A dense forest with a variety of coniferous trees and a small clearing with grass and a few scattered trees.

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

Our top choices for Wintergreen condo rentals

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 NZ$423
includes taxes & fees
21 July - 22 July
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
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, (110 reviews)
"Nice place!"
United States
Gregory G.
The price is NZ$485
includes taxes & fees
16 July - 17 July
Endless Mountain Top Views from All The Way Up!
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 NZ$534
includes taxes & fees
15 July - 16 July
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

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 NZ$452
includes taxes & fees
26 July - 27 July
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Fireplace

Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
9.8 out of 10, Exceptional, (57 reviews)
"Very good host, good with communication! Nice clean place to stay and close to a lot of the places we were wanting to go!"
United States
Meredith T.
The price is NZ$368
includes taxes & fees
20 July - 21 July
Where the Trail Ends
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 NZ$439
includes taxes & fees
20 July - 21 July
Escape to the Blue Ridge Mountains at Wine-tergreen!
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 NZ$470
includes taxes & fees
11 Aug - 12 Aug
Wintergreen Condo -Steps to Ski and restaurants
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 NZ$532
includes taxes & fees
16 July - 17 July
Pet-Friendly Retreat Walk to Slopes & Village!
1 bedroom, desk, Internet, bed sheets

Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.6 out of 10, Exceptional, (45 reviews)
"Amazing views and beautiful sunsets. "
United States
Erica T.
The price is NZ$554
includes taxes & fees
21 July - 22 July
Panoramic Peak: Wintergreen Condo with Views
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 NZ$492
includes taxes & fees
2 Aug - 3 Aug
Mountain Retreat in Wintergreen!
Condo, Private Bathroom (Mountain Vista View) | Lounge

Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is NZ$446
includes taxes & fees
2 Aug - 3 Aug
Mountain View Vista
Interior

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 NZ$382
includes taxes & fees
22 July - 23 July
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Fridge, microwave, oven, stovetop

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 NZ$538
includes taxes & fees
19 July - 20 July
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
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 NZ$728
includes taxes & fees
15 July - 16 July
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
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 NZ$586
includes taxes & fees
12 Aug - 13 Aug
Northridge 07 With Wintergreen Advantage
Fridge, microwave, oven, stovetop

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 NZ$564
includes taxes & fees
3 Aug - 4 Aug
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Outdoor pool, a heated pool

Walk to Slopes, Village & Market. Pool, Dog-Friendly, Bonus Kids Room, Fireplace

Walk to Slopes, Village & Market. Pool, Dog-Friendly, Bonus Kids Room, Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (1 review)
"This was a wonderful rental that is clean, well-kept and in a perfect location to access everything that Wintergreen has to offer. The various sleeping places give you flexibility whether your family is large or small. Our kids loved the small, bonus room that had toys and books stashed away. Long story short, this would be a great place to rent at any time of the year in Wintergreen!"
United States
Emily R.
The price is NZ$608
includes taxes & fees
28 July - 29 July
Walk to Slopes, Village & Market. Pool, Dog-Friendly, Bonus Kids Room, Fireplace
Exterior

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 NZ$460
includes taxes & fees
12 Aug - 13 Aug
Timbers Studio 46 with Wintergreen Advantage
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 NZ$506
includes taxes & fees
12 Aug - 13 Aug
Mountain Inn Lodge 71 with Wintergreen Advantage
Exterior

Mountain Inn Studio 93 with Wintergreen Advantage

Mountain Inn Studio 93 with Wintergreen Advantage
Wintergreen
The price is NZ$481
includes taxes & fees
12 Aug - 13 Aug
Mountain Inn Studio 93 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.
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

Where the Trail Ends

Where the Trail Ends

10/10 Excellent
"My husband and I came for our anniversary. The place was perfect for the two of us. Enjoyed coffee each morning in the little deck. Very clean and we could walk to the Market and dinner. Keith communicated with us each day."
Carrie P. 2-night trip
Posted 2 days ago
Where the Trail Ends

Find out more about Wintergreen

Wintergreen Condo Rentals information

Number of reviews
Accommodation
330 Condo Rentals
Lowest Price
NZ$446
Highest Price
NZ$594

Frequently asked questions

How much do condos in Wintergreen cost?
You can expect to pay from NZ$446 to NZ$594 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.
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.