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

Search Condo Rentals in Wintergreen

  • 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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Wintergreen condo rentals

Coffee/tea maker, fridge, microwave, oven

1. 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 AED 380
AED 1,145 total
includes taxes & fees
6 Aug - 7 Aug
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
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 AED 404
AED 916 total
includes taxes & fees
6 Aug - 7 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 AED 457
AED 1,037 total
includes taxes & fees
10 Aug - 11 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, (120 reviews)
"Great location"
United States
Chrissy R.
The price is AED 612
AED 1,190 total
includes taxes & fees
3 Sep - 4 Sep
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, (33 reviews)
"Everything was perfect! "
United States
Danielle B.
The price is AED 367
AED 825 total
includes taxes & fees
17 Aug - 18 Aug
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Fireplace

6. 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 AED 289
AED 791 total
includes taxes & fees
18 Aug - 19 Aug
Where the Trail Ends
Outdoor dining

7. 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 AED 426
AED 949 total
includes taxes & fees
6 Aug - 7 Aug
Escape to the Blue Ridge Mountains at Wine-tergreen!
A mountainous landscape with dense green forests and a clear sky.

8. 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, (328 reviews)
"Awesome views and very clean condo! We had a very relaxing weekend!"
United States
Jordan O.
The price is AED 383
AED 942 total
includes taxes & fees
10 Aug - 11 Aug
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Coffee/tea maker, fridge, microwave, oven

9. 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 AED 598
AED 1,488 total
includes taxes & fees
6 Aug - 7 Aug
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Condo, Private Bathroom (Firefly on The Ridge) | Lounge

10. Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
The price is AED 661
AED 1,258 total
includes taxes & fees
6 Aug - 7 Aug
Firefly on The Ridge
Exterior

11. Mountain Inn Studio 93 with Wintergreen Advantage

Mountain Inn Studio 93 with Wintergreen Advantage
Wintergreen
The price is AED 584
AED 1,022 total
includes taxes & fees
3 Sep - 4 Sep
Mountain Inn Studio 93 with Wintergreen Advantage
Exterior

12. Overlook 08 with Wintergreen Advantage

Overlook 08 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Great view, wonderful property, and extremely helpful staff (we experienced a vehicle crisis)."
United States
Jason
The price is AED 1,098
AED 1,864 total
includes taxes & fees
8 Aug - 9 Aug
Overlook 08 with Wintergreen Advantage
Terrace/patio

13. Cozy Lux Condo at Wintergreen Resort

Cozy Lux Condo at Wintergreen Resort
Roseland
10.0 out of 10, Exceptional, (4 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 AED 459
AED 1,067 total
includes taxes & fees
16 Aug - 17 Aug
Cozy Lux Condo at Wintergreen Resort
Exterior

14. 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 AED 408
AED 1,068 total
includes taxes & fees
6 Aug - 7 Aug
Pet-Friendly Retreat Walk to Slopes & Village!
Exterior

15. 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 AED 459
AED 1,063 total
includes taxes & fees
6 Aug - 7 Aug
Mountain Retreat in Wintergreen!
1 bedroom, desk, WiFi, bed sheets

16. Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.8 out of 10, Exceptional, (47 reviews)
"Wonderful stay, wonderful place!! The view, the fireplace, well appointed, comfortable bed, comfortable furniture, very clean...will definitely stay again! Thank you!!"
United States
Art P.
The price is AED 511
AED 1,077 total
includes taxes & fees
20 Aug - 21 Aug
Panoramic Peak: Wintergreen Condo with Views
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 AED 621
AED 1,092 total
includes taxes & fees
6 Aug - 7 Aug
Mountain Inn Lodge 71 with Wintergreen Advantage
Outdoor dining

18. 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 AED 505
AED 1,240 total
includes taxes & fees
9 Aug - 10 Aug
Overlook 180 degree views w/Peloton!
Exterior

19. Dobie 54 with Wintergreen Advantage

Dobie 54 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Very nice condo. Well supplied kitchen. Nice decor. Very comfortable beds. We would book this one again!"
United States
Stephanie A.
The price is AED 1,649
AED 2,685 total
includes taxes & fees
3 Sep - 4 Sep
Dobie 54 with Wintergreen Advantage
Coffee/tea maker, fridge, microwave, oven

20. 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 AED 496
AED 1,204 total
includes taxes & fees
10 Aug - 11 Aug
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
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

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10/10 Excellent
"Beautiful condo close to the Mountain Inn. Kitchen is well stocked and the owners provide a lot for your furry companions. We had a great time hiking the trails and coming back for a quiet evening. Wonderful place to stay and I can't wait to come back!!"
Karen A. 3-night trip
Posted 3 days ago
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Frequently asked questions

How much do condos in Wintergreen cost?
You can expect to pay from AED 791 to AED 2,685 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.

Explore a world of travel with Expedia