Vacation rentals with a hot tub in Shelby County

~Bourbon Trail~Hot Tub~Ping Pong/Pool Table~Derby~

Welcome to Bourbon Barrel Escape, where you can enjoy all that the Bourbon Trail has to offer in our centrally located home! Our fully furnished home features an open living space, a game room with a pool and ping pong table and a hot tub. During the day, enjoy the Bourbon charm of Shelbyville, home of 2 distilleries and within one hour of 30+ more. You can also visit the famous KY horse race tracks, enjoy a round of golf, spend time fishing on the lake, or exploring the gorgeous surroundings!

Bourbon Trail*Hot Tub*Sauna*Mini Golf*WiFi*EVSE

Welcome to The BarrelWoods, the perfect retreat in the heart of the Bourbon Trail. This newly built home blends modern luxury with rustic charm, featuring designer touches throughout.Relax by the outdoor firepit, soak in the hot tub, or rejuvenate in the barrel sauna.Enjoy mini golf, archery, disc golf, and a game room with air hockey, shuffleboard, and more.Ideally located near iconic distilleries, fine dining, and scenic parks, The BarrelWoods is the ultimate base for an unforgettable getaway.

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!

Miles Around KY Cottage-Hot Tub

Welcome to The Miles Around Kentucky Cottage! Relax and rejuvenate in our cozy cottage nestled in a private area yet still close to stores, restaurants and many tourist attractions including 1.5 miles to the Bluegrass Outlet Mall. Only one mile from small town businesses including Little Mount Lavender, Brick and Mortar Coffee, Weathered Oak, The Lovely Fig, Dos Mundos and El Nopal. 25 miles to Buffalo Trace and downtown Louisville attractions. Centrally located to Louisville & Lexington.

Speakeasy|Hot Tub|Theater|Pickle Ball|Sleeps 20

Experience luxury at Oak & Ember Estate—an elegant 8-bedroom retreat (20 guest maximum) in the heart of bourbon country. This estate is situated on 5 private acres featuring designer rooms, private theater, hidden speakeasy, hot tub, and dual living spaces. Perfect for bourbon enthusiasts, families, and discerning travelers. Ideal location for distillery tours with exceptional entertainment spaces and thoughtful luxury touches throughout. Your unforgettable Kentucky experience awaits!

Maple's Place - *charm*country*hot tub*bourbontour

Maples Place Built in 1890 and meticulously remodeled down to the studs, Maple's Place combines historic charm with modern amenities. The house has all-new HVAC, electrical, plumbing, roofing, and siding. The home features three beautifully decorated bedrooms, two full bathrooms, and one half-bath. The master bath is a haven of luxury with a walk-in shower and a soaking tub. Each room is thoughtfully designed. Outside, enjoy a spacious deck and pergola, complete with an 8-person hot tub.

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tu

Step into the gorgeous and unique Shelbyville 3BR, 3Bath home, offering a perfect base for everyone coming to see the exciting saddle-horse farms, horse shows, or stopping by along the Bourbon Trail. If all Shelbyville attractions aren't enough for you, the private, in-house art gallery featuring the artwork of renowned local artists will leave you mesmerized. ✔ 3 Comfortable Bedrooms ✔ Private Art Gallery ✔ Gourmet Kitchen ✔ Backyard ✔Smart TVs ✔High-Speed Wi-Fi Learn more below!

Pool is Open! + Hot Tub, 10 min to Bulleit

Escape to our serene haven nestled in the heart of the Kentucky Bourbon Trail. This inviting property offers the perfect home base for your bourbon tasting adventures. The Bourbon Bungalow is located in a rural/residential area across the street from Guist Creek Lake in the charming town of Shelbyville. We are midway between Louisville and Lexington and perfectly situated for visits to a plethora of distilleries.

Pool*HOT TUB*Bourbon Trail

Are you looking for location? Look no further! This stunning home has everything your group could want! Centrally located with easy access to Louisville, Frankfort, Lexington, & so much more! In the summer the pool will be refreshing & all year long the hot tub will serve as a treat after a long day exploring! Let's not forget about the incredible game room with shuffleboard and pool table!