filters

Search results; Over 1,000 homes

Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
3 bedrooms, 4 beds, 3 shared bathrooms
27 Jul – 1 Aug
,
4.97 out of 5 average rating, 124 reviews
Guest favourite
Home in Wintergreen Resort
Designer Look: Mountain View Pool Tennis One Level
4 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
4.88 out of 5 average rating, 32 reviews
Superhost
Apartment in Wintergreen Resort
Your Cozy Mountain Getaway Awaits
2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
4.79 out of 5 average rating, 107 reviews
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
4.95 out of 5 average rating, 156 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
4.95 out of 5 average rating, 198 reviews
Guest favourite
Home in Wintergreen Resort
DogOK King Bed Grill 48"TV Pool Tennis Golf
4 bedrooms, 7 beds, 4 bathrooms
5–10 Jul
4.88 out of 5 average rating, 16 reviews
Guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4 bedrooms, 7 beds, 3.5 bathrooms
7–12 Jul
4.96 out of 5 average rating, 26 reviews
Home in Afton
3BR Hot Tub Retreat Near Wineries & Shenandoah
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Jul
New place to stay
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.94 out of 5 average rating, 186 reviews
Townhouse in Wintergreen Resort
Southampton @ Wintergreen Resort
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Jul
4.73 out of 5 average rating, 11 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Near Breweries • Sleeps 12
4 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
4.9 out of 5 average rating, 40 reviews
Guest favourite
Home in Wintergreen Resort
Designer Home: A+ Views HotTub Pool GameRoom Grill
6 bedrooms, 11 beds, 4 bathrooms
5–10 Jul
4.82 out of 5 average rating, 136 reviews
Top guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5 bedrooms, 11 beds, 4.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 13 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul
4.95 out of 5 average rating, 175 reviews
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
3 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
4.97 out of 5 average rating, 233 reviews
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
16–21 Jul
4.93 out of 5 average rating, 205 reviews
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds, 2 bathrooms
5–10 Jul
4.99 out of 5 average rating, 272 reviews
Top guest favourite
Apartment in Wintergreen Resort
2-min drive to resort, Outdoor HOA pool now open!
2 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
4.97 out of 5 average rating, 172 reviews
Guest favourite
Chalet in Wintergreen Resort
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
4 bedrooms, 8 beds, 2.5 bathrooms
6–11 Jul
4.89 out of 5 average rating, 35 reviews