Family-friendly vacation 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.

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Guest favorite

Cottage in Crozet

4.88 out of 5 average rating, 168 reviews

#3 Magnolia Cottage 2 BD Family Mnt. Cabin

Eco-Friendly and family friendly cabins overlook lake in mountains of Virginia. Small 450 sq ft cabin with two bedrooms- a queen size mattress bed and 2nd bedroom with bunk bed and a futon in living-room sleeps up to six guests. Fully equipped kitchenette and breakfast table. Bathroom and shower. Wi-Fi. Private covered porch. Pets welcome with additional $45 fee. Hike, canoe, fish and bike onsite on a 129 acres. 4 wineries within 5 miles, 15 min to Shenandoah National Park, 40 min to Monticello.

Guest favorite

Chalet in Davis

4.85 out of 5 average rating, 155 reviews

Big, Bright SLOPESIDE Ski Chalet, Outdoor Hot Tub!

Don't be fooled by other misleading "slopeside" listings! This gorgeous 5-bedroom lodge is adjacent to Timberline's Winterset ski run — perfect for families. Outdoor hot tub. Large open floor plan, plus separate living area downstairs. Two gas fireplaces. Master suite has Jacuzzi for 2. Wifi, 2 flatscreen HDTVs. Please don't request to book this chalet unless you have at least 3 positive reviews on Airbnb. If you don't have 3 positive reviews, your request to book will be respectfully declined

Guest favorite

Cabin in Stanley

4.98 out of 5 average rating, 168 reviews

Stunning Mountain Views in Luxurious Log Home!

Perfect for couples or families wanting STUNNING MOUNTAIN VIEWS (from the cabin & from the hot tub) in the ideal location. Romantic, luxurious & immaculately clean custom cabin, fully equipped w/all pine interior. Super close to Shen Natl Park/Skyline Drive, Luray Caverns, unique shops & markets, restaurants, horseback riding, fishing, golf, wineries/breweries, historic sites, Shenandoah River, Lake Arrowhead & the slopes of Massanutten Resort! Find us at LURAY MOUNTAIN CABINS for SPECIALS!

Superhost

Cabin in Shenandoah

4.97 out of 5 average rating, 158 reviews

Cuddly Cub Cabin

Cuddly cub cabin will sleep 6-8 guests, and is close to National Parks, Luray Caverns and the Shenandoah River. You’ll love cuddly cub cabin because of the hot tub, the screened in porch, the fire pit, the BBQ area and the indoor surround sound system . Cuddly Cub is perfect for couples, solo adventurers, business travelers, families (with kids), and furry friends (dogs only). 2 night minimum booking on weekends - single night stays welcome during the week. Holidays require 3 night booking.

Guest favorite

Condo in Wintergreen Resort

4.99 out of 5 average rating, 149 reviews

3 BR 3 BA, 2 story condo in Highlands

Newly renovated condo! You can't beat the view from up here. Top floor/vaulted ceilings, next to the Highlands Lift. Just steps from the expert slopes and on the Wintergreen shuttle route. Enjoy hiking, skiing, snowboarding, tubing, outdoor pool time or a local brewery. This condo has 2 master's with king beds, 1 bunk bed (twin over full), a single twin bed and a pull out twin sleeper sofa. The king beds have new high quality mattresses and luxury bedding and a 60" HDTV in living room

Guest favorite

Chalet in Basye

4.78 out of 5 average rating, 175 reviews

"The Duke Den"

Chalet home near Bryce Resort. Three bedroom, three bathroom. Kitchen, microwave, dishwasher, gas and charcoal grills. TV in master bedroom, in main floor living area and in rec room. Cable TV, WiFi, DVD player w/section of movies, board games and books for winding down after a day of activities at the resort. Short drive to Bryce Resort and Lake Laura. Bryce is a four-seasons resort. Enjoy swimming, tennis, fishing, mountain biking, zip lining, golf in summer, ski in winter.

Superhost

Home in Rockingham

4.78 out of 5 average rating, 256 reviews

Stone Spring - Heated Salt Pool - on 2.5 Acres

Heated Salt water pool and hot tub on 2.5 Acres. Lawn games & outdoor living room! New for '21 - Stove, Upstairs Flooring, Foosball Table, Board Games, paint New for '20 - Antimicrobial door handles, kitchen items Completely separate owner/caretakers quarters onsite, occupied by our property manager. Pool, hot-tub, grilling, etc are private spaces for guests and NOT shared *entrance and egress through pool area* *playhouse removed, gas fireplaces inoperable *no pets

Guest favorite

Rental unit in Orange

4.94 out of 5 average rating, 392 reviews

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

*Please note bookings after Nov 15th-Dec31st tarped construction materials on 1/3of patio as deck being installed. No construction will occur during guest visit. Looking forward to having hot tub next spring. Waterfront. Three queen size beds, 2 deluxe air mattresses. 65" 4k SU Samsung tv (240 channels/11 movie channels; plus movies on-site). Quiet hours: 11pm-8am. Kayaks for 6 available upon request must return to storage rack face down or $25 cleaning fee.

Superhost

Cabin in Harpers Ferry

4.8 out of 5 average rating, 416 reviews

Cozy Cabin Hidden Away on a Lake!

MOUNTAIN MAMA VACATION HOMES The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for every member of the family!

Superhost

Home in Spotsylvania Courthouse

4.87 out of 5 average rating, 180 reviews

Heavenly Quarters: Waterfront home for Family Fun!

A taste of Heaven awaits you. Our home has a private dock. We are located on a quiet cove off Pigeon Run near Lake Anna State Park and Lake Anna Winery. Only 2 hour drive to Washington DC. You’ll love my place because of the view, and you can relax in peace and quiet. Pet Free -No Animals of any kind permitted! Great for families. Check out our FB page to see more pictures - Heavenly Quarters - Lake Anna, VA When booking please list all guest with names.

Guest favorite

Home in Harpers Ferry

4.94 out of 5 average rating, 383 reviews

Gayte House Gay Owned, Liberal Oasis

Cozy and charming 1840's home in the heart of town. Steps from the National Park, feet from the Appalachian Trail. Relax by the fire, on the porch or on the river. We have something for every season and every age. Steve and I have lived here In HF 20 yrs., 13 of those at the Gaytehouse. We live right next door now and Love both our homes. Please, Check out the beautiful and cherished home we offer for your stay.

Guest favorite

Chalet in Brightwood

4.97 out of 5 average rating, 129 reviews

Charming Chalet in Blue Ridge Wine Country

NEW! PICKLEBALL/BASKETBALL COURT PUTT PUTT GOLF Sunset Ridge is in the heart of all you want to do! Newlyweds to families, everyone will love it here! The peace and quiet of the country, or the excitement of exploring new and different places, all await you! Check out our guidebook for local attractions, restaurants, nightlife, and sightseeing. Enjoy the serenity of the country! Follow us: @sunsetridgechalet