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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Five Minute Walk to Everything!
2 bedrooms, 5 beds, 2 private bathrooms
11–16 Jul
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4.96 out of 5 average rating, 358 reviews
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
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
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
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
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
Guest favourite
Cabin in Wintergreen Resort
Fireworks from Deck! at the Honey Den
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
5–10 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
Guest favourite
Townhouse in Wintergreen Resort
Cozy condo with loft. Walk to Wintergreen resort!
4.9 out of 5 average rating, 83 reviews, 3 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
Guest favourite
Apartment in Wintergreen Resort
Overlook 180 degree views w/Peloton!
4.86 out of 5 average rating, 49 reviews, 2 bedrooms, 2 beds, 2 bathrooms
14–19 Aug
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
Wintergreen Condo Ski In Ski Out
4.93 out of 5 average rating, 40 reviews, 3 bedrooms, 4 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
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
Superhost
Place to stay in Afton
Swannanoa Suite 4: Room off Blue Ridge Parkway
New place to stay, 1 bedroom, 1 bed, 1 bathroom
13–20 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
Home in Wintergreen Resort
Wintergreen 5BR w/ Hot Tub, Sauna. Walk to slopes!
New place to stay, 5 bedrooms, 8 beds, 4 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
Top guest favourite
Home in Nellysford
Altitude Adjustment! Sauna and Wood Pizza Oven
4.96 out of 5 average rating, 50 reviews, 5 bedrooms, 7 beds, 4 bathrooms
12–17 Jul