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Search results; Over 1,000 homes

Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 private bathrooms
1–6 Aug
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4.97 out of 5 average rating, 237 reviews
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4.9 out of 5 average rating, 128 reviews, 4 bedrooms, 2.5 bathrooms
2–7 Aug
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
4.98 out of 5 average rating, 62 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Wintergreen Resort
Cool Mountain Breezes W/ New Hot Tub & Sauna
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 7 beds, 3 bathrooms
1–6 Aug
Guest favourite
Cabin in Wintergreen Resort
The Honey Den - Your WTG Summer Retreat! w/ Mtn Vs
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
1–6 Aug
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Near Breweries • Sleeps 12
4.91 out of 5 average rating, 43 reviews, 4 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
4.9 out of 5 average rating, 115 reviews, 5 bedrooms, 10 beds, 4.5 bathrooms
24–29 Aug
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
5.0 out of 5 average rating, 91 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
1–6 Aug
Top guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4.96 out of 5 average rating, 27 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
1–6 Aug
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
4.94 out of 5 average rating, 189 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
4.9 out of 5 average rating, 84 reviews, 3 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
4.97 out of 5 average rating, 125 reviews, 3 bedrooms, 4 beds, 3 bathrooms
10–15 Aug
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
4.99 out of 5 average rating, 276 reviews, 2 bedrooms, 2 beds, 2 bathrooms
8–13 Aug
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
4.92 out of 5 average rating, 211 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Guest favourite
Home in Wintergreen Resort
Swim | Hike | Fish | at Wintergreen Resort
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 8 beds, 4.5 bathrooms
9–14 Aug
Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
4.99 out of 5 average rating, 174 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Aug
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
4.95 out of 5 average rating, 176 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Wintergreen Resort
Luxury|Hot Tub|Sauna|Cold Plunge|Game Room|Views
4.98 out of 5 average rating, 57 reviews, 6 bedrooms, 12 beds, 4.5 bathrooms
13–18 Aug
Top guest favourite
Villa in Wintergreen Resort
NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10
4.96 out of 5 average rating, 145 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug