Holiday rentals with outdoor seating in Clark County

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.

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.

Carriage House on the Park

Enjoy the tranquility of this 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.

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.

Unique Stay - 1907 Log Cabin Near Kentucky River

Kirkland Cabin - Stay in a 1907 Log Cabin Perched on the Palisades of The Kentucky River in Lexington. * 2022 Updated Kitchen * King Bedroom and fun loft offering 2 single beds (ladder access) & 1 full bath. This is a cabin built in 1907 & has the character to prove it. Unplug with games or utilize High-speed WiFi. This cabin is 1 mile from I-75 & 15 minutes to downtown Lexington. Enjoy dinner < 1 mile away at Proud Marys BBQ w/ Live music (seasonal)

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)! Terrific location, only 15 minutes from Lexington, with many other outdoor activities in the area as well (ziplining, kayaking, Fort Booneborough). Also very close to multiple awesome restaurants with fun atmospheres (Proud Mary, Boonedogs, Halls on the River, etc.)

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