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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Wintergreen condo rentals

Exterior

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, (119 reviews)
"Great location"
United States
Chrissy R.
The price is CA $230
CA $455 total
includes taxes & fees
Jul 19 - Jul 20
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Property grounds

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, (111 reviews)
"Nice place!"
United States
Gregory G.
The price is CA $135
CA $371 total
includes taxes & fees
Jul 19 - Jul 20
Endless Mountain Top Views from All The Way Up!
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, (156 reviews)
"It was a beautiful stay - we enjoyed the place and wished we could have stayed one more day to soak up the surroundings of the area more!"
United States
Michelle W.
The price is CA $154
CA $345 total
includes taxes & fees
Jul 21 - Jul 22
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)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is CA $163
CA $360 total
includes taxes & fees
Jul 20 - Jul 21
Escape to the Blue Ridge Mountains at Wine-tergreen!
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 CA $265
CA $474 total
includes taxes & fees
Jul 18 - Jul 19
Northridge 07 With Wintergreen Advantage
Exterior

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.
The price is CA $176
CA $406 total
includes taxes & fees
Jul 19 - Jul 20
Mountain Retreat in Wintergreen!

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, (325 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
The price is CA $163
CA $380 total
includes taxes & fees
Jul 28 - Jul 29
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Exterior

Overlook 08 with Wintergreen Advantage

Overlook 08 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Great view, wonderful property, and extremely helpful staff (we experienced a vehicle crisis)."
United States
Jason
The price is CA $420
CA $705 total
includes taxes & fees
Jul 20 - Jul 21
Overlook 08 with Wintergreen Advantage
Condo, Private Bathroom (Firefly on The Ridge) | Lounge

Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
The price is CA $253
CA $481 total
includes taxes & fees
Jul 19 - Jul 20
Firefly on The Ridge
Terrace/patio

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (35 reviews)
"Condo was as advertised, perfect for a quick trip up to Wintergreen!"
United States
Jason L.
The price is CA $163
CA $377 total
includes taxes & fees
Jul 20 - Jul 21
Wintergreen Condo -Steps to Ski and restaurants
Exterior

Mountain Inn Lodge 71 with Wintergreen Advantage

Mountain Inn Lodge 71 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, nice facilities.. polite staff "
United States
Rich C.
The price is CA $237
CA $416 total
includes taxes & fees
Jul 19 - Jul 20
Mountain Inn Lodge 71 with Wintergreen Advantage
Coffee/tea maker, fridge, microwave, oven

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, (41 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 CA $145
CA $438 total
includes taxes & fees
Jul 19 - Jul 20
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Exterior

Timbers Studio 14 with Wintergreen Advantage

Timbers Studio 14 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"We skied all weekend the bed was SOOOO comfortable we were 2nd floor parking lot side but was perfect for breaks between runs. Water was great heater ran more than perfect! Very spacious for a studio! "
United States
Melissa G.
The price is CA $223
CA $378 total
includes taxes & fees
Jul 18 - Jul 19
Timbers Studio 14 with Wintergreen Advantage
Fridge, microwave, oven, stovetop

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.
The price is CA $229
CA $592 total
includes taxes & fees
Jul 19 - Jul 20
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Exterior

Timbers Lodge 49 with Wintergreen Advantage

Timbers Lodge 49 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Condo is greatCheck in and out easy"
United States
Mike G.
The price is CA $279
CA $473 total
includes taxes & fees
Jul 20 - Jul 21
Timbers Lodge 49 with Wintergreen Advantage
Exterior

Fairway Woods 49 with Wintergreen Advantage

Fairway Woods 49 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Place was awesome! Clean.. functional.. location was perfect. It made me want to buy it! "
United States
Debbie D.
The price is CA $378
CA $649 total
includes taxes & fees
Jul 18 - Jul 19
Fairway Woods 49 with Wintergreen Advantage
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 CA $177
CA $432 total
includes taxes & fees
Aug 5 - Aug 6
Pet-Friendly Retreat Walk to Slopes & Village!
Exterior

Laurelwood 43 with Wintergreen Advantage

Laurelwood 43 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Property was pet friendly with easy access to all amenities. Fireplace worked and kept the house warm! Very happy with the location and how nice the staff were."
United States
Teaghen G.
The price is CA $420
CA $709 total
includes taxes & fees
Jul 18 - Jul 19
Laurelwood 43 with Wintergreen Advantage
Exterior

Highridge Court 24 with Wintergreen Advantage

Highridge Court 24 with Wintergreen Advantage
Chestnut Springs
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.
The price is CA $286
CA $500 total
includes taxes & fees
Jul 20 - Jul 21
Highridge Court 24 with Wintergreen Advantage
Apartment, Private Bathroom (Laurelwood Hollow) | Exterior

Laurelwood Hollow

Laurelwood Hollow
2.0 star property
Nellysford
The price is CA $133
CA $360 total
includes taxes & fees
Jul 19 - Jul 20
Laurelwood Hollow
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

Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

10/10 Excellent
"Beautiful view! The condo was very cleanAnd check in was easy."
Frank S. 2-night trip
Posted 2 days ago
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

Find out more about Wintergreen

Wintergreen Condo Rentals information

Number of reviews
688
Accommodation
333 Condo Rentals
Lowest Price
CA $345
Highest Price
CA $709

Frequently asked questions

How much do condos in Wintergreen cost?
You can expect to pay from CA $345 to CA $709 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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