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Search results; Over 1,000 homes

Flat in Wintergreen Resort
1BR 2BA Cozy Retreat Steps from Wintergreen Resort
1 bedroom, 3 beds, 2 bathrooms
13–18 Aug
New place to stay
Superhost
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 213 reviews
Home in Wintergreen Resort
The Mountain Mist Retreat
5 bedrooms, 6 beds, 4 bathrooms
1–6 Oct
New place to stay
Top guest favourite
Apartment in Wintergreen Resort
Panoramic Sunsets Mountain Views Pool $99 Midweek
2 bedrooms, 2 king beds, 2 bathrooms
16–21 Aug
4.99 out of 5 average rating, 274 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds, 2 bathrooms
13–18 Aug
4.95 out of 5 average rating, 177 reviews
Top guest favourite
Cabin in Wintergreen Resort
Fall Retreat | Patio, Game Loft, Golf Course
4 bedrooms, 8 beds, 3.5 bathrooms
13–18 Aug
4.93 out of 5 average rating, 46 reviews
Top guest favourite
Apartment in Wintergreen Resort
What-a-Mountain View Pool Tennis Hike Golf KingBed
3 bedrooms, 6 beds, 3 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Cabin in Vesuvius
The Sanctuary
2 bedrooms, 5 beds, 2.5 bathrooms
13–18 Aug
4.99 out of 5 average rating, 375 reviews
Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
3 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 128 reviews
Guest favourite
Home in Wintergreen Resort
The Fairway Chalet • Sleeps 6 • Dog Friendly
3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 32 reviews
Guest favourite
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
2 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Farm stay in Nellysford
Spindle Hill Cottage: an Artist’s Farm, Hot Tub
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 638 reviews
Guest favourite
Cabin in Wintergreen Resort
The Honey Den - Your WTG Summer Retreat! w/ Mtn Vs
5 bedrooms, 7 beds, 4.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
4.99 out of 5 average rating, 107 reviews
Guest favourite
Home in Wintergreen Resort
Home Outdoor Fire Pit Arcade, Scenic Helipad Views
3 bedrooms, 7 beds, 3.5 bathrooms
13–18 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Tyro
Creekside Retreat | Fire Pit + Big Fenced Yard
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 310 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, 18 reviews
Top guest favourite
Home in Wintergreen Resort
Perfect House
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 47 reviews