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Top guest favourite
Apartment in Wintergreen Resort
Where the Trail Ends
1 bedroom, 2 beds, 1 shared bathroom
7–12 Jul
,
4.93 out of 5 average rating, 254 reviews
Guest favourite
Home in Nellysford
Mountain Bauhaus | Sleeps 8 | Amenities | Grill
4 bedrooms
5–10 Jul
4.9 out of 5 average rating, 125 reviews
Guest favourite
Home in Wintergreen Resort
Designer Look: Mountain View Pool Tennis One Level
4 bedrooms, 6 beds
5–10 Jul
4.88 out of 5 average rating, 32 reviews
Superhost
Home in Wintergreen Resort
Castlesnow retreat
4 bedrooms, 5 beds
1–6 Jul
New place to stay
Top guest favourite
Home in Wintergreen Resort
Bear's Mountain Escape
3 bedrooms, 5 beds
5–10 Jul
4.95 out of 5 average rating, 156 reviews
Guest favourite
Chalet in Wintergreen Resort
Owl Bnb | Walkable to Slopes | Speakeasy Room
2 bedrooms, 3 beds
5–10 Jul
4.94 out of 5 average rating, 186 reviews
Townhouse in Wintergreen Resort
Southampton @ Wintergreen Resort
4 bedrooms, 5 beds
1–6 Jul
4.73 out of 5 average rating, 11 reviews
Superhost
Apartment in Wintergreen Resort
Your Cozy Mountain Getaway Awaits
2 bedrooms, 4 beds
5–10 Jul
4.79 out of 5 average rating, 107 reviews
Top guest favourite
Chalet in Wintergreen Resort
Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe
3 bedrooms, 6 beds
6–11 Jul
4.92 out of 5 average rating, 127 reviews
Guest favourite
Home in Wintergreen Resort
Cozy Wintergreen Townhome
4 bedrooms, 7 beds
7–12 Jul
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Wintergreen Resort
Designer Home: A+ Views HotTub Pool GameRoom Grill
6 bedrooms, 11 beds
5–10 Jul
4.82 out of 5 average rating, 136 reviews
Home in Afton
3BR Hot Tub Retreat Near Wineries & Shenandoah
3 bedrooms, 4 beds
1–6 Jul
New place to stay
Top guest favourite
Apartment in Wintergreen Resort
Spacious Ski In Ski Out Condo with Mountain View
2 bedrooms, 5 beds
1–6 Jul
5.0 out of 5 average rating, 42 reviews
Guest favourite
Chalet in Wintergreen Resort
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
4 bedrooms, 8 beds
6–11 Jul
4.89 out of 5 average rating, 35 reviews
Guest favourite
Apartment in Wintergreen Resort
Ski-In Ski-Out ~ Mtn Views ~ King Suite
2 bedrooms, 2 beds
12–17 Jul
4.95 out of 5 average rating, 175 reviews
Superhost
Apartment in Wintergreen Resort
Amazing property, near to Slopes & Dogs OK
2 bedrooms, 3 beds
1–6 Jul
4.76 out of 5 average rating, 37 reviews
Guest favourite
Home in Wintergreen Resort
Entire Home at Wintergreen Resort - Bear Pause
5 bedrooms, 8 beds
1–6 Jul
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Wintergreen Resort
2-min drive to resort, Outdoor HOA pool now open!
2 bedrooms, 4 beds
13–18 Jul
4.97 out of 5 average rating, 173 reviews
Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Near Breweries • Sleeps 12
4 bedrooms, 7 beds
12–17 Jul
4.9 out of 5 average rating, 40 reviews