Your Perfect Stay in Virginia Wine Country
Discover handpicked vacation rentals in Charlottesville, from charming downtown homes to stunning vineyard estates.
Explore by Category
From downtown convenience to countryside serenity, find the perfect setting for your Charlottesville getaway.
Hotels
Boutique hotels close to UVA and the historic downtown mall
The 100 Collection
An Exclusive Selection of Curated International Properties, Presented by The 100 Collection™
UVA & Surrounding
Properties that are generally in neighborhoods bordering UVA or within a short drive to the University
Countryside Retreats
Properties that are located outside of Charlottesville with bucolic views
Dog Friendly
Looking to bring your furry friend along? These properties are great choices
Downtown District
Charlottesville city properties close to the Downtown Mall, Belmont neighborhood, or University area
Properties with a Pool
Vacation rentals with a pool. Great for a hot day.
Vineyards Nearby
Properties on or near popular vineyards on the Monticello Wine Trail
New
Our newest properties in the Charlottesville, Albemarle County, and Nelson County areas
Why Stay With Us
Experience the best of Charlottesville with our carefully curated collection of properties and personalized service.
Curated Properties
Every home is personally inspected to ensure comfort, cleanliness, and quality.
Prime Locations
From downtown walkability to vineyard views, find the perfect setting.
Local Expertise
Our team knows Charlottesville inside and out, providing insider recommendations.
Wine Country Access
Easy access to over 40 wineries in the Monticello Wine Trail.
Ready to Experience Charlottesville?
Browse our collection of stunning properties and start planning your Virginia wine country adventure today.
