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Search results; Over 1,000 homes

Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms
2–7 Aug
4.9 out of 5 average rating, 128 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds
2–7 Aug
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Home in Wintergreen Resort
Cool Mountain Breezes W/ New Hot Tub & Sauna
3 bedrooms, 7 beds
1–6 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Cabin in Wintergreen Resort
The Honey Den - Your WTG Summer Retreat! w/ Mtn Vs
5 bedrooms, 7 beds
1–6 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Near Breweries • Sleeps 12
4 bedrooms, 7 beds
16–21 Aug
4.91 out of 5 average rating, 43 reviews
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds
24–29 Aug
4.9 out of 5 average rating, 115 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds
1–6 Aug
5.0 out of 5 average rating, 91 reviews
Top guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4 bedrooms, 7 beds
1–6 Aug
4.96 out of 5 average rating, 27 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds
1–6 Aug
4.9 out of 5 average rating, 84 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds
1–6 Aug
4.94 out of 5 average rating, 189 reviews
Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
3 bedrooms, 4 beds
10–15 Aug
4.97 out of 5 average rating, 125 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds
3–8 Aug
4.92 out of 5 average rating, 211 reviews
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds
8–13 Aug
4.99 out of 5 average rating, 276 reviews
Guest favourite
Home in Wintergreen Resort
Swim | Hike | Fish | at Wintergreen Resort
4 bedrooms, 8 beds
9–14 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
2 bedrooms, 2 king beds
2–7 Aug
4.99 out of 5 average rating, 174 reviews
Guest favourite
Home in Wintergreen Resort
Luxury|Hot Tub|Sauna|Cold Plunge|Game Room|Views
6 bedrooms, 12 beds
13–18 Aug
4.98 out of 5 average rating, 57 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds
2–7 Aug
4.95 out of 5 average rating, 176 reviews
Guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
3 bedrooms, 6 beds
1–6 Aug
5.0 out of 5 average rating, 14 reviews