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Top guest favorite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 private baths
Aug 16 – 21
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4.97 out of 5 average rating, 238 reviews
Guest favorite
Condo in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 baths
Aug 12 – 17
4.95 out of 5 average rating, 177 reviews
Superhost
Condo in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bath
Aug 16 – 21
4.92 out of 5 average rating, 213 reviews
Top guest favorite
Vacation home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds, 1 bath
Aug 23 – 28
4.96 out of 5 average rating, 272 reviews
Guest favorite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms, 2.5 baths
Aug 16 – 21
4.89 out of 5 average rating, 130 reviews
Guest favorite
Condo in Wintergreen Resort
Cozy Comfort with a View - Wintergreen Resort
2 bedrooms, 2 beds, 2 baths
Aug 18 – 23
4.91 out of 5 average rating, 165 reviews
Top guest favorite
Cottage in Wintergreen Resort
Cozy 3BR/2BR+Fire table+Foosball
3 bedrooms, 5 beds, 2 baths
Aug 12 – 17
5.0 out of 5 average rating, 80 reviews
Top guest favorite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds, 2.5 baths
Aug 12 – 17
4.92 out of 5 average rating, 130 reviews
Guest favorite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 baths
Aug 18 – 23
4.91 out of 5 average rating, 79 reviews
Top guest favorite
Cabin in Vesuvius
The Sanctuary
2 bedrooms, 5 beds, 2.5 baths
Aug 12 – 17
4.99 out of 5 average rating, 375 reviews
Guest favorite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 baths
Aug 24 – 29
4.91 out of 5 average rating, 116 reviews
Top guest favorite
Villa in Wintergreen Resort
NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10
4 bedrooms, 5 beds, 3.5 baths
Aug 16 – 21
4.96 out of 5 average rating, 146 reviews
Top guest favorite
Cabin in Tyro
Tyro Mountain View Cabin
2 bedrooms, 2 double beds, 1 bath
Aug 16 – 21
4.98 out of 5 average rating, 379 reviews
Guest favorite
Condo in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
2 bedrooms, 4 beds, 2 baths
Aug 12 – 17
4.95 out of 5 average rating, 199 reviews
Top guest favorite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 baths
Aug 23 – 28
4.95 out of 5 average rating, 166 reviews
Top guest favorite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
3 bedrooms, 6 beds, 3 baths
Aug 12 – 17
5.0 out of 5 average rating, 58 reviews
Top guest favorite
Chalet in Wintergreen Resort
5 beds/3 BR/2 BA, Chipmunk Chase at Wintergreen
3 bedrooms, 5 beds, 2 baths
Aug 12 – 17
4.94 out of 5 average rating, 68 reviews
Top guest favorite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 12 • Breweries
4 bedrooms, 7 beds, 2 baths
Aug 16 – 21
4.91 out of 5 average rating, 46 reviews
Top guest favorite
Condo in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds, 3 baths
Aug 12 – 17
4.99 out of 5 average rating, 185 reviews