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

Our top choices for Wintergreen condo rentals

A garden with a variety of flowers and trees at dusk.

1. 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 NZ$434
includes taxes & fees
1 Nov - 2 Nov
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A wooden deck with a round table and chairs, overlooking a grassy area with trees.

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

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.6 out of 10, Exceptional, (130 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is NZ$452
includes taxes & fees
14 Oct - 15 Oct
Escape to the Blue Ridge Mountains at Wine-tergreen!
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 NZ$436
includes taxes & fees
25 Oct - 26 Oct
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

4. 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 NZ$462
includes taxes & fees
2 Nov - 3 Nov
Panoramic Peak
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.

5. 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 NZ$444
includes taxes & fees
14 Oct - 15 Oct
Updated! Cozy and clean two bedroom condo.
A covered deck with wicker furniture, a black ottoman, and a sliding glass door leading to a forested area.

6. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay for our family of 4 for a wedding weekend. Easy check-in and close to the Inn."
United States
Scott M.
The price is NZ$496
includes taxes & fees
18 Oct - 19 Oct
Wintergreen Condo -Steps to Ski and restaurants
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 NZ$575
includes taxes & fees
14 Oct - 15 Oct
"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
A wooden deck with a sofa and a wicker chair, overlooking a lush green landscape with mountains.

8. Luxury Condo in the Sky! Finest in Wintergreen!

Luxury Condo in the Sky! Finest in Wintergreen!
Wintergreen Resort
10.0 out of 10, Exceptional, (45 reviews)
"Views from the porch are beautiful!Essentials ar all there Well thought out for a rentalHope to be back for another anniversary"
United States
rodney f.
Luxury Condo in the Sky! Finest in Wintergreen!
Exterior

9. Mountain Inn Studio 94 with Wintergreen Advantage

Mountain Inn Studio 94 with Wintergreen Advantage
Wintergreen
The price is NZ$396
includes taxes & fees
12 Nov - 13 Nov
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 NZ$396
includes taxes & fees
12 Nov - 13 Nov
Timbers Studio 46 with Wintergreen Advantage
A two-story house with a stone foundation, a large front porch, and a chimney.

11. 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 NZ$577
includes taxes & fees
15 Oct - 16 Oct
Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
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.

12. 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 NZ$444
includes taxes & fees
1 Nov - 2 Nov
Mountain Inn Lodge 77 with Wintergreen Advantage
Exterior

13. 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.
Mountain Inn Lodge 71 with Wintergreen Advantage
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.

14. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is NZ$458
includes taxes & fees
3 Nov - 4 Nov
Mountain View Vista
A dining area with a wooden table, chairs, and a view of the kitchen.

15. 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, (6 reviews)
The price is NZ$562
includes taxes & fees
2 Nov - 3 Nov
Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
A two-story log cabin with a balcony, a staircase, and a snow-covered roof.

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

Pet-Friendly Retreat Walk to Slopes & Village!
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
Pet-Friendly Retreat Walk to Slopes & Village!
A modern kitchen with white cabinetry, a black stove, and a dining area with a chandelier.

17. Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf

Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"Pet-friendly, very hospitable, had coffee and Brita filter for water, linens, paper towels, everything we needed. "
United States
Sarah L.
The price is NZ$836
includes taxes & fees
12 Nov - 13 Nov
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Exterior

18. 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 NZ$468
includes taxes & fees
1 Nov - 2 Nov
Diamond Hill Studio 09 with Wintergreen Advantage
An aerial view of a large estate with multiple buildings surrounded by dense forest and mountains in the background.

19. Three Ridges 64 With Wintergreen Advantage

Three Ridges 64 With Wintergreen Advantage
Chestnut Springs
The price is NZ$486
includes taxes & fees
1 Nov - 2 Nov
Three Ridges 64 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.

20. 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 NZ$486
includes taxes & fees
12 Nov - 13 Nov
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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Frequently asked questions

How much do condos in Wintergreen cost?
You can expect to pay from to 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.
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.