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Search results; 937 homes

Top guest favourite
Home in Wintergreen Resort
Mid-Century Escape • Sleeps 12 • Breweries
4 bedrooms, 7 beds, 2 private bathrooms
7–12 Sept
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4.91 out of 5 average rating, 47 reviews
Top guest favourite
Flat in Wintergreen Resort
*NEW* Fully Renovated Slopeside Condo
2 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 14 reviews
Apartment in Wintergreen Resort
The Cozy Carve at Eagle’s Swoop
2 bedrooms, 3 beds, 1.5 bathrooms
8–13 Sept
Superhost
Tiny home in Tyro
Amazing Grace - Riverfront Tiny Home
1 bedroom, 1 queen bed, 1 bathroom
15–20 Sept
New place to stay
Guest favourite
Home in Wintergreen Resort
Updated! Hot Tub - Games - Firepits - Sleeps 14
6 bedrooms, 9 beds, 3 bathrooms
7–12 Sept
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Apartment in Wintergreen Resort
Wintergreen Resort King bed, Fire place, 2 Bd/2 Br
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
4.96 out of 5 average rating, 127 reviews
Top guest favourite
Home in Roseland
Fire pit with MTN views! Book for fall! Nelson 151
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 116 reviews
Top guest favourite
Chalet in Wintergreen Resort
Mountain Views, Hiking, Ski-Out @ Tyro
4 bedrooms, 9 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 91 reviews
Top guest favourite
Home in Wintergreen Resort
Summit Serenity - Walk To Slopes and Restaurants
4 bedrooms, 9 beds, 3 bathrooms
24–29 Oct
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Guest house in Waynesboro
Nona's Cottage – Waynesboro/Shenandoah Valley, VA
1 bedroom, 2 beds, 1 bathroom
11–16 Sept
4.92 out of 5 average rating, 91 reviews
Apartment in Wintergreen Resort
Timbers Studio 16 with Wintergreen Advantage
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Nellysford
Majestic Mtn Cabin- close hiking & overlook access
4 bedrooms, 7 beds, 3.5 bathrooms
1–6 Sept
4.94 out of 5 average rating, 96 reviews
Guest favourite
Home in Wintergreen Resort
LuxuryWintergreen 5BD•HotTub•Sleep-16•Dog Friendly
5 bedrooms, 11 beds, 3.5 bathrooms
1–6 Sept
4.93 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Wintergreen Resort
Cozy Wintergreen Retreat | Fireplace + Pool
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Home in Wintergreen Resort
The Moose Lodge·Ski Resort· HotTub·FirePit·Game Rm
4 bedrooms, 10 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Nellysford
Cozy Modern Cabin near Wintergreen and Bold Rock
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.92 out of 5 average rating, 51 reviews
Guest favourite
Flat in Wintergreen Resort
Wintergreen Getaway II
1 bedroom, 1 sofa bed, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Cabin in Roseland
Blue Ridge Cabin Near Nelson 151 | Firepit & Views
3 bedrooms, 6 beds, 2 bathrooms
11–16 Oct
4.94 out of 5 average rating, 47 reviews
Guest favourite
Apartment in Wintergreen Resort
Wintergreen Ski Retreat, Cozy Condo Near Slopes
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.9 out of 5 average rating, 21 reviews