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Vacation Rentals

Charlottesville Insider's featured listings are perfect for travelers looking for a more secluded and luxurious vacation experience. Browse our selection of private vacation rentals in Charlottesville located near popular attractions like the University of Virginia, Monticello, Shenandoah National Park, and vineyards along the Monticello Wine Trail.

High Street Inn

A Mediterranean oasis in downtown Charlottesville.

Stay Charlottesville

Offering guests the ability to stay in the area’s finest carriage houses, apartments, historic homes and estates, whether it is for two nights or two months.

Explore Vacation Rentals

Park with willow trees and pond

Begin Planning Your Travel to Charlottesville Today.

What's better than a date night to show your love but it can also bring pressure. After all, you want a perfectly romantic evening.

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