Family-friendly vacation rentals in Williamsburg

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Williamsburg family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Condo in Williamsburg
5 out of 5 average rating, 3 reviews

The Historic Powhatan Resort 1BD

StacyRating, 5 stars34 months ago
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!!
Apartment in Williamsburg
4.89 out of 5 average rating, 9 reviews

Gorgeous 2 bedroom Kings Creek

RichardRating, 5 stars44 months ago
Very nice place, but just note that this is a time share place and the rooms/furniture may not look exactly as they are in the photos on airbnb.
Guest favourite
Apartment in Williamsburg
4.86 out of 5 average rating, 21 reviews

*Historic Powhatan Resort- 2 bedroom

HaleyRating, 5 stars16 months ago
It was a perfect little get away, while learning colonial history! Definitely recommend coming back when it is warmer out!
Hotel room in Williamsburg
4.6 out of 5 average rating, 15 reviews

Wyndham Kingsgate * 2BR

DanielRating, 5 stars46 months ago
Place was great. Family loved it. Plenty to do. Communication was great and check in and out was a breeze!
Guest favourite
Condo in Williamsburg
4.84 out of 5 average rating, 19 reviews

Marriott Manor Club Luxury Studio sleeps 4

LucasRating, 5 stars4 months ago
10 minutes from everything to do. Great restaurants in the area. Quiet peaceful place. Hot tub and pool amenities were excellent.
Condo in Williamsburg
4.8 out of 5 average rating, 10 reviews

2BDR/2BA in the historic city of Williamsburg, VA

ClaireRating, 5 stars4 months ago
Our place was very clean, the stay was private and in a nice location. Debbie was very helpful and responsive
Condo in Williamsburg
4.75 out of 5 average rating, 4 reviews

2 Bedroom Condo at Greensprings Vacation Resort

Lesly AnneRating, 5 stars32 months ago
When our first reservation fell through, Nadine quickly helped us secure a place for our family of six and was incredibly responsive to all our needs. Our unit was perfect for us — much bigger than I expected for a two bedroom, and the pools were also a big hit. Location is central to Williamsburg sights.
Superhost
Condo in Williamsburg
4.83 out of 5 average rating, 23 reviews

Williamsburg Vacation Villages Resort 2BR, 2BA

JamesRating, 5 stars6 months ago
Nice condo, clean and quiet location. Lots of amenities. Glad we chose this place for our weekend visit to Williamsburg.

Family- and pet-friendly home rentals

Guest favourite
Home in Chic's Beach
4.96 out of 5 average rating, 129 reviews

Water Oaks at Chic's Beach

ClaireRating, 5 stars1 month ago
I could not recommend this place and these hosts enough! The place was warm and welcoming and I absolutely love the location. A very peaceful neighborhood with easy bay access. The hosts were amazing and responsive. The house had some maintenance problems but at no fault of theirs…just typical house problems and they handled everything extremely well and we were not inconvenienced at all! Also our dog loved the place and they were stocked will all the dog necessities which was very helpful!
Guest favourite
Cottage in Deltaville
4.83 out of 5 average rating, 176 reviews

The Little House at Waveland

BaileyRating, 5 stars5 months ago
The Little House was a sweet and ideal getaway spot! The property is gorgeous, and the area of Deltaville and other surrounding towns are definitely worth the experience. Highly recommend!
Guest favourite
Apartment in Williamsburg
4.85 out of 5 average rating, 169 reviews

Westgate Historic Williamsburg One Bedroom

JordanRating, 5 stars3 weeks ago
We had a great stay at Eddie's place! Very close to restaurants, Colonial Williamsburg, and Busch Gardens. The unit we stayed in was spotless and had all of the amenities that we needed during our stay. Highly recommended!
Guest favourite
Guest suite in Virginia Beach
4.89 out of 5 average rating, 625 reviews

Quiet Neighborhood 7 Miles From the Beaches

TinaRating, 5 stars1 week ago
Mona is very friendly and kind! She has a very nice place,Quiet and peaceful! We would absolutely stay with her again!
Guest favourite
Barn in Virginia Beach
4.8 out of 5 average rating, 906 reviews

Cozy craftsman barn near the bay!

