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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Skyline Drive condo rentals

Exterior

Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (30 reviews)
"I highly recommend this property. It was in a nice location, clean, and had everything I needed."
United States
Lorie Y.
The price is SAR 342
SAR 477 total
includes taxes & fees
10 Feb - 11 Feb
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
The price is SAR 455
SAR 586 total
includes taxes & fees
22 Feb - 23 Feb
1 Bedroom | Free Daily Breakfast + Indoor Pool
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.
The price is SAR 534
SAR 697 total
includes taxes & fees
10 Feb - 11 Feb
Unit 3 - Luxury King Suite with Private Balcony
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
The price is SAR 534
SAR 697 total
includes taxes & fees
10 Feb - 11 Feb
Unit 4 - Luxury King Suite with Private Balcony
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
The price is SAR 705
SAR 901 total
includes taxes & fees
10 Feb - 11 Feb
Unit 2_Expansive Luxury Suite for up to 4 Persons
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.
The price is SAR 641
SAR 819 total
includes taxes & fees
10 Feb - 11 Feb
Unit 1_Expansive Luxury Suite for up to 4 Persons
Fireplace

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (41 reviews)
"Quiet, one-night stay while in the area for an event. "
United States
Julie M.
The price is SAR 393
SAR 904 total
includes taxes & fees
5 Mar - 6 Mar
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
Wintergreen Resort
10.0 out of 10, Exceptional, (6 reviews)
"We loved the 'ski-in/ski-out' convenience. Cute condo with everything you need for your stay. The water and snacks were a nice gesture. "
United States
Esperanza
The price is SAR 338
SAR 851 total
includes taxes & fees
3 Mar - 4 Mar
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Property grounds

Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (124 reviews)
"Everything was as is listed, we were off season so hiking and scenic views is what there was to do, relaxing. Host was accessible on phone, place was clean. "
United States
David L.
The price is SAR 484
SAR 1,011 total
includes taxes & fees
1 Mar - 2 Mar
Escape to the Blue Ridge Mountains at Wine-tergreen!
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
The price is SAR 458
SAR 994 total
includes taxes & fees
10 Feb - 11 Feb
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Terrace/patio

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (30 reviews)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
The price is SAR 450
SAR 990 total
includes taxes & fees
9 Mar - 10 Mar
Wintergreen Condo -Steps to Ski and restaurants
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, (99 reviews)
"Fantastic stay again! Condo is perfect for a get away! "
United States
Jenna M.
The price is SAR 600
SAR 1,200 total
includes taxes & fees
10 Feb - 11 Feb
Wintergreen. Sunset Vista Villa - Close to the ski slopes
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, (36 reviews)
"Very clean, well organized, excellent views"
United States
Guy M.
The price is SAR 521
SAR 1,099 total
includes taxes & fees
2 Mar - 3 Mar
Panoramic Peak: Wintergreen Condo with Views
Fridge, microwave, oven, stovetop

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

Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
Wintergreen Resort
9.8 out of 10, Exceptional, (8 reviews)
"We enjoyed our stay here. Brought the whole family."
United States
Caroline D.
The price is SAR 450
SAR 1,150 total
includes taxes & fees
23 Feb - 24 Feb
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
Interior

You deserve it all! Awesome Views, Comfy Condo & Elevator!

You deserve it all! Awesome Views, Comfy Condo & Elevator!
Chestnut Springs
9.8 out of 10, Exceptional, (203 reviews)
"Nice view along with a spacious layout. Was very nice location. "
United States
Daniel
The price is SAR 656
SAR 1,251 total
includes taxes & fees
1 Mar - 2 Mar
You deserve it all! Awesome Views, Comfy Condo & Elevator!
Property grounds

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, (311 reviews)
"Outstanding views from the deck!! Loved it!"
United States
Kerry M.
The price is SAR 388
SAR 958 total
includes taxes & fees
11 Feb - 12 Feb
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
TV, fireplace

Mountain View Vista: Resort Condo w/ Views

Mountain View Vista: Resort Condo w/ Views
Wintergreen Resort
9.2 out of 10, Wonderful, (10 reviews)
"It was so clean and comfortable. Waking up early in the working to watch the sunrise over the mountains was majestic. Highly recommend this get away!"
United States
Cindy
The price is SAR 521
SAR 1,099 total
includes taxes & fees
2 Mar - 3 Mar
Mountain View Vista: Resort Condo w/ Views
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, (27 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.
The price is SAR 450
SAR 939 total
includes taxes & fees
10 Feb - 11 Feb
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
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, (44 reviews)
"Cute little place. Well stocked, easy access, and very convenient to wintergreen facilities. "
United States
david
The price is SAR 506
SAR 1,103 total
includes taxes & fees
10 Feb - 11 Feb
Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking
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.
The price is SAR 938
SAR 1,912 total
includes taxes & fees
10 Feb - 11 Feb
Spacious 3BR 3BA Pet Friendly Resort Condo
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 Skyline Drive Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Clean and neat. Staff excellent 👍👍.First rate pool. "
Curtis J. 1-night trip
Posted 15 hours ago
La Quinta Inn & Suites by Wyndham Winchester