee with pre approval. Starting June 25th 7 night min check in on Friday only !

Guest favorite

A view from the kitchen showcases modern finishes, including a stainless-steel sink and wooden countertop. An inviting sitting area is visible, featuring a light blue chair and greenery, leading to a deck with outdoor seating visible through the window.

Home in Virginia Beach

4.96 out of 5 average rating, 320 reviews

Lakeside Oasis - Walk 2 everything! 3Blocks2Beach

Beautiful lakefront townhome located 3 blocks from the beach - walking distance to ocean, boardwalk, best restaurants in Virginia Beach, shopping & entertainment! Perfect for groups of 6 or less. 2 large bedroom suites - great for friends/families that want to get away together yet still have their own space. We provide complimentary beach chairs, umbrella, cooler & boogie boards. Just bring the sunscreen!

Top guest favorite

A view of Historic Main Street highlights brick and wooden buildings under a clear blue sky. Floral arrangements hang from a nearby lamppost, while storefronts invite passersby with signage promoting local activities. The scene conveys a vibrant community atmosphere with greenery lining the street.

Apartment in Gloucester Courthouse

4.96 out of 5 average rating, 126 reviews

Right on Main St! Shops, Arts, Dining and More!

A Completely Renovated Condo on Historic Main Street in Gloucester, Virginia. Art Center right next door, shops, spa, dining and more all a short walk down the street! Condo features a Queen Bedroom w/ Walk-in Closet, Living Area with Pull-out Sleepsofa, Kitchen w/ Bar Seating, Laundry room with full-size washer and dryer, 1 Full Bathroom.

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What guests are saying

"The Little Red Cabin" aka The Galley

4.97 out of 5 average rating, 284 reviews1 week ago

This is my favorite vacation place. The little red cabin is adorable and is the perfect place to stay. It is so peaceful and the views are amazing. The hosts are absolutely wonderful. I’m already planning the next vacation and am counting down the days until we can come back.

Cabin in Deltaville

What guests are saying

4BR/4BA perfect for BIG families! Near attractions

5 out of 5 average rating, 8 reviews12 months ago

We got a combined two floor apartment (end unit so it was very private) with plenty of space for each of my friends to have their own beds. The back porch and patio were very private and had a beautiful view of the backyard. I would highly recommend this listing!

Townhouse in Williamsburg

What guests are saying

Serene Sauna Retreat + Chefs Kitchen + Luxury Bath

4.89 out of 5 average rating, 112 reviews3 months ago

This home was the perfect fit for our large group of 14. We stayed over the Christmas holiday and the place was very accommodating! Larkin was very responsive and helped out immediately with any questions we had. The kitchen was fully stocked and all the beds were comfortable. There were plenty of towels and blankets, dishes, etc. for our entire group. The location is a small quaint town. The Blue Crab down the street had some delicious food but other than that there isn’t much around so you definitely need to hit up the store. The Food Lion is less than 10min away for groceries. Williamsburg is 30min away and Yorktown about 45min away- we visited both towns to explore. Overall a marvelous stay!

Home in West Point

What guests are saying

The Beach Nest. Walk to oceanfront.

4.99 out of 5 average rating, 159 reviews6 months ago

How lucky my wife and I were to find the Beach Nest in Virginia Beach. The location is beautifully appointed and perfect for a couple looking to be near the beach, restaurants and all that the strip has to offer. The attention to detail with the accommodations was second to none. A 5 star experience. Ted and Lori were such a nice couple and provided us ample information for entertainment and dining in the area. Highly recommended.

Cottage in Virginia Beach

What guests are saying

Historic Capitol Landing 3BR/2Ba home

4.78 out of 5 average rating, 105 reviews3 months ago

We had a wonderful time staying at the Little House for our Christmas vacation. It was like staying in a bit of history while we explored Williamsburg, Jamestown, and Yorktown. The location was smack-dab in the middle of everything we wanted to see making it super convenient. Spence was a very responsive and helpful host, making himself available if needed. We always have to travel with our special needs house chicken due to her deformity and hand-feeding requirements, which can make finding a property and understanding host challenging. Spence was completely understanding and treated her like any other pet asking us to just keep her off the furniture. We would absolutely stay again if we visit the area.

Home in Williamsburg

What guests are saying

3 BR Cottage on Mallardee Farm in Williamsburg

4.96 out of 5 average rating, 352 reviews2 weeks ago

What a wonderful experience! Loved how beautiful and peaceful the houses setting was. The animals were so fun, and being able to walk around the property was fabulous. The house was comfortable and had everything we needed. Kelly was warm and friendly, and made us feel right at home. Great experience, hope to visit again.😊

Farm stay in Williamsburg