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

An outdoor seating area features wooden chairs arranged around a circular fire pit. A spacious deck is seen in the background, with a house constructed of stone and wood. The snowy ground and clear blue sky add a serene ambiance to the setting.

Home in Frankfort

4.98 out of 5 average rating, 53 reviews

MacAttie Acres

Country home at MacAttie Acres in central Kentucky is conveniently located on the Bourbon Trail and in the middle of horse country. Located only 2 miles south of Exit 53 on I-64. Relax on the deck and enjoy the view of the farm, the horses grazing in the pasture or take a hike to the creek. 10 miles to Wild Turkey Distillery, 12 miles to Four Roses Distillery, 13 miles to Buffalo Trace, 29 miles to Keeneland, 48 miles to Churchill Downs, Stabling and turnout available for horses. Come visit!

Superhost

Home in Finchville

4.91 out of 5 average rating, 114 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.

Guest favorite

Farm stay in Shelbyville

4.96 out of 5 average rating, 24 reviews

Trackside Inn

Welcome to the Trackside Inn 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 them go by. Located in the heart of the Bourbon Trail and local horse farms. Note this house is near train

Top guest favorite

A spacious veranda is showcased with wooden railing and seating areas. The view includes lush greenery and a glistening pool, inviting relaxation and connection with nature. Sunlight filters gently through the trees, creating a tranquil outdoor space.

Farm stay in Simpsonville

5 out of 5 average rating, 23 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 3 horses, 14 goats and 2 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. Ask me about boarding Horses.

Guest favorite

A spacious living area features large glass doors that open to scenic views of rolling pastures. Comfortable leather armchairs and a plush sofa provide seating, while a round coffee table and a decorative side table enhance the space. Natural light floods in, highlighting the wooden ceiling.

Barn in Louisville

5 out of 5 average rating, 13 reviews

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 morning walks to the chicken coop for fresh eggs for breakfast and a late afternoon soak in the hot tub or a cozy fireside conversation.

Top guest favorite

The interior features a streamlined design with a spacious seating area adorned with patterned cushions. Natural light enters through multiple windows, highlighting a well-appointed kitchenette and sleek cabinetry. Warm wooden accents complement the overall ambiance of the space.

Camper/RV in Crestwood

5 out of 5 average rating, 12 reviews

Airstream Farm Stay Getaway!

Enjoy some time away on a farm in a customized remodeled 1977 Airstream Sovereign! Top of the line details inside - a warm and cozy farm outside! Spend time with the horses, pigs, chickens and cats during your visit! Whether it is picking flowers in the garden or starting a fire in the solo stove! We have everything you need to reconnect to nature in Luxury! PLEASE TAKE NOTE! The toilet is a composting toilet. Special instruction for use in manual. EASY AND CLEAN TO USE.

Guest favorite

Bungalow in Shelbyville

5 out of 5 average rating, 10 reviews

Cozy cottage on beautiful farm with amazing views.

Welcome to Chickapoo Farm! The Coop is one of three homes available for rent within a 2 mile radius. This adorable little 2 bedroom, 1 bath cottage is located in Shelbyville, KY and is the perfect place to come relax, unwind, and get away from the hustle and bustle of city life. There is a hiking trail as well as a stocked pond on the property that our guests are welcome to enjoy. Fall back to a simpler time and feel the stress melt away at Chickapoo Farm in Shelbyville, KY.

Top guest favorite

An aerial view captures the sprawling 25+ acres of open farmland, featuring lush green fields under a bright blue sky with scattered clouds. Several buildings, including a barn and a private home, are visible, along with a parking area for multiple vehicles.

Home in Pleasureville

5 out of 5 average rating, 97 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.

Guest favorite

A winding walkway leads through a lush green landscape, flanked by tall trees. The pathway, lined with soft gravel, guides visitors toward a quaint cottage nestled among the foliage, inviting exploration of the serene outdoor environment.

Guesthouse in Shelbyville

4.97 out of 5 average rating, 108 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.

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, 57 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.

Top guest favorite

Cabin in Louisville

5 out of 5 average rating, 61 reviews

Historically Registered 1847 Log Home

Escape to the country while staying close to the city with this 2,600 square foot hand-hewn log home from 1847. Historically registered, recently remodeled, this property leaves you comfy and relaxed. Lounge on one of the 2 large decks and enjoy the sunset or sunrise. The over sized kitchen will make cooking a country dinner a breeze. Rinse the day away with a rainfall shower head in a custom tile shower and enjoy night with plush beds.

Top guest favorite

Home in Shelbyville

5 out of 5 average rating, 22 reviews

The Back 40

The Back 40...where rural charm meets the modern amenities you expect. Overlooking the Jeptha Creek and situated in a serene Kentucky cattle pasture, this piece of country gold is your gateway to Kentucky's lauded Bourbon Trail and the Saddlebred Capital of the World. The Back 40 is perfect for Bourbon Trail adventurers, those seeking a little retail therapy, or folks simply aiming to escape to a slower pace of life for just a spell.