Welcome to Stay

What Stay offers is Unique

Welcome to Stay Charlottesville

We offer our 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. We offer all the amenities of a hotel, but with the privacy and convenience of a local home. Stay is very selective of the properties we choose to manage, so that we can surpass your expectations.

Reserve a property now online or call 434-977-0442 to get started. We want to help you experience Charlottesville and the surrounding areas like a local and can help you plan your trip to our area, including the services below.

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Airport Transportation

Whether you are arriving or departing at CHO, RIC, or IAD, you will get the best private airport transportation pricing around through your Stay Charlottesville representative. 
Couple Drinking Wine


Wine Tours

Offering free pickup from Wintergreen and the Downtown Mall, Monticello Wine Tours offers private wine tours along the Monticello Wine Trail. 
Old Metropolitan Hall


Old Metropolitan Hall

OMH is the perfect venue for everything from corporate lunches and meetings to rehearsal dinners and intimate weddings, located conveniently on Charlottesville’s downtown mall.
Charlottesville Horseback Riding


Vineyard Trail Rides

Our partners offer scenic horseback trail rides through beautiful Vineyards with a short break for tastings.

For a list of other services we can arrange for you, please visit our Guest Services page.

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