
Family-friendly holiday rentals in Shenandoah County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Shenandoah County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Hay Loft
The Hay Loft sits in the middle of 43 beautiful acres, overlooking our working hay farm with stunning views of the Shenandoah Mountains. We are conveniently located near restaurants, vineyards, antiquing, battlefields, golf resorts, ski resorts and caverns. Spacious rustic/luxe suite w/gas fireplace; king bed and bathroom with tiled shower, Keurig coffee maker, microwave, toaster oven, small refrigerator, no freezer, dishes and and outdoor gas grill and indoor gas fireplace. Outdoor firepit.

The Bird's Nest - Cabin by the River
Located on one of the Seven Bends of the Shenandoah River, the Bird’s Nest is a brand new, custom built 800 square foot cabin featuring an open loft with king bed and skylights, steam shower, heated bathroom floor, and gas fireplace. Exterior amenities include a hot tub, gas grill, gas fire pit table, fire pit by the river, and private river access in a peaceful, wooded setting. Kayaks/tubes are available to use to float down the river with the unique ability to park/exit on the hosts’ property.

Hot Tub!, 2 Fire Pits, Huge Deck, Private orchard!
The home is an adorable cottage perfect for both a romantic getaway or a family/friends retreat. Enjoy views of the small orchard on the 3 acre wooded property from the large deck and two firepits. The Orchard Cottage is a great base to explore local wineries, hiking, and nearby Bryce Resort. Conveniently located 2 hrs from DC, 45 minutes from Harrisonburg, and only 12 minutes from Bayse/Bryce Ski Resort. Only a 15 min drive to I-81 to conveniently access all the Shenandoah Valley has to offer

The Cottage at B and M Journey Farm
Take it easy at this unique and tranquil getaway. The Cottage at B and M Journey Farm is rustic and cozy and placed on a working farmette. Enjoy evening walks through pollinator spaces and the vineyard. Rise with the sunrise over New Market Gap and settle in at the fire pit overlooking the vineyard. In cooler months enjoy the cabin’s gas fireplace (if you wish). Hiking trails are nearby on New Market Mountain or the Shenandoah National Park. Food and wineries may be found within a short drive.

Finn's Frolic-The place- relax, stay, or explore!
Finn's Frolic is our charming, country tiny home. Less than 2 hours DC, Charlottesville. Beautiful farm, mountain views, deck, fire pit, charcoal grill, much more. Landscaping is in the works ! Kitchen is fully equipped, vintage & new dinner wear. Living room has an electric fireplace, huge picture window, comfy love seat. The bedroom is up traditional stairs: loft bedroom, 7 foot sloped ceiling. Great place to relax, base for visits to local wineries, attractions! Perfectly imperfect!

The Burrow ~ Our guest reviews say it all!
Indulge in a serene retreat at this charming countryside residence, perfect for a delightful getaway or a quick overnight stay. Just a 4-minute drive with two easy turns from I-81, this cozy home promises tranquility and relaxation. Begin your day on the inviting porch, soaking in the sunrise, setting the tone for a peaceful escape. Explore attractions such as hiking trails, enchanting caverns, or indulge in the local offerings of nearby wineries. A short stroll reveals Dee and Kenn's home.

Jay Birds Nest - Pet Friendly
Welcome to Jay Birds nest, located in the historic town of Edinburg, Virginia. Just 1.5 miles from I-81. Fully equipped with all the comforts of home and gorgeous mountain views. Enjoy having the entire house to yourself with sleeping for 6 with 2 queen bedrooms and 1 full bedroom and one full bath. Plenty of parking with room for two cars, one under a car port. Have your morning coffee in the relaxing sunroom or in the outdoor seating area. Just a quick walk away from the Shenandoah River.

Stay in a piece of history! Private Entire Cottage
Built in 1797, this cottage sits next to the historic William Rupp House, and is #17 on the self-guided walking tour! Although you are staying in a piece of history, you still get the privacy you need to comfortably explore all Shenandoah Valley has to offer. 19.6 miles away from JMU, 5.2 miles away from Endless Caverns, right off Interstate 81, and within walking distance of local stores, coffee shops, and restaurants... buckle in for a load of fun with this convenient location.

