filters

Search results; Over 1,000 homes

Top guest favourite
Chalet in Wintergreen Resort
5 beds/3 BR/2 BA, Chipmunk Chase at Wintergreen
3 bedrooms, 5 beds, 2 private bathrooms
27 Jul – 1 Aug
,
4.94 out of 5 average rating, 68 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
4.94 out of 5 average rating, 187 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
4.95 out of 5 average rating, 175 reviews, 2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
4.92 out of 5 average rating, 207 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Jul
Top guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4.96 out of 5 average rating, 27 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
12–17 Jul
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
5.0 out of 5 average rating, 30 reviews, 3 bedrooms, 3 beds, 2 bathrooms
11–16 Jul
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4.9 out of 5 average rating, 126 reviews, 4 bedrooms, 2.5 bathrooms
12–17 Jul
Superhost
Home in Afton
Rockwell Ridge | Garden Suite with Full Kitchen
New place to stay, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Guest favourite
Chalet in Wintergreen Resort
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
4.89 out of 5 average rating, 36 reviews, 4 bedrooms, 8 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
4.92 out of 5 average rating, 128 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
11–16 Jul
Home in Wintergreen Resort
True Ski-in / Ski-Out, Slopeside House
New place to stay, 3 bedrooms, 7 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
5.0 out of 5 average rating, 89 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
13–18 Jul
Top guest favourite
Home in Wintergreen Resort
Ski-in ski out!
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
11–16 Jul
Guest favourite
Apartment in Wintergreen Resort
Cozy Condo on the mountain at Wintergreen!
4.87 out of 5 average rating, 133 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
4.9 out of 5 average rating, 83 reviews, 3 bedrooms, 6 beds, 2 bathrooms
11–16 Jul
Guest favourite
Apartment in Wintergreen Resort
All-Season 2bd/2ba next to Spa view of Golf Course
4.95 out of 5 average rating, 154 reviews, 2 bedrooms, 5 beds, 2 bathrooms
13–18 Jul
Guest favourite
Townhouse in Wintergreen Resort
Wintergreen home, ideal location, dogs welcome!
4.91 out of 5 average rating, 213 reviews, 2 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
Guest favourite
Cabin in Wintergreen Resort
The Honey Den - Your WTG Summer Retreat! w/ Mtn Vs
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
25–30 Jul
Guest favourite
Flat in Wintergreen Resort
Walk to Market/Slopes!
4.86 out of 5 average rating, 132 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul