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Our top choices for Wintergreen condo rentals

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 €216
includes taxes & fees
3 Jun - 4 Jun
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

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 €210
includes taxes & fees
3 Jun - 4 Jun
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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 €223
includes taxes & fees
4 Jun - 5 Jun
Escape to the Blue Ridge Mountains at Wine-tergreen!

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 €217
includes taxes & fees
3 Jun - 4 Jun
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

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 €272
includes taxes & fees
3 Jun - 4 Jun
Luxury Condo in the Sky! Finest in Wintergreen!

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 €199
includes taxes & fees
9 Jun - 10 Jun
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access!
Roseland
10.0 out of 10, Exceptional, (2 reviews)
"It is a lovely property. Very comfortable. We had a wonderful time"
United States
Mathew M.
Wintergreen Ski Resort Condo w/ Golf Access!

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.
Renovated Wintergreen Condo with Pool Access, and more!

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 €253
includes taxes & fees
21 Jun - 22 Jun
Panoramic Peak: Wintergreen Condo with Views

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, (105 reviews)
"Great hosts, place is in great conditions with all needed amenities. Very seamless and easy checkin and checkout process."
United States
Eric R.
The price is €228
includes taxes & fees
7 Jun - 8 Jun
Endless Mountain Top Views from All The Way Up!

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 €230
includes taxes & fees
8 Jun - 9 Jun
Wintergreen Condo -Steps to Ski and restaurants

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 €270
includes taxes & fees
3 Jun - 4 Jun
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!

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 €257
includes taxes & fees
10 Jun - 11 Jun
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf

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 €295
includes taxes & fees
7 Jun - 8 Jun
Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

NEW! Your Ski-In/Ski-Out Wintergreen Escape

NEW! Your Ski-In/Ski-Out Wintergreen Escape
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"Awesome place!"
United States
Chris C.
NEW! Your Ski-In/Ski-Out Wintergreen Escape

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

Mountain View Vista: Resort Condo w/ Views

Mountain View Vista: Resort Condo w/ Views
Wintergreen Resort
9.4 out of 10, Exceptional, (13 reviews)
"Beautiful condo"
United States
Mary C.
The price is €255
includes taxes & fees
4 Jun - 5 Jun
Mountain View Vista: Resort Condo w/ Views

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.
Cozy Lux Condo at Wintergreen Resort

Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
10.0 out of 10, Exceptional, (51 reviews)
"Great place for a quick trip with a small to medium sized family!! Plenty of sleeping spots despite only 1BR"
United States
Dennis M.
The price is €169
includes taxes & fees
9 Jun - 10 Jun
Where the Trail Ends

Highridge Court 30 with Wintergreen Advantage

Highridge Court 30 with Wintergreen Advantage
Chestnut Springs
10.0 out of 10, Exceptional, (1 review)
Highridge Court 30 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

Find out more about Wintergreen

Wintergreen Condo Rentals information

Number of reviews
1,051
Accommodation
307 Condo Rentals
Lowest Price
€169
Highest Price
€295

Frequently asked questions

How much do condos in Wintergreen cost?
You can expect to pay from €169 to €295 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.