filters

Search results; Over 1,000 homes

Photo 1 of 29
Superhost
Cabin in Wintergreen Resort
Tales from the Treehouse: Relax, Gather, Explore
4 bedrooms, 5 beds, 3 bathrooms
2–7 Oct
New place to stay
Photo 1 of 29
Top guest favourite
Home in Wintergreen Resort
Heaven On Earth
6 bedrooms, 13 beds, 5.5 bathrooms
11–16 Oct
4.96 out of 5 average rating, 56 reviews
Photo 1 of 29
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
26–31 Oct
4.95 out of 5 average rating, 239 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
25–30 Oct
5.0 out of 5 average rating, 92 reviews
Photo 1 of 23
Superhost
Flat in Wintergreen Resort
Eagle’s Nest @ Wintergreen
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Oct
New place to stay
Photo 1 of 29
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.95 out of 5 average rating, 170 reviews
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
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.92 out of 5 average rating, 216 reviews
Photo 1 of 29
Superhost
Home in Wintergreen Resort
Walk to Ski Slopes | Hot Tub | Fire Pit
3 bedrooms, 5 beds, 2 bathrooms
5–10 Oct
New place to stay
Photo 1 of 29
Home in Wintergreen Resort
SERENITY FOR ALL SEASONS
5 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
4.84 out of 5 average rating, 25 reviews
Photo 1 of 26
Top guest favourite
Apartment in Wintergreen Resort
3BR condo steps from the slopes and Inn! King Bed!
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 46 reviews
Photo 1 of 29
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds, 2.5 bathrooms
1–6 Oct
4.92 out of 5 average rating, 130 reviews
Photo 1 of 29
Top guest favourite
Home in Wintergreen Resort
Luxury home Game room Sauna, Hot Tub, Pets Welcome
4 bedrooms, 12 beds, 3.5 bathrooms
1–6 Oct
4.97 out of 5 average rating, 36 reviews
Photo 1 of 29
Guest favourite
Home in Wintergreen Resort
Getaway To Wintergreen
7 bedrooms, 13 beds, 6.5 bathrooms
1–6 Oct
4.87 out of 5 average rating, 45 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
11–16 Oct
4.97 out of 5 average rating, 238 reviews
Photo 1 of 15
Guest favourite
Apartment in Wintergreen Resort
Your Cozy Mountain Getaway Awaits
2 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.8 out of 5 average rating, 110 reviews
Photo 1 of 29
Home in Wintergreen Resort
Breathing Room
5 bedrooms, 6 beds, 3.5 bathrooms
1–6 Oct
New place to stay
Photo 1 of 29
Guest favourite
Cabin in Wintergreen Resort
3 Levels · 3 Scenic Decks · Game Room · Hot Tub
5 bedrooms, 8 beds, 3.5 bathrooms
1–6 Oct
4.97 out of 5 average rating, 119 reviews