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Search results; Over 1,000 homes

Top guest favourite
Home in Wintergreen Resort
Cliffs Edge -A Contemporary Mountain Home
3 bedrooms, 4 beds, 3 shared bathrooms
5–10 Aug
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4.97 out of 5 average rating, 124 reviews
Superhost
Apartment in Wintergreen Resort
Fox Paw | Walk to Slopes & Village at Wintergreen
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
5–10 Jul
Guest favourite
Home in Wintergreen Resort
Designer Look: Mountain View Pool Tennis One Level
4.88 out of 5 average rating, 32 reviews, 4 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
4.94 out of 5 average rating, 186 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in Wintergreen Resort
King Bed Movie Room Fire Pit Pool Tennis Golf Hike
4.9 out of 5 average rating, 40 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
12–17 Jul
Top guest favourite
Home in Wintergreen Resort
Top of the Mountain Hideaway with Hot Tub!
5.0 out of 5 average rating, 54 reviews, 3 bedrooms, 6 beds, 3 bathrooms
5–10 Jul
Guest favourite
Apartment in Wintergreen Resort
1 bedroom condo, close to hikes & breweries & pool
4.93 out of 5 average rating, 205 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Jul
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
4.92 out of 5 average rating, 127 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
6–11 Jul
Top guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4.95 out of 5 average rating, 238 reviews, 4 bedrooms, 6 beds, 3 bathrooms
5–10 Jul
Top guest favourite
Home in Wintergreen Resort
Hottub Ski InOut Renovated Chalet Lower Tyro Slope
4.97 out of 5 average rating, 233 reviews, 3 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
Guest favourite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
4.9 out of 5 average rating, 114 reviews, 5 bedrooms, 10 beds, 4.5 bathrooms
11–16 Jul
Top guest favourite
Apartment in Wintergreen Resort
2-min drive to resort, Outdoor HOA pool now open!
4.97 out of 5 average rating, 173 reviews, 2 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
Guest favourite
Chalet in Wintergreen Resort
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
4.93 out of 5 average rating, 61 reviews, 3 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
Top guest favourite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
4.98 out of 5 average rating, 61 reviews, 3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
Guest favourite
Home in Wintergreen Resort
Hot Tub Valley View Pool Tennis Dogs OK EV Charger
4.99 out of 5 average rating, 81 reviews, 3 bedrooms, 7 beds, 3 bathrooms
9–14 Jul
Top guest favourite
Home in Afton
Mountain Overlook House - Blue Ridge Parkway
4.99 out of 5 average rating, 104 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Nellysford
Glass & Pine, close to Bold Rock & Vineyards
4.98 out of 5 average rating, 81 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Near Breweries • Sleeps 12
4.9 out of 5 average rating, 40 reviews, 4 bedrooms, 7 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