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Artist’s Loft 2Bdr Winchester ky near Lexington

This stylish place is perfect for your visit to Central Kentucky. Located on I-64, it is a half an hour to the Horse Park, downtown Lexington, and red river gorge. Located above an Italian restaurant, so you can easily get good eats for your stay (beware you do hear the hum of the exhaust fan). Both bedrooms have king size temperpedic mattresses. This 1890’s building has been lovingly restored to preserve many original features and character. We invite you to support Winchester’s renewed life!

Creekside Home on Boone Creek in Lexington Ky.

This spectacular contemporary architectural gem located in the historic Hunt country of Central Kentucky is one of the few houses on the banks of Boone Creek, with world class trout fishing just steps away. The House is managed by Boone Creek Anglers Club, guests become short term members of this exclusive club which not only offers shuttle service to its other put in locations but guide service, and gear rentals to this incredible fishery. The house offers abundant creek side patios and views

Serene Country Refuge at The Right Angle * Remote

Discover peaceful country living, a secluded homestead retreat where modern comforts meet rustic charm. Tucked away on a narrow country road, this remote sanctuary offers a true escape. Wander our private trail, curl up with a book from our custom library, or gather around the crackling fire under a blanket of stars. Though wonderfully secluded, just 15 min from town, located between the adventures of RR Gorge and the culture of Lex, offering the perfect blend of isolation and accessibility.

Rustic Mt. Sterling Cabin2 Near Downtown • Pets OK

Rustic Mt. Sterling Cabin 2 Near Downtown • Pets OK ★☆ ABOUT THIS SPACE ☆★ Tucked away in the rolling hills of Mt. Sterling, this rustic cabin offers the perfect blend of country charm and modern comfort. Just a short drive from the historic downtown district, you’ll have easy access to local shops, dining, and small-town charm—then come home to peace and quiet. Inside, unwind with a movie on the 55" smart TV, play a round of cards, or cook up something hearty in the fully equipped kitchen.

Horse Country Hideaway

"Welcome to our charming retreat in the heart of Winchester, Kentucky! Nestled in a quiet neighborhood, our cozy haven offers the perfect blend of comfort and local charm. Explore the Bluegrass State's scenic beauty, horse farms, and historic sites, all within easy reach. Dedicated work space for those who travel on duty! Relax and unwind in our thoughtfully designed space, complete with "plush beds, Sleeping couch, baby bassinet for new parents" , fully equipped kitchen," . WELCOME!

Hanna’s 1,400 SQ FT Downtown Royal Retreat Loft

1400 SQ.Ft in DT Winchester, KY. 1 bedroom 2 queen beds with 1.5 bathroom and laundry amenities . - experience luxurious living at an affordable price!!! -across the street from historical Courthouse -with Molder and Brand new furnishings and amenities to make this special aboard feel like home -Two Queen beds -two big TVs -Two new custom reclining couches, good for additional sleeping space -Private entrance+ample parking in the rear. Have fun at this unique and stylish place

The River House Floor 2 Getaway, w/a river view.

Enjoy the spectacular views of the Kentucky River from this second-floor studio. Located within an easy walk of hiking trails and dining. Visit the Waterfront Grill or Hall’s on the River. A tasting at the winery just a few minutes away will sweeten your stay. For more play, kayak rental is nearby. This property is nestled on the riverbank. You will encounter bugs if you are enjoying the outdoors. We have regular exterminations, but an occasional cob web is to be expected.

Peacock Ranch House - Lexington and Winchester

Tradition and relaxation awaits you at the peaceful and inspiring BASIN SPRINGS HOUSE. Situated in a private storybook country setting between Lexington and Winchester, Kentucky on a five-acre lot, this three-bedroom, three bath property is an open space concept and a true gem for a family get away. You’re most valued corporate clients will also be thrilled to depart from the mundane hotel experience and enjoy this lovely home away from home, both short term or long term.

Historic Cabin - Farm - Near RRG, Lex, local music

Join Laura, the founder of Laura's Lean Beef, Laura's Mercantile and Regeneration Distilling Co., at her farm at the edge of the bluegrass. The entire 1200 acres are open to guests, with easy access to the Red River Gorge, Winchester and Lexington. See farm animals and organic crops such as hemp, check out the aging barn for whiskey, while staying in an 18th century cabin updated with granite countertops, new beds and mattresses, modern bathrooms, and solar panels.

Family Farm Winchester/Lexington 20 min.*Game Room

Franklin Ridge Farm is 5 minutes to DT Winchester close to Lexington 5min. I64; 15min. I75 / I 64 Centrally located: Eateries & Historical Sites Lexington 20min State Parks Meadow Green Music Park 20min Keeneland 30.4mi. Kentucky Horse Park 30min Red River Gorge 35min Ark Encounter 45min Creation Museum 1hr 30min ~Home is surrounded by our family farm EST 1803 beginning of Scenic Rt.15 *All guests must be registered to see price of your stay before booking

The Winchester Retreat

Welcome to the Winchester Retreat! We are located right off of I-64 in Winchester, just 30 minutes from both Lexington and the Red River Gorge. We're right down the street from Winchester's downtown, boasting restaurants, breweries, and shops. Pet friendly!! Come spend an evening by the fire pit and whip up a great dinner using our fully equipped kitchen or charcoal grill. We're also close to Legacy Grove Park, complete with a walking trail and dog park.

Cozy cottage nestled in scenic Bluegrass country

Boone Creek Cottage is a private home located on a scenic byway in the heart of the Bluegrass Region. We are close to Boone Creek, Raven Run Nature Sanctuary, 2 restaurants on the Kentucky River, and 3 wineries yet only 15 minutes from downtown Lexington. We are conveniently located about 3.3 miles from I-75 with easy access to the Bourbon Trail, the Kentucky Horse Park, and other Central Kentucky attractions. IG account: boonecreekcottage