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 1,146
AED 2,112 total
includes taxes & fees
31 Aug - 1 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
7 Aug - 8 Aug
Red White and Wintergreen
House, Private Bathroom (Art & Soul) | Exterior

3. Art & Soul

Art & Soul
2.0 star property
Nellysford
The price is AED 2,571
AED 2,887 total
includes taxes & fees
23 Aug - 24 Aug
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 AED 1,098
AED 2,574 total
includes taxes & fees
23 Aug - 24 Aug
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 AED 386
AED 1,052 total
includes taxes & fees
9 Aug - 10 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
11 Aug - 12 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
9 Aug - 10 Aug
Afton Farmhouse
View from property

9. Afton Awaits

Afton Awaits
2.5 star property
Afton
The price is AED 902
AED 1,941 total
includes taxes & fees
26 Aug - 27 Aug
Afton Awaits
House, Private Bathroom (Pilotview Hollow) | Exterior

10. Pilotview Hollow

Pilotview Hollow
2.0 star property
Nellysford
The price is AED 1,605
AED 3,246 total
includes taxes & fees
11 Aug - 12 Aug
Pilotview Hollow
House, Private Bathroom (Fox Hill) | Outdoor spa tub

11. 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 (Hillside Haven) | Exterior

12. Hillside Haven

Hillside Haven
2.0 star property
Faber
The price is AED 657
AED 1,357 total
includes taxes & fees
10 Aug - 11 Aug
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 AED 1,098
AED 2,445 total
includes taxes & fees
24 Aug - 25 Aug
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 AED 621
AED 1,713 total
includes taxes & fees
9 Aug - 10 Aug
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 AED 801
AED 2,015 total
includes taxes & fees
11 Aug - 12 Aug
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 AED 364
AED 736 total
includes taxes & fees
10 Aug - 11 Aug
Oma's Garden Oasis
House, Private Bathroom (Forever Farm) | Exterior

17. Forever Farm

Forever Farm
2.5 star property
Schuyler
The price is AED 1,686
AED 1,893 total
includes taxes & fees
8 Aug - 9 Aug
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 AED 441
AED 494 total
includes taxes & fees
31 Aug - 1 Sep
Millhouse
House, Private Bathroom (Clonmel Acres) | Interior

19. Clonmel Acres

Clonmel Acres
2.0 star property
Afton
The price is AED 1,535
AED 3,119 total
includes taxes & fees
9 Aug - 10 Aug
Clonmel Acres
House, Private Bathroom (The Mariposa) | Dining

20. The Mariposa

The Mariposa
2.0 star property
Staunton
The price is AED 459
AED 1,029 total
includes taxes & fees
12 Aug - 13 Aug
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 4 days ago
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes