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

Search Wintergreen Condo Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Wintergreen condo rentals

Fireplace

1. Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
9.8 out of 10, Exceptional, (59 reviews)
"Wonderful location. Wonderful host. We will be back!"
United States
April S.
The price is AU$280
includes taxes & fees
25 Aug - 26 Aug
Where the Trail Ends
Property grounds

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, (158 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 AU$354
includes taxes & fees
17 Aug - 18 Aug
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Terrace/patio

3. 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 AU$379
includes taxes & fees
18 Aug - 19 Aug
Wintergreen Condo -Steps to Ski and restaurants
Exterior

4. 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, (121 reviews)
"Great location"
United States
Chrissy R.
The price is AU$378
includes taxes & fees
17 Aug - 18 Aug
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Interior

5. 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)
"Everything was perfect! "
United States
Danielle B.
The price is AU$301
includes taxes & fees
17 Aug - 18 Aug
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Condo, Private Bathroom (Mountain Vista View) | Lounge

6. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is AU$363
includes taxes & fees
17 Aug - 18 Aug
Mountain View Vista
A mountainous landscape with dense green forests and a clear sky.

7. 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 AU$351
includes taxes & fees
18 Aug - 19 Aug
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Outdoor dining

8. 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 AU$360
includes taxes & fees
17 Aug - 18 Aug
Escape to the Blue Ridge Mountains at Wine-tergreen!
Coffee/tea maker, fridge, microwave, oven

9. 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 AU$436
includes taxes & fees
17 Aug - 18 Aug
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Property grounds

10. 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, (118 reviews)
"Gorgeous views! We spent most of our time out and about, but enjoyed our stay!"
United States
Jennifer P.
The price is AU$373
includes taxes & fees
18 Aug - 19 Aug
Endless Mountain Top Views from All The Way Up!
Terrace/patio

11. 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 AU$401
includes taxes & fees
17 Aug - 18 Aug
Cozy Lux Condo at Wintergreen Resort
Exterior

12. 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 AU$413
includes taxes & fees
31 Aug - 1 Sept
Pet-Friendly Retreat Walk to Slopes & Village!
Exterior

13. Mountain Retreat in Wintergreen!

Mountain Retreat in Wintergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (25 reviews)
"Super clean and equipped with everything you need (just bring your own hangars). Very comfortable bed. "
United States
Pam M.
The price is AU$401
includes taxes & fees
17 Aug - 18 Aug
Mountain Retreat in Wintergreen!
Property grounds

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

Luxury Condo in the Sky! Finest in Wintergreen!
Wintergreen Resort
10.0 out of 10, Exceptional, (40 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 AU$442
includes taxes & fees
17 Aug - 18 Aug
Luxury Condo in the Sky! Finest in Wintergreen!
Coffee/tea maker, fridge, microwave, oven

15. 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 AU$416
includes taxes & fees
1 Sept - 2 Sept
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Condo, Private Bathroom (Panoramic Peak)

16. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
The price is AU$363
includes taxes & fees
31 Aug - 1 Sept
Panoramic Peak
Exterior

17. 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 AU$416
includes taxes & fees
17 Aug - 18 Aug
Mountain Inn Lodge 71 with Wintergreen Advantage
Coffee/tea maker, fridge, microwave, oven

18. 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 AU$453
includes taxes & fees
18 Aug - 19 Aug
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
Coffee/tea maker, fridge, microwave, oven

19. 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 AU$581
includes taxes & fees
18 Aug - 19 Aug
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Outdoor pool, a heated pool

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

Walk to Slopes, Village & Market. Pool, Dog-Friendly, Bonus Kids Room, Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"Condo was very clean, host was attentive. Location is great. Just a short walk to the market and the Edge. Great for a family of 5!"
United States
Valentina O.
The price is AU$498
includes taxes & fees
31 Aug - 1 Sept
Walk to Slopes, Village & Market. Pool, Dog-Friendly, Bonus Kids Room, Fireplace
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wintergreen Hotel Reviews

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

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

10/10 Excellent
"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."
Virginia 2-night trip
Posted 19 hours ago
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Find out more about Wintergreen

Wintergreen Condo Rentals information

Number of reviews
1,143
Accommodation
336 Condo Rentals
Lowest Price
AU$280
Highest Price
AU$578

Frequently asked questions

How much do condos in Wintergreen cost?
The price range for condos in Wintergreen is AU$280 to AU$578 per night. No matter your budget, you're sure to find someplace that suits your needs — as well as your entire squad! This price was 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. Bold Rock Hard Cider Nellysford Cidery is a great place to kick-start your sightseeing in Wintergreen.

Explore a world of travel with Expedia