Family-friendly vacation rentals in Middlesex County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Middlesex County

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

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Top guest favorite
Place to stay in White Stone
4.99 out of 5 average rating, 125 reviews

Unique style, Waterfront Dock,Yard,Kayaks,SUP,King

Nestled on Little Oyster Creek in the charming small town of White Stone, is Beacon Bay Getaway. This lighthouse style home is situated on 3 private acres and has 3 water views: the Creek, the Chesapeake Bay and the Rappahannock River all which can be viewed from the wrap @ deck and top observation lookout. Enjoy the large yard with fire pit. Launch a kayak/SUP from our dock or bring your fishing rods to catch Croaker. Have fun catching blue crabs with our crab traps. Follow @beaconbaygetaway

Top 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
4.95 out of 5 average rating, 143 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
A serene view of the water showcases the Rappahannock River and surrounding landscape. The horizon blends various shades of blue with green grass and patches of marshland, inviting a sense of tranquility. Wisps of clouds drift across the expansive sky.
Guesthouse in White Stone
5.0 out of 5 average rating, 318 reviews

Waterfront Guesthouse II on the Rappahannock

The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

Top guest favorite
A modern living area is highlighted by two deep blue velvet sofas facing each other, with a round woven coffee table between them. A cozy fireplace is set against a white wall, complemented by abstract art above, while patterned curtains add texture to the space.
Home in Kilmarnock
4.97 out of 5 average rating, 179 reviews

Belle Haven - perfect cottage for Girls' Weekends!

Escape to our charming, newly updated cottage, thoughtfully decorated to create a cozy home away from home. Just a 10-minute walk brings you to the heart of Kilmarnock, where you'll find shops and restaurants. A short drive will take you to Irvington and White Stone, where you can explore more dining, shopping, and attractions like The Tides Inn and Compass Entertainment. Nestled in a quiet neighborhood, the cottage offers plenty of privacy, and a fenced yard perfect for your furry companion.

Superhost
A sandy beach stretches along the water's edge, with a house featuring large windows nestled among green shrubs. A lighted pier extends into the water, where two children are playing. The clear sky and surrounding trees create a serene backdrop.
Cottage in Deltaville
4.78 out of 5 average rating, 163 reviews

Stunning Beachfront Cottage on the Chesapeake

Take a break and unwind at this peaceful oasis. Near the end of a private road, enjoy direct beachfront access to the entrance of the Chesapeake Bay. Chill on your own sandy beach, wade in the water, and watch an endless display of boats at quiet Stingray Point. A private lighted pier, outdoor shower, and river room porch will make your stay worthwhile. With four bedrooms (one has bunk beds and a foosball table and is accessed through the third bedroom) you'll have all the room you need.

Top guest favorite
A traditional brick house is depicted, featuring a symmetrical roofline and charming dormer windows. The front entrance is framed by a small porch, with a set of steps leading to the door. Lush green grass and flowering shrubs surround the home, enhancing the natural setting.
Home in Kilmarnock
4.97 out of 5 average rating, 189 reviews

PORT DITCHLEY - Northern Neck Waterfront Home

Enjoy the Northern Neck as you overlook the Chesapeake Bay & Pretince Creek, while relaxing on the waterfront setting of this 4 bedrm & 2.5 bathroom house. Enjoy crabbing & fishing (w your rod) on the pier; if you are arriving by boat, dock has deep water. Several adult & child kayaks & 2 paddle boards provided. Ditchley Cider Works is a 1/2 mile walk/ride House is 5 minutes from Kilmarnock. Enjoy the local wineries, restaurants, shopping, antiques, seafood, tranquility, & nature.

Top guest favorite
A charming cottage with a light green facade is framed by lush greenery. A set of stairs leads to the entrance. Two bicycles with bright blue frames are positioned in front, enhancing the inviting atmosphere of the outdoor space.
Cottage in Irvington
4.96 out of 5 average rating, 115 reviews

Irvington Cottage - Vineyard Birdhouse

Beautiful & peaceful 3 bedroom (1 King, 1 Queen, Twin Beds), 3 bath cottage with screened porch nestled in the woods in a quiet neighborhood with nature trails and dock. Perfect getaway for adults/family. Walk or bike to the charming town of Irvington. Explore the shops and restaurants in the area. Enjoy sunset dinner at nearby river restaurants; eat oysters! Close to Tides Inn. Premium Cable TV, high -speed WIFI for your convenience. Note: NO PETS, no smoking, no parties allowed.

Superhost
Home in Irvington
4.95 out of 5 average rating, 180 reviews

Magical wooded cottage pool +priv hottub walk2town

Set among the trees on 2 peaceful wooded acres, this cottage delights with gothic architecture, sun-filled rooms, and a bathroom for every bedroom. Relax in the hot tub under the stars, sip local wines, eat oysters. Take a sunset boat cruise or learn oystering and crabbing from a local waterman. Farm stands, markets, and sea-to-table local fare. Live life in an historic working water town with lots of personality. Close to Tides Inn, Kilmarnock, White Stone, Compass Entertainment.

Top guest favorite
Home in White Stone
4.99 out of 5 average rating, 147 reviews

1891 Coastal Charmer: fully renovated farmhouse

Built in 1891, this farmhouse has been totally renovated by a professional designer. The Cottage is filled with coastal colors and accessories so it feels fun and updated but still retains the feeling of walking into a well loved family beach cottage. We are pet friendly as any beach cottage should be and love seeing our guests and their pets enjoying the cottage. Follow the cottage on social media @ BlueOysterCottage for more pictures, design ideas and local places to visit.

Top guest favorite
A private dock extends over the water, featuring several wooden Adirondack chairs beneath a vibrant red umbrella. The surface of the water reflects the surrounding landscape, with a bridge visible in the distance and a clear sky overhead.
Home in White Stone
5.0 out of 5 average rating, 120 reviews

Best View on the Northern Neck, Sandy Beach!

A video tour is hosted on Youtube; please feel free to ask for the link - Airbnb won't let me include it here. You can also find it yourself on Youtube searching for the title "White Stone River Cottage". Come down the long private drive along the pasture to the little cottage perched on the banks of the river, surrounded by large oak trees. Its a simple, cozy spot with lots of outdoor spaces for spreading out.

Superhost
A clear blue pool is framed by wooden decking and lush greenery. The inviting water reflects the sky, and the pool features a set of steps for easy access. Surrounding the pool are wooden railings, adding to the private feel of the outdoor space.
Apartment in Irvington
5.0 out of 5 average rating, 131 reviews

Pelican Place, Cozy Retreat | Pool | Walk to Tides

Unwind at this stylish apartment with view of Carters Creek and walking distance to the cutest little town and the iconic Tides Inn Resort. Take a refreshing dip in the pool, enjoy the charming outdoor shower, and star gaze under a blanket from the rooftop deck. Several outdoor spaces and large yard with whimsical touches. The perfect hideaway close to all the Northern Neck has to offer.

Top guest favorite
A remodeled brick home is situated on a spacious lawn, showcasing a welcoming front entrance with steps leading to the door. Lush greenery lines the property, and a sunroom extends from one side, offering views of the surrounding area.
Home in Lancaster
4.99 out of 5 average rating, 258 reviews

Rivah View

Relax by the "Rivah" in this remodeled three bedroom river view home located at 949 Teague Road, Lancaster, VA. Enjoy all the comforts & amenities of home while watching beautiful sunsets on the Rappahannock River. Our property is pet friendly. Private dock with fish light, boat ramp, and kayaks on site for guest use. Belle Isle State Park is located 2 miles from the property.

Popular amenities for Middlesex County family-friendly rentals