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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 beds, 2 private bathrooms
10–15 Aug
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4.99 out of 5 average rating, 274 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.94 out of 5 average rating, 192 reviews
Superhost
Apartment in Wintergreen Resort
Wintergreen Resort | Pool | Hike | Dogs Welcome!
2 bedrooms, 2 queen beds, 2 bathrooms
5–10 Aug
4.83 out of 5 average rating, 6 reviews
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
5 bedrooms, 10 beds, 4.5 bathrooms
24–29 Aug
4.9 out of 5 average rating, 115 reviews
Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
3 bedrooms, 4 beds, 3 bathrooms
17–22 Aug
4.97 out of 5 average rating, 126 reviews
Top guest favourite
Cabin in Wintergreen Resort
4BD Modern Cabin | Patio, Game Loft, Golf Course
4 bedrooms, 8 beds, 3.5 bathrooms
9–14 Aug
4.93 out of 5 average rating, 45 reviews
Top guest favourite
Home in Wintergreen Resort
Luxury home Game room Sauna, Hot Tub, Pets Welcome
4 bedrooms, 10 beds, 3.5 bathrooms
5–10 Aug
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds, 2 bathrooms
13–18 Aug
4.99 out of 5 average rating, 106 reviews
Top guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.92 out of 5 average rating, 13 reviews
Guest favourite
Apartment in Wintergreen Resort
Firefly on The Ridge: Mountain + Ski Slope Views
2 bedrooms, 2 king beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway II
1 bedroom, 1 sofa bed, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 16 reviews
Home in Afton
The Cupola Creek House
4 bedrooms, 8 beds, 3 bathrooms
5–10 Aug
New place to stay
Top guest favourite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
2 bedrooms, 4 beds, 2.5 bathrooms
5–10 Aug
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds, 1 bathroom
20–25 Aug
4.96 out of 5 average rating, 271 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
4.95 out of 5 average rating, 177 reviews
Guest favourite
Cabin in Wintergreen Resort
The Honey Den - Your WTG Summer Retreat! w/ Mtn Vs
5 bedrooms, 7 beds, 4.5 bathrooms
5–10 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Farm stay in Afton
Afton, Mountain View Mini Farm
2 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
4.99 out of 5 average rating, 344 reviews
Top guest favourite
Home in Wintergreen Resort
Mountain View | Hot tub | Sleeps 14
5 bedrooms, 11 beds, 4.5 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds, 2.5 bathrooms
5–10 Aug
4.92 out of 5 average rating, 130 reviews