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Search results; Over 1,000 homes

Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds, 2.5 private bathrooms
20–25 Aug
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4.92 out of 5 average rating, 130 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 214 reviews
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 274 reviews
Top guest favourite
Home in Wintergreen Resort
Cool Mountain Breezes W/ New Hot Tub & Sauna
3 bedrooms, 7 beds, 3 bathrooms
20–25 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
21–26 Aug
4.95 out of 5 average rating, 239 reviews
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds, 2 bathrooms
19–24 Sept
4.99 out of 5 average rating, 274 reviews
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 52 reviews
Top guest favourite
Apartment in Wintergreen Resort
The Perch in Wintergreen Laurelwood
1 bedroom, 3 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 58 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.94 out of 5 average rating, 194 reviews
Superhost
Home in Wintergreen Resort
Ski Chalet | Walk to Slopes | Hot Tub
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
New place to stay
Home in Wintergreen Resort
Wintergreen Resort, Hot Tub, EV Charger, Game room
3 bedrooms, 7 beds, 3.5 bathrooms
23–28 Aug
New place to stay
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
24–29 Aug
4.91 out of 5 average rating, 117 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
20–25 Aug
4.95 out of 5 average rating, 179 reviews
Guest favourite
Cabin in Nellysford
Tiny Luxury Retreat: Lake, Hikes, Brews & Vines
2 bedrooms, 1 king bed, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 281 reviews
Chalet in Wintergreen Resort
Alpine Ascent
3 bedrooms, 4 beds, 3 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Townhouse in Wintergreen Resort
Altitude Adjustment
2 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 77 reviews
Guest favourite
Townhouse in Wintergreen Resort
Wintergreen home, ideal location, dogs welcome!
2 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.91 out of 5 average rating, 214 reviews
Top guest favourite
Cabin in Wintergreen Resort
On The Rocks
3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
4.98 out of 5 average rating, 90 reviews
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds, 2 bathrooms
20–25 Aug
4.97 out of 5 average rating, 99 reviews