Find and book unique accommodations on Airbnb
Guests agree: these stays are highly rated for location, cleanliness, and more.
Carriage House on the ParkEnjoy the tranquility of this NEW Upstairs Apartment (over 400 sq ft) suite, located across from Winchester's College Park. Executive amenities include heated bathroom floor tile, additional sink and vanity and large flat screen Roku Smart TV. Carriage house is located just steps from public gym and recreational center and historic downtown Winchester. Centrally located with easy access to Lexington, Paris, Versailles, Georgetown, Kentucky Horse Park, Natural Bridge and Red River Gorge.
Red River Gorge Duplex - Wifi - No cleaning feeWe'll have you feeling like a local in two days minimum and in a town so friendly you might just become one. Fully furnished duplex (SIDE B) minutes drive from the best Red River Gorge hiking trails, climbing, Miguel's, Natural Bridge State Park, The Gorge Underground, Callie's Lake, La Cabana & Kroger.
Cozy CottageSweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Double bed, kitchen, living room, dining all in one place. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.