Family-friendly vacation rentals in Mathews County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Mathews County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

A serene outdoor setting features a blue hammock set on a grassy area near water. Two red Adirondack chairs are positioned to face the water, with a wooden staircase leading down to the shore. A cloudy sky transitions from soft blue to warm orange hues at sunset.

Home in Cobbs Creek

4.9 out of 5 average rating, 158 reviews

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

Welcome to The Cottage at Misti Cove, where you can experience the epitome of relaxation and tranquility. Immerse yourself in the serene ambiance of our cottage, aptly named for its simplicity, which belies the luxurious amenities that await you. At The Cottage at Misti Cove, we understand that the essence of a fulfilling vacation lies in the delicate balance between embracing the simple life and indulging in modern comforts. Here, you will discover a haven that seamlessly blends these elements

Guest favorite

A charming four-bedroom home is set against a colorful sunset. The light-colored siding and dark shingles create a cozy aesthetic. A front porch with steps leads to a welcoming entrance, surrounded by a well-maintained lawn and trees, providing a peaceful atmosphere.

Home in Mathews

4.95 out of 5 average rating, 103 reviews

Walk to Downtown Restaurants! 1st floor King Bed!

This charming four-bedroom home combines nostalgic charm with modern amenities, promising relaxation and adventure. With a blend of comfort and convenience, this is your ideal getaway. The home is located within walking distance to amazing restaurants & local shops as well as a few minutes' drive to multiple 🏖 beaches! You can pick up fresh seafood & meats locally and prepare a delicious meal in the kitchen or outside on the grill. 🥩 Don’t wait—book your stay today and start making memories!

Guest favorite

A cozy living space features a large white sofa and wicker chairs, set on a patterned rug. A wooden coffee table is centered in the room, while a dining table with rattan chairs is seen in the background. Natural light filters through white window blinds.

Cottage in North

4.95 out of 5 average rating, 147 reviews

The Nook; Peaceful 2 bedroom cottage by the bay

Relax or go-for-it! The Nook is a stylish cozy cottage with great indoor/outdoor space. With water view and access including pier and boat ramp enjoy your coffee on the deck before taking to the water in one of the two kayaks or canoe or enjoying a bike ride (4 available) to get up close with nature. Catch fish, crabs or just a sunburn while enjoying time on the water. When ready there's plenty of shopping, eating and beaching to do in nearby towns! All topped off with a sunset over the water!

Guest favorite

A spacious deck extends towards the waterfront, surrounded by lush trees. Lounge chairs and seating areas are positioned for relaxing views of the calm water. A sunroom is visible to the right, offering additional indoor space. The overall setting invites outdoor leisure and tranquility.

Home in Cobbs Creek

4.98 out of 5 average rating, 159 reviews

Blue Heron WaterSide

Blue Heron Waterside awaits you...Private Hot Tub and Pool!Waterfront and Pier- Kayaks included! This retreat is set up with you in mind for a special get away.Relax.Enjoy being together plus space to have quiet time. Sunroom, spacious deck, private Pool, Hot tub and Pier create a waterfront living experience. Grab a book, go for a swim or lounge by the pool. Explore the water with a variety of Kayaks plus a Stand Up Paddle Board.Great location to fish and crab from the pier. Are you ready?

Guest favorite

A serene beach area is depicted at sunset, with soft waves lapping against a sandy shore. The water reflects golden hues, and trees line the distant shoreline, creating a peaceful natural setting.

Barn in Cobbs Creek

4.94 out of 5 average rating, 118 reviews

The Barn at Pond Point - Riverfront Home

The Barn at Pond Point is perfectly situated on the Piankatank River, a salt water arm of the Chesapeake Bay. It shares 19 acres of wooded and waterfront property with the owner's main home. A unique space, Barn was converted from a working horse barn into a residence in the 1980's. With a quarter mile of private, sand beach and a large pool (May-Sept), the Barn is an ideal space for time with family and friends, swimming, hunting for prehistoric shark's teeth, or simply enjoying the view.

Top guest favorite

The exterior of a blue, two-story cottage is showcased among lush green trees. Spacious decks are visible on both levels, and a gravel driveway leads up to the entrance. The surrounding yard features manicured grass and a border of decorative stones.

Apartment in North

4.98 out of 5 average rating, 233 reviews

Little Cove Cottage, Couples Retreat/Mathews

Little Cove Cottage: a charming studio in Mathews County with private entrance. Mathews is a rural town with several beautiful beaches close by and many areas to access the water. This apartment offers a small water view of the North River, with a pier and boat ramp just 400 yards away. Bring your Kayaks or use ours. . We are just minutes away from the Mobjack and Chesapeake Bays. Mathews is home to great restaurants with fresh seafood. We also have a wonderful farmer's market. Come enjoy!

