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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Wintergreen condo rentals

A living room with a fireplace, a sofa with cushions, a coffee table, and a TV mounted above the fireplace.

1. Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
9.8 out of 10, Exceptional, (60 reviews)
"Nice resort"
United States
Diana J.
The price is £143
includes taxes & fees
28 Sept - 29 Sept
Where the Trail Ends
A garden with a variety of flowers and trees at dusk.

2. 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, (161 reviews)
"We had a calm and relaxing mountain get a way. The property was charming and perfect for us, clean and organized. The location was great. We loved to go for walks nearby and visit the gnomes and fairies in the trees. We would love to make it an annual trip and would definitely stay here again."
United States
Michelle
The price is £191
includes taxes & fees
28 Sept - 29 Sept
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A wooden deck with a round table and chairs, overlooking a grassy area with trees.

3. 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, (129 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is £197
includes taxes & fees
28 Sept - 29 Sept
Escape to the Blue Ridge Mountains at Wine-tergreen!
A room with a wooden floor, a table with two stools, and a view through large windows with blinds.

4. 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, (36 reviews)
"Wonderful cozy condo close to the golf course and the slopes. "
United States
Deborah R.
The price is £164
includes taxes & fees
27 Sept - 28 Sept
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

5. "Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining

"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
Wintergreen Resort
10.0 out of 10, Exceptional, (43 reviews)
"Great stay and super responsive hosts! Really enjoyed my stay."
United States
Amy K.
The price is £240
includes taxes & fees
25 Sept - 26 Sept
"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
A covered deck with wicker furniture, a black ottoman, and a sliding glass door leading to a forested area.

6. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (36 reviews)
"Great place to stay for our family of 4 for a wedding weekend. Easy check-in and close to the Inn."
United States
Scott M.
The price is £203
includes taxes & fees
28 Sept - 29 Sept
Wintergreen Condo -Steps to Ski and restaurants
A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.

7. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is £194
includes taxes & fees
27 Sept - 28 Sept
Mountain View Vista
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.

8. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
9.2 out of 10, Wonderful, (36 reviews)
"Great stay for my family!"
United States
Joel M.
The price is £192
includes taxes & fees
28 Sept - 29 Sept
Updated! Cozy and clean two bedroom condo.
A mountainous landscape with dense green forests and a clear sky.

9. 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, (333 reviews)
"Our 2-BR condo was lovely. Everything was sparkling clean and the place was spacious for what we needed. What MADE it, though, was the VIEW which was spectacular! I felt we should have been pre-informed that there was no coffee for us to use. We could have easily brought some but didn’t know of its non-existence."
United States
Virginia
The price is £183
includes taxes & fees
28 Sept - 29 Sept
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A two-story house with a stone foundation, a large front porch, and a chimney.

10. 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, (123 reviews)
"Great home, very clean and well stocked."
United States
Rob H.
The price is £212
includes taxes & fees
28 Sept - 29 Sept
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
A swimming pool surrounded by lush greenery and a wooden cabin.

11. 2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.

2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.
Wintergreen Resort
10.0 out of 10, Exceptional, (4 reviews)
"This is a warm and inviting condo. We enjoyed our stay. The host provided excellent communication!"
United States
Shannon T.
The price is £251
includes taxes & fees
28 Sept - 29 Sept
2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.
A house with a covered patio, sliding glass doors, and a small outdoor seating area with chairs.

12. 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 £223
includes taxes & fees
27 Sept - 28 Sept
Mountain Retreat in Wintergreen!
A two-story log cabin with a balcony, a staircase, and a snow-covered roof.

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

Pet-Friendly Retreat Walk to Slopes & Village!
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place to stay comfortable beds. The place was nice and clean "
United States
Denise P.
The price is £233
includes taxes & fees
28 Sept - 29 Sept
Pet-Friendly Retreat Walk to Slopes & Village!
A house with a covered porch, two Adirondack chairs, and a welcome mat.

14. Cozy Lux Condo at Wintergreen Resort

Cozy Lux Condo at Wintergreen Resort
Roseland
10.0 out of 10, Exceptional, (5 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 £214
includes taxes & fees
12 Oct - 13 Oct
Cozy Lux Condo at Wintergreen Resort
A kitchen with wooden cabinets, a stainless steel refrigerator, a gas stove, and a granite countertop.

15. 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, (15 reviews)
"The condo was beautiful and clean and worked perfectly for our group."
United States
Eric W.
The price is £244
includes taxes & fees
25 Sept - 26 Sept
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

16. 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 £208
includes taxes & fees
25 Sept - 26 Sept
Timbers Studio 46 with Wintergreen Advantage
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

17. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
The price is £195
includes taxes & fees
28 Sept - 29 Sept
Panoramic Peak
A modern kitchen with white cabinetry, a black stove, and a dining area with a chandelier.

18. 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 £245
includes taxes & fees
28 Sept - 29 Sept
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
A living room with two armchairs, a sofa, a coffee table, and a ceiling fan. There are wall-mounted shelves with decorative items and a painting.

19. Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails

Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
Wintergreen Resort
10.0 out of 10, Exceptional, (5 reviews)
The price is £244
includes taxes & fees
28 Sept - 29 Sept
Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
A modern kitchen with white cabinetry, stainless steel appliances, a dining area with a wooden table and chairs, and a view through large windows.

20. 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 £315
includes taxes & fees
27 Sept - 28 Sept
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
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

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

10/10 Excellent
"This was a great property. Took my 90 and 85 year old cousins to stay with my husband and I so we could attend a family wedding!! Perfect place and i would book again in a heart beat!!"
Sondra M. 3-night trip
Posted 2 days ago
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

Find out more about Wintergreen

Wintergreen Condo Rentals information

Number of reviews
1,005
Accommodation
335 Condo Rentals
Lowest Price
£143
Highest Price
£315

Frequently asked questions

How much do condos in Wintergreen cost?
You can expect to pay from £143 to £315 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.