Photo by Karyn Leary

Search Condos Rentals in Greenwood from CA $131

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Check prices for these dates

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-friendly
Roseland
9.6 out of 10, Exceptional, (163 reviews)
"Perfect condo for couple. Two bathrooms, big kitchen, big porch, big living area."
United States
Kathleen K.
The price is CA $154
CA $331 total
includes taxes & fees
Nov 18 - Nov 19
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

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."
United States
Joseph Blaine
The price is CA $138
CA $317 total
includes taxes & fees
Nov 8 - Nov 9
2 minutes from the shops and activities; Cozy 1 bedroom end unit.

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. "
United States
michael b.
The price is CA $131
CA $334 total
includes taxes & fees
Nov 9 - Nov 10
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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!"
United States
Jennifer D.
The price is CA $162
CA $328 total
includes taxes & fees
Nov 15 - Nov 16
Escape to the Blue Ridge Mountains at Wine-tergreen!

5. 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!"
United States
Joel M.
The price is CA $138
CA $323 total
includes taxes & fees
Nov 15 - Nov 16
Updated! Cozy and clean two bedroom condo.

6. 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.
The price is CA $138
CA $333 total
includes taxes & fees
Nov 8 - Nov 9
Walk to Market/Private community outdoor pool!

7. 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
The price is CA $242
CA $413 total
includes taxes & fees
Nov 23 - Nov 24
Panoramic Peak

8. 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 CA $208
CA $372 total
includes taxes & fees
Nov 8 - Nov 9
Northridge 07 With Wintergreen Advantage

9. 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, (125 reviews)
"Wow, they thought of everything you could need. This was one of the nicest places we have stayed. The price was amazing too. Definitely stay again"
United States
Sara C.
The price is CA $227
CA $465 total
includes taxes & fees
Nov 8 - Nov 9
Endless Mountain Top Views from All The Way Up!

10. Three Ridges 64 With Wintergreen Advantage

Three Ridges 64 With Wintergreen Advantage
Chestnut Springs
The price is CA $208
CA $372 total
includes taxes & fees
Nov 8 - Nov 9
Three Ridges 64 With Wintergreen Advantage

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

Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (128 reviews)
"Nice condo in a nice resort. House has everything you need and more."
United States
Thomas B.
The price is CA $226
CA $410 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace

12. Mountain Inn Studio 94 with Wintergreen Advantage

Mountain Inn Studio 94 with Wintergreen Advantage
Wintergreen
The price is CA $180
CA $298 total
includes taxes & fees
Nov 8 - Nov 9
Mountain Inn Studio 94 with Wintergreen Advantage

13. Timbers Studio 14 with Wintergreen Advantage

Timbers Studio 14 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"We skied all weekend the bed was SOOOO comfortable we were 2nd floor parking lot side but was perfect for breaks between runs. Water was great heater ran more than perfect! Very spacious for a studio! "
United States
Melissa G.
Timbers Studio 14 with Wintergreen Advantage

14. 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, (9 reviews)
The price is CA $201
CA $440 total
includes taxes & fees
Nov 18 - Nov 19
Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails

15. Highridge Court 30 with Wintergreen Advantage

Highridge Court 30 with Wintergreen Advantage
Chestnut Springs
10.0 out of 10, Exceptional, (1 review)
The price is CA $229
CA $401 total
includes taxes & fees
Nov 8 - Nov 9
Highridge Court 30 with Wintergreen Advantage

16. 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!"
United States
Sang Rea
Luxury Condo in the Sky! Finest in Wintergreen!

17. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is CA $247
CA $419 total
includes taxes & fees
Nov 16 - Nov 17
Mountain View Vista

18. Vistas 71 with Wintergreen Advantage

Vistas 71 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Love to escape to Wintergreen anytime of the year!!!"
United States
Annemarie T.
The price is CA $229
CA $401 total
includes taxes & fees
Nov 9 - Nov 10
Vistas 71 with Wintergreen Advantage

19. 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.
The price is CA $222
CA $358 total
includes taxes & fees
Nov 8 - Nov 9
Diamond Hill Studio 09 with Wintergreen Advantage

20. Overlook 180 degree views w/Peloton!

Overlook 180 degree views w/Peloton!
Wintergreen Resort
9.4 out of 10, Exceptional, (3 reviews)
"Excellent stay. Thank you!"
United States
Kimberly B.
The price is CA $249
CA $545 total
includes taxes & fees
Nov 24 - Nov 25
Overlook 180 degree views w/Peloton!
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.

Learn more about Greenwood

Escape to Greenwood! Enjoy its wineries.

A body of water reflecting sunlight with clouds in the sky.
Photo by Karyn Leary
Open Photo by Karyn Leary

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If you want to explore the sights of Greenwood, be sure to stop by Pollak Vineyards. It's popular among visitors and locals alike.

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