Vacation rentals in Clermont

An outdoor living space features a hot tub beneath a wooden pergola, with water cascading gently. Comfortable seating is arranged nearby, facing a cozy firepit. Bright orange doors lead to the interior, surrounded by lush greenery and a privacy fence.

4.9 out of 5 average rating, 125 reviews

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.

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A spacious living room features a large sectional sofa adorned with light-colored cushions, complemented by a round coffee table. A decorative area rug lies on the floor beneath, enhancing the warmth of the space. Soft lighting is provided by a ceiling fan with lights, and wall mirrors add depth.

5.0 out of 5 average rating, 102 reviews

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

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4.98 out of 5 average rating, 121 reviews

Cabin in Shepherdsville

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! 🥃✨

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4.99 out of 5 average rating, 104 reviews

An inviting outdoor space features a spacious in-ground pool surrounded by a decorative fence. Lush green trees provide shade, while the backdrop showcases a sunset sky with soft purple hues. Comfortable lounge chairs are positioned near the water, enhancing the area's relaxing ambiance.

Home in Mount Washington

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

Welcome to the "Bourbon Barrel Retreat" where this truly unique property offers a one-of-a-kind getaway. This newly renovated 5-bed, 3 full bath ranch boasts two additional buildings on the property to provide a Kentucky experience like no other. Immerse yourself in the ambiance of the Bourbon Speakeasy or spend time at the Pickleball Sports Lounge. Unwind and relax however you would like! An ideal location where you are a short drive to Bardstown, Louisville, Lexington, Mammoth Cave and more!

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4.91 out of 5 average rating, 58 reviews

The cabin features a rustic wooden exterior with a green metal roof, framed by surrounding trees. A welcoming front porch with railings and lights enhances the entrance. Two garage doors are visible on the lower level, creating an inviting atmosphere as dusk approaches.

Cabin in Shepherdsville

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!

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A modern retreat is situated within a natural landscape, featuring a sleek design highlighted by a red entry door. Large windows allow for ample natural light, while the surrounding greenery and boulders integrate the structure harmoniously into its wooded setting.

5.0 out of 5 average rating, 11 reviews

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.

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Superhost

A historic two-story house is set against a clear blue sky, featuring a welcoming front porch with seating. Lush green grass surrounds the home, complemented by a blooming tree nearby, adding a touch of nature to the serene landscape.

5.0 out of 5 average rating, 6 reviews

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!

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5.0 out of 5 average rating, 53 reviews

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.

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Superhost

Home in Lebanon Junction

5.0 out of 5 average rating, 3 reviews

Bourbon Trail Retreat | 21 Acres Near Louisville

NEW LISTING! Experience Kentucky and the Bourbon Trail at this private 21-acre retreat—just 30 minutes from Downtown Louisville! Sleeps 12 with 3 bedrooms + a bonus sleeping area with attached full bathroom. Enjoy a private fishing pond (KY fishing license required), 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.

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Guest suite in Shepherdsville

The outdoor space features a concrete patio surrounded by colorful trees, showcasing a blend of autumn hues. A charcoal and gas grill is covered, positioned on one side of the patio. The entrance door to the lower-level unit is visible, offering a private and secure access point.

4.99 out of 5 average rating, 101 reviews

Private 1000 sq ft 1-bedroom lower level apartment

Relax in this beautiful wooded setting in Bourbon Country less than 4 miles from I-65. Private entrance into freshly painted 1-bedroom unit with new kitchen and 9' ceilings. Perfectly located near 19 Bourbon Distilleries, 4 Wineries, Bernheim Forest, Knob Creek Gun Range, Churchill Downs and other exciting destinations. Jim Beam Distillery & Forest Edge Winery are 7 min away. There is a seasonal (shared) concrete patio, deck and pool available in the warmer months.

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Superhost

The cottage is nestled among lush greenery, showcasing a unique design with corrugated metal and concrete. A wooden deck leads to the entrance, surrounded by neatly arranged flower beds. Windows provide ample natural light while blending harmoniously with the woodland surroundings.

Cottage in Coxs Creek

4.96 out of 5 average rating, 162 reviews

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

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