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Search results; Over 1,000 homes

Superhost
Apartment in Wintergreen Resort
Tips Up: Cozy Slopeside Retreat w/ Fireplace
1 bedroom, 2 beds, 1 private bathroom
26–31 Jul
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4.88 out of 5 average rating, 220 reviews
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4.9 out of 5 average rating, 128 reviews, 4 bedrooms, 2.5 bathrooms
26–31 Jul
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
4.95 out of 5 average rating, 176 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
5.0 out of 5 average rating, 90 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
21–26 Jul
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4.95 out of 5 average rating, 239 reviews, 4 bedrooms, 6 beds, 3 bathrooms
21–26 Jul
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
5.0 out of 5 average rating, 66 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Home in Wintergreen Resort
Close to hiking! | King Beds | Fireplace | Hot Tub
4.99 out of 5 average rating, 174 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Aug
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
4.92 out of 5 average rating, 210 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4.96 out of 5 average rating, 27 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
26–31 Jul
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
4.94 out of 5 average rating, 187 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Home in Wintergreen Resort
Ski-in ski out!
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
20–25 Jul
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
20–25 Jul
Superhost
Apartment in Wintergreen Resort
Fox Paw | Walk to Slopes & Village at Wintergreen
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Wintergreen Resort
Best Blue Ridge Views at Sunrise over Wintergreen
5.0 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Sept
Top guest favourite
Villa in Wintergreen Resort
NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10
4.96 out of 5 average rating, 144 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
4.87 out of 5 average rating, 133 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
Guest favourite
Home in Wintergreen Resort
Hot Tub Valley View Pool Tennis Dogs OK EV Charger
4.98 out of 5 average rating, 84 reviews, 3 bedrooms, 7 beds, 3 bathrooms
27 Jul – 1 Aug
Top guest favourite
Apartment in Wintergreen Resort
Beautiful Mountain Getaway - Walk to Everything!
4.97 out of 5 average rating, 98 reviews, 3 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug