Condo holiday 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.
Holiday 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 reviewsCondo - King Master Suite - Wintergreen Resort
8–15 Sep
Condo in Wintergreen Resort
4.9 out of 5 average rating, 105 reviewsPanoramic Peak: Wintergreen Condo with Views
1–8 Aug
Condo in Wintergreen Resort
4.98 out of 5 average rating, 120 reviewsSlope side+Panoramic Mountain Views!
26 May – 2 Jun
Condo in Wintergreen Resort
4.99 out of 5 average rating, 141 reviews3 BR 3 BA, 2 story condo in Highlands
6–13 Jan
Condo in Wintergreen Resort
4.88 out of 5 average rating, 144 reviewsWander Lodge: Golf, Spa, Wine, or just a getaway
20–27 Feb
Condo in Wintergreen Resort
4.94 out of 5 average rating, 106 reviewsCozy 2BR+4 min to slopes+hike+golf course view!
21–26 Jul
Condo in Wintergreen Resort
5.0 out of 5 average rating, 70 reviews1 bedroom condo close to hiking breweries & resort
3–10 Aug
Condo in Staunton
5.0 out of 5 average rating, 13 reviews* Stunning Renovation * Charming Stroll Downtown *
18–25 Apr
Pet-friendly condo rentals
Condo in Wintergreen Resort
4.96 out of 5 average rating, 235 reviewsFive Minute Walk to Everything!
14–21 Jan
Condo in Wintergreen Resort
4.89 out of 5 average rating, 107 reviews1720 High Ridge at Wintergreen Resort
11–18 Jun
Condo in Wintergreen Resort
4.96 out of 5 average rating, 155 reviewsSki-in/Ski-out Wintergreen Highlands Condo -Views!
20–27 Sep
Condo in Wintergreen Resort
4.9 out of 5 average rating, 103 reviewsAll season 3bd/3ba ski out/in - Location & Views!
14–21 Dec
Condo in Roseland
4.94 out of 5 average rating, 33 reviewsNature’s Haven 1 Bedroom Condo Wintergreen Resort
12–19 Nov
Condo in Charlottesville
4.88 out of 5 average rating, 34 reviewsThe Townie 3 BD/2BA Historic Downtown Building
18–25 Jun
Condo in Charlottesville
4.96 out of 5 average rating, 24 reviewsLovely 2 bed 2 bathroom condo close to UVA
30 May – 4 Jun
Condo in Wintergreen Resort
4.92 out of 5 average rating, 83 reviewsBlue Ridge Retreat: Your Cozy Mountain Getaway
26 Jun – 3 Jul
Condo rentals with a pool
Condo in Wintergreen Resort
4.91 out of 5 average rating, 145 reviewsGorgeous Wintergreen Condo – 2-min to Slopes
1–8 Jul
Condo in Charlottesville
4.96 out of 5 average rating, 77 reviewsComfy Condo*Near DT/UVA/Wineries
12–19 May
Condo in Wintergreen Resort
5.0 out of 5 average rating, 45 reviewsCozy Laurelwood condo-walk to slopes & restaurants
6–13 Jun
Condo in Wintergreen Resort
4.97 out of 5 average rating, 96 reviews2 bdrm/2 full bath Best Views of Blue Ridge Mtns.
18–25 Jan
Condo in Wintergreen Resort
4.99 out of 5 average rating, 83 reviewsPeaceful condo with HOA pool access (seasonal)
24–31 Dec
Condo in Wintergreen Resort
4.84 out of 5 average rating, 55 reviewsMajestic Mountain View’s from The Cliffs
1–8 Sep
Condo in Wintergreen Resort
5.0 out of 5 average rating, 22 reviewsBase Camp Condo
25 Jan – 1 Feb
Condo in Roseland
4.93 out of 5 average rating, 74 reviewsCondo in Wintergreen Resort
1–8 Jan
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
$84 NZD before taxes and fees
Destinations to explore
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