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Search results; Over 1,000 homes

Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 private bathrooms
21–26 Jul
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4.97 out of 5 average rating, 236 reviews
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms, 2.5 bathrooms
26–31 Jul
4.9 out of 5 average rating, 128 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
4.95 out of 5 average rating, 176 reviews
Top guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Home in Wintergreen Resort
Cool Mountain Breezes W/ New Hot Tub & Sauna
3 bedrooms, 7 beds, 3 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 13 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.92 out of 5 average rating, 211 reviews
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
22–27 Jul
4.95 out of 5 average rating, 239 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
22–27 Jul
5.0 out of 5 average rating, 90 reviews
Home in Afton
Spacious Mountain Escape | Pool, Spa | Sleeps 14
6 bedrooms, 9 beds, 4 bathrooms
26–31 Jul
New place to stay
Top guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4 bedrooms, 7 beds, 3.5 bathrooms
26–31 Jul
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Home in Wintergreen Resort
Best Blue Ridge Views at Sunrise over Wintergreen
1 bedroom, 1 king bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 30 reviews
Guest favourite
Cabin in Wintergreen Resort
The Honey Den - Your WTG Summer Retreat! w/ Mtn Vs
5 bedrooms, 7 beds, 4.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
22–27 Jul
4.9 out of 5 average rating, 84 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, 174 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.94 out of 5 average rating, 187 reviews
Top guest favourite
Home in Wintergreen Resort
Ski-in ski out!
2 bedrooms, 2 beds, 1.5 bathrooms
21–26 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.87 out of 5 average rating, 133 reviews
Superhost
Home in Wintergreen Resort
Hot Tub EV Charger Pool Table Dogs OK Tennis Golf
4 bedrooms, 9 beds, 3.5 bathrooms
26–31 Jul
4.84 out of 5 average rating, 141 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
4.98 out of 5 average rating, 62 reviews