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Search results; Over 1,000 homes

Guest favourite
Apartment in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
2 bedrooms, 4 beds, 2 private bathrooms
8–13 Aug
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4.95 out of 5 average rating, 199 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
4.95 out of 5 average rating, 177 reviews
Guest favourite
Townhouse in Wintergreen Resort
Wintergreen home, ideal location, dogs welcome!
2 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
4.91 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
20–25 Aug
4.96 out of 5 average rating, 271 reviews
Guest favourite
Apartment in Wintergreen Resort
Cozy Comfort with a View - Wintergreen Resort
2 bedrooms, 2 beds, 2 bathrooms
8–13 Aug
4.91 out of 5 average rating, 165 reviews
Top guest favourite
Cabin in Wintergreen Resort
3 Levels · 3 Scenic Decks · Game Room · Hot Tub
5 bedrooms, 8 beds, 3.5 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 118 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
4.94 out of 5 average rating, 192 reviews
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, 116 reviews
Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
3 bedrooms, 6 beds, 3 bathrooms
8–13 Aug
5.0 out of 5 average rating, 58 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
8–13 Aug
4.95 out of 5 average rating, 239 reviews
Guest favourite
Cabin in Wintergreen Resort
The Honey Den - Your WTG Summer Retreat! w/ Mtn Vs
5 bedrooms, 7 beds, 4.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Nellysford
Altitude Adjustment! Sauna and Wood Pizza Oven
5 bedrooms, 7 beds, 4 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 53 reviews
Superhost
Apartment in Wintergreen Resort
Wintergreen Resort | Pool | Hike | Dogs Welcome!
2 bedrooms, 2 queen beds, 2 bathrooms
8–13 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in Tyro
Tyro Mountain View Cabin
2 bedrooms, 2 double beds, 1 bathroom
8–13 Aug
4.98 out of 5 average rating, 377 reviews
Guest favourite
Home in Wintergreen Resort
Designer Home w/ Incredible Views, Sleeps 16
6 bedrooms, 9 beds, 3.5 bathrooms
15–20 Aug
4.94 out of 5 average rating, 103 reviews
Top guest favourite
Cabin in Vesuvius
The Sanctuary
2 bedrooms, 5 beds, 2.5 bathrooms
9–14 Aug
4.99 out of 5 average rating, 374 reviews
Flat in Wintergreen Resort
1BR 2BA Cozy Retreat Steps from Wintergreen Resort
1 bedroom, 3 beds, 2 bathrooms
9–14 Aug
New place to stay
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
14–19 Aug
4.92 out of 5 average rating, 213 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.98 out of 5 average rating, 64 reviews