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Search results; Over 1,000 homes

Top guest favourite
Apartment in Wintergreen Resort
Extremely private, HOA pool/stair-free entry
2 bedrooms, 4 beds, 2 private bathrooms
24–29 Aug
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4.97 out of 5 average rating, 179 reviews
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
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
Home in Wintergreen Resort
Wintergreen Resort, Hot Tub, EV Charger, Game room
3 bedrooms, 7 beds, 3.5 bathrooms
23–28 Aug
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
Superhost
Tiny home in Tyro
Amazing Grace - Riverfront Tiny Home
1 bedroom, 1 queen bed, 1 bathroom
14–19 Aug
New place to stay
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
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
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
Guest favourite
Apartment in Wintergreen Resort
BlueRidge Getaway- Dog Friendly
3 bedrooms, 6 beds, 3 bathrooms
22–27 Aug
4.93 out of 5 average rating, 195 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
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
Top guest favourite
Guest house in Afton
Your Perfect Blue Ridge Mountain Hideaway near 151
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Aug
4.92 out of 5 average rating, 696 reviews
Top guest favourite
Holiday home in Lovingston
Ultimate cabin in the mountains
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 272 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
Guest favourite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
4 bedrooms, 6 beds, 3 bathrooms
13–18 Aug
4.95 out of 5 average rating, 239 reviews
Top guest favourite
Room in Roseland
Private Entrance Mountain Lodge Room/Nelson Rt151
2 beds, 1 bathroom
28 Aug – 2 Sept
4.93 out of 5 average rating, 69 reviews