Search and Rent Greenwood Condos

Check prices for these dates

Next weekend
Jan 23 - Jan 25
In two weeks
Jan 30 - Feb 1
In one month
Feb 13 - Feb 15
In two months
Mar 13 - Mar 15

Our top choices for Greenwood condo rentals

Fridge, microwave, oven, stovetop

Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
2.0 star property
Wintergreen Resort
9.8 out of 10, Exceptional, (7 reviews)
"We enjoyed our stay here. Brought the whole family."
United States
Caroline D.
$275 nightly
The price is $309
Jan 21 - Jan 22
Total with taxes and fees
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
Exterior

Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (28 reviews)
"This VRBO was super clean, great accommodations, and very nice owners."
United States
Elizabeth B.
$111 nightly
The price is $127
Jan 18 - Jan 19
Total with taxes and fees
Unit 5 - Cozy Lower Level Studio Suite
Exterior

1 Bedroom | Free Daily Breakfast + Indoor Pool

1 Bedroom | Free Daily Breakfast + Indoor Pool
Hollymead
10.0 out of 10, Exceptional, (1 review)
"The room was very clean. The bed was comfortable. My only suggestion would be to have a couple more towels and washcloths in the room."
United States
Maura
$138 nightly
The price is $153
Feb 1 - Feb 2
Total with taxes and fees
1 Bedroom | Free Daily Breakfast + Indoor Pool
Fireplace

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (39 reviews)
"Quiet, one-night stay while in the area for an event. "
United States
Julie M.
$241 nightly
The price is $271
Feb 3 - Feb 4
Total with taxes and fees
The Modern Mountain Condo
Property grounds

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
2.0 star property
Wintergreen Resort
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic little studio located right at the slopes. Very clean and many thoughtful touches. Great stay. "
United States
Lloyd F.
$221 nightly
The price is $248
Feb 3 - Feb 4
Total with taxes and fees
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

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, (307 reviews)
"Outstanding views from the deck!! Loved it!"
United States
Kerry M.
$216 nightly
The price is $242
Jan 19 - Jan 20
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
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, (145 reviews)
"Very clean and pet-friendly "
United States
Heston
$237 nightly
The price is $266
Jan 20 - Jan 21
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
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, (25 reviews)
"Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back"
United States
Phil P.
$224 nightly
The price is $252
Jan 19 - Jan 20
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Exterior

Wintergreen. Sunset Vista Villa - Close to the ski slopes

Wintergreen. Sunset Vista Villa - Close to the ski slopes
Wintergreen Resort
10.0 out of 10, Exceptional, (95 reviews)
"Fantastic stay again! Condo is perfect for a get away! "
United States
Jenna M.
$294 nightly
The price is $330
Jan 19 - Jan 20
Total with taxes and fees
Wintergreen. Sunset Vista Villa - Close to the ski slopes
Exterior

Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (22 reviews)
"Great property"
United States
Chris J.
$163 nightly
The price is $186
Jan 18 - Jan 19
Total with taxes and fees
Unit 3 - Luxury King Suite with Private Balcony
Fridge, microwave, oven, stovetop

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
2.0 star property
Wintergreen Resort
10.0 out of 10, Exceptional, (28 reviews)
"The property is extremely clean, well decorated and stocked. We had a fantastic time and absolutely would stay here again. "
United States
Cassie H.
$302 nightly
The price is $339
Jan 19 - Jan 20
Total with taxes and fees
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
Exterior

Unit 1_Expansive Luxury Suite for up to 4 Persons

Unit 1_Expansive Luxury Suite for up to 4 Persons
Charlottesville
10.0 out of 10, Exceptional, (18 reviews)
"Always great and peaceful stay here. Extremely clean and the owner is super nice."
United States
Thomas J.
$192 nightly
The price is $219
Jan 19 - Jan 20
Total with taxes and fees
Unit 1_Expansive Luxury Suite for up to 4 Persons
Exterior

Unit 2_Expansive Luxury Suite for up to 4 Persons

Unit 2_Expansive Luxury Suite for up to 4 Persons
Charlottesville
10.0 out of 10, Exceptional, (10 reviews)
"We enjoy everything about the place. Clean, easy access, outdoor spaces, and new cool design "
United States
Susan
$211 nightly
The price is $241
Jan 19 - Jan 20
Total with taxes and fees
Unit 2_Expansive Luxury Suite for up to 4 Persons
Exterior

Unit 4 - Luxury King Suite with Private Balcony

Unit 4 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (14 reviews)
"Owner is excellent "
United States
Atchuthan
$163 nightly
The price is $186
Jan 18 - Jan 19
Total with taxes and fees
Unit 4 - Luxury King Suite with Private Balcony
TV, fireplace

Mountain View Vista: Resort Condo w/ Views

Mountain View Vista: Resort Condo w/ Views
Wintergreen Resort
9.4 out of 10, Exceptional, (9 reviews)
"Beautiful view!"
United States
Serge L.
$261 nightly
The price is $293
Feb 2 - Feb 3
Total with taxes and fees
Mountain View Vista: Resort Condo w/ Views
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, (34 reviews)
"Very clean, well organized, excellent views"
United States
Guy M.
$292 nightly
The price is $328
Feb 3 - Feb 4
Total with taxes and fees
Panoramic Peak: Wintergreen Condo with Views
Exterior detail

Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking

Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking
Wintergreen Resort
10.0 out of 10, Exceptional, (40 reviews)
"Amazing stay! Space was clean, well stocked and easy to enter. Host was very responsive and gave lots of helpful information. Would recommend and stay again!"
United States
Sonja S.
$239 nightly
The price is $269
Jan 20 - Jan 21
Total with taxes and fees
Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking
Outdoor dining

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.
$321 nightly
The price is $367
Jan 21 - Jan 22
Total with taxes and fees
Overlook 180 degree views w/Peloton!
Property grounds

Spacious 3BR 3BA Pet Friendly Resort Condo

Spacious 3BR 3BA Pet Friendly Resort Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (3 reviews)
"Awesome just Awesome place. Definitely recommend this place. Very well taken care of and everything you needed all rolled into one place. Thank you so much again and we will definitely be coming back. "
United States
Lance B.
$438 nightly
The price is $492
Jan 21 - Jan 22
Total with taxes and fees
Spacious 3BR 3BA Pet Friendly Resort Condo
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, (28 reviews)
"The location is very convenient with amazing views of the slopes and terrain park. "
United States
Meredith G.
$452 nightly
The price is $500
Jan 20 - Jan 21
Total with taxes and fees
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
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 Greenwood Hotel Reviews

Hampton Inn Charlottesville

Hampton Inn Charlottesville

10/10 Excellent
"Everything was lovely! Comfortable beds and great shower amenities ! "
Monique 1-night trip
Posted 2 days ago
Hampton Inn Charlottesville

Find out more about Greenwood

Greenwood Condo Rentals information

Number of reviews
814
Accommodation
310 Condo Rentals
Lowest Price
$127
Highest Price
$500

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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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