Family-friendly holiday rentals in Mathews County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Mathews County family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Condo in Williamsburg
4.77 out of 5 average rating, 13 reviews

Wyndham Kingsgate Resort - 3 bdrm lock off

MeghanRating, 5 stars1 month ago
Nice quiet resort with plenty of activities and close to everything in williamsburg
Condo in Williamsburg
5 out of 5 average rating, 6 reviews

Come live it up in Williamsburg in a 1 bed Estates

ElizabethRating, 5 stars36 months ago
Perfect location for travelers. Entertainment, stores, restaurants. Just about anything to do or see. Comfortable and clean accommodations. Very enjoyable.
Apartment in Williamsburg
4.89 out of 5 average rating, 9 reviews

Gorgeous 2 bedroom Kings Creek

RichardRating, 5 stars47 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.
Condo in Williamsburg
4.79 out of 5 average rating, 14 reviews

King's Creek Plantation: 3-BR, Sleep 10, 2 Kitchen

JCRating, 5 stars6 months ago
Igor’s place was excellent! The space was clean, in a fantastic location, and exactly as described in the listing. Everything went smoothly, and we had a wonderful stay. Highly recommend!
Superhost
Condo in Williamsburg
4.78 out of 5 average rating, 9 reviews

Timeshare Kingsgate Resort- 2 bdrm

KemRating, 5 stars23 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.
Condo in Williamsburg
4.92 out of 5 average rating, 25 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.
Condo in Williamsburg
4.5 out of 5 average rating, 6 reviews

2 bedroom Estates at King's Creek Resort

DarenRating, 5 stars47 months ago
Tara was fantastic. When the listing we originally requested booked unexpectedly, Tara offered us a comparable listing available for the same dates rather than forcing us to keep searching. Communication was clear and concise, the accommodations were clean & comfortable, and we had a great visit to the area.
Condo in Williamsburg
4.54 out of 5 average rating, 13 reviews

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

RosemaryRating, 5 stars36 months ago
This is a very very clean and friendly place the whole place was gorgeous his his hotel rooms were unbelievable from the kitchen to the bathroom to the living room you had a great time when we were there for all the amenities and everything to do with the parking how close you are next to water country you can walk to it Williamsburg and Busch Gardens we were there every single night both places thank you again

Family- and pet-friendly home rentals

Superhost
Home in Lancaster
4.67 out of 5 average rating, 21 reviews

Great Family Vacay! Dock, pool, fire pit, hot tub

KateRating, 5 stars1 month ago
Our family and friends had a lovely time in Cynthia's home. The setting is very pretty, the dock was a great place to fish and crab from and the beach offers another great hangout spot. The added bonus is that her home is just a 10-minute walk to a cute little restaurant in a marina with great oysters and cocktails.
Guest favourite
Home in Cape Charles
4.94 out of 5 average rating, 63 reviews

The Grand Escape - Featured on HGTV

JohnRating, 5 stars1 month ago
This was our third Memorial Day in Cape Charles and first at the Great Escape. We’ve already booked again for 2026. This home will probably be our “forever” Cape Charles rental. The location is unbeatable. The house itself easily fit our two families (4 adults and 6 children) with room to spare!
Guest favourite
Apartment in Exmore
4.87 out of 5 average rating, 132 reviews

Thelma's Dawn Getaway. No Drama Zone

AlexanderRating, 5 stars10 months ago
We had an absolutely wonderful stay at Rick and Christi's Airbnb. The location is perfect for anyone looking to enjoy a peaceful getaway, with direct access to the beautiful sandy beaches of Chesapeake Bay. Whether you’re into water activities, fishing, or just taking quiet walks around the serene neighborhood, this place has it all. One thing to note is that this spot is not for those seeking nearby restaurants or bars because there aren’t any in the vicinity—and that’s exactly what makes it so special. It’s a perfect escape from the hustle and bustle. Our family, including my wife and 14-year-old child, thoroughly enjoyed our time here. But what truly sets this place apart is the warm and friendly hospitality from Christi. She went above and beyond to make sure we had everything we needed to enjoy our stay. A lovely touch was the fresh jalapeño pepper she gave us, which we’re still using in our meals. Thank you, Christi and Rick, for making our vacation memorable.
Home in White Stone
4.92 out of 5 average rating, 63 reviews

4 Bedroom Beachfront

AndreaRating, 5 stars10 months ago
Our multi-generational family loved our two weeks at Big Bay. The house is well-appointed and comfortable, and the beach, which you can see from the living room, dining room, and kitchen, is stunning. Water toys (paddle boards, floats, PFDs, chairs, etc.) are available in the garage under the house. There have been updates to the deck since the photos were taken - the side deck on the left of the house when you’re looking from the water is covered and screened with a table and the aforementioned outdoor kitchen. It’s a great place to enjoy the nice weather and catch the breeze without having to worry about the sun. Just in front of the screened-in area is a large, comfortable couch. Susan let us know before we arrived that a couple of the burners on the grill in the outdoor kitchen weren’t working & provided us a different grill from one of her other properties to use instead. We really appreciated that she was proactive and it was a great solution for our needs. We hope to return!
Superhost
Home in Williamsburg
4.59 out of 5 average rating, 215 reviews

