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Our top choices for Greenwood condo 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.
The price is CA $154
CA $341 total
includes taxes & fees
Nov 12 - Nov 13
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, (129 reviews)
"Clean property that was well equipped, and easy check in."
Joseph Blaine
The price is CA $138
CA $317 total
includes taxes & fees
Nov 8 - Nov 9
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, (338 reviews)
"We enjoyed our time at the stay. "
michael b.
The price is CA $131
CA $334 total
includes taxes & fees
Nov 9 - Nov 10
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.
The price is CA $162
CA $344 total
includes taxes & fees
Nov 12 - Nov 13
5. 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."
Alice W.
The price is CA $138
CA $333 total
includes taxes & fees
Nov 8 - Nov 9
6. 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.
The price is CA $138
CA $333 total
includes taxes & fees
Nov 12 - Nov 13
7. 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.
The price is CA $226
CA $410 total
includes taxes & fees
Nov 15 - Nov 16
8. Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Condo -Steps to Ski and restaurantsWintergreen Resort
9.8 out of 10, Exceptional, (39 reviews)
"It was a fine place for our family to stay during our staycation!"
Alicia G.
The price is CA $186
CA $403 total
includes taxes & fees
Nov 8 - Nov 9
9. Unit 5 - Cozy Lower Level Studio Suite
Unit 5 - Cozy Lower Level Studio SuiteCharlottesville
10.0 out of 10, Exceptional, (35 reviews)
"Perfect for a short stay."
Gaye W.
The price is CA $169
CA $212 total
includes taxes & fees
Nov 10 - Nov 11
10. Panoramic Peak
Panoramic PeakNellysford
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."
Carrie
The price is CA $242
CA $413 total
includes taxes & fees
Nov 23 - Nov 24
11. Northridge 07 With Wintergreen Advantage
Northridge 07 With Wintergreen AdvantageWintergreen
10.0 out of 10, Exceptional, (1 review)
"Good Stay! Clean, need to have a lock on master bathroom. Door slides"
William M.
The price is CA $208
CA $372 total
includes taxes & fees
Nov 8 - Nov 9
12. Diamond Hill Studio 09 with Wintergreen Advantage
Diamond Hill Studio 09 with Wintergreen AdvantageWintergreen
10.0 out of 10, Exceptional, (3 reviews)
"Great location and cozy condo! "
Molly M.
The price is CA $222
CA $358 total
includes taxes & fees
Nov 8 - Nov 9
13. 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
14. Mountain Inn Studio 94 with Wintergreen Advantage
Mountain Inn Studio 94 with Wintergreen AdvantageWintergreen
The price is CA $180
CA $298 total
includes taxes & fees
Nov 8 - Nov 9
15. Three Ridges 64 With Wintergreen Advantage
Three Ridges 64 With Wintergreen AdvantageChestnut Springs
The price is CA $208
CA $372 total
includes taxes & fees
Nov 8 - Nov 9
16. Highridge Court 30 with Wintergreen Advantage
Highridge Court 30 with Wintergreen AdvantageChestnut Springs
10.0 out of 10, Exceptional, (1 review)
The price is CA $229
CA $401 total
includes taxes & fees
Nov 8 - Nov 9
17. Cliffs 21 with Wintergreen Advantage
Cliffs 21 with Wintergreen AdvantageWintergreen
The price is CA $229
CA $401 total
includes taxes & fees
Nov 10 - Nov 11
18. Mountain Inn Lodge 71 with Wintergreen Advantage
Mountain Inn Lodge 71 with Wintergreen AdvantageWintergreen
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, nice facilities.. polite staff "
Rich C.
The price is CA $194
CA $337 total
includes taxes & fees
Nov 13 - Nov 14
19. Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Wintergreen Resort - Ski Slopes, Hike, Swim, & GolfWintergreen 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. "
Sarah L.
The price is CA $175
CA $403 total
includes taxes & fees
Nov 9 - Nov 10
20. Mountain View Vista
Mountain View VistaNellysford
The price is CA $246
CA $418 total
includes taxes & fees
Nov 15 - Nov 16
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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Escape to Greenwood! Enjoy its wineries.
Photo by Karyn Leary
Open Photo by Karyn Leary