Guest favorite

A serene view of the bay showcases calm waters reflecting soft hues of sunset. Wooden docks extend into the water, framed by trees and rocks on the shoreline, creating a peaceful atmosphere. The sun sets on the horizon, offering a quiet end to the day.

Home in Grimstead

4.87 out of 5 average rating, 311 reviews

Gwynns Island Waterfront Getaway

A lovely waterfront cottage with stunning bay views and the best sunsets on the East Coast. Sliding glass doors create the feeling of being right on the water, even when indoors. You can crab, fish, kayak, grill, and swim directly from the backyard. It's incredibly peaceful and relaxing. Just a mile away is a newly renovated island restaurant with a bar and a wide variety of food options. The house was passed down from my father, and all proceeds from Airbnb go towards making improvements.

Superhost

A serene waterfront view features two kayaks resting on the grass under tall trees. A wooden dock extends into the water, surrounded by lush greenery and a clear blue sky. The area offers a peaceful setting for outdoor activities.

Farm stay in Cardinal

4.9 out of 5 average rating, 177 reviews

Wtrfrnt aptmnt w/pool/dock on private farm

Escape to this serene waterfront estate, offering a private, fully-equipped studio apartment with stunning cove views from every window. 14 acres of peaceful grounds—saltwater pool, fish from the private dock, or kayak right from the shore. 10 minutes from Mathews and Gloucester’s farm-to-table dining, and steps from the Peninsula's famed art scene with galleries, antiques, and local crafts. Plus, we're right on the doorstep of the Historic Triangle—Williamsburg, Yorktown, and Jamestown.

Guest favorite

The exterior of the cottage features a landscaped yard with a green lawn and flower beds. The front porch is highlighted by potted plants and a flag, framed by windows with awnings that provide shade. Tall trees surround the property, creating a serene environment.

Home in Gloucester

4.94 out of 5 average rating, 190 reviews

Bee Humble Cottage Entire Home

Curious about what makes Gloucester so wonderful? Live like a local at "Bee Humble Cottage" and find out for yourself at our newly renovated 2 bedroom cottage. Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our street is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

Guest favorite

The exterior of the beach house is captured on a sunny day, featuring a two-story structure with upper and lower decks surrounded by a large green lawn. An American flag gently flutters in the breeze, and parking space is available nearby.

Home in Mathews

4.87 out of 5 average rating, 149 reviews

Piper’s Landing: Relaxing beach house near the Bay

This home is ideal for those who enjoy nature, as it is close to Bethel Beach Park and Nature Preserve and has easy kayak access via a public dock within 2000 feet. The home has two double beds, one king bed, and several couches up stairs . Our perfect getaway includes two kayaks, and a couple adult bicycles, You are only 2 Minutes from Bethel Beach Nature Preserve 15 minutes from Mathews 60 Minutes to Virginia Beach 60 Minutes to Williamsburg/Jamestown

Top guest favorite

A charming cottage exterior features light-colored siding, white trim, and a welcoming front porch. Two blue chairs are positioned on the front lawn, flanking a path leading to the entrance. Hanging flower baskets adorn the porch, enhancing the inviting atmosphere.

Cottage in Gwynn

4.96 out of 5 average rating, 213 reviews

Mystic Seahorse Cottage & game room

Welcome to our quiet corner of Gwynn’s Island! Walk to the beach, relax in the backyard, ride a bike, kayak, or book a fishing excursion; there's so much to do here. The cottage is clean and stocked with everything you need for a relaxing visit. Drive 10 minutes to Mathews for great restaurants and shopping, or an hour to Yorktown, Jamestown and Williamsburg. Come relax and enjoy some Island Time with us!

Guest favorite

A private porch features two white rocking chairs and seasonal decorations, including pumpkins. The entrance door is framed by windowed panels, providing natural light. Potted plants adorn the porch, contributing to a welcoming atmosphere. A wooden sign overhead indicates the property name.

Guest suite in Port Haywood

4.77 out of 5 average rating, 153 reviews

Paddler's Rest

The Paddler's Rest is a relaxing guest house on Kings Creek in Mathews County with direct access to the water and a private porch. Very secluded but close to town for restaurants etc. Guests have free use of a canoe and 2 kayaks. Great area for biking--all roads lead to the water and Mathews County is perfectly flat! Self check- in.