Farmstay vacation rentals in Shelby County

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Top-rated farmstay rentals in Shelby County

Guests agree: these farmstay rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A cozy in-law suite features a queen bed with soft linens and pillows. A compact dining table with two chairs sits adjacent to the sleeping area. The kitchenette includes essential appliances, with light streaming in through a nearby window enhancing the warm tones of the walls.

Apartment in Shelbyville

5 out of 5 average rating, 9 reviews

Private Farm studio apartment on the bourbon trail

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

Guest favorite

A charming cabin exterior is featured, showcasing a stone chimney and wooden deck. The deck is surrounded by a low wooden fence, and birds are seen flying overhead against a serene backdrop of trees and grassy areas.

Home in Finchville

4.92 out of 5 average rating, 118 reviews

Thoroughbred Horse Farm Cabin-located on Lamb Lake

Beautiful cabin located on a working horse farm just miles from Louisville, Frankfort and Lexington! Take in the farm scenery from our porch bed swing, or large patio with fire pit. Play a round of Air hockey, foosball, basketball shootout, corn hole, or bucket golf during your stay! Several Bourbon Distilleries are within a 30 minute drive of the property. The Cabin is 4 miles from the Outlet Shoppes of the Bluegrass, 15 miles from Taylorsville Lake, and 13 miles from Valhalla Golf Course.

Top guest favorite

An outdoor entryway is shown with a wooden deck leading to a white door. Two white chairs sit on the porch, surrounded by planters filled with colorful flowers. A grassy area extends beyond the steps, featuring a pool in the background.

Farm stay in Shelbyville

5 out of 5 average rating, 36 reviews

Private & clean entire unit on the bourbon trail!

Don't just visit Kentucky, experience it! Join us at Celebration Acres in beautiful Shelbyville. Centrally located between Louisville & Lexington, this private unit is your refuge as you explore bourbon country. We're 5 min from Bulleit & under 20 miles to Jeptha Creed & Buffalo Trace. Here for horses? We're close to Kentucky Horse Park & Churchill Downs. #VisitShelbyKY #bourbon #bourbontrail #Shelbyville #Louisville #Lexington #horses #farm #travelky #Kentucky #rental #vacation #travelnurse

Guest favorite

A charming pink house features a welcoming front porch adorned with decorative trim. Seating arrangements are provided on the porch alongside a warm autumnal display of yellow chrysanthemums. The house is complemented by green shutters and a gray rooftop, blending historic details with country charm.

Farm stay in Shelbyville

4.96 out of 5 average rating, 27 reviews

The Farm cottage

Welcome to the Farm , Walk through the front door and be transported to the 1880s. The home has been restored to its country charm. With three bedrooms and a sleeping loft there is plenty of room for the whole family. A large covered porch on the back of the house let you relax and unwind from your day‘s travels. Or if you enjoy trains you can sit on the front porch and watch the train go by, in the heart of the Bourbon Trail and local horse farms. Walking distance to downtown shelbyville

Top guest favorite

The exterior of Sabre Hill Farm is captured, showcasing a multi-story, dark blue and wooden house surrounded by greenery. A gated entrance leads to a tree-lined driveway. A sign with the farm's name and address is prominently displayed in the foreground.

Farm stay in Simpsonville

5 out of 5 average rating, 40 reviews

4BR Farm~Bourbon Trail~private 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. Pool includes May thru Oct. Horse boarding and arena use options.

Top guest favorite

A vibrant sunset casts pink and orange hues across the sky, framed by trees in the foreground. A grassy lawn extends into the background, with a rustic shed visible among the trees, offering a serene countryside view.

Guest suite in Shelbyville

4.98 out of 5 average rating, 63 reviews

Spacious suite, country views, pool table, firepit

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.

Superhost

A circular fire pit area is surrounded by six blue Adirondack chairs, positioned on a green lawn. The cabin, featuring a green metal roof and wooden exterior, is visible in the background among tall trees and open space.

Cabin in Shelbyville

4.93 out of 5 average rating, 101 reviews

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.

Top guest favorite

A modern cabin exterior features a welcoming front porch with wooden railings and chairs arranged for relaxation. Steps lead from a gravel path to the entrance. The building's dark exterior contrasts with the clear blue sky and grassy landscape surrounding it.

Cabin in Frankfort

4.99 out of 5 average rating, 77 reviews

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!

Top guest favorite

A charming single-story home features red brick and white siding, enhanced by festive bunting along the porch. Lush green grass surrounds the exterior, and large trees provide shade in the background, contributing to a tranquil rural setting.

Home in Pleasureville

4.99 out of 5 average rating, 101 reviews

Pleasureville - The name says it ALL

This location is a Pleasure! Cozy Kentucky home off the beaten path, but close to attractions. Imagine after a full day on the bourbon trail enjoying your own piece of Kentucky with a drink in your hand. Access to 25+ acres of beautiful farmland and super clean, fully stocked private home. Close to the Outlet Shoppes of the Bluegrass making it a perfect ladies weekend get away. Additional meeting/event space available in the renovated on site barn. Reminder No Pets allowed.

Top guest favorite

A comfortable living area features a neutral-colored sofa and a wooden coffee table. A ceiling fan hangs above, while a television is mounted on the wall above a decorative fireplace. Natural light enters through two windows, complemented by rustic wall accents.

Guesthouse in Shelbyville

4.97 out of 5 average rating, 117 reviews

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 that flows 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.

Guest favorite

A lively pub area is highlighted by colorful lights reflecting off the dark wood floor. Bar stools form a seating arrangement around the counter, complemented by a large screen displaying content. Windows allow natural light to filter in, contributing to the welcoming ambiance.

Home in Shelbyville

4.95 out of 5 average rating, 74 reviews

B on the Bourbon Trail with pub, pool and hot tub

Discover Kentucky's Finest - B on the Bourbon Trail. With a saltwater pool, hot tub, fire pit, and Pub B, this historic colonial estate on 3 acres is near over 30 renowned distilleries, 35 minutes from the iconic Churchill Downs, and just an hour away from the prestigious Keeneland racecourse, B On The Bourbon Trail offers unparalleled access to Kentucky's most treasured attractions and promises an unforgettable experience in the heart of Kentucky's bourbon country.

Top guest favorite

A charming log home is featured under a bright blue sky, with a porch adorned by potted plants. The structure has a mix of wooden and stone elements, showcasing large windows and a welcoming entrance. Green grass and landscaping surround the home, enhancing the peaceful rural setting.

Farm stay in Bagdad

5 out of 5 average rating, 59 reviews

Kentucky Bourbon Log Cabin

Are you ready to get away from it all? Experience KY Country Living right on the Bourbon Trail! Our beautiful log home on a working farm is a perfect retreat! Featuring exposed logs, vaulted ceilings, fully equipped kitchen, large outdoor areas, fire pit, gas grill, game room with pool table and hot tub. This is a working farm with horse, cattle, and amazing views!! Close to several distilleries, local restaurants, horse farms, orchards and more.