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Our top choices for Charlottesville condo rentals

1 Bedroom | Free Daily Breakfast + Indoor Pool

1 Bedroom | Free Daily Breakfast + Indoor Pool
Hollymead
10.0 out of 10, Exceptional, (1)
"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
$129 nightly
The price is $142
Jan 4 - Jan 5, 2026
Total with taxes and fees
1 Bedroom | Free Daily Breakfast + Indoor Pool

Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (22)
"Great property"
United States
Chris J.
$163 nightly
The price is $186
Dec 29 - Dec 30
Total with taxes and fees
Unit 3 - Luxury King Suite with Private Balcony

Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (28)
"Studio 5 was just as described. Everything we needed and immaculately clean. It is convenient to Charlottesville and minutes from Monticello. Our children live nearby so we will surely return. "
United States
Kate B.
$111 nightly
The price is $127
Jan 5 - Jan 6, 2026
Total with taxes and fees
Unit 5 - Cozy Lower Level Studio Suite

Unit 4 - Luxury King Suite with Private Balcony

Unit 4 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (14)
"Owner is excellent "
United States
Atchuthan
$164 nightly
The price is $187
Dec 28 - Dec 29
Total with taxes and fees
Unit 4 - Luxury King Suite with Private Balcony

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)
"We enjoy everything about the place. Clean, easy access, outdoor spaces, and new cool design "
United States
Susan
$215 nightly
The price is $246
Dec 30 - Dec 31
Total with taxes and fees
Unit 2_Expansive Luxury Suite for up to 4 Persons

Near University of Virginia + CHO | Free Breakfast, Indoor Pool!

Near University of Virginia + CHO | Free Breakfast, Indoor Pool!
Hollymead
$137 nightly
The price is $152
Jan 11 - Jan 12, 2026
Total with taxes and fees
Near University of Virginia + CHO | Free Breakfast, Indoor Pool!

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)
"Always great and peaceful stay here. Extremely clean and the owner is super nice."
United States
Thomas J.
$195 nightly
The price is $223
Jan 1 - Jan 2, 2026
Total with taxes and fees
Unit 1_Expansive Luxury Suite for up to 4 Persons

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, (2)
"Fantastic little studio located right at the slopes. Very clean and many thoughtful touches. Great stay. "
United States
Lloyd F.
$234 nightly
The price is $263
Jan 21 - Jan 22, 2026
Total with taxes and fees
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

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, (24)
"The property is extremely clean, well decorated and stocked. We had a fantastic time and absolutely would stay here again. "
United States
Cassie H.
$330 nightly
The price is $371
Jan 13 - Jan 14, 2026
Total with taxes and fees
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (36)
"Quiet, one-night stay while in the area for an event. "
United States
Julie M.
$247 nightly
The price is $278
Jan 13 - Jan 14, 2026
Total with taxes and fees
The Modern Mountain Condo

Mountain View Vista: Resort Condo w/ Views

Mountain View Vista: Resort Condo w/ Views
Wintergreen Resort
9.4 out of 10, Exceptional, (8)
"Beautiful view!"
United States
Serge L.
$268 nightly
The price is $301
Jan 13 - Jan 14, 2026
Total with taxes and fees
Mountain View Vista: Resort Condo w/ Views

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, (22)
"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 5 - Jan 6, 2026
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Spacious 3BR 3BA Pet Friendly Resort Condo

Spacious 3BR 3BA Pet Friendly Resort Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (2)
"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.
$342 nightly
The price is $347
Jan 5 - Jan 6, 2026
Total with taxes and fees
Spacious 3BR 3BA Pet Friendly Resort Condo

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, (142)
"Great stay in Wintergreen!"
United States
Pete K.
$237 nightly
The price is $266
Jan 5 - Jan 6, 2026
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Firefly on The Ridge: Mountain + Ski Slope Views

Firefly on The Ridge: Mountain + Ski Slope Views
2.0 star property
Wintergreen Resort
$361 nightly
The price is $389
Jan 13 - Jan 14, 2026
Total with taxes and fees
Firefly on The Ridge: Mountain + Ski Slope Views

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, (304)
"Great view!!"
United States
Suzanne W.
$216 nightly
The price is $242
Jan 4 - Jan 5, 2026
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Overlook 180 degree views w/Peloton!

Overlook 180 degree views w/Peloton!
Wintergreen Resort
9.4 out of 10, Exceptional, (3)
"Excellent stay. Thank you!"
United States
Kimberly B.
$332 nightly
The price is $381
Jan 13 - Jan 14, 2026
Total with taxes and fees
Overlook 180 degree views w/Peloton!

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, (196)
"Nice view along with a spacious layout. Was very nice location. "
United States
Daniel
$359 nightly
The price is $403
Dec 30 - Dec 31
Total with taxes and fees
You deserve it all! Awesome Views, Comfy Condo & Elevator!

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, (94)
"Beautiful property! Had everything we needed and was very clean! Highly recommend!"
United States
Amanda W.
$290 nightly
The price is $325
Jan 12 - Jan 13, 2026
Total with taxes and fees
Wintergreen. Sunset Vista Villa - Close to the ski slopes

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, (39)
"Cute and cozy. Perfect for our weekend away in the mountains. Close to golf, hiking trails and restaurants in Wintergreen. The bed was very comfortable and the kitchen was well stocked. Ritta was very responsive and communicative. We loved that we could bring our pup with us!"
United States
Carol K.
$269 nightly
The price is $302
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking
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 Charlottesville Hotel Reviews

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Charlottesville Condo Rentals information

Number of reviews
927
Accommodation
11 Condo Rentals
Lowest Price
$127
Highest Price
$403

Frequently asked questions

Why book your condo in Charlottesville with Expedia?
Booking a condo in Charlottesville is as simple as working out your travel dates and picking the option that meets your requirements. Looking for something luxurious or affordable, or a stay that also includes a pool and free WiFi? Use Expedia's search filters to narrow your results even further and find the ideal fit.
How can I find cheap condos in Charlottesville?
Expedia can help you narrow your search for cheap condos in Charlottesville. To lock in a superb stay in a couple of quick clicks, try out our handy filter tool to tailor your search results by budget, star rating and amenities.
What is there to do in Charlottesville near my condo?
You'll find loads of fabulous things to fill your days in Charlottesville. Discover leading attractions like Davenport Field, Aboriginal Art Museum and Klockner Stadium. Sheridan Snyder Tennis Center, Scott Stadium and Barracks Road Shopping Center are also on many to-do lists.

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