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Spacious carriage house, heated pool all year!

This carriage house (1,150 sq.ft) is located on one of the most beautiful properties in the most beautiful small town in America. Located just minutes from downtown in the heart of Bourbon Country. Enjoy the year around pool and playground on the property! YES, SWIM ALL YEAR UNDER DOME. 2 adults + kids. Tree lined location close to restaurants, bars, shopping. apartment has a gorgeous interior, full kitchen, brand new pillow top bedding, new comfortable sofa bed. HD TV and internet on site.

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 the Bourbon Trails premier luxury vacation homes. One step on the property, and you will see why guests have rated this as one of the top 1% of homes on Airbnb. This is 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 t

Bourbon Trail POOL-ZONE! Bourbon Fest! Keeneland!

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 Mid March- end October),WiFi/DirecTV, Pool Table, Ping Pong Table, and GoldenTeeArcadeMachine!

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!

Ultimate Bardstown Oasis | Pool, Tub, Game Lounge!

Gather in this spacious 2,760-square-foot Bardstown retreat featuring six bedrooms, three bathrooms, and accommodations for up to 15 guests. Enjoy five king beds, a queen bed, multiple living areas, a home theater, a country kitchen, and a game room with a foosball table and pool table. Outside, unwind in the private backyard with an outdoor pool, hot tub, and fire pit. Two porches, whole-home Wi-Fi, and five dedicated outdoor parking spaces complete this group-friendly getaway.

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.

Rickhouse Retreat | Golf Sim*Massage Chairs*Sauna+

Welcome to The Rickhouse Retreat! Nestled on 6 private acres in the heart of Kentucky Bourbon Country, The Rickhouse Retreat is a luxury getaway designed for unforgettable family vacations, bourbon trail adventures, golf trips, and relaxing weekends with friends. From the hidden speakeasy tucked behind a Maker’s Mark-inspired door to the private golf simulator and spa retreat, every detail has been thoughtfully curated to create a one-of-a-kind experience.

Bourbon Retreat • Hot Tub + Game

* Hot Tub + Firepit • End your day under Kentucky stars with bourbon & laughter * Speakeasy Game Room • Arcade, poker, pool & bar TVs for friendly competition * 5 Bedrooms • Space to unwind, swap stories & wake to peaceful farm views * 10 Min to Distilleries • Willett, Heaven Hill & Lux Row adventures nearby * Fully Stocked Kitchen • Cook, sip & connect over bourbon-inspired meals * Seasonal Pool • Opens spring–summer with serene country views & privacy

Ticky's Cottage at Empire Estate

Visitors, children and pets are not allowed on the property at any time. Booked adult guests enjoy all the amenities, such as an inground pool (May-Labor Day, 8 a.m.-10 p.m.), 4 manicured acres to roam, volleyball/badminton court (8 a.m.-8 p.m.), fire pit/picnic area (8 a.m.-10 p.m.) next to a stream, horseshoes and more, all within 50 minutes of the major Bourbon Country distilleries. Amenities and lodging are for booked adult guests only.

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.

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

Country 1 bedroom guesthouse with heated pool

Angels Rest unique country getaway. In the heart of the Bourbon Trail. 5 miles from the historic Bardstown. Within 15 miles from 12 distilleries. 1 loft bedroom, full kitchen, large deck with outdoor eating area, heated pool with lounging area. Enjoy fishing we have a large pond bring your fishing pole. Very quiet and relaxing, get away from the city on our 20 acre retreat. Pool open seasonal.