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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Wintergreen condo rentals

Living area

1. Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
9.8 out of 10, Exceptional, (59 reviews)
"Nice resort"
United States
Diana J.
The price is NZ$314
includes taxes & fees
9 Sept - 10 Sept
Where the Trail Ends
Interior

2. Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
9.8 out of 10, Exceptional, (34 reviews)
"Wonderful cozy condo close to the golf course and the slopes. "
United States
Deborah R.
The price is NZ$353
includes taxes & fees
30 Aug - 31 Aug
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Property grounds

3. 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, (159 reviews)
"We had a calm and relaxing mountain get a way. The property was charming and perfect for us, clean and organized. The location was great. We loved to go for walks nearby and visit the gnomes and fairies in the trees. We would love to make it an annual trip and would definitely stay here again."
United States
Michelle
The price is NZ$413
includes taxes & fees
30 Aug - 31 Aug
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Terrace/patio

4. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (36 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$447
includes taxes & fees
31 Aug - 1 Sept
Wintergreen Condo -Steps to Ski and restaurants
Outdoor dining

5. 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, (128 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is NZ$430
includes taxes & fees
30 Aug - 31 Aug
Escape to the Blue Ridge Mountains at Wine-tergreen!
Private kitchen

6. Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!

Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Wintergreen Resort
10.0 out of 10, Exceptional, (42 reviews)
"This condo is the perfect location for a weekend ski getaway! We will definitely be staying here again!"
United States
Jennifer H.
The price is NZ$520
includes taxes & fees
29 Aug - 30 Aug
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Room

7. First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Wintergreen Resort
10.0 out of 10, Exceptional, (17 reviews)
"Had a great stay, location was perfect! Condo was very nice. "
United States
Alicia K.
The price is NZ$420
includes taxes & fees
31 Aug - 1 Sept
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Property grounds

8. Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!
Wintergreen Resort
10.0 out of 10, Exceptional, (119 reviews)
"Gorgeous views! We spent most of our time out and about, but enjoyed our stay!"
United States
Jennifer P.
The price is NZ$453
includes taxes & fees
31 Aug - 1 Sept
Endless Mountain Top Views from All The Way Up!
Condo, Private Bathroom (Panoramic Peak)

9. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
The price is NZ$432
includes taxes & fees
13 Sept - 14 Sept
Panoramic Peak
Terrace/patio

10. Cozy Lux Condo at Wintergreen Resort

Cozy Lux Condo at Wintergreen Resort
Roseland
10.0 out of 10, Exceptional, (5 reviews)
"The place was great and we enjoyed our stay! Super comfy and cozy. Would definitely stay again!"
United States
Christopher H.
The price is NZ$471
includes taxes & fees
30 Aug - 31 Aug
Cozy Lux Condo at Wintergreen Resort
A mountainous landscape with dense green forests and a clear sky.

11. 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, (330 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$421
includes taxes & fees
27 Sept - 28 Sept
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Exterior

12. Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Wintergreen Resort
10.0 out of 10, Exceptional, (122 reviews)
"Great home, very clean and well stocked."
United States
Rob H.
The price is NZ$537
includes taxes & fees
31 Aug - 1 Sept
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Exterior

13. Mountain Retreat in Wintergreen!

Mountain Retreat in Wintergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (25 reviews)
The price is NZ$471
includes taxes & fees
30 Aug - 31 Aug
Mountain Retreat in Wintergreen!
Pool

14. 2BR/2BA + Bonus Kids Room. Walk to Slopes, Village & Market. Pool. Dog-Friendly.

2BR/2BA + Bonus Kids Room. Walk to Slopes, Village & Market. Pool. Dog-Friendly.
Wintergreen Resort
10.0 out of 10, Exceptional, (4 reviews)
"This is a warm and inviting condo. We enjoyed our stay. The host provided excellent communication!"
United States
Shannon T.
The price is NZ$548
includes taxes & fees
31 Aug - 1 Sept
2BR/2BA + Bonus Kids Room. Walk to Slopes, Village & Market. Pool. Dog-Friendly.
Exterior

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

Pet-Friendly Retreat Walk to Slopes & Village!
Wintergreen Resort
10.0 out of 10, Exceptional, (1 review)
"A wonderful place to stay comfortable beds. The place was nice and clean "
United States
Denise P.
The price is NZ$485
includes taxes & fees
31 Aug - 1 Sept
Pet-Friendly Retreat Walk to Slopes & Village!
Private kitchen

16. Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Wintergreen Resort
10.0 out of 10, Exceptional, (39 reviews)
"We had an incredible stay this past week. The condo "
United States
Holly M.
The price is NZ$706
includes taxes & fees
30 Aug - 31 Aug
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Private kitchen

17. Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
Wintergreen Resort
9.4 out of 10, Exceptional, (15 reviews)
"The condo was beautiful and clean and worked perfectly for our group."
United States
Eric W.
The price is NZ$534
includes taxes & fees
29 Aug - 30 Aug
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
Private kitchen

18. 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$496
includes taxes & fees
31 Aug - 1 Sept
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Condo, Private Bathroom (Mountain Vista View) | Lounge

19. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is NZ$432
includes taxes & fees
1 Sept - 2 Sept
Mountain View Vista
Property grounds

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

Luxury Condo in the Sky! Finest in Wintergreen!
Wintergreen Resort
10.0 out of 10, Exceptional, (43 reviews)
"Very clean and nicely supplied and decorated. Wonderful views from the living room! Planning on going back to this property again. "
United States
Charlie B.
The price is NZ$518
includes taxes & fees
9 Sept - 10 Sept
Luxury Condo in the Sky! Finest in Wintergreen!
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

Walk to Slopes, Village & Market. Pool, Dog-Friendly, Bonus Kids Room, Fireplace

Walk to Slopes, Village & Market. Pool, Dog-Friendly, Bonus Kids Room, Fireplace

10/10 Excellent
"This is a warm and inviting condo. We enjoyed our stay. The host provided excellent communication!"
Shannon T. 2-night trip
Posted 3 days ago
Walk to Slopes, Village & Market. Pool, Dog-Friendly, Bonus Kids Room, Fireplace

Find out more about Wintergreen

Wintergreen Condo Rentals information

Number of reviews
1,165
Accommodation
330 Condo Rentals
Lowest Price
NZ$314
Highest Price
NZ$706

Frequently asked questions

How much do condos in Wintergreen cost?
You can expect to pay from NZ$314 to NZ$706 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.