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
Flat in Williamsburg
4.95 out of 5 average rating, 178 reviews

Historic Powhatan Resort- 4 bedroom condo!

MichelRating, 5 stars3 days ago
Ten out of ten air bnb! Wish my family and I could have stayed longer. The condo was perfect for my big family to all have our own rooms. It was also great for us to enjoy meals together. The amenities were great too.
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
Flat in Williamsburg
4.89 out of 5 average rating, 141 reviews

Historic Powhatan Resort- 2 bedroom condo!

AdeeahRating, 5 stars3 days ago
I love the grounds of this resort this is my second here staying here. Lots to do in the area it’s always where we stay when going to Busch gardens which is a 15 min drive. Amenities are great as well as this unit updated and modern. Clean loved everything about it.
Apartment in Williamsburg
4.88 out of 5 average rating, 8 reviews

Williamsburg Plantation: 2-BR, Sleeps 6, Kitchen

BobRating, 5 stars24 months ago
The accommodations were perfect for two families and the amenities were nice. Plenty of places to dine and shop within a 3 mile radius. The staff at the community were very friendly and welcoming as well. We had an awesome time and will definitely reach out to Igor for another trip real soon. Thank You! Bob and Stephanie Geck
Hotel room in Williamsburg
4.6 out of 5 average rating, 15 reviews

Wyndham Kingsgate * 2BR

DanielRating, 5 stars49 months ago
Place was great. Family loved it. Plenty to do. Communication was great and check in and out was a breeze!
Superhost
Apartment in Williamsburg
4.57 out of 5 average rating, 7 reviews

Greensprings Resort 2 bdrm

EricRating, 5 stars4 days ago
The location was very convenient, having easy access to Amusement Parks (Water Country/ Busch Gardens) and shopping ). The property itself was very roomy and comfortable. The host provided all of the Linen and kitchen equipment that was needed. The balcony and hot tub were the icing on the cake.
Apartment 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.
Flat 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!

Family- and pet-friendly home rentals

Superhost
Flat 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, 209 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
Flat 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
Flat 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, 81 reviews

2 BR Family & Pet Friendly House - Williamsburg

DonnaRating, 5 stars2 days ago
Highest compliments to a wonderful host and lovely Airbnb! Very responsive and flexible with our booking since we had last minute date changes due to our daughter delivering her baby 3 weeks earlier than expected! Charlene went out of her way to help us and always very responsive with any questions. The house was perfect, 10 min from Colonial Williamsburg and across the street from New Town shopping plaza, so convenient! Clean and inviting, wonderful large fenced in yard. We were happy we found this place!
Superhost
Cabin in Williamsburg
4.67 out of 5 average rating, 64 reviews

Pet Friendly Classic Camping Cabin in Williamsburg

MeganRating, 5 stars1 month ago
Our family had a wonderful stay, we will definitely be back 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.
Guest favourite
Home in Richmond
4.95 out of 5 average rating, 209 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
Flat 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
Apartment 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
Flat in Williamsburg
4.91 out of 5 average rating, 93 reviews

Historic Powhatan Resort- 2 bedroom

RobinRating, 5 stars1 week 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
Apartment 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
Flat 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
Flat in Williamsburg
4.89 out of 5 average rating, 132 reviews

Historic Powhatan Resort- 4 bedroom condo!

CrystalRating, 5 stars1 day ago
Had an amazing stay! The place was beautiful we had plenty of room and everyone there was so helpful and nice! The amenities were awesome. Definitely gave a resort vibe with the pool area and fun activities to do with the family. We definitely recommend Scott and this place is 10/10
Guest favourite
Flat 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!!
Guest favourite
Flat in Williamsburg
4.86 out of 5 average rating, 170 reviews

Historic Powhatan Resort- 2 bedroom condo!

BrookeRating, 5 stars6 days ago
Place has been kept up. For an older property I found it maintained the way you should. Amenities were great and location was fabulous.

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