GR8 Family Vacation Rental

AlisonRating, 5 stars1 month ago
Spence is a thoughtful and responsive host, and his lovely house is very convenient to College of William & Mary, from which our daughter graduated last weekend. The spaces in the house are lovely and comfortable, and there is everything you might need in the kitchen. As others have noted, the road noise is significant, but ear plugs help for sleeping. I highly recommend this beautifully kept house and Spence's considerate and respoonsive hosting.
Home in Port Haywood
4.14 out of 5 average rating, 7 reviews

Chesapeake Bay Bliss-Beach front

BrandyRating, 5 stars83 months ago
Jennifer is a pro! We had a great time, loved the house, and couldn’t have asked for more. We will be back = )
Home in Irvington
4.72 out of 5 average rating, 159 reviews

Charming private cottage in heart of Irvington!

DebyRating, 5 stars8 months ago
The Blue House in Irvington is a gem! David & Laura are incredible hosts! The house is private & peaceful yet an easy walk to downtown & The Tides Inn. It is also conveniently located to explore the Northern & Middle Neck of VA. The hosts have thought of every detail to make this a home away from home. The beds are comfy with pristine linens, bright white towels are provided, both the living & dining rooms are set up to be functional & comfortable, there are lots of seating areas outside to enjoy the beautiful grounds including a patio with grill & lights, the galley kitchen is complete with everything needed to make an easy breakfast as well as a complete dinner using all of the fresh seafood available in the area. David & Laura were extremely easy to communicate with & were so cooperative in dealing with our very last-minute booking. They provided lots of helpful information about the area’s many special places. They responded quickly to any request. A magical place!
Top Guest favourite
Apartment in Deltaville
4.96 out of 5 average rating, 291 reviews

Salty Sisters on the Bay. Enclosed yard on the Bay

SteveRating, 5 stars6 days ago
The Salty Sister is not the cabin we usually rent at Cross Rip. It is a converted loft studio above the garage. But it did not dissapoint. The kids had plenty of room in the king bed and the pull out couch was enough for me. If you are new to the campground you may want to rent an actual cabin. But this is a campground so we are always prepared to “rough it” a little. The fenced in back yard is private enough and has a great view of the cove. Very peaceful. And you are just a short walk to the beach!

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 stars10 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!
Condo in Williamsburg
4.18 out of 5 average rating, 11 reviews

Williamsburg Condominium

JeffRating, 5 stars8 months ago
This condo is very basic and styled from when it was built. There is a great little coffee shop at the center of the resort that this condo is located in. A keurig is present in the unit but no coffee supplied so make sure to bring your own if you need a pick me up as soon as you wake up. I had the TV instruction sheet but could not get either to work so make sure to bring an iPad or some other device if you want to stream shows.
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!
Home in Williamsburg

Stand Alone 3 Bedroom Cottage

JefferyRating, 5 stars23 months ago
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
4.83 out of 5 average rating, 6 reviews

Live Like A King @ King's Creek Resort 2 bedroom

TerezkaRating, 5 stars48 months ago
Very clean and spacious. Friendly staff and the pools are fun for younger kids. Jamestown beach about a 20 min drive, (river not the ocean) is especially nice, warm water and lots of sand.
Townhouse in Williamsburg
4.33 out of 5 average rating, 15 reviews

Beautiful 1 bedroom accommodations Kings Creek

CherylRating, 5 stars23 months ago
This place was home away from home, spotless. I loved the pools and hot tubs the best. We loved sitting outside on the balcony plus cooking our own meals was great for us. Tara’s kitchen was equipped with everything you need to make homemade meals. We absolutely loved this place and will be back again. Thank you Tara we had a wonderful time staying here😇😇😇😇😇😇💕💕💕💕💕💕
Top Guest favourite
Home in Cobbs Creek
5 out of 5 average rating, 43 reviews

Gulway

DukeRating, 5 stars10 months ago
This was the perfect house for our multi-generation group for our last hurrah of the summer. The kids love the outdoor spaces ( pool, fishing from the pier the, huge yard), and not a single complaint from the adults. It's right on the water, it's within short driving distance to amusement parks, and great historical landmarks, kayaking tours, charter fishing. Preston is a fantastic host, Gulway at Cobb Creek is a great property. The kids are already planning to come back next summer.

Destinations to explore