Family-friendly holiday rentals in Charles City County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Charles City County family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Apartment in Williamsburg
4.95 out of 5 average rating, 177 reviews

Historic Powhatan Resort- 4 bedroom condo!

MalcolmRating, 5 stars2 days ago
Really nice place to hangout or have a great time on the grounds. We enjoyed the accommodations and everyone was really nice.
Superhost
Townhouse in Williamsburg
4.84 out of 5 average rating, 81 reviews

Williamsburg Vacation Villages 4BR, 4BA

KristenRating, 5 stars2 months ago
We booked Vacation Village 4br timeshare through Andy but it was full. Andy was able to leverage his connections and find us a 3br HOUSE at Kings Creek Plantation through Spinnaker which was better, I think! We had a full 3br/4bath house to ourselves with three porches in a peaceful setting. Absolutely recommend Kings Creek Plantation through Andy. Close to everything and amazing setting. So quiet and pencil. We will be back!
Guest favourite
Apartment in Williamsburg
4.89 out of 5 average rating, 140 reviews

Historic Powhatan Resort- 2 bedroom condo!

KatrinaRating, 5 stars1 week ago
Scott is great to worth with and very responsive.
Hotel room in Williamsburg
4.6 out of 5 average rating, 15 reviews

Wyndham Kingsgate * 2BR

DanielRating, 5 stars48 months ago
Place was great. Family loved it. Plenty to do. Communication was great and check in and out was a breeze!
Condo in Williamsburg
4.75 out of 5 average rating, 4 reviews

2 Bedroom Condo at Greensprings Vacation Resort

Lesly AnneRating, 5 stars34 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.
Condo in Williamsburg
4.92 out of 5 average rating, 24 reviews

King's Creek Plantation: 2-BR, 2.5 Baths, Sleeps 6

HunterRating, 5 stars2 months ago
Good location next to the water park and Target. Quick response for short notice trip. Stronger than. Good quality furniture and new flooring.
Apartment in Williamsburg
4.69 out of 5 average rating, 16 reviews

Stunning and Safe 3 bedroom Detached Cottage

LauraRating, 5 stars35 months ago
We had a great stay at the resort. There were so many amenities and the pool was only a short walk away. The kids had a great time in the pool. We were glad to have it because the heat index was over 100 and we couldn’t do some of the other things we had planned in the area. A really nice, spacious place to stay!
Condo in Williamsburg
4.69 out of 5 average rating, 48 reviews

Greensprings Resort 4BDR for 12; From $289

MelanieRating, 5 stars3 months ago
The place was awesome and Debbie’s communication was amazing.

Family- and pet-friendly home rentals

Superhost
Apartment in North Chesterfield/Richmond
4.81 out of 5 average rating, 21 reviews

Cozy 3 bed 2 bath , pet friendly home

DanielleRating, 5 stars5 months ago
The location and all amenities were as described! Simone was extremely proactive about reaching out and checking in throughout our stay. Place was clean. Was a great, walkable neighborhood for my dog and I, and the fenced in backyard was a bonus! It is chain-link and not particularly high, so just keep that in mind depending on your dog’s needs.
Top Guest favourite
Home in Richmond
4.96 out of 5 average rating, 208 reviews

Newly Painted Cozy Brick Rancher in Richmond city

DavidRating, 5 stars1 week ago
We had a nice and relaxing stay! We were in Richmond for medical treatment for my husband and we spent three weeks at the house. It was very clean, comfortable, and is in a great neighborhood. It is close to several Target and Kroger stores and many other shopping centers. It is also a close and easy drive to VCU. Cadu was always quick to respond to any questions we had and was very friendly. Would definitely recommend this house to stay in for any length of time!!
Guest favourite
Apartment in Williamsburg
4.85 out of 5 average rating, 169 reviews

Westgate Historic Williamsburg One Bedroom

JordanRating, 5 stars2 months 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!
Top Guest favourite
Apartment in Richmond
4.83 out of 5 average rating, 60 reviews

eco-friendly apt #2

DianaRating, 5 stars3 months ago
Stayed here for a few days with our dog. Location was great, loved that there was a designated parking lot behind the building. Was a very quiet stay, didn’t hear or see anyone else in the building. Clean space and free from clutter. Would stay here again!
Guest favourite
Home in Williamsburg
4.84 out of 5 average rating, 80 reviews

2 BR Family & Pet Friendly House - Williamsburg

DavidRating, 5 stars10 months ago
Charlene is a wonderful and very responsive host. This was our second time staying there when we visit Williamsburg. The location is great and only a few minutes from everything. The house was comfortable and had everything we needed to enjoy our week. We look forward to staying again in the future.
Guest favourite
Home in Williamsburg
4.79 out of 5 average rating, 108 reviews

