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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Wintergreen condo rentals

Property grounds

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, (154 reviews)
"Lisa we are happy for staying at your places it awesome and we had great time, thank you let us use your home"
United States
Issac S.
The price is ￥17,520
￥39,171 total
includes taxes & fees
Jun 2 - Jun 3
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Outdoor dining

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)
"Rooms a clean thermostats are easy to use and everything is easily accessible"
United States
JOSHUA KAMAU KARIUKI
The price is ￥18,491
￥41,157 total
includes taxes & fees
Jun 2 - Jun 3
Escape to the Blue Ridge Mountains at Wine-tergreen!
Property grounds

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, (14 reviews)
"Had a great stay, location was perfect! Condo was very nice. "
United States
Alicia K.
The price is ￥12,901
￥34,520 total
includes taxes & fees
Jun 2 - Jun 3
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Terrace/patio

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (36 reviews)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
The price is ￥18,157
￥42,212 total
includes taxes & fees
Jun 2 - Jun 3
Wintergreen Condo -Steps to Ski and restaurants

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, (323 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
The price is ￥14,908
￥38,563 total
includes taxes & fees
Jun 3 - Jun 4
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Interior

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, (31 reviews)
"Everything was perfect! "
United States
Danielle B.
The price is ￥19,112
￥39,529 total
includes taxes & fees
Jun 2 - Jun 3
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Exterior

Renovated Wintergreen Condo with Pool Access, and more!

Renovated Wintergreen Condo with Pool Access, and more!
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 ￥21,501
￥47,491 total
includes taxes & fees
Jun 14 - Jun 15
Renovated Wintergreen Condo with Pool Access, and more!
Property grounds

Luxury Condo in the Sky! Finest in Wintergreen!

Luxury Condo in the Sky! Finest in Wintergreen!
Wintergreen Resort
10.0 out of 10, Exceptional, (32 reviews)
"Amazing place with even more amazing views. Very comfortable and beautiful place. We had high expectations based on the pictures in the listing, and the place exceeded these high expectations. Fantastic place."
United States
missy s.
The price is ￥21,673
￥49,738 total
includes taxes & fees
Jun 2 - Jun 3
Luxury Condo in the Sky! Finest in Wintergreen!
Terrace/patio

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 ￥21,501
￥48,027 total
includes taxes & fees
Jun 9 - Jun 10
Cozy Lux Condo at Wintergreen Resort
Fireplace

Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
10.0 out of 10, Exceptional, (51 reviews)
"Very good host, good with communication! Nice clean place to stay and close to a lot of the places we were wanting to go!"
United States
Meredith T.
The price is ￥9,754
￥30,628 total
includes taxes & fees
Jun 9 - Jun 10
Where the Trail Ends
Fridge, microwave, oven, stovetop

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, (37 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 ￥16,484
￥49,098 total
includes taxes & fees
Jun 2 - Jun 3
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
1 bedroom, desk, internet, bed sheets

Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.6 out of 10, Exceptional, (44 reviews)
"The location was great and the sunrise views were amazing!"
United States
Jennifer B.
The price is ￥22,139
￥45,789 total
includes taxes & fees
Jun 17 - Jun 18
Panoramic Peak: Wintergreen Condo with Views
Fridge, microwave, oven, stovetop

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 ￥21,820
￥50,976 total
includes taxes & fees
Jun 8 - Jun 9
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
TV, fireplace

Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access!
Roseland
10.0 out of 10, Exceptional, (2 reviews)
"We loved the location and cleanliness of the property; however it was a bit cold and the radiant heating did not create a very warm space. Everything else was wonderful. The provided hot chocolate and wine was awesome; coffee would also be a wonderful add!"
United States
Nichole A.
The price is ￥17,520
￥53,445 total
includes taxes & fees
Jun 5 - Jun 6
Wintergreen Ski Resort Condo w/ Golf Access!
Fridge, microwave, oven, stovetop

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, (14 reviews)
"The condo was beautiful and clean and worked perfectly for our group."
United States
Eric W.
The price is ￥21,501
￥50,976 total
includes taxes & fees
Jun 2 - Jun 3
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
Exterior

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (114 reviews)
"Great location"
United States
Chrissy R.
The price is ￥26,518
￥51,781 total
includes taxes & fees
Jun 2 - Jun 3
Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Exterior

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 ￥16,564
￥44,178 total
includes taxes & fees
Jun 2 - Jun 3
Pet-Friendly Retreat | Walk to Slopes & Village!
Exterior

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 ￥23,731
￥44,331 total
includes taxes & fees
Jun 2 - Jun 3
Northridge 07 With Wintergreen Advantage
Exterior

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 ￥20,546
￥35,747 total
includes taxes & fees
Jun 2 - Jun 3
Timbers Studio 46 with Wintergreen Advantage
Exterior

Mountain Inn Studio 96 with Wintergreen Advantage

Mountain Inn Studio 96 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"A wonderful condo at Wintergreen! It was great to snowboard the whole day and the next day. This was a lovely and clean place to rest. "
United States
Lana
The price is ￥20,546
￥35,567 total
includes taxes & fees
Jun 8 - Jun 9
Mountain Inn Studio 96 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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Top Wintergreen Hotel Reviews

Where the Trail Ends

Where the Trail Ends

10/10 Excellent
"Very nice condo. Great location. Clean. Comfortable."
Aline L. 1-night trip
Posted 2 days ago
Where the Trail Ends

Find out more about Wintergreen

Wintergreen Condo Rentals information

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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.
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.