Holiday rentals with outdoor seating in Clark County

Comfortable Bluegrass Living

You will love the location with easy access to I-64, I-75, & the Mtn Parkway. Winchester offers several locally owned small businesses & restaurants. Plus several coffee shops. Legacy Park is a 5 min walk & Community Park a 2 min walk. Several local fitness centers including College Park Gym with its inside walking trail & basement pool. Planet Fitness is close by too. Lexington is 14 minutes away, where you find local favorite Hamburg area shopping, dining & entertainment venues. High speed ATT

LenMar Farm Country Stay near Lexington KY

Farm stay in the heart of the Kentucky Bluegrass 20 min from the KY Horse Park and downtown Lexington. 30min to Keeneland. 45min to Red River Gorge. Quiet, private walk out basement apt. with 2 bedrooms, great room, fooseball and butlers pantry w/ coffeemaker, small refrigerator, microwave, and kitchen basics. Space is not shared. Eat indoors or out, fire pit and horses/cattle out back. Up to 2 well-behaved dogs with pre-approval from hosts. Dogs can’t be left alone. 2 night min, 10 night max.

Country Refuge @ The Right Angle *Remote *Hot Tub

Behold peaceful country living, a secluded homestead, where modern comfort meets rustic charm. Tucked away on a narrow country road, this remote sanctuary offers true escape. Wander our private trail, curl up with a book by the fireplace, immerse & reinvigorate in the hot tub or gather around a crackling fire under a blanket of stars. Wonderfully secluded, just 15 min from town, located between the adventures of RRG & Lex, offering the perfect blend of isolation & accessibility. No cleaning fee.

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

The Winchester 2

Nice updated home , ( Pool Table / Basketball Goal/ Board Games) with all new furniture and lots of space for the whole family, lots of space to relax with 4 bdrms , large living room , big deck , patio. Only about 20 minutes from Lexington's premier shopping and dining. 30 minutes from one of the nations most visited state parks ( Red River Gorge- Natural Bridge). Your family will be close to everything when you stay at this centrally-located place. Walking distance from Legacy Park.

Family Farm Winchester/Lexington 20 min.*Game Room

Franklin Ridge Farm 5 minutes to DT Winchester Lexington 20min. Easy access 5min. I64; 15min. I75 / I64 Discounts Weekdays in July 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 beginning of Scenic Rt.15 *All guests must be registered to see price of your stay before booking

The Stepping Stone Ranch

Cozy little mobile home located on a very beautiful horse farm (we welcome you to book a trail ride while you stay, just write in advance so we can get it booked as we do sometimes fill up)! We also have farm tours available where you can meet our cows, pigs, and baby/mama horses, just write me if interested. Terrific location, only 15 minutes from Lexington, with many other outdoor activities in the area as well. Also very close to multiple awesome restaurants with fun atmospheres.

Riverview 2 … enjoy the 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.

Carriage House Gardenside

Privacy and Convenience are yours when you stay at the Carriage House Gardenside. Located in historic Winchester, Carriage House Gardenside offers easy access to Lexington, the Kentucky Horse Park, Keeneland Race Course, the Bourbon Trail and Red River Gorge. Situated across from College Park and steps away from Winchester's public gym (indoor swimming pool and fitness center). Space features a king sized bed, large TV, coffee bar, devoted work space and full bath.

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.

Our Cottage is a perfect retreat for adults only

Boone Creek Cottage is a private home for adults only 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