
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.

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.

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.

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.

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.

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.

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!

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!

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.

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.

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.

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.

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.
Popular amenities for Shenandoah Valley family-friendly rentals
Family-friendly home rentals with a hot tub

Ultimate cabin in the mountains

The Gramophone - Romantic Valley Retreat

Dream View | Hottub | kids Activities| Trails

The Laurel Hill Treehouse

The Nest

The Overlook; A Romantic Treehouse for Two

SpiderMan in SNP~FamilyGetaway~Arcade~HotTub~ESVE

Historic Springhouse Cottage @ Janney Family Farm.
Family- and pet-friendly home rentals

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Lovely mountain top cabin

Trailside Treehouse - Riverside in Richmond, VA

The Hunt Box @ Tally Yo Farm

Charming Cottage at Golden Hill

Rocreek Cabin at Little Stoney Creek

Rustic and stylish mountain getaway

Tyro Mountain View Cabin
Family-friendly home rentals with a pool

Cliffs Edge -A Contemporary Mountain Home

Cozy Secluded A-Frame Cabin Retreat

All Seasons Retreat - Screened Porch - Fire Pit

On Cottonwood Pond

*Cottage @ Firefly Cellars* VA Wine Country escape

Charming Carrie's Cottage at Fairhill Farm

Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trai

Moonfire Farm cozy Shenandoah Region Getaway
Destinations to explore
- Townhouse rentals Shenandoah Valley
- Dome rentals Shenandoah Valley
- Rentals with an accessible-height bed Shenandoah Valley
- Ski-in/ski-out rentals Shenandoah Valley
- Campsite rentals Shenandoah Valley
- Rentals with outdoor seating Shenandoah Valley
- Rentals with a kayak Shenandoah Valley
- Fitness-friendly rentals Shenandoah Valley
- Rentals with a hot tub Shenandoah Valley
- Serviced apartment rentals Shenandoah Valley
- Rentals with a cinema Shenandoah Valley
- Nature eco lodge rentals Shenandoah Valley
- Rentals with a patio Shenandoah Valley
- Bed and breakfasts Shenandoah Valley
- Yurt rentals Shenandoah Valley
- Villa rentals Shenandoah Valley
- Waterfront rentals Shenandoah Valley
- Hotel rooms Shenandoah Valley
- Rentals with pools Shenandoah Valley
- Tiny house rentals Shenandoah Valley
- Farm stay rentals Shenandoah Valley
- Rentals with a sauna Shenandoah Valley
- Rentals with a fireplace Shenandoah Valley
- Motorhome rentals Shenandoah Valley
- Apartment rentals Shenandoah Valley
- Cabin rentals Shenandoah Valley
- Barn rentals Shenandoah Valley
- Rentals with a washing machine and dryer Shenandoah Valley
- Rentals with an EV charger Shenandoah Valley
- Rentals with a firepit Shenandoah Valley
- Beachfront rentals Shenandoah Valley
- Resort rentals Shenandoah Valley
- Tent rentals Shenandoah Valley
- Loft rentals Shenandoah Valley
- Flat rentals Shenandoah Valley
- House rentals Shenandoah Valley
- Treehouse rentals Shenandoah Valley
- Smoking-friendly rentals Shenandoah Valley
- Boutique hotels Shenandoah Valley
- Rentals with breakfast Shenandoah Valley
- Rentals with an accessible-height toilet Shenandoah Valley
- Guest house rentals Shenandoah Valley
- Private suite rentals Shenandoah Valley
- Holiday home rentals Shenandoah Valley
- Cottage rentals Shenandoah Valley
- Pet-friendly rentals Shenandoah Valley
- Rentals with lake access Shenandoah Valley
- Rentals with beach access Shenandoah Valley
- Chalet rentals Shenandoah Valley
- Family-friendly rentals United States




