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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 shared bathroom
7–12 Jul
,
4.93 out of 5 average rating, 254 reviews
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms, 2.5 bathrooms
5–10 Jul
4.9 out of 5 average rating, 126 reviews
Guest favourite
Home in Wintergreen Resort
Designer Look: Mountain View Pool Tennis One Level
4 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
4.88 out of 5 average rating, 32 reviews
Superhost
Home in Wintergreen Resort
Castlesnow retreat
4 bedrooms, 5 beds, 3 bathrooms
1–6 Jul
New place to stay
Superhost
Apartment in Wintergreen Resort
Your Cozy Mountain Getaway Awaits
2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
4.79 out of 5 average rating, 107 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.94 out of 5 average rating, 186 reviews
Guest favourite
Home in Wintergreen Resort
DogOK King Bed Grill 48"TV Pool Tennis Golf
4 bedrooms, 7 beds, 4 bathrooms
5–10 Jul
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
4.98 out of 5 average rating, 61 reviews
Superhost
Apartment in Wintergreen Resort
Amazing property, near to Slopes & Dogs OK
2 bedrooms, 3 beds, 2 bathrooms
1–6 Jul
4.76 out of 5 average rating, 37 reviews
Top guest favourite
Apartment in Wintergreen Resort
Spacious Ski In Ski Out Condo with Mountain View
2 bedrooms, 5 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 42 reviews
Guest favourite
Chalet in Wintergreen Resort
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
4 bedrooms, 8 beds, 2.5 bathrooms
6–11 Jul
4.89 out of 5 average rating, 35 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
4.9 out of 5 average rating, 83 reviews
Townhouse in Wintergreen Resort
Southampton @ Wintergreen Resort
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Jul
4.73 out of 5 average rating, 11 reviews
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
4.97 out of 5 average rating, 233 reviews
Guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4 bedrooms, 7 beds, 3.5 bathrooms
7–12 Jul
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Near Breweries • Sleeps 12
4 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
4.9 out of 5 average rating, 40 reviews
Guest favourite
Home in Wintergreen Resort
Entire Home at Wintergreen Resort - Bear Pause
5 bedrooms, 8 beds, 2.5 bathrooms
1–6 Jul
4.92 out of 5 average rating, 12 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
16–21 Jul
4.93 out of 5 average rating, 205 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul
4.95 out of 5 average rating, 175 reviews