Vacation rentals in Hebron Estates

Moonlight Ridge Cabin Retreat

Nestled in the serene woods, our charming cabin offers the ultimate getaway for families and friends. With 4 spacious bedrooms, this cozy retreat comfortably sleeps 8 guests, ensuring everyone has their own space to unwind. Whether you’re looking to relax in the hot tub, challenge friends to a virtual round of golf, or explore the nearby Bourbon Trail, our cabin is the perfect destination for your next vacation. Book your stay today and experience the perfect blend of adventure and relaxation!

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!

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! 🥃✨

Cozy Studio in Brooks

Step in to a bright and cozy studio apartment with Moroccan flair and seasonal decor. We're only 20 minutes from downtown Louisville and world-famous Churchill Downs, 15 min. from the SDF airport, KY Expo Center and Bernheim Forest and 10 min. from miles of Jefferson Memorial forest trails. Located on a peaceful country hillside with a separate entrance and a high outside deck that opens to the treetops, it's the perfect place to relax but still be close to all that Louisville has to offer.

Pet-friendly yard, king suite near Louisville

Bring the family, friends, or the dog to a comfortable Mount Washington home with a fenced backyard, relaxing king suite, air hockey, fast WiFi, washer/dryer, and easy access to Louisville and central Kentucky. King bedroom, two queen bedrooms, a spacious living room with streaming TV, full kitchen with dishwasher, in-home laundry, self check-in, free parking, and a private fenced backyard for relaxing after a day out. Family visits, pet-friendly, hospital/contract work, and extended stays.

Cozy Home Near the Bourbon Trail & KY Derby

Welcome to our spacious 4-bedroom home, located between Kentucky’s iconic Bourbon Trail and all that Louisville has to offer. Just a few minutes drive to I65 close to E-town, Bardstown or Louisville. Nestled in a small, quiet neighborhood, comfortable and convenient for families, friends, or groups looking to explore the heart of Kentucky. Whether you’re here for bourbon, events, the Kentucky Derby, or relaxation, this home is your perfect getaway. Book now to make unforgettable memories!

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!

Turtle View 1

Bring your family, friends, or team to this great place with lots of room for fun. Mohammad Ali Int'l Airport is 17.7 miles, along with KY State Fair Grounds, and KY Kingdom and Hurricane Bay. Churchill Downs is 25 miles. Bernheim Forest (The Giants) is 7.6 miles. Jim Beam Distillery (The Kitchen Table) is 8 miles. Bardstown KY is 27 miles. The Whistle Stop in Glendale KY is 32 miles. Locally we have Kart Kountry .8 miles and coming soon is out Aquatic Center. Lots to do!

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

Cute, Cozy, & Clean Home in Louisville

Welcome to this gem that is 20 minutes from Churchill Downs and Downtown Louisville. 15 minutes from the airport and Jim Beam! With parking galore, plenty of bedrooms, and a huge backyard, this is the ideal space for family and friends to reunite and connect. This is the perfect spot to stay to explore Louisville and surrounding areas - close enough to the excitement but far enough away to rest and relax! We would be happy to host you!

Whiskey, Horses, & Hospitals

Located less than 30 minutes from the heart of Louisville! And Under 25 minutes from the airport. Shopping, interstates, hospitals & parks are all within 25 minutes. 3 bedrooms, 1 loft, and 2 full bathrooms upstairs, and 1/2 bath on main floor! Washer + dryer on site! Private office + additional study area located upstairs in bedroom 3. Complimentary overnight Level 2 EV charging is available for one vehicle per reservation.

Bourbon Boho Bliss

Welcome to Bourbon Boho Bliss/Hillview area home that includes 3BR|2BA with a queen sleeper sofa. Sleeps up to six people. The house is minutes from downtown Louisville and within walking distance of several restaurants, Kroger, and Walmart. If you love to entertain, this home is for you. The home features a covered patio. Enjoy campfires/firepit in the gravel space designed —plenty of space to set up cornhole boards.