
Kid-friendly holiday rentals in Wintergreen Resort
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Wintergreen Resort
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Wintergreen Resort family-friendly rentals
Kid-friendly house rentals

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

“Small" House/Peaceful/Breweries/Hikes/Wineries

Three Springs with EV charging station

Crozet casa w/ firepit & hot tub in wine country

"The Shire" at Hollow View: Crozet Farmhouse

Mountain Season Lodge

CritzerHouse - on 151- Walk to the Brewery!

Saltbox at Wintergreen, a Modern Mountain Escape
Family-friendly apartment rentals

Lovingston Get-Away Lovingston, VA

Queen City Hideaway

Stone Ridge at Wintergreen

Lewis Creek Loft

Traveler’s Escape-1 bedroom. Walk to downtown!

The Downtown Corner Place - Location and Luxury

The Bons Amis Suite: Walk Downtown!

Mountain View Getaway
Family-friendly apartment rentals

The Modern Mountain Condo

All-Season 2bd/2ba next to Spa view of Golf Course

1720 High Ridge at Wintergreen Resort

New Construction! 1 Bed/2 Bath, pet friendly

Light Filled Awe-Inspiring Views from Every Window

Ski-in/Ski-out Wintergreen Highlands Condo -Views!

Cozy, clean, quiet mountain condo- King bed

2-min drive from hiking/resort, stairs-free
Destinations to explore
- Rappahannock River Holiday rentals
- James River Holiday rentals
- Gatlinburg Holiday rentals
- Western North Carolina Holiday rentals
- Charlotte Holiday rentals
- Myrtle Beach Holiday rentals
- Outer Banks Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- House rentals Wintergreen Resort
- Rentals with outdoor seating Wintergreen Resort
- Rentals with lake access Wintergreen Resort
- Pet-friendly rentals Wintergreen Resort
- Rentals with a hot tub Wintergreen Resort
- Cabin rentals Wintergreen Resort
- Family-friendly rentals Wintergreen Resort
- Rentals with pools Wintergreen Resort
- Rentals with a firepit Wintergreen Resort
- Flat rentals Wintergreen Resort
- Rentals with a patio Wintergreen Resort
- Rentals with a washing machine and dryer Wintergreen Resort
- Apartment rentals Wintergreen Resort
- Ski-in/ski-out rentals Wintergreen Resort
- Rentals with a fireplace Wintergreen Resort
- Family-friendly rentals Nelson County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Massanutten Resort
- Omni Homestead Resort
- Wintergreen Resort
- Homestead Ski Slopes
- Early Mountain Winery
- Liberty Mountain Snowflex Centre
- Amazement Square
- Boonsboro Country Club
- Frontier Culture Museum
- The Plunge Snow Tubing Park
- Ash Lawn-Highland
- Spring Creek Golf Club
- Chisholm Vineyards at Adventure Farm
- Massanutten Ski Resort