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Bourbon Trl Luxury Lodge*Pool*SpkEz*HotTub*GameRm

Welcome to Charred Oak Lodge—Your Private Luxury Retreat on the Kentucky Bourbon Trail. Escape to one of Bardstown's premier luxury vacation homes, where comfort, privacy, and unforgettable experiences come together. Just 3 miles from historic downtown Bardstown, Charred Oak Lodge is a stunning 7,700-square-foot estate nestled on 11 peaceful, tree-lined acres, offering the perfect balance of secluded luxury and convenient access to Kentucky's world-famous Bourbon Trail. Recognized as an Airbnb

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.

StillHill: HotTub GameRoom Whiskey Lounge Acreage

Stylish 3 bedroom home located in the Bourbon Capital is a perfect getaway to be still or tour the best Kentucky bourbon from a local whiskey still. Centrally located within 25 miles of 10 distilleries! Close to the Old Kentucky dinner train, the Derby, and a short drive to Louisville & Lexington. Enjoy 5 private acres where you can soak in the hot tub, swing on the patio, sit by the fire and watch the birds and deer. Then relax in our indoor lounge or garage game room after a day of adventures

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! 🥃✨

NEW Hot Tub • 5BR Estate Near Bourbon Trail

Midweek discounts from 5-15% when reserving 2 days or more. Price reflected in reservation total Your Bourbon Trail home base — where the day ends together. Soak in the hot tub at sunset, pour a nightcap on the porch, and wake up to quiet farmland views just minutes from the distilleries. This is the kind of place groups actually stay in — not separate hotel rooms. Planned for gathering: large shared spaces, outdoor hangout areas, and room for everyone to spread out without feeling crowded.

Bourbon Trail POOL-ZONE! GameRm! Fall filling up!

This two-story country-side home is sure to keep you entertained while also having a relaxing vibe for your getaway. Nestled just off the Bourbon Trail, Makers Mark and historic Bardstown are just a short drive. Proximity to Louisville and Lexington is great too! Sitting on 3 acres, this home Features 4 bedrooms, 2 and a half bathrooms! Amenities include a newly constructed fenced in Inground Pool(open April-October), WiFi/DirecTV, Pool Table, Ping Pong Table, and Golden Tee Arcade Machine!

Romantic Hot Tub Retreat | Bourbon Trl | Walk2Dine

Downtown walk to dinner. Hot tub, Fire pit , Bourbon Trail, 10 Miles from Maker’s Mark, many more distilleries. Best boutique style. Complimentary Itinerary, Huge privacy fence pet friendly yard. The Ky Barrel House a unique retreat on the Trail. Equipped kitchen, walk to downtown shops. Minutes to: Maker’s Mark, Willett, Bardstown Bourbon, Heaven Hill, Jim Beam, Lux Row. a couple miles to Cornerstone Acres, The Grove At Silverton Hill, My Old KY Home. Fast WIFI, Fireplace (elec) desk

Bardstown Berm Hideaway

Welcome to Bardstown-Berm Hideaway-Your Cozy Retreat in the Heart of Bourbon Country! Escape to this hidden gem which is nestled just mins from historic downtown Bardstown. Whether you're touring distilleries, enjoying a weekend of golf, or exploring the Bourbon Trail, our home offers the perfect mix of charm, comfort and convenience. Make yourself at home and experience the magic of Kentucky at Bardstown-Berm Hideaway. We look forward to hosting you!

Hilltop Retreat-Bourbon Trail-Pool w/Slide-Hot Tub

Relax with the whole family at our newly remodeled home with modern finishes in a secluded country setting. Just minutes from the distilleries, downtown Bardstown, Taylorsville Lake, Keeneland, Lexington, Churchill Downs and Louisville makes this the perfect location for enjoying some of the best that KY has to offer. After a long day of tours and tastings come soak in the hot tub or sit around the fire enjoying the hilltop country views.

Cabin*Hot-Tub*Pickleball*Speakeasy* Bourbon Trail

Welcome to your secluded sanctuary nestled within 10 acres of pristine land. Entering the cabin, you're enveloped in warmth and coziness. The interior is adorned with knotty pine walls, lending a rustic charm to the space. As the sun sets, casting a golden glow over the landscape, you gather around the fire pit with friends and family. Your cabin is a sanctuary where time stands still, and the beauty of nature surrounds you at every turn.

Bourbon Trailhead- Bardstown 4BR•Games•Spa•FirePit

Welcome to The Bourbon Trailhead – Bardstown! This entertainment-packed retreat features 4 king bedrooms, a bourbon lounge basement with pool table, shuffleboard, bar, and hangout space, plus Pac-Man, Golden Tee Golf, foosball, darts, and cornhole. After a day on the Bourbon Trail, gather around the fire pit and enjoy the perfect blend of comfort, fun, and Kentucky hospitality in the heart of bourbon country.

Bourbon Basecamp: 1.5 Acres, Game + Movie Room 3BR

Escape to Bourbon Basecamp, your private retreat on 1.5 acres in Kentucky bourbon country—just 12 minutes from Bardstown. This upscale home blends modern country charm with a speakeasy-style game room, perfect for unforgettable getaways. Within 25 miles of 10+ distilleries, including Heaven Hill, Maker’s Mark, and Jim Beam. Plus an hour from Louisville, Lexington, and Mammoth Cave.