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

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Our top choices for Wintergreen cottages

1. Mountaintop Wintergreen Resort Home w/ Deck, Views

Mountaintop Wintergreen Resort Home w/ Deck, Views
3.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
The price is AED 779
AED 1,858 total
includes taxes & fees
23 Nov - 24 Nov
Mountaintop Wintergreen Resort Home w/ Deck, Views

2. 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 1,169
AED 2,992 total
includes taxes & fees
16 Nov - 17 Nov
Mountain Mindset: Pup Friendly + Trail

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

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.6 out of 10, Exceptional, (23 reviews)
"This is a super cute cabin in a very peaceful setting."
United States
Rebecca B.
The price is AED 264
AED 644 total
includes taxes & fees
15 Nov - 16 Nov
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

4. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is AED 500
AED 1,077 total
includes taxes & fees
15 Nov - 16 Nov
Bluebird Cottage

5. 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 597
AED 1,189 total
includes taxes & fees
18 Nov - 19 Nov
Afton Cottage w/ Hot Tub, Firepit, Mountain Views

6. 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
16 Nov - 17 Nov
Modern Nellysford Getaway on 40 Private Acres!

7. Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
Roseland
9.0 out of 10, Wonderful, (14 reviews)
"This is a charming little cottage with a blend of original architecture and modern furnishings. Coffee (provided) on the porch, listening to the river, was a perfect way to ease into the day. Close to breweries, cideries, wineries and Wintergreen (both on the mountain and in the valley). The hosts were very responsive both before and during our stay. We would highly recommend this property."
United States
Susan A.
The price is AED 500
AED 1,172 total
includes taxes & fees
15 Nov - 16 Nov
Bluebird Cottage: Near 151 + Appalachian Trail

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

Artisan's Cottage: Woodsy+Private, Central to 151
Afton
The price is AED 517
AED 1,191 total
includes taxes & fees
16 Nov - 17 Nov
Artisan's Cottage: Woodsy+Private, Central to 151

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

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (43 reviews)
"A lovely place to stay and relax! Not far to get to wineries and to Charlottesville. Thank you for a lovely stay!"
United States
Mary R.
The price is AED 532
AED 1,122 total
includes taxes & fees
16 Nov - 17 Nov
The Cottage @ Afton Mountain- Close to Wineries!

10. 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, (35 reviews)
"Amazing haven in a quaint setting. Can’t wait to escape here again ! "
United States
Nicole B.
Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls

11. 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 735
AED 1,794 total
includes taxes & fees
15 Nov - 16 Nov
Little Haven Cottage: Walk to Meade Tasting

12. 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, (71 reviews)
"Beautiful place and easy access to wineries and breweries in the area! The cottage was very clean, cozy and accommodating. Will come again!"
United States
Allison H.
The price is AED 540
AED 991 total
includes taxes & fees
6 Dec - 7 Dec
Unique Cypress cottage, close to Charlottesville with mountain views.

13. 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, (16 reviews)
"Looks brand new and very clean. Nice place."
United States
Ron C.
The price is AED 558
AED 693 total
includes taxes & fees
16 Nov - 17 Nov
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom

14. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is AED 517
AED 1,097 total
includes taxes & fees
16 Nov - 17 Nov
Artisan's Cottage

15. 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, (11 reviews)
The price is AED 635
AED 1,377 total
includes taxes & fees
16 Nov - 17 Nov
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries

16. 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 869 total
includes taxes & fees
8 Dec - 9 Dec
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!

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

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (116 reviews)
"perfect location to montfair resort where we attended wedding...coffee within walking distance, very clean house, kitchen well stocked, had a fantastic time ..highly recommend you visit here for your stay..."
United States
karen r.
The price is AED 823
AED 1,310 total
includes taxes & fees
16 Nov - 17 Nov
High Street | Walk to Everything Crozet | Pet-Friendly

18. Enjoy Staunton in the Heart of Shenandoah Valley

Enjoy Staunton in the Heart of Shenandoah Valley
3.0 star property
Staunton
The price is AED 716
AED 1,708 total
includes taxes & fees
15 Nov - 16 Nov
Enjoy Staunton in the Heart of Shenandoah Valley

19. Charming Cottage Near Vineyards

Charming Cottage Near Vineyards
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"We and our dog stayed for a weekend at the cottage. The cottage was very clean, nicely decorated and welcoming, the kitchen had all the needed appliances and cookware, only sugar and coffee were provided. The back porch was rather dusty though which made the outdoor area less pleasant to use. Communication with the host was clear and easy. Overall we had a great experience at the cottage and plan on returning."
United States
Mihaela B.
The price is AED 1,669
AED 2,250 total
includes taxes & fees
24 Nov - 25 Nov
Charming Cottage Near Vineyards

20. Petite Pink Cottage, Perfect for Solo Travelers

Petite Pink Cottage, Perfect for Solo Travelers
Charlottesville
10.0 out of 10, Exceptional, (10 reviews)
"A very special, unique property. We enjoyed our stay in the cozy, cute, clean cottage. Great location. We will return again."
United States
Tracy
The price is AED 1,285
AED 1,710 total
includes taxes & fees
15 Nov - 16 Nov
Petite Pink Cottage, Perfect for Solo Travelers
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

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