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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.

Rockfish Ranch

Family Reunions, Weddings, Corporate Retreats - Featuring 120 Acre Estate w/ 2500ft of Pristine River, Lodge, Cabin, Cottage, Sauna, and Hot Tub

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Water Street Condo

Modern Downtown Retreat w/ Rooftop Terrace, Across from The Ting Pavilion, 1 Block Off Downtown Mall. Overlooks the C&O Railway.

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Waterperry Farm

Twenty minutes from historic Charlottesville, in the lush countryside of Albemarle County, there’s a magical place called Waterperry Farm.

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Colle

Historic Estate w/ land granted by Jefferson & where the first wine grapes were planted in 1773. Today, wine culture flows strong as the home of Jefferson Vineyards.

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Old Met #202

One bedroom Downtown Mall Fronting w/ Corner Windows Overlooking the Bricks of the Downtown Mall. Parking Included.

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Magnolia Hill

To arrive at Magnolia Hill is to exhale and surrender to airy elegance in a one-and-a-half-acre park-like setting just five minutes from downtown Charlottesville and the University

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