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.
Vacation rentals for every style
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Popular amenities for Williamsburg family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in Williamsburg
5 out of 5 average rating, 3 reviewsThe Historic Powhatan Resort 1BD
This was an amazing place! We loved the clean, comfortable rooms, the service was great, the pool and mini golf were so fun! And location- perfect!!
Townhouse in Williamsburg
4.86 out of 5 average rating, 76 reviewsWilliamsburg Plantation 4BR, 4BA
We wanted to bring our children to colonial Williamsburg and Andy’s place was a great location to stay— very close to colonial Williamsburg, grocery stores, shopping, etc. It was clean and the resort had some nice amenities for kids (pool, movie library, small playground). The only things that weren’t great were the pillows on the beds (the whole family agreed we would have slept better with nicer pillows!), not knowing beforehand that the 4-bedroom unit was actually 2 units on top of each other, and how small the kitchen was. But for the price we paid, we were very happy— and we were glad for how clean it was and how easy it was to find.
Home in Lancaster
4.61 out of 5 average rating, 18 reviewsSpend Thanksgiving at the bay! Hot tub,water views
We had a great week staying at Cindy’s beautiful home. The views were spectacular and the dock, fishing, pool, crab traps, kayaks, and more kept our 6 active kids occupied the entire time. The home is very spacious and well stocked, and Cindy was very helpful and responsive. Our group was 6 adults and 6 kids total and we had plenty of room. We loved riding bikes/walking to the marina and had a delicious date night at the Black Duck restaurant which is right there. We would highly recommend this peaceful getaway! We definitely hope to be back!
Home in Williamsburg
Stand Alone 3 Bedroom Cottage
Seamless transaction. Clean place, AC was nice and cold. The extra bathrooms and showers were great! Plenty of space for my big family.
Condo in Williamsburg
4.94 out of 5 average rating, 36 reviewsMarriott's Manor Club Ford's Colony 2BD Villa Slee
The location was perfectly situated within the historic triangle and the closest to the Jamestown area. The king beds were comfortable and each room was spacious. Our kids (12 & 14) were always entertained with the amenities of the resort. They shot hoops, played pickleball, putt-putted, threw horseshoes, tossed cornhole bags, and competed in ping pong. All the pools were nice as well. The restaurant at the main pool was convenient. We loved their flatbreads.
Serviced apartment in Williamsburg
4.89 out of 5 average rating, 56 reviews*Historic Powhatan Resort- 4 bedroom sleeps 12
We thoroughly enjoyed our stay! Everything was clean & comfortable. We were 10 minutes from Busch Gardens & Colonial Williamsburg. Perfect vacation getaway! We will definitely stay again!
Home in Virginia Beach
4.64 out of 5 average rating, 120 reviewsCroatan Beach - Big Kitchen, Hot Tub, 2 Masters
House was very nice, well described in the write up, beautifully kitchen, have enough room for a big group. Would definitely rent this house again if I go back to Virginia Beach,Betsy was a great host. Thanks for renting the house to us.
Townhouse in Williamsburg
4.8 out of 5 average rating, 51 reviews4BDR TH at Hilton Powhatan. Sleeps 12. $199 up
We loved this townhome. It was perfect for our party of 8 and location is gorgeous. The host reached out, provided immediate responses and was super friendly.
Family- and pet-friendly home rentals
Home in Chic's Beach
4.96 out of 5 average rating, 125 reviewsWater Oaks at Chic's Beach
Tommy and Janet were superb hosts. We felt right at home in their well-appointed , comfortable home in its peaceful, family oriented , and easily walkable neighborhood. The beach being just across the street was so wonderful ( nothing like the sound of waves to lull you to sleep)and we enjoyed walking our doodle and exploring the surroundings, including the little lake behind the house! The close location of terrific restaurants was another bonus! We loved our stay and hope we can come back again soon!!
Bungalow in Buckroe Beach
4.9 out of 5 average rating, 223 reviewsBungelow by The Beach 2BR 1BA CABLE-Hampton, VA
Perfect for a quiet get away! House was quiet, clean, and chocked full of all modern amenities you'd need to relax. Super close to the beach. Would absolutely book again!
Home in Deltaville
4.83 out of 5 average rating, 174 reviewsThe Little House at Waveland
Diana's place was warm and inviting. We loved the historic nature of the little house and the way it was so thoughtfully decorated. The grounds are both secluded and beautiful and there were lots of things to explore. We enjoyed being able to walk to the chairs at the water's edge and watch the sunset over the river. The hosts were very kind and helpful. We are already planning to come back again to the Little House and spend more time in this amazing area.
Guest suite in Virginia Beach
4.89 out of 5 average rating, 603 reviewsQuiet Neighborhood 7 Miles From the Beaches
Mona's place was perfect for our needs. Came into town for a wedding and needed a place to spend the night. I only wish we had more time to spend and enjoy the beautiful tranquil surroundings.
