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Hillside Haven

Available August 9. Your entire group will enjoy the country charm while only being minutes from Downtown Frankfort, distilleries, wineries, food, shopping, thrifting (New Leash On Life Thrift Store) owned by our local humane society is the best. Quick access to local parks, golfing and history. Guests will also have access to our private 3 acre lake for fishing, paddle boating, kayaking, playing fetch with your favorite water dog(s), you can also enjoy feeding the chickens and so much more.

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.

Lake Escape | Fire Pit, Fishing & Bourbon Trail

Home is located on Guist Creek Lake in Shelbyville, KY. Enjoy time spent with family & friends in our beautiful open kitchen, living/ dining room floor plan. The master bedroom features a queen size bed, large closet space and a full bath. Guest Room/Office offers a private area with twin fold out convertible couch to bed. Enjoy beautiful views of lake from our covered deck, or stroll to the back of the property and down the stairs to enjoy a shaded view of the lake. Don’t forget your kayaks!

Luxury estate on 54 rolling acres and two lakes

This unique getaway offers luxury and beauty. Stunning antebellum home with modern amenities set on a picturesque 54 acres of rolling hills, in the heart of the saddlebred capital of the world. Two lakes on a private gated property on the Bourbon trail. Located 30 mins from Churchill Downs, 40 mins to Lexington horse farms, 30 minutes from Louisville and 10 to 20 mins to the famed bourbon distilleries. Wander arounf the property, Sip bourbon on the patio or the balcony or have a BBQ.

The Rec Farm-Log Cabin, Private Lake & Arcade

Previously one of Shelbyville’s favorite with 4.95 rating and 80+ reviews — now refreshed under new ownership, same great experience! The Rec Farm—a private 13 acre pet friendly retreat with a renovated log cabin, serene lake views, hot tub, campsite and game-packed Rec Barn featuring ping pong, ski ball, and more. This hidden retreat combines rustic charm and modern comfort just minutes from I-64. Perfect for families, friends, and bourbon explorers looking to relax, reconnect, and unwind.

The Lavender bedroom with queen poster bed.

Elegant 3 story mansion located on 8 acres off a quiet paved farm road. We offer 3 unique and beautifully decorated bedrooms. Please click on each listing for their descriptions and pictures. Colorfully landscaped, surrounded by mature trees with a 1/2 acre stocked pond. Ample parking with easy highway access to Churchill Downs, bluegrass horse country, the Outlet Mall of the Bluegrass, the Bourbon Trail, sports arenas, convention centers, Kentucky State Fairgrounds, and downtown attractions.

Bourbon Trail Estate

Kick back and relax in this calm, stylish space. Whether it’s a bourbon trail trip ; we’re only 2 miles from Bulleit distillery or a family getaway to enjoy a little slice of heaven . 24 acres of breathtaking views where you can enjoy your morning coffee or bourbon sipping at night on the deck overlooking the pond and the creek . Take a relaxing dip in the hot tub after enjoying a game of cornhole , spike ball , kayaking or fishing and of course relaxing around the fire pit is always a win .

Bourbon Trail Retreat | Game Room, Fire Pit & Pond

This beautiful 3250 sf log cabin is perfectly situated in the heart of the Bluegrass State, ready to be your base for all things Kentucky. Bourbon, horses, antiques, The Creation Museum, The Ark Encounter, Churchill Downs and so much more are all within a short drive. Or, who wants to go anywhere when you and your companions have all you need to spend quality time together on our 20 acre getaway. Walk the trails, enjoy the firepit or the deck overlooking the pond, lawn games and more.

Sky Blue Ensuite has a King bed & balcony.

Elegant 3 story mansion located on 8 acres off a quiet paved farm road. We offer 3 unique and beautifully decorated bedrooms. Please click on each separate listing for their descriptions and pictures. Colorfully landscaped, surrounded by mature trees with a 1/2 acre stocked pond. Ample parking with easy highway access to Churchill Downs, bluegrass horse country, the Outlet Mall of the Bluegrass, the Bourbon Trail, convention centers, Kentucky State Fairgrounds, and downtown attractions.

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.

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.

Historic Briar Rose Estate | Sleeps 16 |

Briar Rose Estate: An Opulent Getaway in the Heart of Shelbyville, KY Welcome to Briar Rose Estate, where luxury, serenity, and timeless beauty converge. Nestled on 50 acres of Kentucky’s rolling green hills, our meticulously restored estate offers a peaceful escape from the ordinary. Whether you're seeking a relaxing retreat, a cozy family getaway, or a special place to celebrate life's moments, Briar Rose Estate provides the ideal backdrop for unforgettable memories.