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

Search Country Houses in Wintergreen

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Wintergreen country houses

A modern cabin with a wooden exterior and a gravel driveway, surrounded by trees.

1. Piedmont Grove

Piedmont Grove
2.0 star property
Roseland
9.4 out of 10, Exceptional, (40 reviews)
"Clean, well-designed and decorated. Easy check-in! Enjoyed being surrounded by nature but also having Devils Backbone Brewpub across the street."
United States
Melissa
$242 nightly
The price is $271
Oct 12 - Oct 13
Total with taxes and fees
Piedmont Grove
A two-story building with a porch and a yellow door.

2. Basecamp151

Basecamp151
2.5 star property
Afton
8.8 out of 10, Excellent, (26 reviews)
"Room was very clean and nicely appointed"
United States
Matthew
$145 nightly
The price is $163
Oct 19 - Oct 20
Total with taxes and fees
Basecamp151
A wooden bench with metal legs in an outdoor area with gravel ground.

3. Grey Pine Lodge

Grey Pine Lodge
Waynesboro
9.6 out of 10, Exceptional, (16 reviews)
"Very nice stay, clean, comfortable and great location"
United States
Dennis
$113 nightly
The price is $126
Oct 6 - Oct 7
Total with taxes and fees
Grey Pine Lodge
A cabin with a steeply pitched roof, wooden exterior, and a deck with stairs leading to a porch.

4. Three Little Bears

Three Little Bears
2.0 star property
Nellysford
$260 nightly
The price is $292
Oct 4 - Oct 5
Total with taxes and fees
Three Little Bears
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

5. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
$232 nightly
The price is $261
Nov 3 - Nov 4
Total with taxes and fees
Panoramic Peak
A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.

6. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
$229 nightly
The price is $257
Oct 4 - Oct 5
Total with taxes and fees
Mountain View Vista
A spacious living area with a wooden staircase, a dining table, and a sofa.

7. Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (6 reviews)
"Cleanliness and ease of check in"
United States
Patrick
$379 nightly
The price is $426
Oct 4 - Oct 5
Total with taxes and fees
Blackwood Chalet
A modern living room with a large sectional sofa, a fireplace, and a view of the mountains.

8. Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
$305 nightly
The price is $343
Oct 4 - Oct 5
Total with taxes and fees
Firefly on The Ridge
A hot tub with a wooden deck and a view of a forest.

9. Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
$369 nightly
The price is $414
Oct 4 - Oct 5
Total with taxes and fees
Bear Tracks Cottage
A cozy living room with a fireplace, a sofa, a coffee table, and a dining area.

10. Blackrock Canopy

Blackrock Canopy
2.0 star property
Nellysford
$764 nightly
The price is $858
Oct 19 - Oct 20
Total with taxes and fees
Blackrock Canopy
A wooden deck with outdoor seating and a fire pit.

11. Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
$500 nightly
The price is $562
Nov 3 - Nov 4
Total with taxes and fees
Mountain Mindset
A two-story stone house with a deck, outdoor seating, and a fireplace.

12. Red White and Wintergreen

Red White and Wintergreen
2.0 star property
Pedlars Edge
$729 nightly
The price is $819
Oct 4 - Oct 5
Total with taxes and fees
Red White and Wintergreen
Exterior

13. Art & Soul

Art & Soul
2.0 star property
Nellysford
$700 nightly
The price is $786
Oct 4 - Oct 5
Total with taxes and fees
Art & Soul
A backyard with a swimming pool, lounge chairs, and umbrellas.

14. Afton Mountain Inn

Afton Mountain Inn
3.0 star property
Afton
9.6 out of 10, Exceptional, (94 reviews)
"It was a beautiful and pleasant place. Will stay here again."
United States
Lucy
$199 nightly
The price is $223
Nov 2 - Nov 3
Total with taxes and fees
Afton Mountain Inn
A basketball hoop with a net, mounted on a wall with a white baseboard.

15. Fore Seasons

Fore Seasons
2.0 star property
Nellysford
"Me and my family had such a great time. The house was clean and beautiful. Everything about the house was amazing. The hosts were very responsive and sincere.❤️"
United States
Menen
$260 nightly
The price is $292
Oct 5 - Oct 6
Total with taxes and fees
Fore Seasons
A wooden deck with wicker furniture, a brick wall, and a view of greenery.

16. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
$240 nightly
The price is $270
Oct 5 - Oct 6
Total with taxes and fees
Bluebird Cottage
A fire pit with chairs, a small house with stairs, and trees in a yard.

17. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
$246 nightly
The price is $276
Nov 3 - Nov 4
Total with taxes and fees
Artisan's Cottage
A wooden cabin with a stone exterior, a balcony with wooden railings, and outdoor seating with Adirondack chairs.

18. Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
$250 nightly
The price is $281
Oct 4 - Oct 5
Total with taxes and fees
Tucked Inn: Lower Unit
A wooden deck with a yellow door, a table with chairs, and a rocking chair.

19. Tucked Inn: Upper Unit

Tucked Inn: Upper Unit
2.0 star property
Nellysford
$255 nightly
The price is $286
Oct 4 - Oct 5
Total with taxes and fees
Tucked Inn: Upper Unit
A two-story house with a deck, large windows, and a garage.

20. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (25 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
$200 nightly
The price is $217
Oct 6 - Oct 7
Total with taxes and fees
Love Ridge Mountain Lodging
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 Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants

10/10 Excellent
"This well-equipped condo was central to the market and restaurants. We enjoyed the fireplace and the deck."
Lynne F. 4-night trip
Posted 4 days ago
Wintergreen Condo -Steps to Ski and restaurants

Find out more about Wintergreen

Wintergreen Country Houses information

Number of reviews
157
Accommodation
0 Country Houses
Lowest Price
$126
Highest Price
$858