Holiday rentals with a patio in Shelby County

Cozy Studio Loft Cabin in the Woods Louisville, KY

Experience the Best of Both Worlds: Extreme Country Living within Louisville City Limits. Just a stone's throw from the city's hustle and bustle, yet surrounded by the tranquility of nature, this is the perfect home for anyone looking to have it all. Just 3 miles from Kroger grocery, bank, restaurants and a liquor store. Just 20 minutes from Downtown, Mohammad Ali Airport (SDF), Fairgrounds, Valhalla Golf Course, the infamous Bourbon Trails and many other famous sites in the Louisville area.

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.

Bluegrass Bourbon Lodge Bourbon Trail/Lake/HotTub

Unwind and explore bourbon country in style at our luxurious log cabin retreat! Escape the ordinary and immerse yourself in the beauty of Kentucky at our stunning log cabin home situated on 5.2 acres...just a few miles away from Taylorsville Lake Marina and centrally located on Kentucky's Bourbon Trail! That's right! Our cabin sits nestled in the heart of Kentucky's famed bourbon trail; your launchpad for immersive distillery tours, craft tastings and Derby festivities just to name a few!

Bourbon by the Lake

Peaceful, Beautiful 4 bedroom, 2 bathroom house sitting on Guist Creek Lake in Shelbyville, KY located very close to the Bulleit Bourbon Distillery. Lake view from two of the four bedrooms. Perfect for bird watching. Guist Creek Lake is a great kayaking and fishing lake. Patio off the main living room with patio table and chairs. Two comfortable living room spaces with smart TVs, games, and books. Beautiful sunroom overlooking the lake. Nice patio space. Lake access with boat dock.

Stylish House Near Lou Lex | Hot Tub | Games

Nestled in the heart of Kentucky’s Bourbon Trail, our spacious farmhouse is the perfect sanctuary for large groups to relax. Enjoy stunning sunrises from the front porch, soak in the hot tub, and make memories in the game room. Conveniently located just a short drive from the Bourbon Trail, this home sits in the serene countryside between Louisville and Lexington, offering the perfect blend of convenience and Southern charm. Book For Lasting Memories Bagdad—See Details Below!

The Yellow House @ Floydsburg

This Historic Home sits on 2.5 acres of a gorgeous park like setting in a convenient location! Your travel group will be comfortable in this spacious and unique property. Perfect for family vacations or guests coming in town for weddings as this property is close to many different wedding venues in the area, including Duncan Memorial Chapel, Bradshaw Duncan House, & Yew Dell Gardens, and only 25 minutes to downtown Louisville. Come relax & enjoy your Home Away from Home!

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.

NEW - Hot Tub, Fully Loaded, 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.

Country Retreat on Bourbon Trail - Fire Pit - King

Surrounded by farmland, but close to Louisville, Frankfort, distilleries, and shopping! Start your morning on the front porch with a cup of coffee or tea and watch the horses across the way. Hop over to Louisville for the day, and afterwards, your tranquil country oasis awaits! Grill out and chill by the fire pit. Do some star gazing. Or just enjoy the peace of Kentucky’s countryside.