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Our top choices for Wintergreen vacation homes

"Glass & Pine" Home close to Bold Rock & Vineyards
"Glass & Pine" Home close to Bold Rock & VineyardsNellysford
10.0 out of 10, Exceptional, (2 reviews)
The price is ¥27,406
¥64,774 total
includes taxes & fees
Feb 17 - Feb 18

Beautiful 4-season Mountain Home- New Listing
Beautiful 4-season Mountain Home- New ListingWintergreen Resort
10.0 out of 10, Exceptional, (39 reviews)
The price is ¥31,480
¥86,160 total
includes taxes & fees
Jan 26 - Jan 27

Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • HikingChestnut Springs
10.0 out of 10, Exceptional, (16 reviews)
The price is ¥29,283
¥77,120 total
includes taxes & fees
Feb 9 - Feb 10

Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!
Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!Wintergreen Resort
10.0 out of 10, Exceptional, (25 reviews)
The price is ¥26,652
¥63,681 total
includes taxes & fees
Feb 17 - Feb 18

Spacious + Serene Mtn Top Escape, 4 En Suites
Spacious + Serene Mtn Top Escape, 4 En SuitesWintergreen Resort
10.0 out of 10, Exceptional, (50 reviews)
The price is ¥42,131
¥94,743 total
includes taxes & fees
Jan 26 - Jan 27

The Distinguished Squirrel Chalet walking distance
The Distinguished Squirrel Chalet walking distanceTreeloft
9.0 out of 10, Wonderful, (8 reviews)
The price is ¥32,389
¥73,896 total
includes taxes & fees
Jan 22 - Jan 23

Whiskey Ridge - Luxury Mountaintop Family Retreat * Dog Friendly * Hot Tub
Whiskey Ridge - Luxury Mountaintop Family Retreat * Dog Friendly * Hot TubWintergreen Resort
10.0 out of 10, Exceptional, (10 reviews)
The price is ¥45,677
¥110,075 total
includes taxes & fees
Jan 25 - Jan 26

Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!
Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!Nellysford
10.0 out of 10, Exceptional, (5 reviews)
The price is ¥48,723
¥122,577 total
includes taxes & fees
Feb 3 - Feb 4
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wintergreen Hotel Reviews

Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
10/10 Excellent
Find out more about Wintergreen
Wintergreen Vacation Homes information
Number of reviews | 432 |
|---|---|
Accommodation | 197 Vacation Homes |
Lowest Price | ¥18,100 |
Highest Price | ¥212,599 |
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