Welcome To Stay Charlottesville

What We Offer 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.

All Short Term Rentals

Premier properties for your vacation or a weekend getaway

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

Estates

Large farm and estate properties located in Charlottesville and the surrounding area

UVA & Surrounding

Properties that are generally in neighborhoods bordering UVA or within a short drive to the University

Cottages & Retreats

Perfect to get away from it all, these properties surround the Charlottesville area

Virginia Countryside

Properties that are located outside of Charlottesville with bucolic views

Hotels

Boutique hotels close to UVA and the historic downtown mall

Vineyard Properties

Properties on or near popular vineyards on the Monticello Wine Trail

New Properties

Our newest properties in the Charlottesville, Albemarle County, and Nelson County areas

Monthly/Long Term Rentals

Long term and monthly rentals in Charlottesville VA. Apartments, executive suites, and cottages

Properties Allowing Dogs

Looking to bring your furry friend along? These properties are great choices

Services

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

CONCIERGE SERVICES

From Private Chefs to yoga right at your vacation rental, our concierge can help customize your stay!

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

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.

COMMON HOUSE ACCESS

As a special perk to Stay Charlottesville guests, stop into Common House on the downtown mall to experience the amazing space they have created.

PRIVATE ON-SITE MASSAGE

Book a massage in the privacy of your vacation rental from the best massage therapists in Charlottesville.

Vineyard Trail Rides

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