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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Extremely private, HOA pool/stair-free entry
2 bedrooms, 4 beds, 2 private bathrooms
24–29 Aug
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4.97 out of 5 average rating, 180 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds
23–28 Aug
4.92 out of 5 average rating, 214 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds
19–24 Aug
4.91 out of 5 average rating, 85 reviews
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds
23–28 Aug
4.96 out of 5 average rating, 274 reviews
Home in Wintergreen Resort
Wintergreen Resort, Hot Tub, EV Charger, Game room
3 bedrooms, 7 beds
23–28 Aug
New place to stay
Home in Wintergreen Resort
True Ski-in / Ski-Out, Slopeside House
3 bedrooms, 7 beds
19–24 Aug
New place to stay
Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
2 bedrooms, 3 beds
24–29 Aug
4.88 out of 5 average rating, 136 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds
23–28 Aug
4.98 out of 5 average rating, 65 reviews
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds
19–24 Sept
4.99 out of 5 average rating, 274 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds
19–24 Aug
4.95 out of 5 average rating, 239 reviews
Top guest favourite
Home in Wintergreen Resort
Cool Mountain Breezes W/ New Hot Tub & Sauna
3 bedrooms, 7 beds
18–23 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds
23–28 Aug
4.96 out of 5 average rating, 52 reviews
Top guest favourite
Home in Wintergreen Resort
Mountaintop Home, Walk to Lifts
3 bedrooms, 2 bunk beds
18–23 Aug
4.84 out of 5 average rating, 67 reviews
Chalet in Wintergreen Resort
Alpine Ascent
3 bedrooms, 4 beds
20–25 Aug
New place to stay
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds
18–23 Aug
4.95 out of 5 average rating, 179 reviews
Guest favourite
Home in Wintergreen Resort
Designer Home w/ Incredible Views, Sleeps 16
6 bedrooms, 9 beds
20–25 Aug
4.94 out of 5 average rating, 104 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Hike*Spacious MtnTop Escape *4 EnSuites* Dogs OK
4 bedrooms, 6 beds
21–26 Aug
4.98 out of 5 average rating, 109 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds
23–28 Aug
4.94 out of 5 average rating, 194 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds
18–23 Aug
5.0 out of 5 average rating, 66 reviews