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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Wintergreen condo rentals

A wooden deck with a round table and chairs, overlooking a grassy area with trees.

1. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (131 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is ￥18,353
￥40,849 total
includes taxes & fees
Oct 18 - Oct 19
Escape to the Blue Ridge Mountains at Wine-tergreen!
A garden with a variety of flowers and trees at dusk.

2. New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (161 reviews)
"It was a beautiful stay - we enjoyed the place and wished we could have stayed one more day to soak up the surroundings of the area more!"
United States
Michelle W.
The price is ￥17,389
￥38,346 total
includes taxes & fees
Nov 1 - Nov 2
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A mountainous landscape with dense green forests and a clear sky.

3. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (335 reviews)
"Our 2-BR condo was lovely. Everything was sparkling clean and the place was spacious for what we needed. What MADE it, though, was the VIEW which was spectacular! I felt we should have been pre-informed that there was no coffee for us to use. We could have easily brought some but didn’t know of its non-existence."
United States
Virginia
The price is ￥15,934
￥39,730 total
includes taxes & fees
Oct 25 - Oct 26
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.

4. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
9.2 out of 10, Wonderful, (37 reviews)
"Great stay for my family!"
United States
Joel M.
The price is ￥15,650
￥40,121 total
includes taxes & fees
Oct 19 - Oct 20
Updated! Cozy and clean two bedroom condo.
A two-story wooden cabin with a wooden deck and a small porch.

5. Walk to Market/Private community outdoor pool!

Walk to Market/Private community outdoor pool!
Wintergreen Resort
9.8 out of 10, Exceptional, (85 reviews)
"Very nice, looks like a new home, comfortable. But as it is a mountain resort watch for bears, we had one walk right near the car, we were glad we were inside the car at that time."
United States
Robyn M.
The price is ￥15,650
￥39,944 total
includes taxes & fees
Oct 18 - Oct 19
Walk to Market/Private community outdoor pool!
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

6. 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
The price is ￥26,564
￥45,809 total
includes taxes & fees
Nov 15 - Nov 16
Panoramic Peak
Private kitchen

7. "Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining

"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
Wintergreen Resort
10.0 out of 10, Exceptional, (44 reviews)
"Great stay and super responsive hosts! Really enjoyed my stay."
United States
Amy K.
The price is ￥17,926
￥50,843 total
includes taxes & fees
Oct 22 - Oct 23
"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
A two-story house with a stone foundation, a large front porch, and a chimney.

8. Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace

Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (125 reviews)
"Nice condo in a nice resort. House has everything you need and more."
United States
Thomas B.
The price is ￥27,032
￥52,369 total
includes taxes & fees
Oct 18 - Oct 19
Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
Exterior

9. Mountain Inn Studio 94 with Wintergreen Advantage

Mountain Inn Studio 94 with Wintergreen Advantage
Wintergreen
The price is ￥20,392
￥35,656 total
includes taxes & fees
Nov 9 - Nov 10
Mountain Inn Studio 94 with Wintergreen Advantage
Exterior

10. Timbers Studio 46 with Wintergreen Advantage

Timbers Studio 46 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (2 reviews)
"We only stayed here for a night but it was both relaxing and quiet. The room was very clean and it was spacious for the two of us. It reminded me of a larger hotel room or a studio apartment. You could tell they had put some work into it to make it nice which I appreciated. You have to go to the front desk to check in but it’s not even a 2-minute drive from there. It took us a few minutes to locate it in the dark but that’s just because it’s so dark up there. Great place to stay on a couple...
United States
Madison D.
The price is ￥20,392
￥35,656 total
includes taxes & fees
Nov 9 - Nov 10
Timbers Studio 46 with Wintergreen Advantage
An aerial view of a residential area with multiple houses surrounded by dense forest, featuring a central building with a prominent roof and a well-lit driveway.

11. Mountain Inn Lodge 77 with Wintergreen Advantage

Mountain Inn Lodge 77 with Wintergreen Advantage
Wintergreen
8.0 out of 10, Very good, (1 review)
"The stairs inside the property makes hard to lug the suitcases around little hard."
United States
Bhaskar
The price is ￥21,973
￥40,094 total
includes taxes & fees
Nov 1 - Nov 2
Mountain Inn Lodge 77 with Wintergreen Advantage
Exterior

12. Mountain Inn Lodge 71 with Wintergreen Advantage

Mountain Inn Lodge 71 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, nice facilities.. polite staff "
United States
Rich C.
The price is ￥21,973
￥39,917 total
includes taxes & fees
Nov 9 - Nov 10
Mountain Inn Lodge 71 with Wintergreen Advantage
A dining area with a wooden table, chairs, and a view of the kitchen.

13. Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails

Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
Wintergreen Resort
10.0 out of 10, Exceptional, (7 reviews)
The price is ￥22,414
￥53,842 total
includes taxes & fees
Nov 9 - Nov 10
Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
Exterior

14. Diamond Hill Studio 09 with Wintergreen Advantage

Diamond Hill Studio 09 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (3 reviews)
"Great location and cozy condo! "
United States
Molly M.
The price is ￥25,135
￥42,581 total
includes taxes & fees
Nov 1 - Nov 2
Diamond Hill Studio 09 with Wintergreen Advantage
A covered outdoor deck with a round table and chairs, overlooking a lush landscape.

15. Overlook 180 degree views w/Peloton!

Overlook 180 degree views w/Peloton!
Wintergreen Resort
9.4 out of 10, Exceptional, (3 reviews)
"Excellent stay. Thank you!"
United States
Kimberly B.
The price is ￥25,388
￥60,075 total
includes taxes & fees
Nov 9 - Nov 10
Overlook 180 degree views w/Peloton!
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.

16. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is ￥27,874
￥47,278 total
includes taxes & fees
Nov 9 - Nov 10
Mountain View Vista
An aerial view of a large estate with multiple buildings surrounded by dense forest and mountains in the background.

17. Three Ridges 64 With Wintergreen Advantage

Three Ridges 64 With Wintergreen Advantage
Chestnut Springs
The price is ￥23,554
￥44,356 total
includes taxes & fees
Nov 1 - Nov 2
Three Ridges 64 With Wintergreen Advantage
A two-story log cabin with a balcony, a staircase, and a snow-covered roof.

18. Pet-Friendly Retreat Walk to Slopes & Village!

Pet-Friendly Retreat Walk to Slopes & Village!
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place to stay comfortable beds. The place was nice and clean "
United States
Denise P.
The price is ￥19,128
￥46,866 total
includes taxes & fees
Nov 9 - Nov 10
Pet-Friendly Retreat Walk to Slopes & Village!
An aerial view of a residential area with multiple houses surrounded by dense forest, featuring a central building with a prominent roof and a well-lit driveway.

19. Northridge 07 With Wintergreen Advantage

Northridge 07 With Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Good Stay! Clean, need to have a lock on master bathroom. Door slides"
United States
William M.
The price is ￥23,554
￥44,356 total
includes taxes & fees
Nov 1 - Nov 2
Northridge 07 With Wintergreen Advantage
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

Best views on Mountain! Breathtaking 5 Star condo! Available October 2-4 weekend

Best views on Mountain! Breathtaking 5 Star condo! Available October 2-4 weekend

10/10 Excellent
"Beautiful views with all the necessary amenities. Maureen, the host, was always responsive to our questions and communication was excellent."
Alan B. 2-night trip
Posted 1 day ago
Best views on Mountain! Breathtaking 5 Star condo! Available October 2-4 weekend

Find out more about Wintergreen

Wintergreen Condo Rentals information

Number of reviews
853
Accommodation
335 Condo Rentals
Lowest Price
￥35,656
Highest Price
￥60,075

Frequently asked questions

How much do condos in Wintergreen cost?
You can expect to pay from ￥35,656 to ￥60,075 per night for condos in Wintergreen. No matter your budget, a terrific stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your condo in Wintergreen with Expedia?
Booking a condo in Wintergreen is as simple as clicking on your travel dates and selecting a place suited to your needs. Chasing something low cost or luxurious, or a property that also comes with a pool and free WiFi? Use Expedia's search filters to narrow your results even further and find your dream fit.
How can I find cheap condos in Wintergreen?
Expedia can help you easily source cheap condos in Wintergreen. To lock in a terrific stay in a matter of clicks, try out our handy filter tool to refine your search results by budget, amenities and star rating.
What is there to do in Wintergreen near my condo?
The ideal travel accessory is a well-planned to-do list. Wintergreen Resort is a good spot to kick-start your sightseeing in Wintergreen.