Family-friendly holiday rentals in Shenandoah Valley

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Shenandoah Valley

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

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Top guest favourite
A serene night scene features a softly lit Airstream under a trellis, surrounded by greenery. The glow from string lights creates a cozy atmosphere, while the tree canopy enhances the sense of seclusion. A path leads towards the well-lit deck area, inviting evening relaxation.
Farm stay in Stanardsville
4.92 out of 5 average rating, 787 reviews

Airstream*dog*POOL*HotTub*MTN*relax*GOATS*horses!

Enjoy the peace and quiet in our secluded updated 1986 Airstream. The huge deck brings you into the trees and treats you to seasonal views. Relax on the deck, watch the stars in the lounge chairs, or enjoy the private outdoor claw foot tub. Seasonal shared pool & Hot tub. Hike and tour the Farm or SNP backcountry right out your door. Only 40 min. from Charlottesville. Great for kids. 2 Dog limit-$50 pet fee PER dog. Check out Cair Paravel Farmstead on FB/the web to see all we have to offer.

Top guest favourite
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 393 reviews

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Guest favourite
The yurt is surrounded by a grassy area, with wooden steps leading up to a double-glazed door. It features a teal exterior and a gray roof, complemented by nearby blooming pink trees, creating a serene outdoor environment.
Yurt in Luray
4.76 out of 5 average rating, 210 reviews

Hummingbird Yurt @ #1 Rock Tavern River Kamp

Glamping "Vacation in the Round!" in our Hummingbird Yurt sits atop the hill overlooking the Legendary Shenandoah River. We are within 5 to 20 min of Luray Caverns, G W National Forest (Kennedy's Peak Hiking Trail), Fort Valley Horseback Riding Stable, River Hill Distillery, Wisteria Vineyards, Dukes of Hazzard Museum, Caverns Museum, Canopy Zip Lines at Andy Guest State Park, and entrance to Shenandoah National Park (waterfall hike - Dark Hollow Trail), on-site tube /kayak rentals.

Top guest favourite
The yurt is set against a starry night sky, surrounded by towering trees. A spacious deck leads to the yurt's entry, while warm light emanates from its windows. The scene showcases a natural ambiance highlighted by foliage and a gravel path leading to the entrance.
Yurt in Etlan
4.96 out of 5 average rating, 248 reviews

Peaceful Secluded Old Rag Retreat

The spacious one bedroom yurt is located high on a forested hillside in the middle of 15+ acres. Come enjoy a natural and serene getaway with all the comforts of home- a full kitchen (ie, all utensils, setting for four), a bathroom with shower and laundry, a queen bedroom, and a queen foldout sofa in the living room by the wood burning stove. The windows roll up from the outside and have permanent screens inside. There is also a BBQ grill, a separate firepit, and WiFi via satellite.

Guest favourite
Treehouse in McHenry
4.96 out of 5 average rating, 127 reviews

Treehouse in Deep Creek Lake

Newly built, Whispering Woods is a custom-made treehouse surrounded by stunning scenery just minutes from Deep Creek Lake and Wisp Resort. No detail was overlooked in the spacious interior that includes 2 bedrooms, 2 baths, a fully equipped kitchen, and a sitting area with a 65” TV. The amazing outdoor living space includes expansive decks, a fire pit, and a bubbling hot tub. For a unique and memorable experience from start to finish, come relax and reconnect at this treetop escape.

Top guest favourite
A rustic log cabin is surrounded by lush greenery in a serene wooded setting. The spacious front lawn is fenced, providing a safe area for pets. The porch features a swing, inviting relaxation amidst the natural landscape.
Cabin in Madison
4.97 out of 5 average rating, 119 reviews

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking

Bring the whole fur family & enjoy precious time away from the hustle & bustle of everyday life. This updated cabin sits on 12.5 acres of mainly wooded land in the heart of the blue ridge- Madison County. Within 30 minutes of wineries, breweries, hiking, & Charlottesville! Boasting a primary loft bedroom w/ a queen bed and a bonus room w/ a full bed, this home away from home can comfortably sleep 4-5! Front porch swing & fenced yard for the pups to play. Guests can completely relax!

