Search Condos 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
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Wintergreen condo rentals

Fridge, microwave, oven, stovetop

Condo in Wintergreen Resort

Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
2.0 star property
9.8 out of 10, Exceptional, (7 reviews)
"We enjoyed our stay here. Brought the whole family."
United States
Caroline D.
The price is ￥19,031
￥48,978 total
includes taxes & fees
Jan 21 - Jan 22
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
Fireplace

Condo in Wintergreen Resort

The Modern Mountain Condo
10.0 out of 10, Exceptional, (39 reviews)
"Quiet, one-night stay while in the area for an event. "
United States
Julie M.
The price is ￥18,840
￥42,173 total
includes taxes & fees
Feb 3 - Feb 4
The Modern Mountain Condo
Property grounds

Condo in Wintergreen Resort

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic little studio located right at the slopes. Very clean and many thoughtful touches. Great stay. "
United States
Lloyd F.
The price is ￥16,652
￥39,361 total
includes taxes & fees
Feb 3 - Feb 4
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

Condo in Roseland

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (307 reviews)
"Outstanding views from the deck!! Loved it!"
United States
Kerry M.
The price is ￥16,400
￥38,348 total
includes taxes & fees
Jan 19 - Jan 20
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Interior

Condo in Roseland

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
9.8 out of 10, Exceptional, (25 reviews)
"Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back"
United States
Phil P.
The price is ￥19,014
￥39,326 total
includes taxes & fees
Jan 20 - Jan 21
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Property grounds

Condo in Roseland

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
9.6 out of 10, Exceptional, (145 reviews)
"Very clean and pet-friendly "
United States
Heston
The price is ￥19,331
￥41,994 total
includes taxes & fees
Jan 25 - Jan 26
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Exterior

Condo in Wintergreen Resort

Wintergreen. Sunset Vista Villa - Close to the ski slopes
10.0 out of 10, Exceptional, (95 reviews)
"Fantastic stay again! Condo is perfect for a get away! "
United States
Jenna M.
The price is ￥29,313
￥56,051 total
includes taxes & fees
Jan 21 - Jan 22
Wintergreen. Sunset Vista Villa - Close to the ski slopes
Fridge, microwave, oven, stovetop

Condo in Wintergreen Resort

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
2.0 star property
10.0 out of 10, Exceptional, (28 reviews)
"The property is extremely clean, well decorated and stocked. We had a fantastic time and absolutely would stay here again. "
United States
Cassie H.
The price is ￥19,626
￥53,740 total
includes taxes & fees
Jan 19 - Jan 20
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
Outdoor dining

Condo in Wintergreen Resort

Overlook 180 degree views w/Peloton!
9.4 out of 10, Exceptional, (3 reviews)
"Excellent stay. Thank you!"
United States
Kimberly B.
The price is ￥23,979
￥57,857 total
includes taxes & fees
Jan 21 - Jan 22
Overlook 180 degree views w/Peloton!
TV, fireplace

Condo in Wintergreen Resort

Mountain View Vista: Resort Condo w/ Views
9.4 out of 10, Exceptional, (9 reviews)
"Beautiful view!"
United States
Serge L.
The price is ￥22,044
￥46,484 total
includes taxes & fees
Feb 2 - Feb 3
Mountain View Vista: Resort Condo w/ Views
Exterior detail

Condo in Wintergreen Resort

Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking
10.0 out of 10, Exceptional, (40 reviews)
"Amazing stay! Space was clean, well stocked and easy to enter. Host was very responsive and gave lots of helpful information. Would recommend and stay again!"
United States
Sonja S.
The price is ￥18,127
￥42,618 total
includes taxes & fees
Jan 20 - Jan 21
Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking
1 bedroom, desk, internet, bed sheets

Condo in Wintergreen Resort

Panoramic Peak: Wintergreen Condo with Views
9.6 out of 10, Exceptional, (34 reviews)
"Very clean, well organized, excellent views"
United States
Guy M.
The price is ￥26,485
￥52,005 total
includes taxes & fees
Feb 3 - Feb 4
Panoramic Peak: Wintergreen Condo with Views
Property grounds

Condo in Wintergreen Resort

Spacious 3BR 3BA Pet Friendly Resort Condo
10.0 out of 10, Exceptional, (3 reviews)
"Awesome just Awesome place. Definitely recommend this place. Very well taken care of and everything you needed all rolled into one place. Thank you so much again and we will definitely be coming back. "
United States
Lance B.
The price is ￥27,253
￥65,482 total
includes taxes & fees
Jan 21 - Jan 22
Spacious 3BR 3BA Pet Friendly Resort Condo
Fridge, microwave, oven, stovetop

Condo in Wintergreen Resort

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
10.0 out of 10, Exceptional, (28 reviews)
"The location is very convenient with amazing views of the slopes and terrain park. "
United States
Meredith G.
The price is ￥35,252
￥79,260 total
includes taxes & fees
Jan 20 - Jan 21
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Property grounds

Condo in Wintergreen Resort

Endless Mountain Top Views from All The Way Up!
10.0 out of 10, Exceptional, (92 reviews)
"Perfect location for our weekend stay! Close to trails and breweries and gorgeous views. Responsive hosts, clean and cozy condo. "
United States
Cari B.
The price is ￥33,370
￥65,234 total
includes taxes & fees
Feb 1 - Feb 2
Endless Mountain Top Views from All The Way Up!
Interior

Condo in Wintergreen Resort

New Listing!100 FT FROM THE SLOPES! 4bd/3bth Ski In/Out Dobie Condo + Loft ❄⛄⛷🏂
9.6 out of 10, Exceptional, (11 reviews)
"Great location, communicative host! I would definitely stay here again!"
United States
Jaime B.
New Listing!100 FT FROM THE SLOPES! 4bd/3bth Ski In/Out Dobie Condo + Loft ❄⛄⛷🏂
Fridge, microwave, oven, stovetop

Condo in Wintergreen Resort

NEW! Your Ski-In/Ski-Out Wintergreen Escape
2.0 star property
The price is ￥103,242
￥147,116 total
includes taxes & fees
Jan 29 - Jan 30
NEW! Your Ski-In/Ski-Out Wintergreen Escape
Fireplace

Condo in Wintergreen Resort

Firefly on The Ridge: Mountain + Ski Slope Views
2.0 star property
Firefly on The Ridge: Mountain + Ski Slope Views
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

The Modern Mountain Condo

The Modern Mountain Condo

10/10 Excellent
"Keith was amazing. He responded in minutes to every question I had. The condo itself was perfect. Across the street from the ski lifts, spotless and every amenity you might need or want for your stay. I can’t say enough about it and plan on going back again very soon!!"
trina b. 1-night trip
Posted 3 days ago
The Modern Mountain Condo

Find out more about Wintergreen

Wintergreen Condo Rentals information

Number of reviews
829
Accommodation
298 Condo Rentals
Lowest Price
￥38,348
Highest Price
￥79,260

Frequently asked questions

How much do condos in Wintergreen cost?
You can expect to pay from ￥38,348 to ￥79,260 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.