Family-friendly vacation rentals in Williamsburg

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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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Guest favorite

Home in Williamsburg

4.92 out of 5 average rating, 164 reviews

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 ;)

Mar 28 – Apr 4

ﺩ.ﺇ1,808 per night

Guest favorite

Apartment in Hampton

4.96 out of 5 average rating, 364 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!

Mar 28 – Apr 4

ﺩ.ﺇ508 per night

Guest favorite

Guest suite in Carrollton

4.98 out of 5 average rating, 161 reviews

2BR 1BA Spacious Guest Suite, Woods & Water Views

NO CLEANING FEES! ONLY YOU/YOUR TRAVEL COMPANION ARE GUESTS in the private, in home, upstairs 2 BR 1 BATH GUEST SUITE W/MINI-KITCHEN. 1 guest per bedroom, ONLY (see “ACCOMMODATIONS POLICY” below). Nothing fancy, but clean, pretty. & relaxingly comfy. Serene, wooded, retreat- like setting on a small lake w/wildlife. Centrally located. Visit Williamsburg one day & VA Beach the next. Near Smithfield, Newport News, universities & military bases. Discount for active military & nurses.

Sep 3 – 10

ﺩ.ﺇ433 per night

Guest favorite

Home in Deltaville

5.0 out of 5 average rating, 104 reviews

"No Bad Days" in this Fabulous Beachhouse w/ Dock!

You'll have "No Bad Days" in this beautiful beachfront home on the Rappahannock River with 123' of private beach and private dock with jetski lift. This stylish, comfortable home is well equipped with many inside and outdoor amenities. Watch sunset at the outdoor firepit table or choose the indoor fireplace in colder months. High speed internet and Smart TVs keep you connected while you kayak, bike, fish and enjoy river living at its finest. The town of Deltaville is 2 miles away.

Dec 15 – 22

ﺩ.ﺇ1,235 per night

Guest favorite

Home in Gloucester Courthouse

4.91 out of 5 average rating, 235 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.

Mar 31 – Apr 7

ﺩ.ﺇ850 per night

Guest favorite

Farm stay in Williamsburg

4.96 out of 5 average rating, 319 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.

Dec 30 – Jan 6

ﺩ.ﺇ712 per night

Guest favorite

Cottage in Gloucester Courthouse

4.98 out of 5 average rating, 195 reviews

Historic Ware River Cottage at Glebefield

Come visit this quiet and peaceful setting on the Ware River in historic Gloucester VA. The cottage sits on a 65 acre waterfront property. This fully updated cozy cottage is a great home base for exploring Williamsburg, Yorktown, Jamestown and Richmond. Pets are welcome with a small fee and pre-approval. There are serval buildings and gardens to enjoy so please take note of the picture captions for details on the cottage and other dependencies.

Jan 20 – 27

ﺩ.ﺇ610 per night

Guest favorite

Home in Williamsburg

4.97 out of 5 average rating, 178 reviews

Casita on the Corner

Our cozy little 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. This area is rich with historical sites. Be sure to visit Colonial Williamsburg, Jamestown and Yorktown. Take a tour on The Colonial Parkway or If you are a cyclist bring your bike and ride the Capitol trail or hit the trails at Freedom Park or New Quarter Park.

Jan 12 – 19

ﺩ.ﺇ474 per night

Superhost

Apartment in Williamsburg

4.82 out of 5 average rating, 146 reviews

Westgate Historic Williamsburg One Bedroom

Offering a one bedroom apartment in Westgate Historic Williamsburg Resort with a king size bed, sofa bed and full kitchen. This fabulous resort has fantastic amenities and is a great location to visit the area attractions such as Colonial Williamsburg, Busch Gardens Williamsburg and Water Country USA. A great location to visit the local attractions.

Feb 19 – 26

ﺩ.ﺇ493 per night

Guest favorite

Apartment in Gloucester Courthouse

4.96 out of 5 average rating, 106 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.

Dec 10 – 17

ﺩ.ﺇ519 per night

Superhost

Cottage in Williamsburg

4.84 out of 5 average rating, 515 reviews

The Colonial Cottage

This is a cottage style house with unique features located in the heart of Colonial Williamsburg and close to area attractions, including Colonial Williamsburg, Busch Gardens, Water Country USA and The College of William & Mary. Walking distance to farmer's market, supermarket, 7-Eleven, the famous 5 Forks Cafe'.

Oct 14 – 21

ﺩ.ﺇ867 per night

Guest favorite

Cabin in Deltaville

4.97 out of 5 average rating, 254 reviews

"The Little Red Cabin" aka The Galley

Called the "The Galley". This is the first cabin built on the property. Right on the water with views of the Bay and beach. Galley kitchen, bedroom, small bathroom with shower, family room with a fireplace and dining area. Big screened in porch w/ fabulous breezes. Literally, right on the water!!! NO PETS.

Apr 29 – May 6

ﺩ.ﺇ406 per night