
Ski-in/Ski-out vacation rentals in Wintergreen Resort
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals in Wintergreen Resort
Guests agree: these ski-in/ski-out homes 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 ski-in/ski-out rentals
Ski-in/ski-out house rentals

Premiere 2 BR Getaway Ski In/Out Wintergreen Condo

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

Cool Mountain Breezes on The Slopes

Wintergreen Condo~ 1 Minute To Four Seasons Resort

Casa Perfecta

Cozy cabin/BeautifulFoliage/WalktoSki/PupsOK!

Luxe Modern Retreat: Steps to Ski & Hike! Views!

New Wintergreen Walk Slopes/Hot-tub/ Sauna/Pets OK
Family-friendly, ski-in/ski-out home rentals

Uncork and Unwind! Perfect Mountain Retreat

Tyro Slope Side Home Ski In/Out w/ Yr Round Views

Living the Dream at Wintergreen

Wild Ridges - Newly Renovated!

Slope-Side with a Mountain View

House on the Slopes (Ski-in /out)

NEW! Slopeside Condo Ski In/Out - 4 bed 3 bath

Slope Side 2 Bed Condo. Location Location Location
Ski-in/ski-out cabin rentals

Eagle's Lookout Retreat at Wintergreen Resort, VA

Leaf-Peeping at Oak Ledge! Trails+Tastings+Peace

Bide-a-Wee- Hike the Trails! Close to the slopes!

Smoky Bear Cabin

Slope Side Suite

Cozy 'Hillside Hideaway' in Wintergreen Resort!

A warm mountain top home, steps from the slopes.

COZY A-Frame Spacious Deck w/ Grill
Quick stats about vacation rentals that are ski-in ski-out in Wintergreen Resort
Total rentals
110 properties
Nightly prices starting at
€ 60 before taxes and fees
Total number of reviews
5.3K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
50 properties have a pool
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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
- Massanutten Ski Resort
- Frontier Culture Museum
- Liberty Mountain Snowflex Centre
- The Plunge Snow Tubing Park
- Wintergreen Resort
- Spring Creek Golf Club
- Blenheim Vineyards
- Farmington Country Club
- Glass House Winery
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- Cardinal Point Winery
- Meriwether Springs Vineyard and Brewery
- Burnley Vineyards