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

Our top choices for Wintergreen condo rentals

A living room with a fireplace, a sofa with cushions, a coffee table, and a TV mounted above the fireplace.

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.
$167 nightly
The price is $188
Aug 25 - Aug 26
Total with taxes and fees
Where the Trail Ends
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, (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
$223 nightly
The price is $250
Aug 25 - Aug 26
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A two-story house with a stone foundation, a large front porch, and a chimney.

3. 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.
$243 nightly
The price is $272
Aug 25 - Aug 26
Total with taxes and fees
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
A room with a wooden floor, a table with two stools, and a view through large windows with blinds.

4. 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.
$190 nightly
The price is $213
Aug 25 - Aug 26
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
A covered deck with wicker furniture, a black ottoman, and a sliding glass door leading to a forested area.

5. 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.
$240 nightly
The price is $269
Sep 7 - Sep 8
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
A wooden deck with a round table and chairs, overlooking a grassy area with trees.

6. 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.
$230 nightly
The price is $258
Aug 25 - Aug 26
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
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.

7. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
$229 nightly
The price is $257
Aug 25 - Aug 26
Total with taxes and fees
Mountain View Vista

8. 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.
$279 nightly
The price is $313
Aug 25 - Aug 26
Total with taxes and fees
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
A hotel room with a large bed, a desk, a chair, a lamp, and a view of the outdoor deck.

9. 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.
$227 nightly
The price is $255
Aug 25 - Aug 26
Total with taxes and fees
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
A house with a covered porch, two Adirondack chairs, and a welcome mat.

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.
$286 nightly
The price is $290
Aug 25 - Aug 26
Total with taxes and fees
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
$235 nightly
The price is $264
Sep 14 - Sep 15
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A wooden deck with two Adirondack chairs facing a scenic view of a sunset over a mountainous landscape.

12. 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.
$257 nightly
The price is $288
Aug 27 - Aug 28
Total with taxes and fees
Endless Mountain Top Views from All The Way Up!
A swimming pool surrounded by lush greenery and a wooden cabin.

13. 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, (3 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.
$301 nightly
The price is $337
Aug 25 - Aug 26
Total with taxes and fees
Walk to Slopes, Village & Market. Pool, Dog-Friendly, Bonus Kids Room, Fireplace
A house with a covered patio, sliding glass doors, and a small outdoor seating area with chairs.

14. 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.
$286 nightly
The price is $290
Aug 25 - Aug 26
Total with taxes and fees
Mountain Retreat in Wintergreen!
A two-story log cabin with a balcony, a staircase, and a snow-covered roof.

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.
$258 nightly
The price is $290
Sep 10 - Sep 11
Total with taxes and fees
Pet-Friendly Retreat Walk to Slopes & Village!
A wooden deck with a sofa and a wicker chair, overlooking a lush green landscape with mountains.

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

Luxury Condo in the Sky! Finest in Wintergreen!
Wintergreen Resort
10.0 out of 10, Exceptional, (42 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.
$299 nightly
The price is $336
Sep 9 - Sep 10
Total with taxes and fees
Luxury Condo in the Sky! Finest in Wintergreen!
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

17. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
$229 nightly
The price is $257
Sep 8 - Sep 9
Total with taxes and fees
Panoramic Peak
A modern kitchen with white cabinetry, a black stove, and a dining area with a chandelier.

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.
$265 nightly
The price is $298
Aug 25 - Aug 26
Total with taxes and fees
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
A modern kitchen with white cabinetry, stainless steel appliances, a dining area with a wooden table and chairs, and a view through large windows.

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.
$384 nightly
The price is $424
Aug 26 - Aug 27
Total with taxes and fees
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
A kitchen with wooden cabinets, a stainless steel refrigerator, a gas stove, and a granite countertop.

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.
$292 nightly
The price is $328
Aug 25 - Aug 26
Total with taxes and fees
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.
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Top Wintergreen Hotel Reviews

Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

10/10 Excellent
"Overall it was a quiet wintergreen summer experience. Close to the market and inn though we didn’t use either on the trip. Kitchen had the basics but don’t plan to prep anything complicated."
T. Scott C. 5-night trip
Posted 2 days ago
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

Find out more about Wintergreen

Wintergreen Condo Rentals information

Number of reviews
1,146
Accommodation
336 Condo Rentals
Lowest Price
$188
Highest Price
$424

Frequently asked questions

How much do condos in Wintergreen cost?
You can expect to pay from $188 to $424 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.

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