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Top guest favourite
Apartment in Wintergreen Resort
Panoramic Blue Ridge Views, Dog Retreat
2 bedrooms, 5 beds, 2 private bathrooms
15–20 Sept
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4.94 out of 5 average rating, 87 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway
2 bedrooms, 3 beds
22–27 Sept
4.86 out of 5 average rating, 111 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds
20–25 Sept
4.95 out of 5 average rating, 180 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds
15–20 Sept
4.94 out of 5 average rating, 195 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds
15–20 Sept
4.95 out of 5 average rating, 170 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway II
1 bedroom, 1 sofa bed
20–25 Sept
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Home in Wintergreen Resort
Mountaintop Home, Walk to Lifts
3 bedrooms, 2 bunk beds
15–20 Sept
4.84 out of 5 average rating, 67 reviews
Top guest favourite
Townhouse in Wintergreen Resort
Hike*Spacious MtnTop Escape *4 EnSuites* Dogs OK
4 bedrooms, 6 beds
15–20 Sept
4.97 out of 5 average rating, 113 reviews
Top guest favourite
Apartment in Wintergreen Resort
WonderfulViews/FallFoliage/Hiking/SpaciousCondo
3 bedrooms, 4 beds
15–20 Sept
4.98 out of 5 average rating, 54 reviews
Guest favourite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
3 bedrooms, 4 beds
4–9 Oct
4.92 out of 5 average rating, 83 reviews
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds
15–20 Sept
4.99 out of 5 average rating, 185 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds
16–21 Sept
5.0 out of 5 average rating, 91 reviews
Guest favourite
Home in Wintergreen Resort
Hot Tub Valley View Pool Tennis Dogs OK EV Charger
3 bedrooms, 7 beds
15–20 Sept
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Chalet in Wintergreen Resort
5 beds/3 BR/2 BA, Chipmunk Chase at Wintergreen
3 bedrooms, 5 beds
15–20 Sept
4.94 out of 5 average rating, 69 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds
25–30 Oct
4.92 out of 5 average rating, 216 reviews
Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms, 6 beds
20–25 Sept
4.93 out of 5 average rating, 199 reviews
Apartment in Wintergreen Resort
Birds Eye: Mntn Views K-Bed DogOK Pool Tennis Golf
3 bedrooms, 4 beds
26 Sept – 1 Oct
4.84 out of 5 average rating, 176 reviews
Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds
21–26 Sept
4.93 out of 5 average rating, 257 reviews
Guest favourite
Apartment in Wintergreen Resort
Wintergreen! Dog friendly, cozy and comfortable
2 bedrooms, 3 beds
30 Sept – 5 Oct
4.9 out of 5 average rating, 73 reviews