Superhost
A charming tiny home is set among tall trees in a wooded environment. A picnic table and several chairs are located in front, while a fire pit with surrounding seating is visible nearby. The natural landscape provides a serene backdrop for outdoor activities.
Tiny home in Mathias
4.89 out of 5 average rating, 112 reviews

The Acorn | Tranquil & Comfy Gem ~ Near State Park

Welcome to the charming tiny home next to the Lost River State Park. Its gorgeous location provides quick access to hiking trails, exciting attractions, and natural landmarks! Enjoy a great list of amenities combined with scenic views that will make you want to stay forever. ✔ Comfortable Bedroom + Loft (Sleeps 4) ✔ Kitchenette ✔ Yard (BBQ, Dining, Fire Pit, Seating) ✔ Shared Sauna ✔ High-Speed Wi-Fi ✔ Parking + EV Charger ✔ Playground + Disc Golf Course Learn more below!

Top guest favourite
A tiny house is set against a backdrop of colorful sunset skies. The exterior features blue siding with softly glowing lights around the entrance. Lawn chairs are positioned in front, inviting relaxation. Trees and greenery surround the area, enhancing the serene atmosphere.
Tiny home in Scottsville
4.99 out of 5 average rating, 488 reviews

Rare Find: Private Animal Sanctuary & Tiny Cottage

For animal lovers seeking an exclusive and unique getaway, this boutique Airbnb in Scottsville offers a tranquil escape where guests can unwind in nature and connect with the sanctuary’s resident animals. Recognized by Northern Virginia Magazine, Trips 101, and Trips to Discover as one of Virginia’s most distinctive stays, this thoughtfully curated retreat features cozy furnishings, charming handcrafted details, and an expansive window that showcases views of the animals.

Top guest favourite
A rustic log cabin is nestled among lush trees, showcasing its stone chimney and a welcoming porch. The natural setting offers a serene atmosphere, with dappled light filtering through the leaves, highlighting the cabin's historic log structure.
Cabin in Rockbridge Baths
4.98 out of 5 average rating, 413 reviews

Little Cabin in the Woods is quiet and secluded!

Enjoy our rustic, cozy, historic log cabin in the woods on 21 acres with two streams and a little meadow. The logs, from the 1800's, were reconfigured 17 years ago combining a rich history with high speed internet and modern amenities. Sink into the luscious bed with totally organic sheets, mattress topper, and pillows. Take a walk on the original wagon train road down to a stream or bath your senses in the majestic view of Jump Mountain from the meadow.

Guest favourite
An aerial view of the A-frame cabin nestled among dense trees showcases its distinct triangular roof and modern design. The surrounding landscape features a winding pathway leading to a cozy seating area, offering a serene ambiance amidst the natural setting.
Cabin in Luray
4.95 out of 5 average rating, 278 reviews

The Sparrow Luxury A-Frame w/Hot Tub in Shenandoah

Escape to The Sparrow, a newly built luxury A-Frame nestled in Virginia’s Shenandoah Valley, just a scenic drive from DC. This modern retreat features an African-inspired design, two bedrooms, a full kitchen, a fireplace, a private hot tub, a deck, a workspace, 4K TVs, and a PlayStation 5. Minutes from Luray Caverns, Skyline Drive, and Shenandoah National Park, it’s the perfect base for unforgettable adventure and relaxation.

Top guest favourite
A modern cabin is nestled among vibrant autumn foliage, with leaves in shades of red, orange, and yellow. The building features a dark exterior and large windows, surrounded by trees that enhance the feeling of being in a treehouse.
Cabin in Maysville
5 out of 5 average rating, 257 reviews

Modern cabin in Dolly Sods w/ sauna & EV charger

A bright, modern cabin in the heart of the Monongahela National Forest. This brand new design driven space feels like being in a treehouse. It lies at the edge of the Dolly Sods wilderness, has forest views from every room, and a sauna. The location provides easy access to tons of hiking and is only 2.5-3 hours from Washington DC. It's as close as you can get to Dolly Sods without camping! 4WD needed in the winter.

Top guest favourite
An interior view of the cabin showcases natural wooden walls and a loft space above. A spacious bed is situated near large windows, with a staircase leading to the loft. Two rockers and a small coffee table are positioned on a patterned area rug.
Tiny home in Moorefield
5 out of 5 average rating, 299 reviews

Creekside Tiny Cabin aside a Mountain Stream

Creekside is a 312 square foot (plus loft) secluded Tiny Cabin. It is nestled in the woods, with mountain views and absolutely stunning night skies. A picturesque year-round mountain stream is less than 50 feet from the cabin porch. The modern cabin was designed to be comfortable and appealing. Every "tiny" detail was considered. Although the cabin may have limited square footage, it feels roomy and uncrowded.

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