
House vacation rentals in Wintergreen Resort
Find and book unique houses on Airbnb
Top-rated house rentals in Wintergreen Resort
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Wintergreen Resort house rentals
House rentals with a pool

Stunning Views, Hot Tub, Impeccable Design

Hot Tub! Wintergreen Resort!

Luxury|Hot Tub|Sauna|Cold Plunge|Game Room|Views

Cottage on the Knoll ~ Prvt Pool & Hot Tub OPEN

Farmhouse on Working Vineyard

Perfect house

Hot Tub EV Charger Mntn View Fireplace Grill Pool

Stunning Views | Hot Tub | Walk to Ski Slopes
Weekly house rentals

Mountain View Charm

Welcome to Winterhaven! 5BR/4BA .5mi from lodge!

Summit Serenity - Walk To Slopes and Restaurants

White Wolf Chalet at Wintergreen

Whispering Creek Hot Tub Pool TennisGolf King Beds

Luxury House on Mountain Golf Course: Book Summer

Mountain Bauhaus | Sleeps 8 | Amenities | Grill

Beech Grove Cottage: 151, Firepit, EV Charger
Private house rentals

Cozy 5-bedroom home for large gatherings.

Fall Foliage | Hot Tub • Sauna • Games • Firepit

Treeloft 17: Ski in/ski out – EV charger – 3BR/3BA

Family-Friendly Meets Luxury

Country retreat w. mountain views + river access

Gorgeous views, AT access, bike pkwy, breweries

The Snow House Pet Friendly Creek PacMan

Ridge Retreat @ Wintergreen!
Quick stats about house rentals in Wintergreen Resort
Total rentals
230 properties
Nightly prices starting at
$137 CAD before taxes and fees
Total number of reviews
8.2K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
120 properties have a pool
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- Family-friendly rentals Wintergreen Resort
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- Rentals with pools Wintergreen Resort
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- Rentals with a fireplace Wintergreen Resort
- Rentals with a firepit Wintergreen Resort
- Rentals with a patio Wintergreen Resort
- Rentals with a hot tub Wintergreen Resort
- Rentals with an EV charger Wintergreen Resort
- Ski-in/ski-out rentals Wintergreen Resort
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- Massanutten Resort
- Omni Homestead Resort
- Early Mountain Winery
- Boonsboro Country Club
- Ash Lawn-Highland
- Amazement Square
- Homestead Ski Slopes
- Chisholm Vineyards at Adventure Farm
- Frontier Culture Museum
- Massanutten Ski Resort
- Liberty Mountain Snowflex Centre
- The Plunge Snow Tubing Park
- Wintergreen Resort
- Spring Creek Golf Club
- Cardinal Point Winery
- Birdwood Golf Course
- Glass House Winery
- Burnley Vineyards
- Meriwether Springs Vineyard and Brewery
- Blenheim Vineyards
- Farmington Country Club