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

Wintergreen Condominium Resorts to Rent

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14
No exact matches found, but these alternatives could be just right

Recommended hotels in Wintergreen

A wooden deck with a round table and chairs, overlooking a grassy area with trees.

1. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.6 out of 10, Exceptional, (132 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
$229 nightly
The price is $257
Oct 22 - Oct 23
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
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, (162 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.
$216 nightly
The price is $243
Nov 2 - Nov 3
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A mountainous landscape with dense green forests and a clear sky.

3. 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, (337 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
$217 nightly
The price is $243
Nov 3 - Nov 4
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A cabin with a steeply pitched roof, wooden exterior, and a deck with stairs leading to a porch.

4. Three Little Bears

Three Little Bears
2.0 star property
Nellysford
$280 nightly
The price is $315
Oct 22 - Oct 23
Total with taxes and fees
Three Little Bears
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.

5. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
9.2 out of 10, Wonderful, (37 reviews)
"Great stay for my family!"
United States
Joel M.
$225 nightly
The price is $253
Oct 25 - Oct 26
Total with taxes and fees
Updated! Cozy and clean two bedroom condo.
Private kitchen

6. "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, (44 reviews)
"Great stay and super responsive hosts! Really enjoyed my stay."
United States
Amy K.
$278 nightly
The price is $312
Oct 22 - Oct 23
Total with taxes and fees
"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
A two-story wooden cabin with a wooden deck and a small porch.

7. Walk to Market/Private community outdoor pool!

Walk to Market/Private community outdoor pool!
Wintergreen Resort
9.8 out of 10, Exceptional, (85 reviews)
"Great location. Enjoyed our stay."
United States
Alice W.
$225 nightly
The price is $253
Oct 22 - Oct 23
Total with taxes and fees
Walk to Market/Private community outdoor pool!
A two-story house with a stone foundation, a large front porch, and a chimney.

8. Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace

Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (126 reviews)
"Nice condo in a nice resort. House has everything you need and more."
United States
Thomas B.
$293 nightly
The price is $328
Oct 22 - Oct 23
Total with taxes and fees
Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
A cabin with a large window, surrounded by trees.

9. Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Wintergreen Resort
10.0 out of 10, Exceptional, (35 reviews)
"Everything was amazing I couldn't recommend this property enough"
United States
Stanley W.
$319 nightly
The price is $358
Nov 9 - Nov 10
Total with taxes and fees
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Exterior

10. Mountain Inn Studio 96 with Wintergreen Advantage

Mountain Inn Studio 96 with Wintergreen Advantage
Wintergreen
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
$203 nightly
The price is $228
Nov 1 - Nov 2
Total with taxes and fees
Mountain Inn Studio 96 with Wintergreen Advantage
Exterior

11. 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.
$203 nightly
The price is $228
Nov 1 - Nov 2
Total with taxes and fees
Timbers Studio 46 with Wintergreen Advantage
A covered patio area with a glass door leading to an outdoor seating area.

12. 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, (8 reviews)
$292 nightly
The price is $328
Nov 16 - Nov 17
Total with taxes and fees
Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
An aerial view of a residential area with multiple houses surrounded by dense forest, featuring a central building with a prominent roof and a well-lit driveway.

13. Mountain Inn Lodge 77 with Wintergreen Advantage

Mountain Inn Lodge 77 with Wintergreen Advantage
Wintergreen
8.0 out of 10, Very good, (1 review)
"The stairs inside the property makes hard to lug the suitcases around little hard."
United States
Bhaskar
$226 nightly
The price is $254
Nov 1 - Nov 2
Total with taxes and fees
Mountain Inn Lodge 77 with Wintergreen Advantage
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

14. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
$254 nightly
The price is $286
Nov 16 - Nov 17
Total with taxes and fees
Panoramic Peak
Exterior

15. Mountain Inn Lodge 57 with Wintergreen Advantage

Mountain Inn Lodge 57 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
$226 nightly
The price is $254
Nov 1 - Nov 2
Total with taxes and fees
Mountain Inn Lodge 57 with Wintergreen Advantage
Exterior

16. Diamond Hill Studio 09 with Wintergreen Advantage

Diamond Hill Studio 09 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (3 reviews)
"Great location and cozy condo! "
United States
Molly M.
$240 nightly
The price is $269
Nov 1 - Nov 2
Total with taxes and fees
Diamond Hill Studio 09 with Wintergreen Advantage
A two-story log cabin with a balcony, a staircase, and a snow-covered roof.

17. 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.
$260 nightly
The price is $292
Oct 22 - Oct 23
Total with taxes and fees
Pet-Friendly Retreat Walk to Slopes & Village!
A bedroom with a four-poster bed, a television on a wooden cabinet, and a view of greenery through a window.

18. Serenity Cabin-Woodland Retreat

Serenity Cabin-Woodland Retreat
Wintergreen Resort
9.8 out of 10, Exceptional, (18 reviews)
"Wonderful stay with great communication with the host "
United States
Annamarie P.
$387 nightly
The price is $435
Oct 22 - Oct 23
Total with taxes and fees
Serenity Cabin-Woodland Retreat
A swimming pool surrounded by lush greenery and a wooden cabin.

19. 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.
$317 nightly
The price is $356
Nov 9 - Nov 10
Total with taxes and fees
2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.
An aerial view of a large estate with multiple buildings surrounded by dense forest and mountains in the background.

20. Three Ridges 64 With Wintergreen Advantage

Three Ridges 64 With Wintergreen Advantage
Chestnut Springs
$250 nightly
The price is $281
Nov 1 - Nov 2
Total with taxes and fees
Three Ridges 64 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.
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Top Wintergreen Hotel Reviews

Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard

Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard

10/10 Excellent
"We had a lovely experience staying at this property. We stayed two nights with our 3 kids (ages 5, 7, 9) and we all thoroughly enjoyed the hot tub, Pac Mac console and enjoyed making a fire and roasting s'mores. The house was very clean, beds were comfortable and communication was prompt. We did the Shamokin Falls and Plunge hikes which were very convenient for our young kids. The space was perfect for our needs (we were close to the resort but still felt like we got away and had privacy) - thank you!"
Meredith L B. 2-night trip
Posted 1 day ago
Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard

Find out more about Wintergreen

Wintergreen Condo Resorts information

Number of reviews
398
Accommodation
0 Condo Resorts
Lowest Price
$228
Highest Price
$435

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