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Search results; Over 1,000 homes

Guest favourite
Cabin in Wintergreen Resort
Stylish 7BR/16 pp Wintergreen Resort Home Ski/Hike
7 bedrooms, 9 beds, 6.5 private bathrooms
26–31 Jul
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4.91 out of 5 average rating, 140 reviews
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
26–31 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
26–31 Jul
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
22–27 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
4–9 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
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
26–31 Jul
Top guest favourite
Home in Nellysford
Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit
4.91 out of 5 average rating, 11 reviews, 2 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Home in Wintergreen Resort
Cool Mountain Breezes W/ New Hot Tub & Sauna
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 7 beds, 3 bathrooms
27 Jul – 1 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
25–30 Jul
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
5.0 out of 5 average rating, 90 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
22–27 Jul
Top guest favourite
Apartment in Wintergreen Resort
Love of mountains oh fill my cup
4.94 out of 5 average rating, 53 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Jul
Superhost
Apartment in Wintergreen Resort
Fox Paw | Walk to Slopes & Village at Wintergreen
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
4.92 out of 5 average rating, 210 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Apartment in Wintergreen Resort
Birds Eye: Mntn Views K-Bed DogOK Pool Tennis Golf
4.84 out of 5 average rating, 169 reviews, 3 bedrooms, 4 beds, 3 bathrooms
31 Jul – 5 Aug
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
4.9 out of 5 average rating, 84 reviews, 3 bedrooms, 6 beds, 2 bathrooms
21–26 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
21–26 Jul
Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
5.0 out of 5 average rating, 57 reviews, 3 bedrooms, 6 beds, 3 bathrooms
21–26 Jul
Top guest favourite
Apartment in Wintergreen Resort
What-a-Mountain View Pool Tennis Hike Golf KingBed
4.98 out of 5 average rating, 46 reviews, 3 bedrooms, 6 beds, 3 bathrooms
10–15 Aug