Condo vacation rentals in Charlottesville
Find and book unique condos on Airbnb
Top-rated condo rentals in Charlottesville
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Charlottesville condo rentals
Weekly condo rentals
Condo in Wintergreen Resort
4.89 out of 5 average rating, 126 reviewsCozy Comfort with a View - Wintergreen Resort
Sep. 12 – 19
Condo in Wintergreen Resort
4.99 out of 5 average rating, 141 reviews3 BR 3 BA, 2 story condo in Highlands
Jan. 10 – 17
Condo in Wintergreen Resort
4.98 out of 5 average rating, 120 reviewsSlope side+Panoramic Mountain Views!
Sep. 11 – 18
Condo in Wintergreen Resort
4.88 out of 5 average rating, 144 reviewsWander Lodge: Golf, Spa, Wine, or just a getaway
Apr. 9 – 16
Condo in Wintergreen Resort
4.91 out of 5 average rating, 145 reviewsGorgeous Wintergreen Condo – 2-min to Slopes
Sep. 8 – 15
Condo in Wintergreen Resort
4.94 out of 5 average rating, 106 reviewsCozy 2BR+4 min to slopes+hike+golf course view!
Jul. 23 – 30
Condo in Wintergreen Resort
5.0 out of 5 average rating, 23 reviewsBase Camp Condo
Jun. 15 – 22
Condo in Wintergreen Resort
4.97 out of 5 average rating, 38 reviewsCozy little condo, near slopes.
Jun. 8 – 15
Pet-friendly condo rentals
Condo in Wintergreen Resort
4.96 out of 5 average rating, 105 reviewsAll-Season 2bd/2ba next to Spa view of Golf Course
Aug. 11 – 18
Condo in Wintergreen Resort
4.96 out of 5 average rating, 236 reviewsFive Minute Walk to Everything!
Dec. 26 – Jan. 2
Condo in Wintergreen Resort
4.96 out of 5 average rating, 155 reviewsSki-in/Ski-out Wintergreen Highlands Condo -Views!
Oct. 29 – Nov. 5
Condo in Wintergreen Resort
4.9 out of 5 average rating, 103 reviewsAll season 3bd/3ba ski out/in - Location & Views!
Aug. 29 – Sep. 5
Condo in Wintergreen Resort
4.89 out of 5 average rating, 107 reviews1720 High Ridge at Wintergreen Resort
Jul. 13 – 20
Condo in Roseland
4.94 out of 5 average rating, 34 reviewsNature’s Haven 1 Bedroom Condo Wintergreen Resort
Mar. 10 – 17
Condo in Wintergreen Resort
5.0 out of 5 average rating, 31 reviewsSki-in/out: Dogs OK+Fireplace+Pack ’n play+Parking
May 9 – 16
Condo in Charlottesville
4.88 out of 5 average rating, 34 reviewsThe Townie 3 BD/2BA Historic Downtown Building
Jun. 18 – 25
Condo rentals with a pool
Condo in Wintergreen Resort
4.84 out of 5 average rating, 55 reviewsMajestic Mountain View’s from The Cliffs
Sep. 5 – 12
Condo in Wintergreen Resort
5.0 out of 5 average rating, 45 reviewsCozy Laurelwood condo-walk to slopes & restaurants
Jun. 26 – Jul. 3
Condo in Wintergreen Resort
4.98 out of 5 average rating, 84 reviewsMtn/Firework Views ~ King Suite ~ Pet Friendly
Aug. 22 – 29
Condo in Wintergreen Resort
4.97 out of 5 average rating, 96 reviews2 bdrm/2 full bath Best Views of Blue Ridge Mtns.
Apr. 9 – 16
Condo in Charlottesville
4.96 out of 5 average rating, 77 reviewsComfy Condo*Near DT/UVA/Wineries
May 12 – 19
Condo in Roseland
4.93 out of 5 average rating, 74 reviewsCondo in Wintergreen Resort
Jan. 1 – 8
Condo in Nelson County
4.94 out of 5 average rating, 31 reviewsMountain View Wintergreen Condo - Sleeps up to 4
Nov. 8 – 15
Condo in Wintergreen Resort
4.97 out of 5 average rating, 70 reviewsMountaintop Overlook:Fully Updated 2 king bd/2bath
Feb. 5 – 12
Quick stats about condo rentals in Charlottesville
Total rentals
30 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.2K reviews
Nightly prices starting at
$69 CAD before taxes and fees
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