Vacation rentals with a pool in Bullitt County

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.

Close to Bourbon Trl/I65/KY Expo/Parks!

Large home with room to spread out! This home sleeps 11 with 5 queen bedrooms and one twin XL! You will find peace and quiet here with everything you need! Private swimming pool, FREE firewood, well equipped kitchen, large patio, large wrap around porch, vaulted ceilings, ceiling fans, and a charcoal grill. Extra large firepit with camping chairs for those fireside gatherings! This home is very convenient to Downtown Louisville, Churchill Downs, Bernheim Forest and all the Bourbon Trails!

The Hideaway Suite

Welcome to The Willow Hideaway, a peaceful and private studio retreat located in the heart of Shepherdsville. Tucked behind a charming garden entrance, this cozy space is perfect for travelers seeking comfort & convenience. • A queen-size bed • A private bathroom w/ a modern stand-up shower • A private entrance for easy 📍 You’ll be close to everything: • Just 15 minutes from Airport (SDF) • ½ mile from i65, quick access to downtown Louisville &Fort Knox • Near the Bourbon Trail

Happy Goose Hollow

Come stay at this peaceful farmhouse right in the heart of bourbon country where you can enjoy the beauty of the country at a convenient location. We’re a quick drive to the start of the Bourbon trail (5mi from Jim Beam Distillery) and the beautiful Bernheim Forest. We’re less than 30 mins from the Louisville airport or Elizabethtown. Enjoy your evening by the fire pit around back or simply in the peace and quiet. Sunrises from a rocking chair on the front porch are sure to be enjoyed.

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.

4 BED/3 BATH on 20 acre Farm on KY’s Bourbon Trail

Escape the hustle and bustle of life and come enjoy a truly unique experience on this 20 acre farm! Perfectly located on KY’s Famous Bourbon Trail just off I-65 just outside of Louisville and Bardstown. This property has direct river access and features 4 bedrooms and 3 FULL bathrooms!! Split floor plan with TWO master suites. Large, spacious dining and living room. On the farm you’ll find neighboring horses, kittens, hiking paths and plenty of places to explore!

The Rockstar

Rock out at this one-of-a-kind, rock 'n' roll-themed getaway packed with fun! Enjoy a heated indoor pool, foosball, ping pong, board games, cornhole, and a backyard volleyball net. Iconic music decor sets the vibe while you compete, relax, or chill with friends and family. Perfect for groups, this house is built for good times and great memories. Book now and live like a rockstar—no backstage pass needed!

Bourbon Country/ Derby Guest House

Gorgeous Guest House located in the country just 15 miles outside of Louisville, Ky . Located in Shepherdsville..