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
4.96 out of 5 average rating, 154 reviewsThe Modern Mountain Condo
Aug 24 – 31
Condo in Wintergreen Resort
4.91 out of 5 average rating, 106 reviewsPanoramic Peak: Wintergreen Condo with Views
Aug 4 – 11
Condo in Wintergreen Resort
4.89 out of 5 average rating, 126 reviewsCozy Comfort with a View - Wintergreen Resort
Sep 13 – 20
Condo in Wintergreen Resort
4.99 out of 5 average rating, 141 reviews3 BR 3 BA, 2 story condo in Highlands
Aug 7 – 14
Condo in Wintergreen Resort
4.98 out of 5 average rating, 120 reviewsSlope side+Panoramic Mountain Views!
Sep 12 – 19
Condo in Wintergreen Resort
4.88 out of 5 average rating, 144 reviewsWander Lodge: Golf, Spa, Wine, or just a getaway
Apr 10 – 17
Condo in Wintergreen Resort
4.91 out of 5 average rating, 145 reviewsGorgeous Wintergreen Condo – 2-min to Slopes
Jun 13 – 20
Condo in Wintergreen Resort
4.94 out of 5 average rating, 106 reviewsCozy 2BR+4 min to slopes+hike+golf course view!
Jul 20 – 27
Pet-friendly condo rentals
Condo in Wintergreen Resort
4.96 out of 5 average rating, 155 reviewsSki-in/Ski-out Wintergreen Highlands Condo -Views!
Oct 31 – Nov 7
Condo in Wintergreen Resort
4.9 out of 5 average rating, 103 reviewsAll season 3bd/3ba ski out/in - Location & Views!
Oct 12 – 19
Condo in Wintergreen Resort
4.89 out of 5 average rating, 107 reviews1720 High Ridge at Wintergreen Resort
Sep 6 – 13
Condo in Roseland
4.94 out of 5 average rating, 34 reviewsNature’s Haven 1 Bedroom Condo Wintergreen Resort
Dec 8 – 15
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
4.89 out of 5 average rating, 35 reviewsThe Townie 3 BD/2BA Historic Downtown Building
Jun 18 – 25
Condo in Wintergreen Resort
4.92 out of 5 average rating, 83 reviewsBlue Ridge Retreat: Your Cozy Mountain Getaway
Jun 14 – 21
Condo in Charlottesville
4.96 out of 5 average rating, 25 reviewsLovely 2 bed 2 bathroom condo close to UVA
May 30 – Jun 4
Condo rentals with a pool
Condo in Charlottesville
4.96 out of 5 average rating, 77 reviewsSpacious Penthouse w/ a Pool*Near DT/UVA/Wineries
May 12 – 19
Condo in Wintergreen Resort
5.0 out of 5 average rating, 45 reviewsCozy Laurelwood condo-walk to slopes & restaurants
May 17 – 24
Condo in Wintergreen Resort
5.0 out of 5 average rating, 70 reviews1 bedroom condo close to hiking breweries & resort
Dec 31 – Jan 7
Condo in Wintergreen Resort
4.84 out of 5 average rating, 55 reviewsMajestic Mountain View’s from The Cliffs
Jun 14 – 21
Condo in Wintergreen Resort
4.97 out of 5 average rating, 96 reviews2 bdrm/2 full bath Best Views of Blue Ridge Mtns.
Apr 10 – 17
Condo in Wintergreen Resort
4.97 out of 5 average rating, 70 reviewsMountaintop Overlook:Fully Updated 2 king bd/2bath
Sep 8 – 15
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
Apr 7 – 14
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
R925 ZAR before taxes and fees
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