Barn in Virginia Beach
4.8 out of 5 average rating, 882 reviewsCozy craftsman barn near the bay!
Nice place at a great location.
Home in Deltaville
4.99 out of 5 average rating, 110 reviewsCamp Rappahannock - Deltaville Waterfront Living
We were so pleased with our stay at Camp Rappahannock! It was perfect for our family celebration with beautifully decorated large rooms, cozy bedrooms, and a well-stocked kitchen for all our needs. From the large back porch to the fire pit to the fishing dock and all the watercraft available, everyone had hours of fun. We couldn't have asked for more and we highly recommend Camp Rappahannock! Thank you Pattie for your wonderful hospitality and great communication!
Home in New Kent
4.95 out of 5 average rating, 114 reviewsMoss Side Manor
A great stay in a great location. Peaceful and secluded, but still very close to grocery store, restaurants, etc. The house itself was beautiful, comfortable, and clean. We loved the cozy detached kitchen.
Cottage in Norfolk
4.97 out of 5 average rating, 299 reviewsLovely Ocean View Cottage
We loved this cottage! Easy check-in and had everything we needed and the location was superb: within walking distance to beach, park, and restaurants. Had a great fenced in yard for our doggies. Well stocked kitchen and very clean and cozy. We would definitely stay again and recommend to family and friends.
Family-friendly home rentals with a pool
Home in Cape Charles
4.77 out of 5 average rating, 78 reviewsFamily Retreat, In-Ground Pool, plus Private Beach
This house and stay were exactly what we needed! We are a quiet family that loves peaceful spaces. The home was beautiful, well maintained, clean, updated, and extremely well appointed. Access to both the beach and lake was easy, as was getting into and out of town. Jack proactively reached out to us when we got there to ensure everything was in order and offered assistance if we needed anything. We didn’t need anything during the week but we felt good knowing he was available. We met some of the neighbors in passing and they were friendly and welcoming, too. Wonderful experience!
Home in Virginia Beach
5 out of 5 average rating, 6 reviewsBeach Life is Good!
My family enjoyed our vacation at Virginia Beach. The house was beautiful and very relaxing. The beach is a short walk from the house. In the evenings we enjoyed grilling out by the pool. We also enjoyed the rec room with the bar and pool table for some fun indoors. I would definitely book this house again next time in the area.
Home in Sandbridge
4.99 out of 5 average rating, 77 reviewsBreathtaking Ocean views at Pinch Me, 8bdrm, 6bath
Wonderful place and great location!
Guesthouse in Virginia Beach
4.7 out of 5 average rating, 91 reviewsPOOL, Pool House, Hot Tub, Grill, 2 bedroom
Ron’s guesthouse was amazing and he was very responsive while remaining respectful of our privacy. We will definitely be back for another weekend getaway in the future!
Rental unit in Virginia Beach
4.81 out of 5 average rating, 32 reviewsOceanview Queen & Sofa Bed, Kitchenette, Balcony-D
We really enjoyed our stay at this quaint complex. It is so different from any apartment rooms we have had. it is old, but well maintained. It is small but we had plenty of room. The kitchen was an all-in-one unit of sink, stove, small oven, & fridge. It is a vintage piece that worked perfectly. The building is located right across from the 37th Street entrance to the boardwalk and beach. Easy to get back to room when we were on the beach. We did not use the heated pool, but saw a family having a fantastic time in it. It was a quiet building, even though the guests were busy coming & going. This is a stay with a lot of character. It was a relaxing place to stay and we will stay again.
Condo in Virginia Beach
4.83 out of 5 average rating, 53 reviewsSeas The Day of Virginia Beach
Kevin’s place was fantastic for what we needed. It’s clean, quiet, extremely close to the grocery store, and a hop and a skip away from the beach and restaurants. The keypads on the building and the unit itself make coming and going a breeze without having to remember a key. I would definitely consider staying here again. Thanks Kevin!
Cabin in Williamsburg
Handicap Accessible Deluxe Cabin in Williamsburg
Really a great place to unwind. Very casual and relaxing.
Home in Virginia Beach
4.88 out of 5 average rating, 130 reviewsBeach Home, Upscale Croatan Resort + Private Pool
Beverly was very helpful on a short notice vacation for me and my husband! We had a great time and the house was a lot bigger than what we needed but perfect at the same time! We enjoyed having space to enjoy the wonderful surroundings. Being that close to the beach was amazing. Beverly was also very responsive when we asked questions. 10 out of 10 would stay here again!
Quick stats about vacation rentals that are family-friendly in Williamsburg
Total rentals
910 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
6K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
830 properties have a pool
Rentals with dedicated workspaces
590 properties have a dedicated workspace
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