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Our top choices for Wintergreen vacation homes

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!Wintergreen Resort
10.0 out of 10, Exceptional, (31 reviews)
The price is ¥17,133
¥51,485 total
includes taxes & fees
Apr 20 - Apr 21

Spacious + Serene Mtn Top Escape, 4 En Suites
Spacious + Serene Mtn Top Escape, 4 En SuitesWintergreen Resort
10.0 out of 10, Exceptional, (55 reviews)
The price is ¥20,046
¥65,980 total
includes taxes & fees
May 19 - May 20

4 BR cabin mins to trails & breweries pets welcome
4 BR cabin mins to trails & breweries pets welcomeChestnut Springs
9.4 out of 10, Exceptional, (33 reviews)
The price is ¥30,697
¥93,622 total
includes taxes & fees
Apr 19 - Apr 20

"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 ¥27,484
¥65,136 total
includes taxes & fees
Apr 27 - Apr 28

Hike. Soak. Play. - Hot Tub, Sauna, Fire Pit & Game-Filled Fam Friendly Cabin
Hike. Soak. Play. - Hot Tub, Sauna, Fire Pit & Game-Filled Fam Friendly CabinChestnut Springs
10.0 out of 10, Exceptional, (16 reviews)
The price is ¥25,462
¥72,956 total
includes taxes & fees
Apr 19 - Apr 20

Beautiful 4-season Mountain Home- New Listing
Beautiful 4-season Mountain Home- New ListingWintergreen Resort
10.0 out of 10, Exceptional, (44 reviews)
The price is ¥31,569
¥85,337 total
includes taxes & fees
Apr 20 - Apr 21

The Distinguished Squirrel Chalet walking distance
The Distinguished Squirrel Chalet walking distancePedlars Edge
9.2 out of 10, Wonderful, (11 reviews)
The price is ¥33,981
¥76,354 total
includes taxes & fees
Apr 20 - Apr 21

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 ¥47,592
¥126,311 total
includes taxes & fees
Apr 20 - Apr 21
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

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
10/10 Excellent
Find out more about Wintergreen
Wintergreen Vacation Homes information
Number of reviews | 375 |
|---|---|
Accommodation | 197 Vacation Homes |
Lowest Price | ¥18,151 |
Highest Price | ¥162,653 |
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