Historic Capitol Landing 3BR/2Ba home

JessicaRating, 5 stars2 months ago
This house and property is really special. It is a beautifully maintained and renovated old house, and has great views of the woods and the creek. We enjoyed evenings on the beautiful porch taking in the views. The house itself was well appointed and clean, with minimal/essential furnishings. A few other reviews did mention the noise from the highway and it is true—though it did not disturb us except for in the night, when an occasional loud truck might pass. It was a great base for my family and two small dogs to explore the local sights. Would definitely consider staying here again.
Superhost
Cabin in Williamsburg
4.69 out of 5 average rating, 61 reviews

Pet Friendly Deluxe Cabin in Williamsburg, VA

LesRating, 5 stars1 month ago
I needed a pet friendly place to stay to attend a local graduation and this was the perfect place. I didn’t get to enjoy the amenities at the campground, but saw them and it looked like the pictures. Had a nice, quiet stay.
Guest favourite
Home in Richmond
4.95 out of 5 average rating, 208 reviews

Pickleball in Vintage Gem with Backyard Oasis

dawnRating, 5 stars3 weeks ago
This beautiful home was exactly what I needed to house my extended family to be close to a graduation venue. We couldn’t have asked for better hosts! They were so helpful in EVERY way, truly going above and beyond. Older homes have character, and upkeep can be a challenge. However, here the interior was spotless, and exceeded my expectations, 10/10. The exterior had a couple spots that could use attention, but was overall very nice. Beds: quality mattresses, linens, and pillows! Even the day bed downstairs was super comfy. Kitchen: clean and well-stocked. All the essentials and some extras were available. Backyard: amazing! We made use of as much as we could, weather permitting. The gazebo is a lovely place to gather. And the pickleball court—OMG—we literally spent hours on it! We also played corn hole and other games. All in all, a fantastic weekend, and this home is at the top of my list for Richmond. I would rent it again in a heartbeat.

Family-friendly home rentals with a pool

Superhost
Apartment in Williamsburg
4.87 out of 5 average rating, 23 reviews

Greensprings Resort- 2 bedroom sleeps 6

MatthewRating, 5 stars11 months ago
Great location
Superhost
Condo in Williamsburg
4.73 out of 5 average rating, 26 reviews

Wyndham Governors Green Resort- 2 bdrm -2 nt min

RosemaryRating, 5 stars6 months ago
Great place in a great location. We loved having our own space with two bedrooms and a full kitchen only a short drive from Colonial Williamsburg.
Guest favourite
Apartment in Williamsburg
4.91 out of 5 average rating, 93 reviews

Historic Powhatan Resort- 2 bedroom

RobinRating, 5 stars5 days ago
This place was fantastic. Very roomy, comfortable beds, clean, safe and nice amenities. Scott is a wonderful super host and I would rent from him again. Scott, I hank you for a wonderful, relaxing stay
Condo in Williamsburg
5 out of 5 average rating, 8 reviews

The Historic Powhatan Resort

TimRating, 5 stars48 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, 147 reviews

Historic Powhatan Resort- 2 bedroom condo!

LauraRating, 5 stars2 months 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, 131 reviews

Historic Powhatan Resort- 4 bedroom condo!

GregRating, 5 stars1 week ago
Nice stay at this resort. Felt at home and comfortable. Resort was very nice. We had everything we need.
Condo in Williamsburg
5 out of 5 average rating, 6 reviews

The Historic Powhatan Resort - TS Upstairs

RohitRating, 5 stars34 months ago
This townhouse is located inside the Hilton Powhattan resort, benefitting from the facilities of a popular holiday destination, swimming pool, walking routes and exceptional public amenities. The accomodation was spacious (2 en-suite bedrooms) kitchen and washing / drying facilities. We spent a lot of time on the balcony with coffee and star gazing in the clear nights. The place had been cleaned well before arrival, the pre check in comms were great and the wifi worked. For international guests, this is not served well by public transport , but an Uber is usually available within 10-15 minutes. It’s about 15 minutes to the university and 45 minutes to the airport. Overall, a memorable stay in a beautiful environment. Really glad we chose this!
Guest favourite
Apartment in Williamsburg
4.88 out of 5 average rating, 109 reviews

Historic Powhatan Resort- 2 bedroom

R SteeleRating, 5 stars1 month ago
The resort and the unit were beautiful, very clean, and very nice. Great location for Colonial Williamsburg, Yorktown, and Jamestown. When our microwave was not working properly, we texted the front desk, and maintenance arrived in less than 10 minutes and installed a new microwave - entire process under 30 minutes. Kudos to awesome maintenance team!!

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