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Charlottesville Vacation Rentals


Stay Charlottesville

Gorgeously unique homes with professional interior design, Travis’s collection boasts a mixture of carriage houses, urban lofts, and sprawling estates. Guests can look forward to discovering as many fun curiosities inside these properties as they outside in the landscaped gardens. Each property offers the creature comforts of home without the clutter. From vinyl records to rare coffee table books, to sundials and water fountains, only the most appropriate and perfect items make it into these well-curated homes.

While the top notch quality of Stay Charlottesville remains consistent, there is a wide variety in the type of accommodations available. If nightlife on the downtown mall is what you’re after, there’s an adorable apartment with a deck just one small staircase away from the action.

Doyen of Stay Charlottesville

Profile picture for Travis Wilburn
Travis Wilburn
Owner and Founder
Favorite Restaurants
Mas, Oakhart Social, Bebedero
Favorite Wineries
Pippin Hill, King Family Vineyards, Jefferson Vineyards, Veritas, Afton Mountain Vineyards
Favorite Coffee Shop
Grit Coffee
Best place to relax
Rockfish Ranch
Best place to go out
Fitzroy, Downtown Belmont

Travis Wilburn started out his hospitality business by building a guest house towards the east end of his primary residence. He started renting it on Craigslist, and then eventually acquired several other properties. When he began to manage other owner’s homes, he would go out and meet each one individually. Travis wanted to look them in the eye and shake their hand. He wanted them to know that he was a local and would care for their property as if it was his own. 

But Travis didn’t stop there. He furnished each property with hand-made furniture and local decor. To take things a step further, he began sourcing high-end transportation services to nearby vineyards, and supplying James Beard award winning chefs for out-of-town bridal parties. Perhaps this is why Travis cannot walk through the historic downtown mall without being stopped by friends and neighbors to say hello.

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