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, 156 reviewsThe Modern Mountain Condo
Nov 22 – 29
Condo in Wintergreen Resort
4.89 out of 5 average rating, 126 reviewsCozy Comfort with a View - Wintergreen Resort
Jun 16 – 23
Condo in Wintergreen Resort
4.98 out of 5 average rating, 120 reviewsSlope side+Panoramic Mountain Views!
Sep 19 – 26
Condo in Wintergreen Resort
4.91 out of 5 average rating, 106 reviewsPanoramic Peak: Wintergreen Condo with Views
Dec 11 – 18
Condo in Wintergreen Resort
4.99 out of 5 average rating, 141 reviews3 BR 3 BA, 2 story condo in Highlands
Nov 30 – Dec 7
Condo in Wintergreen Resort
4.88 out of 5 average rating, 144 reviewsWander Lodge: Golf, Spa, Wine, or just a getaway
Sep 13 – 20
Condo in Wintergreen Resort
4.97 out of 5 average rating, 38 reviewsCozy little condo, near slopes.
May 27 – Jun 3
Condo in Wintergreen Resort
5.0 out of 5 average rating, 23 reviewsBase Camp Condo
Jul 25 – Aug 1
Pet-friendly condo rentals
Condo in Wintergreen Resort
4.96 out of 5 average rating, 156 reviewsSki-in/Ski-out Wintergreen Highlands Condo -Views!
Dec 23 – 30
Condo in Wintergreen Resort
4.9 out of 5 average rating, 103 reviewsAll season 3bd/3ba ski out/in - Location & Views!
Aug 15 – 22
Condo in Wintergreen Resort
4.88 out of 5 average rating, 108 reviews1720 High Ridge at Wintergreen Resort
Aug 13 – 20
Condo in Roseland
4.94 out of 5 average rating, 34 reviewsNature’s Haven 1 Bedroom Condo Wintergreen Resort
Aug 10 – 17
Condo in Charlottesville
4.89 out of 5 average rating, 35 reviewsThe Townie 3 BD/2BA Historic Downtown Building
Jun 29 – Jul 6
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 in Wintergreen Resort
4.92 out of 5 average rating, 83 reviewsBlue Ridge Retreat: Your Cozy Mountain Getaway
Jul 23 – 30
Condo in Wintergreen Resort
4.9 out of 5 average rating, 31 reviewsRelaxation in the Mountains
May 9 – 16
Condo rentals with a pool
Condo in Wintergreen Resort
4.91 out of 5 average rating, 145 reviewsGorgeous Wintergreen Condo – 2-min to Slopes
Dec 30 – Jan 6
Condo in Wintergreen Resort
4.97 out of 5 average rating, 33 reviews3min to Ski! Mntn View+Fireplace+55"TV w/ Disney+
Jul 16 – 23
Condo in Wintergreen Resort
4.84 out of 5 average rating, 64 reviewsIncredible mountain views from Peak-A-Bear Den
May 29 – Jun 5
Condo in Wintergreen Resort
5.0 out of 5 average rating, 72 reviews1 bedroom condo close to hiking breweries & resort
Jan 6 – 13
Condo in Wintergreen Resort
4.97 out of 5 average rating, 96 reviews2 bdrm/2 full bath Best Views of Blue Ridge Mtns.
Mar 14 – 21
Condo in Wintergreen Resort
5.0 out of 5 average rating, 45 reviewsCozy Laurelwood condo-walk to slopes & restaurants
Jul 27 – Aug 3
Condo in Wintergreen Resort
4.99 out of 5 average rating, 84 reviewsPeaceful condo with HOA pool access (seasonal)
Oct 9 – 16
Condo in Wintergreen Resort
4.84 out of 5 average rating, 55 reviewsMajestic Mountain View’s from The Cliffs
Feb 22 – Mar 1
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
$50 before taxes and fees
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