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Bourbon Country 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!

One-Level Family Retreat | Game Room • King bed

Welcome to your Bourbon Trail stay -a cozy, welcoming home perfect for relaxing & enjoying everything Central Kentucky has to offer. This 3-bedroom home sleeps 6 & features a private heated & cooled game room just steps from the house—private bedrooms are perfect for spreading out & unwinding after a day out. Enjoy king & queen beds, cozy living spaces, & a coffee bar to start your mornings right. Perfect for visitors exploring the area, work stays, or spending time with loved ones nearby.

Bourbon Trail | Walk to Dine | Hot Tub * Fire Pit

Couples love the Kentucky Barrel House located on the Bourbon Trail. Walk Downtown for a steak dinner or shop. Hot tub, Fire pit. 10 Miles from Maker’s Mark, 3.2 Miles from Potter Jane Distilling, Limestone Branch Yellowstone Distillery 8 miles + many more including; Willett, Bardstown Bourbon, Heaven Hill, Jim Beam, James B. Beam, Lux Row. A few miles to Cornerstone Acres wedding venue, Lincoln Legacy Museum + golf. Free Itinerary, huge yard, privacy fence, pet friendly, equipped kitchen.

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)

Walk To Maker’s Mark | Wagon Wheel Barndominium

🏆 Voted one of the Top “5 Unique Stays in Marion County, Kentucky” – January 30, 2026. Welcome to the Wagon Wheel Barndominium, just a short walk to Maker’s Mark on the Bourbon Trail. If you’re looking to relax and kick back at a remote place on the Bourbon Trail with friends you’ve found your space! This unique rustic Barndominium on 8 acres along Hardins Creek sleeps 6 comfortably. Relax with multiple outdoor seating areas to enjoy creek views, Makers cropland, and wildlife.

*NEW* Secluded Cabin On Private Lake

Woodland Acres is located in the Heart of Kentucky, with spectacular views all around, year-round! Come enjoy this piece of heaven right on the Bourbon Trail! This unique and spacious hideaway has breathtaking views and is situated just 7 minutes from downtown Lebanon, KY. Enjoy a private lake and fishing dock, take a hike through the vegetation that surrounds you, or enjoy a cup of coffee on the wraparound porch. Ideal for leisure seekers, nature lovers, and families alike!

Cozy Cabin on the Bourbon Trail

Our place is close to the Bourbon Trail. You’ll love our cabin because of the warm interior and amazing outdoor space. Our place is good for couples, solo adventurers, business travelers, and families. This cabin located in the country on our 100 acre farm, but you are 3 miles from restaurants, groceries, pharmacies and shops. The location is also central to the distilleries: 15mi to Maker's Mark, 35mi to Jim Beam, 50mi to Woodford Reserve, Lexington, and Louisville

Sunny Side Up

Sunny Side Up is situated on the second floor of the Sunny Side Saloon, a historic building with a rich past. Originally serving as a Union Army Commissary during the Civil War, it later transformed into a cherished local establishment known as the Sunny Side Saloon. Here, JH Kearns once sold his own pre-prohibition whisky, often packaged in ceramic jugs. Located in downtown Lebanon, in the heart of Kentucky, Sunny Side stands proudly on the historic Bourbon Trail.

Guest Favorite | Bourbon Trail Bungalow

Welcome to your Bourbon Trail basecamp in Lebanon, Kentucky. Perfectly located near top distilleries, downtown dining, and local attractions. Whether you’re visiting for a weekend getaway, wedding, work assignment, or extended stay, this home is thoughtfully designed for comfort, convenience, and relaxation. Enjoy a peaceful residential setting that gives guests the perfect place to unwind after a day of exploring, attending local events, or working nearby.

Shepherd's Rest

Whether you’re following the Bourbon Trail, making a pilgrimage to Kentucky’s historic Catholic heartland or simply looking to enjoy the quiet beauty of the Kentucky countryside, Shepherd’s Rest lets you get away from it all keeping you close to your destination. Crafted from repurposed lumber, Shepherd’s Rest has the comforts of modern living with a feel that will take you back two hundred years and a view of the flock that gives Shepherd’s Rest its name.

Downtown Abode Your home away from home.

Our prices now include Air B&B service fee. No cleaning fee ,Beautiful home in downtown Lebanon a prime location for visiting many locations on the Bourbon Trail or the Lincoln Heritage Trail. We are 60 miles from Louisville or Lexington and only 15 miles from Historic Makers Mark Distilery. Several of our guests have stated the downtown abode is the best Airbnb they have ever stayed in. As a added bonus we have no cleaning fee

Spirit on Main

Welcome to Spirit on Main, located in Lebanon, the heart of Kentucky. Located on Main Street, in the middle of all of the local activities, Spirit on Main is prime location for visiting your favorite bourbon spots! Whether you are in town for a couple’s getaway, trip with friends or on business, Spirit on Main will be your home away from home in the beautiful small town of Lebanon.