Search resultsOver 1,000 homes

Apartment in Wintergreen Resort
Endless Mountain Top Views from All The Way Up!
3 beds
Dec 1 – 6
$172 per night
Superhost
Cabin in Wintergreen Resort
Cozy, Renovated Retreat for 2
1 king bed
Dec 4 – 9
$161 per night
Superhost
Vacation home in Wintergreen Resort
*NEW* Wintergreen Retreat- 3 min walk to slopes.
3 beds
Dec 1 – 8
$125 per night
Condo in Wintergreen Resort
Mountaintop Getaway - Dog Friendly
2 beds
Dec 4 – 9
$175 per night
Superhost
Condo in Wintergreen Resort
The Winter Fox Den
2 beds
Dec 11 – 17
$80 per night, originally $99
Superhost
Condo in Wintergreen Resort
Five Minute Walk to Everything!
5 beds
Dec 4 – 9
$84 per night, originally $105
Superhost
Condo in Wintergreen Resort
Point of View | Wake in the Clouds
1 bed
Dec 4 – 9
$150 per night
Superhost
Condo in Wintergreen Resort
Best View in the Blue Ridge from Biscuit's Porch
1 queen bed
Dec 4 – 9
$150 per night
Superhost
Condo in Wintergreen Resort
Sunset Vista Villa - Minutes to the Slopes
2 king beds
Dec 5 – 10
$144 per night, originally $186
Superhost
Condo in Wintergreen Resort
King in Master, Renovated 2 bed 2 bath
2 beds
Dec 1 – 6
$120 per night
Superhost
Condo in Wintergreen Resort
Panoramic Peak: Wintergreen Condo with Views
2 beds
Dec 4 – 9
$179 per night
Superhost
Condo in Wintergreen Resort
King bedroom + separate bunks + walk to the slopes
3 beds
Dec 1 – 6
$113 per night
Superhost
Condo in Wintergreen Resort
2BR/2BA Updated, Modern Condo!
4 beds
Dec 1 – 6
$54 per night, originally $73
Superhost
Cabin in Wintergreen Resort
On The Rocks
4 beds
Jan 7 – 12
$147 per night
Superhost
Apartment in Wintergreen Resort
Stone Ridge at Wintergreen
5 beds
Dec 11 – 17
$116 per night
Superhost
Cabin in Wintergreen Resort
Time Out! PetsOK+Ski+Hike+WiFi+Grill+HotTub+PacMan
3 queen beds
Dec 11 – 18
$145 per night, originally $161
Superhost
Condo in Wintergreen Resort
Amazing Blue Ridge ski-front views with Wintermint
1 king bed
Dec 1 – 6
$114 per night
Superhost
Condo in Wintergreen Resort
The Modern Mountain Condo
2 beds
Dec 4 – 9
$107 per night
Superhost
Home in Wintergreen Resort
Fore! Golf Course View+Ski+Hike+Roku+Deck+Sunroom
6 beds
Dec 1 – 6
$131 per night, originally $157
Superhost
Chalet in Wintergreen Resort
Quaint chalet near market sleeps 4-6 pet friendly
2 beds
Dec 1 – 6
$98 per night