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The Barrel Proof Bungalow

This stylish 3 bedroom 2 bathroom home on the "Kentucky Bourbon Trail" has been a labor of love and full remodel down to the studs. The Barrel Strength Bungalow is centrally located between Interstate 65 (Jim Beam) and Bardstown's city center. A unique outdoor living space with one of a few hot tubs in Bardstown area Airbnb's. Also offers a firepit, outdoor grill and patio area. More than 15 distilleries within an hour's drive and approximately 30-35m to Downtown Louisville and Churchill Downs.

The Bourbon Charm Homestay BourbonTrail Derby PGA

This cozy 3 bedroom house is located only 7 minutes from downtown Bardstown along the Bourbon Trail! Our residence includes three bedrooms (one king size and two queen size beds), a private patio with a grill, a large living room with a huge sectional sofa, and a fully stocked kitchen. We also include a guidebook full of suggestions if you decide you want to go out! We look forward to hosting you while you explore the Bourbon Trail and our unique small town of Bardstown! Smoke-free residence

Bourbon Cabin - Speakeasy/HotTub/Arcade/Derby

🏡 Bourbon Trail Hideaway – A spacious 5BR, 3.5BA log cabin on 6 private acres, just 9 mins from Jim Beam! 🍂 Blending rustic charm with modern comforts, this retreat features a Brand NEW speakeasy lounge, hot tub, fire pit, wraparound decks, arcade games, and a well-stocked kitchen. Enjoy breathtaking sunsets, fast WiFi, plush seating, Smart TVs, and a cozy ambiance, plus luxurious beds, spa-like bath, and plenty of space to relax or entertain. Perfect for groups, couples & bourbon lovers! 🥃✨

Bourbon Trail Retreat | 21 Acres Near Louisville

NEW LISTING! Experience Kentucky and the Bourbon Trail at this private 21-acre retreat! Sleeps 12 with 3 bedrooms + a bonus sleeping area with attached full bathroom. Enjoy a private fishing pond (KY fishing license required, catch & release only), fire pit, spacious deck for dining and relaxing, & exploring. Bordering 1,000 acres of Camp Crooked Creek with easy access to the Bourbon Trail, Bernheim Forest, Elizabethtown, Bardstown, and Louisville attractions, it is in the perfect location!

Pickleball*Hot Tub*Pool*Bourbon Trail*Sleeps 16!

Welcome to the Cabin at Rams Run! This newly renovated 5-bed, 5 full-bath cozy cabin is the perfect resort for adult trips and families alike. Situated on top of a ridge just above the James B. Beam Distillery, the cabin is in a perfect location directly between the culture and attractions of Louisville, and the distilleries of Bardstown--the bourbon capital of the world! After touring the Kentucky countryside, enjoy the hot tub, game room with pool table, or the indoor pickleball court!

The Retreat on Whitetail Pond

The Retreat is a stylish, private getaway tucked in the woods right in the heart of bourbon country. Enjoy the peaceful sounds of nature while relaxing on the deck overlooking the pond. Perfect after a long day of sightseeing or touring the nearby distilleries. 3 bedrooms, each with a private bathroom, offer plenty of space for up to 6 adults. The Retreat is located only 30 minutes from Louisville or Elizabethtown, and 12 minutes from downtown Bardstown, the bourbon capital of the world.

Unique & Historic Gem on Bourbon Trail ~ Location!

Indulge in this newly restored 5BR 3.5BA 1880s gem on the iconic Kentucky Bourbon Trail near exciting local distilleries, and scenic attractions. This gorgeous getaway, featured in a famous home design TV series, offers the perfect retreat from bustling crowds with its trendy design, upscale comforts, and high-end amenities. ✔ 5 King Bedrooms ✔ 2 Living Rooms ✔ Full Gourmet Kitchen ✔ Patios (Seating, BBQ) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Concierge Available More below!

Shepherdsville Cozy Home with Lakeside views

**Welcome to Your Cozy Kentucky Retreat!** Escape to tranquility in this charming, fully furnished home nestled right on the lake. Perfectly suited for both a peaceful weekend getaway or an extended stay, this property offers all the comforts of home with a touch of Southern hospitality. Book now to experience the ideal Kentucky retreat and make lasting memories! We have 4 bedrooms in our home, all are upstairs. We look forward to hosting you and ensuring you have a wonderful stay!

Distillery Overlook Barndo Home

Welcome to Distillery Overlook! This private barndominium style home is nestled on 7 acres in the Kentucky countryside, overlooking one of Heaven Hill Distillery’s barrel reserves. This home sleeps up to six, with ample space to relax and enjoy the views. Located only 10 minutes from downtown Bardstown, the Bourbon Capital of the World, this luxurious space is designed for entertaining, comfort, and convenience to local attractions, including the best the bourbon trail has to offer.

Bourbon Way Cottage

Unique cottage nestled in the woods located along the Bourbon Trail. Centrally located near miles of nature trails in Bernheim Forest & many of the distillery tours. Yet lots of privacy on 10 wooded acers. 8 minutes to Jim Beam Distillery, 8 min to Bernheim Forest, 4 min to Four Roses Bourbon Warehouse & Bottling Tour, 12 min to the City of Bardstown, 30 min to Churchill Downs, 26 min to Louisville International Airport (SDF) NO SMOKING NO PETS

The Cabin- private,cozy, firepit, hammock, pacman

Take a break and unwind at this peaceful oasis. Blurring the lines between structure and nature, this cabin retreat inspires a feeling of tranquility. The footprint compacts everything one could need- living, kitchen, bed, bathroom, washer/dryer, games and more. Enjoy the peaceful sounds of nature while napping in the hammock. Cook dinner over an open flame in the firepit. Test your skills to beat the high score on PacMan arcade or the foosball table.

Woodland Oasis: Historic Cabin with Modern Comfort

Unwind in our restored 1846 cabin, where rustic charm blends with modern amenities. The natural beauty and seclusion make it the perfect getaway for nature lovers, couples, families, children, and friends. Explore local distilleries, enjoy creekside walks, and take in the beautiful view from our screened porch over your morning coffee. Surrounded by lush woods and sprawling fields, this secluded retreat offers privacy, peace, and beautiful views.