Family-friendly holiday rentals in James City County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for James City County family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Flat 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
Flat 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
Flat 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.
Guest favourite
Flat 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
Flat 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.
Guest favourite
Flat in Williamsburg
4.89 out of 5 average rating, 106 reviews

Historic Powhatan Resort- 2 bedroom

LynetteRating, 5 stars3 weeks ago
Beautiful place and community. Perfect place for us to rest and relax as a family after long days at Jamestown and Busch Gardens and the community offered back-up options in case the weather didn’t cooperate. The host was great! Will definitely stay again
Guest favourite
Townhouse in Williamsburg
4.93 out of 5 average rating, 15 reviews

Family friendly resort 4BDR/4BA near Busch Gardens

GarrettRating, 5 stars1 week ago
My family and I stayed two nights to go to Busch Gardens and the location was great. Less than 20 minutes from the park. The room was just as described with tons of room. It was exactly what we were looking for. I would recommend for anyone especially families. There was lots for the kids to do on the grounds and we felt very safe there. Christian was a great host very responsive.
Superhost
Apartment in Williamsburg
5 out of 5 average rating, 3 reviews

Big family 4BR (12) townhouse.

KariRating, 5 stars2 weeks ago
We loved this rental! Looked just like the pictures. It was very clean and the service at the resort was very helpful. Thank you again Christian and Debbie for sharing your home with us.

Family- and pet-friendly home rentals

Apartment in Williamsburg
4.54 out of 5 average rating, 28 reviews

Williamsburg Plantation: 4-BR, Sleep 12, Kitchen

StevenRating, 5 stars6 months ago
The accommodations were split between two buildings because they weren’t able to honor a building with a pet friendly apartment upstairs and down but it worked out anyway. I would have to pay $250 for a pet fee for both apartments so because the accommodations were split, I only had to pay one fee. No big deal. It all worked out and we enjoyed the stay regardless.
Superhost
Flat
4.82 out of 5 average rating, 28 reviews

Westgate Historic Williamsburg Two Bedroom

KathrynRating, 5 stars14 months ago
We rented for 2 nights end of Feb 2024 while In Williamsburg for our son’s soccer tournament. It is a very nice suite with lots of amenities and great central location. Very clean. Plenty of sleeping space and bathrooms for 4 people. Easy access to food of all types. Parking on site. Very responsive host and resort staff. Very dog friendly too! Will definitely consider another stay here when we get a chance to get to Williamsburg again.
Home in Spring Grove
4.79 out of 5 average rating, 117 reviews

River House on the James

RobertRating, 5 stars7 months ago
Our stay at Joanna’s was a wonderful recharge for our family in a busy season. From the beach to the kids playing games and then relaxing by the fire-pit, this was exactly what we were looking for. Joanna was very responsive in resolving any issues we encountered. Thanks for everything!
Apartment in Williamsburg
4.71 out of 5 average rating, 24 reviews

Williamsburg Plantation: 2-BR, Sleep 6, Kitchen

JocelynRating, 5 stars9 months ago
Had a great stay here. Close to Williamsburg, Jamestowne, and Yorktown. Lots of restaurants nearby and the kids loved the pool.
Apartment in Williamsburg
4.84 out of 5 average rating, 25 reviews

Williamsburg Plantation: 4-BR, 4 Baths, Sleep 12

JustinRating, 5 stars7 months ago
We had a great time staying at Vacation Village. The two adjoining units were very convenient for my extended family. Igor communicated clearly on the check-in instructions and expectations for the units. We would come back!
Apartment in Williamsburg
4.73 out of 5 average rating, 11 reviews

The Colonies at Williamsburg: 4-BR, Sleeps 12

KimberlyRating, 5 stars8 months ago
We had a great stay at the colonies. It was a very convenient location close to lots of things to do. The pool area was super fun for all ages! The condo itself was set up nice and worked well for our group of 9
Superhost
Cabin in Williamsburg
4.67 out of 5 average rating, 63 reviews

