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
5–10 Aug
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4.97 out of 5 average rating, 124 reviews
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds, 2.5 bathrooms
6–11 Jul
4.92 out of 5 average rating, 127 reviews
Guest favourite
Home in Wintergreen Resort
Hot Tub Valley View Pool Tennis Dogs OK EV Charger
3 bedrooms, 7 beds, 3 bathrooms
9–14 Jul
4.99 out of 5 average rating, 81 reviews
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms, 2.5 bathrooms
5–10 Jul
4.9 out of 5 average rating, 126 reviews
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
3 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
4.93 out of 5 average rating, 61 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
4–9 Jul
5.0 out of 5 average rating, 88 reviews
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Mountain Views - Diamond in the Slopes
2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
4.96 out of 5 average rating, 50 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
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
3 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
4.9 out of 5 average rating, 83 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
Guest favourite
Cabin in Wintergreen Resort
Bide-a-Wee- Hike the Trails! Close to the slopes!
3 bedrooms, 6 beds, 2 bathrooms
13–18 Jul
4.87 out of 5 average rating, 62 reviews
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, 14 reviews
Guest favourite
Chalet in Wintergreen Resort
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
4 bedrooms, 8 beds, 2.5 bathrooms
12–17 Jul
4.89 out of 5 average rating, 35 reviews
Superhost
Home in Wintergreen Resort
Hot Tub EV Charger Pool Table Dogs OK Tennis Golf
4 bedrooms, 9 beds, 3.5 bathrooms
6–11 Jul
4.84 out of 5 average rating, 140 reviews
Guest favourite
Home in Wintergreen Resort
The Bears Perch Cabin -Private Hottub and Sauna
3 bedrooms, 5 beds, 2.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Wintergreen Resort
Wintergreen 5BR | Hot Tub | Sauna | Firepit
5 bedrooms, 7 beds, 3.5 bathrooms
5–10 Jul
4.98 out of 5 average rating, 44 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
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 bathroom
7–12 Jul
4.93 out of 5 average rating, 254 reviews