Historic Springhouse Cottage @ Janney Family Farm.
Farm Stay, escape to the country. Updated historic cottage is in a quiet country setting in the heart of the Shenandoah Valley, rural yet not remote. Enjoy a time of peaceful renewal. Relax overlooking the pastures and beautiful garden common space in the backyard retreat including a hot tub. Studio apartment with queen bed and additional futon sofa. Kitchenette is equipped with refrigerator, microwave, coffeemaker and dishes. Breakfast includes muffins, granola, and coffee.

Grist Mill Cabin - Hot tub! Waterwheel! Creek!
Hot tub AND the waterwheel turns! Cozy romantic couple's getaway repurposed from an historic 18th century gristmill. Great for college parents weekend. Perfect for a honeymoon or babymoon! Covered deck overlooks the picturesque mill, providing relaxing sounds from the creek and waterwheel. The "ghost village" of Moore's Store is now surrounded by orchards and farms. Private yet convenient to wineries, breweries, ski resorts, hiking, caverns and rope adventures.

Rustic and stylish mountain getaway
The Little Black Cabin is everything you've been dreaming about for your cozy mountain getaway! Take in sweeping views, curl up by the fireplace, or make s'mores at the fire pit. Whip up a gourmet meal in the small but well-appointed kitchen. Three dining areas offer options for dinner -- or a remote office, thanks to wifi. Sample nearby hiking, yoga, and farmers' market. We're a little rustic (no TV, AC, microwave, laundry or dishwasher) and a lot stylish!

Easy, Private and Peaceful, 2 minutes from I-81
Relax in a quiet private suite right off I-81. It's clean and sanitized following CDC guidelines. A self check-in touch pad lock for ease of entry and exit. Located 2 minutes from historic Woodstock, minutes from wineries, breweries, the Shenandoah River, State and National Forests. Private entrance, yard and parking. Comfortable and cozy queen sized bed, kitchenette, coffee maker, microwave, refrigerator, bathroom and shower with WiFi
Popular amenities for Shenandoah County family-friendly rentals
Family-friendly home rentals with a hot tub

Emerald Cabin W/Hot Tub, Fireplace, Ski, snowboard

Relax and restore at Mockingbird spa and retreat

Eden House - A cozy chic mountain escape

Tranquil Haven - Secluded 2BR/2BA Cabin

Whispering Woods ~Top rated cabin by Washingtonian

Mtn. Retreat, Hot Tub, Firepit, Stargazing, SNP!

The Chapter House: Hot Tub + Mountain Views

NEW Luxe Cabin w/hot tub, fire pit, & EV ready!
Family- and pet-friendly home rentals

Tiny Cabin Retreat 1 @ Camp Shenandoah Meadows

Muse Vineyards Farmhouse, w Seasonal Pool!

Massanutten Rustic Cabin with Views

Cozy Historic Cabin w/ stellar view of Big Schloss

Shenandoah Escape ~Sauna ~Walk to SRO ~King Bed

Cozy Cottage/Pet Heaven

Double Spur Outfitters' Brook Cabin

Poplar Perch - Modern Cabin, King Bed, Fireplace
Family-friendly home rentals with a pool

Mountain Retreat-Stunning View/Hot tub/Pool

Cedar Creek Wayside Castle

Log Cabin, *Pool, Hot Tub* Views, Views, Log Fires

Bike,Hike,Relax in Lux! at Bryce Resort

Walnut Lane

Indoor Heated Pool~EV- Arcade~Fire Pit-WIFI-VIEWS!

Shenandoah Riverfront w/ Hot Tub & Cold Plunge!

Ski and Golf Condo Aspen East Condos Unit 212
Destinations to explore
- Townhouse rentals Shenandoah County
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- Farm stay rentals Shenandoah County
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- Pet-friendly rentals Shenandoah County
- Cabin rentals Shenandoah County
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- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Shenandoah National Park
- Timberline Mountain
- Luray Caverns
- Bryce Resort
- Early Mountain Winery
- White Grass
- Canaan Valley Resort & Conference Center
- Cacapon Resort State Park
- Canaan Valley Ski Resort
- Prince Michel Winery
- Glass House Winery
- Shenandoah River Outfitters
- Sky Meadows State Park
- James Madison University
- Cooter's Place
- White Lotus Eco Spa Retreat
- Bluemont Vineyard
- Grand Caverns
- Museum of the Shenandoah Valley
- Old Town Winchester Walking Mall
- James Madison's Montpelier
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Skyline Caverns
- Hollywood Casino At Charles Town Races




