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Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 private bathrooms
19–24 Jul
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4.97 out of 5 average rating, 235 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
4.95 out of 5 average rating, 175 reviews, 2 bedrooms, 2 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Apartment in Wintergreen Resort
Five Minute Walk to Everything!
4.96 out of 5 average rating, 358 reviews, 2 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
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
19–24 Jul
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
4.95 out of 5 average rating, 161 reviews, 3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
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
Top guest favourite
Apartment in Wintergreen Resort
2-min drive to resort, Outdoor HOA pool now open!
4.97 out of 5 average rating, 176 reviews, 2 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
5.0 out of 5 average rating, 89 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
15–20 Jul
Guest favourite
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
4.96 out of 5 average rating, 25 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
4.9 out of 5 average rating, 83 reviews, 3 bedrooms, 6 beds, 2 bathrooms
14–19 Jul
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
19–24 Jul
Guest favourite
Townhouse in Wintergreen Resort
Southampton @ Wintergreen Resort
4.75 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
14–19 Jul
Superhost
Flat in Wintergreen Resort
Ski-In/Ski-Out + Blue Ridge Views | Wintergreen
New place to stay, 3 bedrooms, 4 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Home in Roseland
The Treehouse at Wintergreen
4.94 out of 5 average rating, 85 reviews, 4 bedrooms, 8 beds, 3 bathrooms
15–20 Jul
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
5.0 out of 5 average rating, 30 reviews, 3 bedrooms, 3 beds, 2 bathrooms
14–19 Jul
Guest favourite
Chalet in Wintergreen Resort
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
4.89 out of 5 average rating, 37 reviews, 4 bedrooms, 8 beds, 2.5 bathrooms
14–19 Jul
Top guest favourite
Apartment in Wintergreen Resort
WonderfulViews/WalktoResort&Hiking/SpaciousCondo
4.98 out of 5 average rating, 53 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Top 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
15–20 Jul
Top guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5.0 out of 5 average rating, 15 reviews, 5 bedrooms, 11 beds, 4.5 bathrooms
19–24 Jul