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

Duck Inn B&B at Small Axe Farms
Unique private space on our small family farm. Relax on our large deck, walk our property, or explore the local area. Option to add homecooked breakfast and dinner. Great location : 8 mi to Massanutten (snow sports, arcade, golf, waterpark, mountain biking); 5 mi to Shenandoah Nat'l Park (hike, scenic cycling/drive); 4 mi to Shenandoah River (fish, kayak, rafting, tubing); 3 mi to Elkton (award-winning brewery, excellent local restaurants, and shops); 20 mi to JMU, 35 mi to Charlottesville/UVA

Idyllic Cottage Retreat
⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

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.

Tipi with a great view of the Blue Ridge Mountains
Our small family farm is conveniently located 10 minutes from Interstates 81/64 and historic Lexington, Virginia. The Tipi has amazing views of the Blue Ridge Mountains and all the wonders our little farm and community has to offers. We are convenient to many local attractions like hiking, swimming, brewery and vineyard tours and yet secluded enough to heal your stress, enjoy time with your family or simply a special time away from the grind. Come stay with us! You deserve sincere hospitality!

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!

Yurt fireplace*FARM*horses*goats*woods*STARS*Hotub
Come experience living in a round structure filled with amenities-fully equipped kitchen, deep tub, heating and AC, hot tub and in-ground pool. Great for couples, friends, and families. A 10 minute hike gets you into Shenandoah National Park, explore our 58 acres on numerous walking trails, visit Charlottesville, historical sites, caves, or play in rivers. Child friendly- no pets.( PRIVATE hot tub Nov 20- March 1.) Check out Cair Paravel Farmstead on FB/the web to see all we have to offer.

Little Forest Tiny Cottages in Free Union
Enjoy the breathtaking views of the Blue Ridge Mountains on this 26 acre Olde English Babydoll Sheep farm right from your window. Our farm is a haven of peace and serenity in a secluded but centrally located area just 18 miles northwest of Charlottesville. Wake up to delicious farm fresh breakfast from our eco-friendly farm. Take pictures of fluffy sheep and angora rabbits grazing on rolling hills. Hike our private trail. Breathe in the fresh mountain airs. Sleep in. Slow down. Relax.

The Laurel Hill Treehouse
Fully immerse yourself in nature in this serene Scandinavian-inspired woodland retreat, perfect for a couple's getaway. The treehouse is perfectly nestled amongst the trees, offering a chance to unwind while enjoying the beautiful views of nature. Just imagine yourself relaxing on the wrap around porch, soaking in the hot tub, cooling off in the creek, & cozying up to a crackling fire. We invite you to unwind, reconnect with nature & create cherished memories in this tranquil hideaway.

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.
Come for an 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.

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!

Moonfire Farm cozy Shenandoah Region Getaway
Experience charm and nature at Moonfire Farm! Our finished basement on a 5-acre hobby farm offers delightful animal encounters with chickens, ducks, alpacas, and hilarious goats. Our active family of three, including our 7-year-old daughter Piper, welcomes you. High-speed Internet and nearby wineries, breweries, hiking trails, and pick-your-own fruit locations await you. Explore our guidebook for recommendations. Book now for a memorable farm getaway!
Popular amenities for Shenandoah family-friendly rentals
Family-friendly home rentals with a hot tub

New Modern Cabin with Hot Tub & Arcade | HH

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

The Bird's Nest - Cabin by the River

Blue Ridge Retreat 2 w/ HOT TUB/Sauna/Cold Plunge!

The Wizard's Chalet • Cozy nature escape • Hot Tub

Mountain Sun Cabin – Stylish Escape w/ Hot Tub

Hot Tub Nature Retreat 2 min to Bryce Resort

Homestead at HeartRock
Family- and pet-friendly home rentals

Massanutten Rustic Cabin with Views

Yellow Shutter Farmhouse Oasis

Peak season! Coffee bar, fish, fire-pit, stargaze!

Hot Tub, Game Room, Pizza Oven, Fire Pit, Pets

Charming Cottage at Golden Hill

Quaint Cottage - Wolftrap Farm (Horse neighbors)

The Humble Abode Camp

Tranquility in the Mountains - Pet friendly!
Family-friendly home rentals with a pool

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Tiny Cabin Retreat 1 @ Camp Shenandoah Meadows

18th Century Charming Bungalow #127 & Pool

Mountain View Getaway Yurt

Ski-In Ski-Out ~ Mtn Views ~ King Suite

An Escape to Cottonwood Pond

Massanutten Woodstone 2-BR, 2 Bath

THE PERFECT HIKING & WINERY COUNTRY RETREAT
When is the best time to visit Shenandoah?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $230 SGD | $222 SGD | $223 SGD | $240 SGD | $267 SGD | $258 SGD | $252 SGD | $244 SGD | $204 SGD | $248 SGD | $248 SGD | $248 SGD |
| Avg. temp | 2°C | 4°C | 8°C | 14°C | 18°C | 22°C | 24°C | 23°C | 20°C | 14°C | 9°C | 4°C |
Quick stats about holiday rentals that are family-friendly in Shenandoah

Total holiday rentals
Explore 20 holiday rentals in Shenandoah

Nightly prices starting at
Shenandoah holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 2,710 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Shenandoah holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Shenandoah rentals

4.9 Average rating
Shenandoah stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Page County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Luray Caverns
- Early Mountain Winery
- Shenandoah Valley Golf Club
- Bryce Resort
- The Plunge Snow Tubing Park
- James Monroe's Highland
- Massanutten Ski Resort
- Prince Michel Winery
- Chisholm Vineyards at Adventure Farm
- Wintergreen Resort
- Sly Fox Golf Club
- Frontier Culture Museum
- Blenheim Vineyards
- Spring Creek Golf Club
- Dinosaur Land
- Bowling Green Country Club
- Farmington Country Club
- Warden Lake
- Birdwood Golf Course
- West Whitehill Winery
- Cardinal Point Winery
- Blue Ridge Shadows Golf Club
- Little Washington Winery
- Glass House Winery




