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

Our top choices for Wintergreen vacation homes

Exterior

1. Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is AED 1,135
AED 2,100 total
includes taxes & fees
1 Sep - 2 Sep
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 AED 1,392
AED 3,007 total
includes taxes & fees
6 Aug - 7 Aug
Red White and Wintergreen
House, Private Bathroom (On Mountain Time) | Interior

3. On Mountain Time

On Mountain Time
2.5 star property
Roseland
The price is AED 1,098
AED 2,574 total
includes taxes & fees
19 Aug - 20 Aug
On Mountain Time
House, Private Bathroom (Art & Soul) | Exterior

4. Art & Soul

Art & Soul
2.0 star property
Nellysford
The price is AED 2,571
AED 2,887 total
includes taxes & fees
20 Aug - 21 Aug
Art & Soul
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 AED 386
AED 1,052 total
includes taxes & fees
6 Aug - 7 Aug
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 AED 367
AED 1,031 total
includes taxes & fees
10 Aug - 11 Aug
Tucked Inn: Lower Unit
Exterior

7. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is AED 551
AED 619 total
includes taxes & fees
24 Aug - 25 Aug
Branch and Barrel
Interior

8. Afton Farmhouse

Afton Farmhouse
2.0 star property
Afton
The price is AED 643
AED 1,134 total
includes taxes & fees
6 Aug - 7 Aug
Afton Farmhouse
House, Private Bathroom (Pilotview Hollow) | Exterior

9. Pilotview Hollow

Pilotview Hollow
2.0 star property
Nellysford
The price is AED 1,425
AED 3,044 total
includes taxes & fees
6 Aug - 7 Aug
Pilotview Hollow
View from property

10. Afton Awaits

Afton Awaits
2.5 star property
Afton
The price is AED 902
AED 1,941 total
includes taxes & fees
1 Sep - 2 Sep
Afton Awaits
House, Private Bathroom (Hillside Haven) | Exterior

11. Hillside Haven

Hillside Haven
2.0 star property
Faber
The price is AED 657
AED 1,357 total
includes taxes & fees
6 Aug - 7 Aug
Hillside Haven
House, Private Bathroom (Fox Hill) | Outdoor spa tub

12. Fox Hill

Fox Hill
2.0 star property
Afton
The price is AED 841
AED 1,666 total
includes taxes & fees
24 Aug - 25 Aug
Fox Hill
House, Private Bathroom (The Wayne Shire) | Interior

13. The Wayne Shire

The Wayne Shire
2.0 star property
Waynesboro
The price is AED 621
AED 1,713 total
includes taxes & fees
6 Aug - 7 Aug
The Wayne Shire
House, Private Bathroom (Farmhouse at Wellington) | Interior

14. The Farmhouse at Wellington

The Farmhouse at Wellington
2.0 star property
Waynesboro
The price is AED 764
AED 1,975 total
includes taxes & fees
6 Aug - 7 Aug
The Farmhouse at Wellington
House, Private Bathroom (Swannanoa Guest House) | 1 bedroom

15. Swannanoa Guest House

Swannanoa Guest House
2.0 star property
Afton
The price is AED 1,098
AED 2,445 total
includes taxes & fees
24 Aug - 25 Aug
Swannanoa Guest House
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 AED 364
AED 736 total
includes taxes & fees
25 Aug - 26 Aug
Oma's Garden Oasis
House, Private Bathroom (Clonmel Acres) | Interior

17. Clonmel Acres

Clonmel Acres
2.0 star property
Afton
The price is AED 1,443
AED 3,014 total
includes taxes & fees
6 Aug - 7 Aug
Clonmel Acres
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 AED 433
AED 485 total
includes taxes & fees
1 Sep - 2 Sep
Millhouse
Luxury Room, Ensuite (The Storefront) | Lounge

19. The Storefront

The Storefront
3.5 star property
Staunton
8.8 out of 10, Excellent, (59 reviews)
"Great location, fun place to stay!"
United States
Carol
The price is AED 493
AED 772 total
includes taxes & fees
12 Aug - 13 Aug
The Storefront
House, Private Bathroom (The Mariposa) | Dining

20. The Mariposa

The Mariposa
2.0 star property
Staunton
The price is AED 400
AED 963 total
includes taxes & fees
31 Aug - 1 Sep
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