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Search results; Over 1,000 homes

Top guest favourite
Chalet in Wintergreen Resort
5 beds/3 BR/2 BA, Chipmunk Chase at Wintergreen
3 bedrooms, 5 beds, 2 private bathrooms
1–6 Aug
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4.94 out of 5 average rating, 68 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
4.91 out of 5 average rating, 77 reviews
Apartment in Wintergreen Resort
Cozy 1-bedroom Condo with Fireplace Near Ski Slope
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
4.76 out of 5 average rating, 100 reviews
Guest favourite
Home in Wintergreen Resort
Hot Tub EV Charger Pac-Man 60" TV Pool Tennis Golf
7 bedrooms, 7 beds, 4.5 bathrooms
1–6 Aug
4.97 out of 5 average rating, 73 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
4.94 out of 5 average rating, 124 reviews
Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.93 out of 5 average rating, 254 reviews
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
4.96 out of 5 average rating, 52 reviews
Top guest favourite
Flat in Wintergreen Resort
little mountain haven. True ski-in Ski out
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Wintergreen Resort
Oak Haven - Peaceful Chalet minutes to the slopes
3 bedrooms, 10 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 21 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
4.94 out of 5 average rating, 191 reviews
Top guest favourite
Flat in Wintergreen Resort
*NEW* Fully Renovated Slopeside Condo
2 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 14 reviews
Apartment in Wintergreen Resort
Mountain Inn Lodge 57 with Wintergreen Advantage
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
4–9 Aug
4.95 out of 5 average rating, 163 reviews
Top guest favourite
Home in Wintergreen Resort
Luxe Cliff House Retreat: Hike, Sip, Relax
3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
4.95 out of 5 average rating, 37 reviews
Top guest favourite
Tiny home in Afton
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 131 reviews
Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
2 bedrooms, 2 king beds, 2.5 bathrooms
2–7 Aug
4.99 out of 5 average rating, 175 reviews
Superhost
Home in Wintergreen Resort
Hot Tub EV Charger Pool Table Dogs OK Tennis Golf
4 bedrooms, 9 beds, 3.5 bathrooms
9–14 Aug
4.84 out of 5 average rating, 142 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
4.9 out of 5 average rating, 84 reviews