JoeiRating, 5 stars2 weeks ago
We stayed for 2 nights with our 3 dogs and everybody had a blast. The barn was very clean, cozy, and welcoming when we arrived. They had an essential oil diffuser on which made it smell lovely. There was a little binder left for us with everything we needed to know and some amazing sight seeing recommendations! The bed was comfortable and cooling/heating system worked great. Their stairs are a little steep and didn’t have runners so just keep that in mind with pets. Overall, this stay is perfect for 2 adults and their fur babies! Will definitely be booking again!
Top guest favourite
Home in Deltaville
4.99 out of 5 average rating, 112 reviews

Camp Rappahannock - Deltaville Waterfront Living

JessicaRating, 5 stars5 months ago
Beautiful home and location was easy to find. Back screened in porch was perfect to enjoy the cool fall weather and views. Has all the amenities a family would need. Didn’t have any little ones but had everything for someone traveling with infant/toddler. Loved the antique furniture and bedrooms were spacious and beds comfortable. The bathrooms were also large and equipped with towels and other items only wish that there was 1 more bathroom however in a house of that age they were updated and no issues with the water. Kitchen was well equipped and organized which is not often seen. Outside fire pit was great and would have loved to use the other outdoor items which is why we will be back. Everyone had a great time.
Superhost
Home in New Kent
4.94 out of 5 average rating, 116 reviews

Moss Side Manor

KevinRating, 5 stars3 weeks ago
My guys and I had a great stay in New Kent. It was odd being in a place that was representative of 150 years of history kept mostly in its antique form. That is, except for the kitchen which was modern underneath a classic look. The property is beautiful, peaceful, and quiet. I had a couple concerns when we checked in, but Adam responded and resolved everything quickly. I would definitely recommend to anyone looking for a quiet get away with a history niche.
Top guest favourite
Cottage in Norfolk
4.97 out of 5 average rating, 324 reviews

Lovely Ocean View Cottage

JeromeRating, 5 stars6 days ago
We had such an enjoyable trip staying at this perfect cottage. The location was amazing-short walk to a tranquil beach that felt like our own little escape. The landscaping and yard were beautiful! The place felt like a peaceful retreat. The cottage itself was cozy, clean, and had everything we needed even a thoughtful welcome basket. It truly was the perfect getaway and just what we needed to recharge. Highly recommend!

Family-friendly home rentals with a pool

Home in Cape Charles
4.77 out of 5 average rating, 78 reviews

Family Retreat, In-Ground Pool, plus Private Beach

AndrewRating, 5 stars8 months ago
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!
Top guest favourite
Apartment in Williamsburg
4.95 out of 5 average rating, 171 reviews

Historic Powhatan Resort- 4 bedroom condo!

Catherine KRating, 5 stars2 weeks ago
Location was perfect for all there is to do in the area. Very quiet and peaceful and our group enjoyed the stay!
Top guest favourite
Apartment in Williamsburg
4.91 out of 5 average rating, 271 reviews

Historic Powhatan Resort- 2 bedroom condo!

NathanRating, 5 stars3 weeks ago
Great location to visit Jamestown and Williamsburg. Lots of great food options nearby. We’ll be coming again!!!
Guest favourite
Apartment in Williamsburg
4.88 out of 5 average rating, 134 reviews

Historic Powhatan Resort- 2 bedroom condo!

ChristaRating, 5 stars1 month ago
This is the second time we have stayed in this location and Scott was our host. Another fabulous visit and wonderful location. Would recommend to anyone visiting the Colonial Williamsburg area, a great home away from home.
Condo in Williamsburg
5 out of 5 average rating, 8 reviews

The Historic Powhatan Resort

TimRating, 5 stars46 months ago
Tara’s Powhatan Resort listen is fantastic! Easy check-in, and check-out. Beautifully maintained grounds. Great fun for families, couples and singles of all ages. Comfortable suites, with a cozy home atmosphere. Minutes away from The Historic Colonial Williamsburg tourist attraction. Olde Towne Pizza delivered, and was Great! My family is still raving about it! We had a great stay!
Guest favourite
Apartment in Williamsburg
4.86 out of 5 average rating, 146 reviews

Historic Powhatan Resort- 2 bedroom condo!

LauraRating, 5 stars3 weeks ago
We had a great stay! It was very close to Busch Gardens and all other Williamsburg attractions. The space was great for us and our 2 children. Great place to stay!
Guest favourite
Apartment in Williamsburg
4.89 out of 5 average rating, 128 reviews

Historic Powhatan Resort- 4 bedroom condo!

JanetRating, 5 stars1 month ago
The space was set up exactly how described and was clean. We enjoyed a great stay. The Wi-Fi was unreliable, but that was not the fault of the host, rather the resort.
Superhost
Cabin in Williamsburg
4.67 out of 5 average rating, 58 reviews

Pet Friendly Deluxe Cabin in Williamsburg, VA

NataliaRating, 5 stars8 months ago
My husband and I along with our 2 dogs had great weekend stay at the Williamsburg campground. The cabin was just very clean and comfortable with all we needed for the weekend. The campground itself was wonderful with plenty of things to do, although we were there to explore Williamsburg and surrounding areas. overall a great stay and would definitely return again!!

Quick stats about vacation rentals that are family-friendly in Williamsburg

  • Total rentals

    990 properties

  • Nightly prices starting at

    $42 CAD before taxes and fees

  • Total number of reviews

    6.8K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    900 properties have a pool

  • Rentals with dedicated workspaces

    700 properties have a dedicated workspace

Destinations to explore