filters

Search results; Over 1,000 homes

Photo 1 of 29
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds, 2.5 private bathrooms
19–24 Sept
,
5.0 out of 5 average rating, 66 reviews
Photo 1 of 29
Superhost
Cabin in Wintergreen Resort
Tales from a Treehouse: Relax, Gather, Explore
4 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
New place to stay
Photo 1 of 29
Top guest favourite
Home in Wintergreen Resort
Summit Serenity - Walk To Slopes and Restaurants
4 bedrooms, 9 beds, 3 bathrooms
24–29 Oct
4.93 out of 5 average rating, 30 reviews
Photo 1 of 29
Guest favourite
Home in Wintergreen Resort
Wintergreen Ridgeline Retreat
2 bedrooms, 4 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 6 reviews
Photo 1 of 29
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 92 reviews
Photo 1 of 29
Guest favourite
Townhouse in Wintergreen Resort
Wild Ridges - Newly Renovated!
4 bedrooms, 4 beds, 3.5 bathrooms
1–6 Mar
4.95 out of 5 average rating, 39 reviews
Photo 1 of 29
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
4.95 out of 5 average rating, 170 reviews
Photo 1 of 20
Top guest favourite
Apartment in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
3 bedrooms, 5 beds, 3 bathrooms
19–24 Sept
4.99 out of 5 average rating, 185 reviews
Photo 1 of 15
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway
2 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
4.86 out of 5 average rating, 111 reviews
Photo 1 of 29
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 180 reviews
Photo 1 of 26
Guest favourite
Home in Nellysford
Charming Wintergreen resort home
4 bedrooms, 4 beds, 3 bathrooms
25–30 Sept
4.88 out of 5 average rating, 33 reviews
Photo 1 of 29
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
21–26 Sept
4.95 out of 5 average rating, 239 reviews
Photo 1 of 29
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 216 reviews
Photo 1 of 29
Top guest favourite
Home in Wintergreen Resort
Best Blue Ridge Views at Sunrise over Wintergreen
1 bedroom, 1 king bed, 1 bathroom
30 Nov – 5 Dec
5.0 out of 5 average rating, 39 reviews
Photo 1 of 29
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 238 reviews
Photo 1 of 29
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 67 reviews
Photo 1 of 29
Top guest favourite
Home in Wintergreen Resort
Perfect House
2 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
4.98 out of 5 average rating, 48 reviews
Photo 1 of 29
Top guest favourite
Home in Wintergreen Resort
Cliffs Edge - It’s Pumpkin Spice Time!
3 bedrooms, 4 beds, 3 bathrooms
20–25 Sept
4.97 out of 5 average rating, 130 reviews
Photo 1 of 22
Top guest favourite
Home in Wintergreen Resort
Blue Bear
3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 13 reviews