A dense forest with a variety of coniferous trees and a small clearing with grass and a few scattered trees.

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Wintergreen vacation homes

Exterior

1. Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is ￥48,612
￥89,926 total
includes taxes & fees
Sep 1 - Sep 2
Mountain Mindset
House, Private Bathroom (Red White Wintergreen) | Exterior

2. Red White and Wintergreen

Red White and Wintergreen
2.0 star property
Pedlars Edge
The price is ￥59,783
￥129,137 total
includes taxes & fees
Aug 6 - Aug 7
Red White and Wintergreen
House, Private Bathroom (Art & Soul) | Exterior

3. Art & Soul

Art & Soul
2.0 star property
Nellysford
The price is ￥110,124
￥123,669 total
includes taxes & fees
Aug 31 - Sep 1
Art & Soul
House, Private Bathroom (On Mountain Time) | 5 bedrooms

4. On Mountain Time

On Mountain Time
2.5 star property
Roseland
The price is ￥47,039
￥110,244 total
includes taxes & fees
Aug 30 - Aug 31
On Mountain Time
House, Private Bathroom (Tucked Inn: Upper Unit) | Terrace/patio

5. Tucked Inn: Upper Unit

Tucked Inn: Upper Unit
2.0 star property
Nellysford
The price is ￥16,519
￥45,052 total
includes taxes & fees
Aug 6 - Aug 7
Tucked Inn: Upper Unit
House, Private Bathroom (Tucked Inn: Lower Unit) | Exterior

6. Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is ￥15,732
￥44,168 total
includes taxes & fees
Aug 11 - Aug 12
Tucked Inn: Lower Unit
Exterior

7. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is ￥23,598
￥26,501 total
includes taxes & fees
Sep 2 - Sep 3
Branch and Barrel
Interior

8. Afton Farmhouse

Afton Farmhouse
2.0 star property
Afton
The price is ￥27,531
￥48,585 total
includes taxes & fees
Aug 11 - Aug 12
Afton Farmhouse
View from property

9. Afton Awaits

Afton Awaits
2.5 star property
Afton
The price is ￥38,749
￥83,374 total
includes taxes & fees
Aug 26 - Aug 27
Afton Awaits
House, Private Bathroom (Pilotview Hollow) | Exterior

10. Pilotview Hollow

Pilotview Hollow
2.0 star property
Nellysford
The price is ￥61,040
￥130,382 total
includes taxes & fees
Aug 6 - Aug 7
Pilotview Hollow
House, Private Bathroom (Fox Hill) | Outdoor spa tub

11. Fox Hill

Fox Hill
2.0 star property
Afton
The price is ￥36,026
￥71,376 total
includes taxes & fees
Aug 24 - Aug 25
Fox Hill
House, Private Bathroom (Hillside Haven) | Exterior

12. Hillside Haven

Hillside Haven
2.0 star property
Faber
The price is ￥28,160
￥58,125 total
includes taxes & fees
Aug 11 - Aug 12
Hillside Haven
House, Private Bathroom (Swannanoa Guest House) | 1 bedroom

13. Swannanoa Guest House

Swannanoa Guest House
2.0 star property
Afton
The price is ￥47,039
￥104,741 total
includes taxes & fees
Aug 24 - Aug 25
Swannanoa Guest House
House, Private Bathroom (The Wayne Shire) | Interior

14. The Wayne Shire

The Wayne Shire
2.0 star property
Waynesboro
The price is ￥26,658
￥73,562 total
includes taxes & fees
Aug 6 - Aug 7
The Wayne Shire
House, Private Bathroom (Farmhouse at Wellington) | Interior

15. The Farmhouse at Wellington

The Farmhouse at Wellington
2.0 star property
Waynesboro
The price is ￥31,548
￥83,394 total
includes taxes & fees
Aug 6 - Aug 7
The Farmhouse at Wellington
House, Private Bathroom (Oma's Garden Oasis) | Exterior

16. Oma's Garden Oasis

Oma's Garden Oasis
2.0 star property
Staunton
The price is ￥15,575
￥31,540 total
includes taxes & fees
Aug 25 - Aug 26
Oma's Garden Oasis
House, Private Bathroom (Forever Farm) | Exterior

17. Forever Farm

Forever Farm
2.5 star property
Schuyler
The price is ￥72,210
￥81,092 total
includes taxes & fees
Aug 8 - Aug 9
Forever Farm
House, Private Bathroom (Millhouse) | Lounge

18. Millhouse

Millhouse
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"This was a very clean place. Easy to find and the pool was excellent. This was a spur of the moment stay for us and couldn’t have been happier. Neighborhood appeared to be nice as well. Would definitely stay again if we were in the area."
United States
Emily
The price is ￥18,564
￥20,792 total
includes taxes & fees
Sep 1 - Sep 2
Millhouse
House, Private Bathroom (Clonmel Acres) | Interior

19. Clonmel Acres

Clonmel Acres
2.0 star property
Afton
The price is ￥61,827
￥129,110 total
includes taxes & fees
Aug 6 - Aug 7
Clonmel Acres
House, Private Bathroom (The Mariposa) | Dining

20. The Mariposa

The Mariposa
2.0 star property
Staunton
The price is ￥17,194
￥41,342 total
includes taxes & fees
Aug 31 - Sep 1
The Mariposa
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

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10/10 Excellent
"Beautiful condo close to the Mountain Inn. Kitchen is well stocked and the owners provide a lot for your furry companions. We had a great time hiking the trails and coming back for a quiet evening. Wonderful place to stay and I can't wait to come back!!"
Karen A. 3-night trip
Posted 3 days ago
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Find out more about Wintergreen

Wintergreen Vacation Homes information

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