About Virginia Guesthouses™
Providing excellence in hospitality to the Charlottesville & Albemarle visitors since 1976
Fifty Years Serving Central Virginia
Virginia Guesthouses™, also affectionately called Guesthouses™, began in 1976 when two local women had the then-novel idea to offer beautiful homes as vacation stays—well before short-term rentals were mainstream. After more than five decades, we continue to serve travelers and homeowners across Central Virginia with personal, locally rooted hospitality.
A Stay for Every Traveler
We host guests across a diverse collection of vacation rentals, inns, and boutique hotel rooms. Our local Charlottesville property management team helps guests choose the right place for weddings, university visits, business trips, national park adventures, and Blue Ridge getaways. We manage properties in and around Charlottesville, including Keswick, Orange, Crozet, Staunton, Nelson County, and Wintergreen.
If you are interested in renting your home, please contact us today.
Virginia Guesthouses™ History
Founded in Charlottesville during America’s bicentennial, Guesthouses™ introduced an experience-forward alternative to traditional hotels, inspired by European-style bed & breakfasts. The concept quickly resonated—offering travelers a glimpse of local life while enabling homeowners to share their spaces and hospitality.
Media outlets across the country, including The New York Times, National Geographic Traveler, USA Today, Travel & Leisure, and the Virginian-Pilot, highlighted Guesthouses™ for its innovative approach to accommodations and authentic local service.
From the beginning, our guiding idea has remained the same: connect guests with distinctive places and genuine Charlottesville hospitality.
Quotes from the Archives
“It is not alway so important for a breakfast to be 'full' as it is to make it interesting: having fresh ingredients — fresh fruit, a fresh pot of coffee, and croissants or home-made muffins. The way breakfast is served is important: try to make it an elegant, fun way for the guests to start their day.” — October 25, 1985 Newsletter
“Guests especially appreciate: Real coffee (not instant) — a percolator is a small investment well worth the money... Besides, America is heavily into nutrition these days, and some regard soft white bread as a sin.” — Newsletter
“Sally Reger [founder] seeks homes with charm, uniqueness. Her clientele wants something more than a hotel.” — Richmond Times-Dispatch, 1980
A Note from Sally: “It has been my pleasure to bring together guests and hosts in the Charlottesville area since 1976. I am proud that Guesthouses is one of the originators of the current Bed & Breakfast concept in America.”