Search results; Over 1,000 homes

Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
3 bedrooms, 4 beds, 3 shared bathrooms
5–10 Aug
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4.97 out of 5 average rating, 124 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
7–12 Jul
4.91 out of 5 average rating, 75 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
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
3 bedrooms, 5 beds, 2 bathrooms
7–12 Jul
4.97 out of 5 average rating, 97 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
Superhost
Apartment in Wintergreen Resort
Amazing property, near to Slopes & Dogs OK
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.76 out of 5 average rating, 37 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
4.94 out of 5 average rating, 186 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
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
Apartment in Wintergreen Resort
2-min drive to resort, Outdoor HOA pool now open!
2 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
4.97 out of 5 average rating, 173 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
Guest favourite
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
4–9 Jul
5.0 out of 5 average rating, 88 reviews
Top guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
5–10 Jul
4.95 out of 5 average rating, 238 reviews
Guest favourite
Home in Wintergreen Resort
Entire Home at Wintergreen Resort - Bear Pause
5 bedrooms, 8 beds, 2.5 bathrooms
2–7 Jul
4.92 out of 5 average rating, 12 reviews
Guest favourite
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
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
4.95 out of 5 average rating, 156 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
Apartment in Wintergreen Resort
Five Minute Walk to Everything!
2 bedrooms, 5 beds, 2 bathrooms
11–16 Jul
4.96 out of 5 average rating, 358 reviews