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Upfront pricingWe are not like the others - we include taxes and fees
Our top choices for Wintergreen vacation rentals
1. 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-friendlyRoseland
9.6 out of 10, Exceptional, (163 reviews)
"Perfect condo for couple. Two bathrooms, big kitchen, big porch, big living area."
Kathleen K.
$220 nightly
The price is $247
Nov 15 - Nov 16
Total with taxes and fees
2. 2 minutes from the shops and activities; Cozy 1 bedroom end unit.
2 minutes from the shops and activities; Cozy 1 bedroom end unit.Wintergreen
9.4 out of 10, Exceptional, (131 reviews)
"Awesome location. Cool set up and perfect for a couples getaway. The wood burning fireplace was a great thing."
Paul
$205 nightly
The price is $230
Nov 15 - Nov 16
Total with taxes and fees
3. Updated! Cozy and clean two bedroom condo.
Updated! Cozy and clean two bedroom condo.Wintergreen Resort
9.2 out of 10, Wonderful, (38 reviews)
"Great stay for my family!"
Joel M.
$215 nightly
The price is $241
Nov 15 - Nov 16
Total with taxes and fees
4. 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!"
Jennifer D.
$219 nightly
The price is $246
Nov 15 - Nov 16
Total with taxes and fees
5. 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, (339 reviews)
"We enjoyed our time at the stay. "
michael b.
$216 nightly
The price is $242
Nov 17 - Nov 18
Total with taxes and fees
6. Three Little Bears
Three Little BearsNellysford
$280 nightly
The price is $315
Nov 15 - Nov 16
Total with taxes and fees
7. Walk to Market/Private community outdoor pool!
Walk to Market/Private community outdoor pool!Wintergreen Resort
9.8 out of 10, Exceptional, (86 reviews)
"What a gem of a place! We had a wonderful long weekend get away as a family. The host communicated clearly and timely. We loved our stay here!"
Christy P.
$215 nightly
The price is $241
Nov 15 - Nov 16
Total with taxes and fees
8. Panoramic Peak: Wintergreen Condo with Views
Panoramic Peak: Wintergreen Condo with ViewsWintergreen Resort
9.6 out of 10, Exceptional, (50 reviews)
"Amazing views and beautiful sunsets. "
Erica T.
$274 nightly
The price is $308
Nov 15 - Nov 16
Total with taxes and fees
9. Mountain Inn Studio 96 with Wintergreen Advantage
Mountain Inn Studio 96 with Wintergreen AdvantageWintergreen
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. "
Lana
$192 nightly
The price is $215
Nov 15 - Nov 16
Total with taxes and fees
10. Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!Wintergreen Resort
9.8 out of 10, Exceptional, (151 reviews)
"Great place, super clean, and wonderful location on the mountain!"
Frank A.
$265 nightly
The price is $298
Nov 13 - Nov 14
Total with taxes and fees
11. Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Condo -Steps to Ski and restaurantsWintergreen Resort
10.0 out of 10, Exceptional, (41 reviews)
"It was a fine place for our family to stay during our staycation!"
Alicia G.
$252 nightly
The price is $283
Nov 17 - Nov 18
Total with taxes and fees
12. Spacious + Serene Mtn Top Escape, 4 En Suites
Spacious + Serene Mtn Top Escape, 4 En SuitesWintergreen Resort
10.0 out of 10, Exceptional, (61 reviews)
"Awesome location with 4 bed, 4 bath. Lots of room."
Maija
$337 nightly
The price is $378
Nov 15 - Nov 16
Total with taxes and fees
13. Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
Cozy Wintergreen Ski Resort Retreat • Panoramic Views • FireplaceWintergreen Resort
10.0 out of 10, Exceptional, (128 reviews)
"Nice condo in a nice resort. House has everything you need and more."
Thomas B.
$247 nightly
The price is $277
Nov 16 - Nov 17
Total with taxes and fees
14. "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 & diningWintergreen Resort
10.0 out of 10, Exceptional, (44 reviews)
"Great stay and super responsive hosts! Really enjoyed my stay."
Amy K.
$290 nightly
The price is $325
Nov 16 - Nov 17
Total with taxes and fees
15. Timbers Studio 46 with Wintergreen Advantage
Timbers Studio 46 with Wintergreen AdvantageWintergreen
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...
Madison D.
$192 nightly
The price is $215
Nov 13 - Nov 14
Total with taxes and fees
16. Mountain View Vista
Mountain View VistaNellysford
$266 nightly
The price is $299
Nov 15 - Nov 16
Total with taxes and fees
17. Mountain Inn Lodge 77 with Wintergreen Advantage
Mountain Inn Lodge 77 with Wintergreen AdvantageWintergreen
8.0 out of 10, Very good, (1 review)
"The stairs inside the property makes hard to lug the suitcases around little hard."
Bhaskar
$215 nightly
The price is $241
Nov 13 - Nov 14
Total with taxes and fees
18. Mountain Inn Lodge 78 with Wintergreen Advantage
Mountain Inn Lodge 78 with Wintergreen AdvantageWintergreen
10.0 out of 10, Exceptional, (2 reviews)
"Had so much fun! Perfect stay!"
Megan O.
$215 nightly
The price is $241
Nov 13 - Nov 14
Total with taxes and fees
19. Luxury Condo in the Sky! Finest in Wintergreen!
Luxury Condo in the Sky! Finest in Wintergreen!Wintergreen Resort
10.0 out of 10, Exceptional, (48 reviews)
"Views were amazing!"
Sang Rea
$272 nightly
The price is $306
Nov 15 - Nov 16
Total with taxes and fees
20. Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & TrailsWintergreen Resort
10.0 out of 10, Exceptional, (9 reviews)
$274 nightly
The price is $307
Nov 16 - Nov 17
Total with taxes and fees
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.
Top Wintergreen Hotel Reviews
Love Ridge Mountain Lodging
Love Ridge Mountain LodgingLyndhurst
10/10 Excellent
Next time, don’t advertise a hot tub outside for the cabins that DON’T have a hot tub outside. Everything else was awesome.
Darian
