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Bourbon Trail Schoolhouse

Enjoy staying in a piece of history within this old one room schoolhouse converted to a two bedroom home. Sit out on the swing or by the firepit as you enjoy peaceful sounds of the country and the creek adjacent to the property. Located right on the Bourbon Trail with only a 5 min drive to Maker’s Mark, 17 min to Limestone, and 20 min to Log Still Distillery. Venture in to the city of Springfield to learn about Abe Lincoln and his parents, married in the courthouse, still being used to this day!

Historic 3900sqft PopeHouse! BRBN FunZone!Fishing!

Centrally located in downtown Springfield, this historic home has been revamped to provide you with all the entertainment that you need! 3900 sq. ft so you can bet that you’ll have plenty of space as a group! Makers Mark sits just 15 minutes away and the bourbon capital of the world, Bardstown, only 20! Want to explore more? Wild Turkey and 4 Roses sit only 30 minutes away and a day trip to Louisville or Lexington is only an hour! Don’t let the party stop after a day out on the bourbon trail!

Tower View Estate

A beautiful 3 bedroom 2 bathroom home located on a quiet country side in the heart of Kentucky. The home is centrally located on the bourbon trail, being 12 miles away from Makers Mark Distillery, Limestone Distillery, Kentucky Cooperage, Jesters Winery, Good Buddies Brewing. It is conveniently located 30 miles away from other distilleries located in Bardstown, Ky such as Jim Beam, Heaven Hill, and Four Roses. Come and enjoy the view while relaxing with family or sipping bourbon on the porch.

Bedford stone beauty

Welcome to our newly renovated 3-bedroom, 2-bath home nestled in the heart of Lebanon, KY. Guests rave about the thoughtful touches and attention to detail. Enjoy the warmth of a home that's been lovingly restored. Whether you're a first-time visitor or one of our cherished return guests, your comfort is our priority. 10% discount for stays of 7 nights or more. 15% discount for extended stays of 28 days or more. Experience Lebanon, KY, from the comfort of our beautifully renovated home.

Cozy home on Bourbon Trail, sleeps 6 upper level

Only need the upper level? No problem! Get comfortable at this spacious upper level (only) includes 3 bedrooms, 1 bathroom, open concept living room/ kitchen w/custom cabinets & granite countertops. This upper level has it's own entry in the front and back with a lockout from the lower level, for your safety and privacy the lower level will remain vacant during your stay. Large back yard, patio off kitchen with seating, parking for up to 2 cars. (No washer and dryer available)

Kentucky Dream on Main

This two-story Victorian abode is a dream getaway, was built in, and is located on the iconic Kentucky Bourbon Trail. With a total of 4 bedrooms, 2 bathrooms, Wi-Fi, and all amenities. This historic home resides right on Main Street in the heart of Springfield Kentucky. This home is perfect for anyone looking to experience historic Kentucky finery with a luxurious, modern design. Guest will be able to check themselves in with a lockbox where they will find a key.

Townview Farmhouse

Keep it simple at this peaceful and centrally-located home. Enjoy watching the cattle graze and the farm views while being only minutes from town and in the heart of the Bourbon Trail. Ample space for guests and a dedicated workspace make this the perfect spot for anyone. I will do my very best to accommodate early check-in or late check-out when my schedule allows. There is also plenty of parking available for extra vehicles or if you have a trailer, etc.

Romantic Bourbon Getaway • Hot Tub & Pet Friendly

Unwind in the heart of Bourbon Country at the Kentucky Barrel House — a romantic🫶 retreat for couples or a cozy base for 2–4 guests. After a day of distillery hopping, soak in the private hot tub🛁, gather by the fire pit🔥, and enjoy complimentary s’mores under Kentucky stars.🐶 Pet-friendly with a big fenced yard, this stay is full of charm. 🥃 Bonus: I’ll help craft your perfect Bourbon Trail itinerary 🤓 so you skip the guesswork and sip more fun.🥃

Peaceful in the Country

Welcome to the country! Bring the whole family, a group of friends, or just yourself! This great place has lots of room and is perfect for a restful getaway. Located close enough to town but in the country, in a peaceful setting. Large front deck to sit and relax or grill your dinner and eat on the covered porch. Located right in the middle of the Bourbon Trail! (We do have outside cats and one Australian Shepherd pup)