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Search results; Over 1,000 homes

Guest favourite
Chalet in Wintergreen Resort
Mountain Family Lodge • Hot Tub • Sleeps 16+
5 bedrooms, 10 beds, 4.5 private bathrooms
1–6 Aug
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4.98 out of 5 average rating, 47 reviews
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
4.98 out of 5 average rating, 63 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Townhouse in Wintergreen Resort
Stylish Retreat Near Trails & Tastings
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4.96 out of 5 average rating, 28 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
2–7 Aug
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4.9 out of 5 average rating, 128 reviews, 4 bedrooms, 2.5 bathrooms
2–7 Aug
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
4.99 out of 5 average rating, 274 reviews, 2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
Guest favourite
Apartment in Wintergreen Resort
Cozy Comfort with a View - Wintergreen Resort
4.91 out of 5 average rating, 165 reviews, 2 bedrooms, 2 beds, 2 bathrooms
4–9 Aug
Guest favourite
Home in Wintergreen Resort
The Bears Perch Cabin -Private Hottub and Sauna
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
2–7 Aug
Guest favourite
Home in Wintergreen Resort
Wintergreen Condo Ski In Ski Out
4.93 out of 5 average rating, 44 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Apartment in Wintergreen Resort
Extremely private, HOA pool/stair-free entry
4.97 out of 5 average rating, 178 reviews, 2 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
4.9 out of 5 average rating, 115 reviews, 5 bedrooms, 10 beds, 4.5 bathrooms
24–29 Aug
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
4.94 out of 5 average rating, 63 reviews, 3 bedrooms, 5 beds, 3 bathrooms
1–6 Aug
Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
4.97 out of 5 average rating, 126 reviews, 3 bedrooms, 4 beds, 3 bathrooms
10–15 Aug
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
5–10 Aug
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
4.95 out of 5 average rating, 176 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Near Breweries • Sleeps 12
4.91 out of 5 average rating, 45 reviews, 4 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
4.99 out of 5 average rating, 106 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Apartment in Wintergreen Resort
WonderfulViews/WalktoResort&Hiking/SpaciousCondo
4.98 out of 5 average rating, 53 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4.95 out of 5 average rating, 239 reviews, 4 bedrooms, 6 beds, 3 bathrooms
1–6 Aug