Pet Friendly Classic Camping Cabin in Williamsburg

LacyRating, 5 stars6 months ago
Great stay. So cozy and quiet! My partner and I, with our two dogs loved it.
Apartment in Williamsburg
4.57 out of 5 average rating, 23 reviews

Williamsburg Plantation: 4-Bedrooms / 4 Baths

LuannRating, 5 stars21 months ago
What a fantastic vacation! Our family of 11 (6 adults and 5 children) were very comfortable and enjoyed every minute of our stay! The condo had plenty of space for all of us and the grandchildren loved being able to be together for dinner and games at night. Williamsburg and Jamestown were only 15 to 20 minutes away. There were plenty of restaurants and the pool was the hit of vacation. We enjoyed a poolside movie, poolside snow cones, and poolside smoothies. There was always some sort of entertainment going on poolside. We had a couple of small problems….Igor answered me immediately and the resort fixed them immediately when informed. I would recommend this unit for any family who loves spending time together!

Family-friendly home rentals with a pool

Guest favourite
Flat in Williamsburg
4.91 out of 5 average rating, 56 reviews

Historic Powhatan Resort- 4 bedrooms

BiancaRating, 5 stars3 weeks ago
We had a wonderful stay at Scott’s place. It was perfect for our weekend stay in Williamsburg! Super clean and just like the photos. Scott communicated very well and was a great host, answering any questions we had during the stay. The place comfortably fit all of us and did not feel crowded at all! Definitely recommend this place if visiting Williamsburg, only about a 15 drive to the center of all the attractions Williamsburg has to offer!
Superhost
Flat in Williamsburg
4.95 out of 5 average rating, 39 reviews

Greensprings Resort- 4 bedrooms sleeps 12

BenjaminRating, 5 stars8 months ago
Scott was a stellar host. Easy, clear, and concise instructions and was readily available for all questions and concerns. wouldn't hesitate to contact for future bookings.
Top guest favourite
Apartment in Williamsburg
5 out of 5 average rating, 6 reviews

Great value! Popular Powhatan Resort 2BDR

ChristinaRating, 5 stars2 months ago
The resort is absolutely beautiful, the amenities are great, the on site restaurant worked out great one night of our stay. Christian was awesome and when I requested to arrive a full day early due to impending snow, she was able to quickly update my reservation. Just be aware upon check in a hilton representative will attempt to get you to attend a seminar about their vacation club in exchange for a gift card. It is not required. I've already looked at other listing's of Christians for future planning.
Superhost
Flat in Williamsburg
4.85 out of 5 average rating, 27 reviews

The Historic Powhatan Resort- 2 bdrm sleeps 6

MichaelRating, 5 stars33 months ago
The apartment was immaculately clean and check in staff were super friendly and helpful. Brooke's communications were very timely and precise. The location is perfect, particularly if you're planning a trip around Jamestown.
Superhost
Apartment in Williamsburg
4.78 out of 5 average rating, 9 reviews

Wyndham Kingsgate Resort- 2 bdrm

KemRating, 5 stars21 months ago
I appreciate Brooke for her very timely customer service & response time. I originally tried to book with another host within the same resort and he was so nasty, that I wasn't going to look again within this resort. I looked again and it was GOD who guided my fingers to her listing. I'm glad I didn't give up and So glad Brooke was the Angel to respond IMMEDIATELY! Brooke Send me all your listings so I can book with you again! LOL! Seriously god Bless you Brooke and keep up the great customer service & hosting.
Guest favourite
Flat in Williamsburg
4.92 out of 5 average rating, 63 reviews

Historic Powhatan Resort- 4 bedrooms

SarahRating, 5 stars1 week ago
We loved our stay! 2 grandparents, 2 parents, and 3 kids fit perfectly in the two connected units, and we had a great time both at the resort and seeing some of the sights nearby!
Apartment 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
Flat in Williamsburg
4.84 out of 5 average rating, 57 reviews

★Colonial Wmbg/Busch Gardens 2BR★ wpr (7)

KyleRating, 5 stars9 months ago
Location and description was as advertised. Lots to do, so much that we were there a week and didn’t do everything. Every attraction on our list was within 20 minutes. Beautiful area and very quiet.

Destinations to explore