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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Wintergreen condo rentals

Exterior

Condo in Wintergreen Resort

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
10.0 out of 10, Exceptional, (104 reviews)
"Great stay with a fabulous view! Very cozy and comfortable! We had a wonderful little getaway!"
United States
Vicki E.
$218 nightly
The price is $245
Mar 23 - Mar 24
Total with taxes and fees
Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
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, (149 reviews)
"Very clean and pet-friendly "
United States
Heston
$215 nightly
The price is $241
Mar 23 - Mar 24
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Terrace/patio

Condo in Wintergreen Resort

Wintergreen Condo -Steps to Ski and restaurants
9.8 out of 10, Exceptional, (32 reviews)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
$235 nightly
The price is $264
Mar 23 - Mar 24
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
Property grounds

Condo in Wintergreen Resort

Endless Mountain Top Views from All The Way Up!
10.0 out of 10, Exceptional, (98 reviews)
"Highly recommend staying at this beautiful condo! The kitchen has everything you need, the views are breath-taking, the condo is very clean, and the hosts are very communicative and helpful. Will definitely stay here again the next time we travel to the area!"
United States
Allison N.
$215 nightly
The price is $241
Mar 23 - Mar 24
Total with taxes and fees
Endless Mountain Top Views from All The Way Up!
Fridge, microwave, oven, stovetop

Condo in Wintergreen Resort

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
10.0 out of 10, Exceptional, (36 reviews)
"Great"
United States
Daniel W.
$354 nightly
The price is $391
Mar 23 - Mar 24
Total with taxes and fees
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Property grounds

Condo in Wintergreen Resort

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
10.0 out of 10, Exceptional, (13 reviews)
"Fantastic little studio located right at the slopes. Very clean and many thoughtful touches. Great stay. "
United States
Lloyd F.
$191 nightly
The price is $214
Mar 23 - Mar 24
Total with taxes and fees
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Interior

Condo in Roseland

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
9.8 out of 10, Exceptional, (30 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.
$216 nightly
The price is $243
Mar 23 - Mar 24
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Property grounds

Condo in Roseland

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (316 reviews)
"Gorgeous view. Our fourth time here, and still a lovely place. "
United States
Elaine B.
$219 nightly
The price is $245
Mar 23 - Mar 24
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
1 bedroom, desk, internet, bed sheets

Condo in Wintergreen Resort

Panoramic Peak: Wintergreen Condo with Views
9.6 out of 10, Exceptional, (40 reviews)
"Our host were great communicators and everything was very pleasant! A great stay and would do it again in a heartbeat :-)"
United States
william M.
$257 nightly
The price is $289
Mar 23 - Mar 24
Total with taxes and fees
Panoramic Peak: Wintergreen Condo with Views
Fridge, microwave, oven, stovetop

Condo in Wintergreen Resort

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
10.0 out of 10, Exceptional, (34 reviews)
"The home was clean and in a great location to explore the Wintergreen area. Host was welcoming and responsive."
United States
Rob M.
$289 nightly
The price is $325
Mar 23 - Mar 24
Total with taxes and fees
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
Fireplace

Condo in Wintergreen Resort

The Modern Mountain Condo
10.0 out of 10, Exceptional, (46 reviews)
"Quiet, one-night stay while in the area for an event. "
United States
Julie M.
$204 nightly
The price is $229
Mar 23 - Mar 24
Total with taxes and fees
The Modern Mountain Condo
Property grounds

Condo in Wintergreen Resort

Escape to the Blue Ridge Mountains at Wine-tergreen!
9.8 out of 10, Exceptional, (126 reviews)
"Everything was as is listed, we were off season so hiking and scenic views is what there was to do, relaxing. Host was accessible on phone, place was clean. "
United States
David L.
$229 nightly
The price is $257
Mar 23 - Mar 24
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
TV, fireplace

Condo in Wintergreen Resort

Mountain View Vista: Resort Condo w/ Views
9.4 out of 10, Exceptional, (11 reviews)
"Beautiful view!"
United States
Serge L.
$257 nightly
The price is $289
Mar 23 - Mar 24
Total with taxes and fees
Mountain View Vista: Resort Condo w/ Views
Fridge, microwave, oven, stovetop

Condo in Wintergreen Resort

Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
9.4 out of 10, Exceptional, (13 reviews)
"We enjoyed our stay here. Brought the whole family."
United States
Caroline D.
$287 nightly
The price is $322
Mar 23 - Mar 24
Total with taxes and fees
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
Exterior

Condo in Wintergreen

Mountain Inn Studio 96 with Wintergreen Advantage
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
$198 nightly
The price is $222
Mar 23 - Mar 24
Total with taxes and fees
Mountain Inn Studio 96 with Wintergreen Advantage
Property grounds

Condo in Wintergreen Resort

Spacious 3BR 3BA Pet Friendly Resort Condo
9.8 out of 10, Exceptional, (8 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.
$345 nightly
The price is $387
Mar 25 - Mar 26
Total with taxes and fees
Spacious 3BR 3BA Pet Friendly Resort Condo
Exterior

Condo in Wintergreen

Mountain Inn Lodge 54 with Wintergreen Advantage
10.0 out of 10, Exceptional, (3 reviews)
"We were in the area looking to possibly relocate and this loft on the mountain was a beautiful stay. Convenient to restaurants within walking distance. We would definitely book again!"
United States
Erin C.
$219 nightly
The price is $246
Mar 23 - Mar 24
Total with taxes and fees
Mountain Inn Lodge 54 with Wintergreen Advantage
Exterior

Condo in Chestnut Springs

Highridge Court 24 with Wintergreen Advantage
8.0 out of 10, Very Good, (1 review)
"Nice place with a great view. Take your own Keurig machine though."
United States
James C.
$265 nightly
The price is $298
Mar 23 - Mar 24
Total with taxes and fees
Highridge Court 24 with Wintergreen Advantage
Exterior

Condo in Wintergreen

Stoneridge Woods 05 with Wintergreen Advantage
10.0 out of 10, Exceptional, (1 review)
"Loved the house. The layout was great and worked great for our family."
United States
Torry M.
$332 nightly
The price is $373
Mar 23 - Mar 24
Total with taxes and fees
Stoneridge Woods 05 with Wintergreen Advantage
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.
$282 nightly
The price is $323
Mar 23 - Mar 24
Total with taxes and fees
Overlook 180 degree views w/Peloton!
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

Best views on Mountain! Breathtaking 5 Star condo! EASTER STILL AVAILABLE!

Best views on Mountain! Breathtaking 5 Star condo! EASTER STILL AVAILABLE!

10/10 Excellent
"We had a lovely and comfortable stay with beautiful views!"
Barbie H. 2-night trip
Posted 1 day ago
Best views on Mountain! Breathtaking 5 Star condo! EASTER STILL AVAILABLE!

Find out more about Wintergreen

Wintergreen Condo Rentals information

Number of reviews
1,010
Accommodation
298 Condo Rentals
Lowest Price
$214
Highest Price
$391

Frequently asked questions

How much do condos in Wintergreen cost?
You can expect to pay from $214 to $391 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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