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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Breathtaking Views from The Ledges
3 bedrooms, 6 beds, 3 private bathrooms
1–6 Aug
,
4.98 out of 5 average rating, 52 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
4.91 out of 5 average rating, 77 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Guest favourite
Flat in Wintergreen Resort
Wintergreen Escape | King Bed + Porch Views
4.94 out of 5 average rating, 124 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Aug
Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
4.93 out of 5 average rating, 254 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Flat in Wintergreen Resort
little mountain haven. True ski-in Ski out
4.95 out of 5 average rating, 22 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
4.96 out of 5 average rating, 52 reviews, 2 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Home in Wintergreen Resort
Oak Haven - Peaceful Chalet minutes to the slopes
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 10 beds, 2 bathrooms
1–6 Aug
Apartment in Wintergreen Resort
Cozy 1-bedroom Condo with Fireplace Near Ski Slope
4.76 out of 5 average rating, 100 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Tiny home in Afton
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
4.98 out of 5 average rating, 131 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Home in Wintergreen Resort
Hot Tub EV Charger Pac-Man 60" TV Pool Tennis Golf
4.97 out of 5 average rating, 73 reviews, 7 bedrooms, 7 beds, 4.5 bathrooms
9–14 Aug
Top guest favourite
Flat in Wintergreen Resort
*NEW* Fully Renovated Slopeside Condo
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Wintergreen Resort
Luxe Cliff House Retreat: Hike, Sip, Relax
4.95 out of 5 average rating, 37 reviews, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Superhost
Flat in Wintergreen Resort
Ski-In/Ski-Out + Blue Ridge Views | Wintergreen
New place to stay, 3 bedrooms, 4 beds, 3 bathrooms
4–9 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
Superhost
Apartment in Wintergreen Resort
Wintergreen Resort | Pool | Hike | Dogs Welcome!
4.83 out of 5 average rating, 6 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
4.99 out of 5 average rating, 175 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4.97 out of 5 average rating, 29 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
2–7 Aug
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
4.94 out of 5 average rating, 191 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug