Farmstay holiday rentals in Shelby County

On-Site Tastings | 32 Acre Estate | Shuffleboard

Four bedrooms named for the bottles: Pappy Van Winkle, Elijah Craig, Colonel E.H. Taylor, Jim Beam. - On-site bourbon tastings with your host, a certified Executive Bourbon Steward - A custom Bourbon Trail itinerary, built for your group - Outdoor bourbon bar in a rebuilt chicken coop, plus an indoor wet bar - Shuffleboard, bourbon Wall of Fame, barrel poker table - Horseshoes, cornhole, fire pit that seats 10, dining table that seats 20 - Four porches, a swing, and 32 acres of Kentucky pasture

Location · Family · Decor

The Farm cottage

Welcome home, this home is loving restored to its original beauty. Carefully furnished with period furniture from the past, but with today’s functionality! Beautiful ray harm lithographs of his famous birds throughout . Lg open concept family, dining and kitchen with great gathering space, overlooking big covered back porch and yard. Near historic downtown with in walking distance, shopping and dining! Near historic train that has been in service for over 100years ( sound machine available) .

Family · Location · Getting around

Luxury modern barn home on a Kentucky horse farm

One-of-a-kind Kentucky barn home nestled on 43 rolling acres. The modern design of this black barn is restful and sophisticated. Wake up and enjoy your coffee overlooking the pastures with all the modern amenities one would expect—2 King beds, 2 twins, 1 Bath with soaking tub and double walk in rain shower, full kitchen, & laundry. Enjoy beautiful mornings watching the sunrise with a hot cup of coffee in your hand on the porch. Soak in the hot tub or delight in a cozy fireside conversation

Value · Family · Hot tub

Farm studio, Buffalo trace distillery and more

Enjoy this conveniently located working farm after a day of hiking, visiting the local distillery's, fishing nearby Guist Lake or Keenland and Churchill downs. You can sit on the deck of the beautiful pond and enjoy the sunset or the moon, wonder the property and pet the horses, goats, dairy cows and calves. Enjoy the banter of the chickens wondering around, watch the milking of the dairy cows or the daily farm chores. Fresh milk and eggs available during your stay if desired. *no cleaning fee

Location · Kitchen · Sleep quality

Farm House - near Bourbon Trail & Pet Friendly

Late 1800's farm house on a 155 acre working family farm located in the heart of the Bourbon Trail. It is a unique experience to stay on our farm where we raise non-GMO corn that goes into producing bourbons here in Kentucky. The farm is rural and private, but convenient to Louisville, distilleries and many other local attractions. We are located only 10 minutes from the Gene Snyder Freeway in Louisville and 10 minutes from the Outlet Shops of the Bluegrass and 15 minutes from Shelbyville.

Value · Location · Nearby

Spacious suite, pool table, fire pit, country view

Escape to the tranquility of the countryside at Marshalls Creekside Haven. Our lower-level walkout guest suite, with own driveway and entrance, offers the perfect retreat, providing comfort and relaxation. Enjoy the warm glow of the fire pit or sway gently on the porch swing, taking in the breathtaking country views that surround you. Indoors enjoy a game of pool, darts or board games. Convenient to bourbon trail, wineries and quaint towns. Cell service is AT&T. Wi-Fi provided by Starlink.

Value · Location · Getting around

Cabin with spectacular views, creek, & hot tub

Located on beautiful Brashears Creek in the heart of Bourbon Country, this loft style cedar cabin makes a great central location to visit some local distilleries and wineries. It is also a great place to stay for anyone who might be in the area for a horse show or interested in antique shopping along Shelbyville's historical Main Street. My personal favorite thing to do at the cabin is enjoy the creek. The water level fluctuates significantly depending on the amount of rainfall received.

Location · Family · View

The Bourbon Coop

The Bourbon Coop is arguably the best situated location on the Bourbon Trail! It is a convenient walk or golf cart ride to Whiskey Thief distillery across the street. Situated a quarter of a mile off interstate 64, in between Louisville and Lexington, with a 15 minute drive into the city of Frankfort. The cabin is located on a beautiful, scenic plot of land, shared by the friendly hosts, chickens, ducks and a couple of goats. This is a comfortable, quiet and quaint country experience!

Location · Family · Long stay

4BR Farm~Bourbon Trail~private heated pool~horses

Sabre Hill Farm house rental is the perfect place to immerse yourself in the relaxing sounds of nature. On the 25 acres you will find all the comforts of home on a farm with horses, goats and mules. It is ideally positioned as home base for both indoor & outdoor activities including Derby & Horse Events, group gatherings &/or bourbon tours. Between activities unwind on the veranda or pool overlooking the horse paddocks. Saltwater Pool May thru Oct. heated 85*. Wifi is NOT fast here

Location · Family · Outdoor spaces

Lakefront Horse Farm | Sleeps 12 | Bourbon Trail

Experience Kentucky horse country from your own private lakefront retreat. Nestled on a working Thoroughbred farm and sleeping up to 12 guests, this spacious home is perfect for Bourbon Trail weekends, family gatherings, golf trips, and peaceful escapes in the Bluegrass. Conveniently located between Louisville, Lexington, and Frankfort. Relax on the porch bed swing, gather around the fire pit, or enjoy air hockey, foosball, cornhole, bucket golf, and a basketball shootout.

Family · Value · Cleanliness

Cottage of Eden. Bourbon Trail Stay in Shelby Co.

Listen to the birds sing as the walkway guides you to your quaint cottage getaway. Take in nature, as you’re surrounded by trees, near our sweet chicken coop and a creek down from the deck - all while only 10min from town. Special touches were added of Kentucky Derby photos, books, kitchenware, Bourbon Trail glasses and bourbon barrel heads with local distilleries. The dining table top is even made of wood from Shelby County’s own Bulleit Distilling Company.

Value · Location · Getting around

Clean guest house w/ donkeys on the bourbon trail

Join us at Celebration Acres in beautiful #Shelbyville. Centrally located between #Louisville & #Lexington, this private unit on our donkey farm is your refuge as you #explore #bourbon country. 5 min to Bulleit & 20-25 to Jeptha Creed & Buffalo Trace. Here for #horses? We're close to Lakeside Arena, Kentucky Horse Park & Churchill Downs. Sorry, no kids over 2 yo #VisitShelbyKY #bourbontrail #farm #travelky #Kentucky #rental #vacation #love #travel #insta

Location · Family · View