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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Wintergreen cottages

Property grounds

1. Mountain Mindset: Pup Friendly + Trail

Mountain Mindset: Pup Friendly + Trail
Laurel Ridge
9.6 out of 10, Exceptional, (10 reviews)
"Nice cabin in a good location! "
United States
Caine C.
The price is AED 1,021
AED 2,797 total
includes taxes & fees
29 Sep - 30 Sep
Mountain Mindset: Pup Friendly + Trail
Cottage, Private Bathroom (Bluebird Cottage) | Exterior

2. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is AED 422
AED 990 total
includes taxes & fees
29 Sep - 30 Sep
Bluebird Cottage
Exterior

3. Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.6 out of 10, Exceptional, (21 reviews)
"Beautiful little spot. We will definitely be back."
United States
Caitlin S.
The price is AED 240
AED 619 total
includes taxes & fees
6 Oct - 7 Oct
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Terrace/patio

4. Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
Roseland
9.0 out of 10, Wonderful, (14 reviews)
"Cute cottage close to the slopes, Recommend 4WD if visiting in the winter snow."
United States
Art B.
The price is AED 422
AED 1,072 total
includes taxes & fees
29 Sep - 30 Sep
Bluebird Cottage: Near 151 + Appalachian Trail
House (3 Bedrooms) | Interior

5. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is AED 1,003
AED 2,388 total
includes taxes & fees
6 Oct - 7 Oct
Modern Nellysford Getaway on 40 Private Acres!
Outdoor dining

6. Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton
9.6 out of 10, Exceptional, (17 reviews)
"Our stay was fantastic! Great location for wineries and hiking. Perfect for a couples getaway for privacy and quaintness. Will definitely consider booking again if we ever come back to the area!! "
United States
Liz D.
The price is AED 575
AED 1,173 total
includes taxes & fees
4 Oct - 5 Oct
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Exterior

7. The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (36 reviews)
"Well supplied with essentials , charming"
United States
Beth
The price is AED 532
AED 1,113 total
includes taxes & fees
4 Oct - 5 Oct
The Cottage @ Afton Mountain- Close to Wineries!
Property grounds

8. Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls

Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls
Tyro
10.0 out of 10, Exceptional, (32 reviews)
"Amazing haven in a quaint setting. Can’t wait to escape here again ! "
United States
Nicole B.
The price is AED 701
AED 1,159 total
includes taxes & fees
25 Oct - 26 Oct
Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls
Outdoor dining

9. Artisan's Cottage: Woodsy+Private, Central to 151

Artisan's Cottage: Woodsy+Private, Central to 151
Afton
The price is AED 470
AED 1,126 total
includes taxes & fees
29 Sep - 30 Sep
Artisan's Cottage: Woodsy+Private, Central to 151
Exterior

10. Little Haven Cottage: Walk to Meade Tasting

Little Haven Cottage: Walk to Meade Tasting
Afton
6.0 out of 10, (1 review)
"House was clean except for the two dirty hand towels lying on the bed when we arrived. Washer and dryer were behind a locked door so I had to message the host to get a code to open it. She first insisted it wouldn’t be inside a locked door, so I had to wait for her to find out about it and she replied quickly enough with the access code. I’m guessing nobody ever needed to use the washer before us? Strange. Rooms could have used dressers or something to put clothes in. Vanities in master...
United States
Anonymous traveler
The price is AED 621
AED 1,621 total
includes taxes & fees
29 Sep - 30 Sep
Little Haven Cottage: Walk to Meade Tasting
Property grounds

11. 40 Acre - Mechum Hill Guest Cottage

40 Acre - Mechum Hill Guest Cottage
Charlottesville
The price is AED 707
AED 1,355 total
includes taxes & fees
29 Sep - 30 Sep
40 Acre - Mechum Hill Guest Cottage
Cottage, Private Bathroom (Artisan's Cottage) | Exterior

12. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is AED 470
AED 1,044 total
includes taxes & fees
29 Sep - 30 Sep
Artisan's Cottage
Exterior

13. High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (115 reviews)
"This cute home was perfect for our stay in Crozet! It was close to lovely coffee shops. The home was very clean and communication with the host was fantastic! We would stay here again if in the area."
United States
Jody L.
The price is AED 735
AED 1,160 total
includes taxes & fees
4 Oct - 5 Oct
High Street | Walk to Everything Crozet | Pet-Friendly
Exterior

14. Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries

Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
Charlottesville
10.0 out of 10, Exceptional, (5 reviews)
The price is AED 525
AED 1,230 total
includes taxes & fees
29 Sep - 30 Sep
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
Exterior

15. Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.
Charlottesville
10.0 out of 10, Exceptional, (65 reviews)
"Lovely, charming home."
United States
Deborah R.
Unique Cypress cottage, close to Charlottesville with mountain views.
Exterior

16. Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Charlottesville
9.4 out of 10, Exceptional, (8 reviews)
"Looks brand new and very clean. Nice place."
United States
Ron C.
The price is AED 617
AED 789 total
includes taxes & fees
29 Sep - 30 Sep
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Exterior

17. Petite Pink Cottage, Perfect for Solo Travelers

Petite Pink Cottage, Perfect for Solo Travelers
Charlottesville
10.0 out of 10, Exceptional, (9 reviews)
"Such a cute little cabin!!!! Loved it! "
United States
Beth V.
The price is AED 1,111
AED 1,414 total
includes taxes & fees
29 Sep - 30 Sep
Petite Pink Cottage, Perfect for Solo Travelers
Exterior

18. The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!

The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Staunton
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful visit. Beautifully landscaped and, clean property. Peaceful- hope to visit again."
United States
Pam W.
The price is AED 551
AED 885 total
includes taxes & fees
6 Oct - 7 Oct
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Exterior

19. Charming Cottage Near Vineyards

Charming Cottage Near Vineyards
Charlottesville
9.8 out of 10, Exceptional, (9 reviews)
"Loved this place for a short getaway. Great location!"
United States
Nicole M.
The price is AED 1,359
AED 1,733 total
includes taxes & fees
4 Oct - 5 Oct
Charming Cottage Near Vineyards
Exterior

20. Cornwall Cottage at Ivy Cottages | Country Living Near Charlottesville

Cornwall Cottage at Ivy Cottages | Country Living Near Charlottesville
Charlottesville
8.0 out of 10, Very good, (2 reviews)
"Very clean and roomy for 2 people."
United States
Glenn C.
The price is AED 1,488
AED 1,908 total
includes taxes & fees
5 Oct - 6 Oct
Cornwall Cottage at Ivy Cottages | Country Living Near Charlottesville
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 cabin, hot tub, sauna, walk to trails

Wintergreen cabin, hot tub, sauna, walk to trails

10/10 Excellent
"We loved this place! And will definitely be staying there again :)"
Stephanie A. 2-night trip
Posted 12 hours ago
Wintergreen cabin, hot tub, sauna, walk to trails

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