Vacation rentals in Hebron Estates

4.98 out of 5 average rating, 125 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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4.98 out of 5 average rating, 50 reviews

Apartment in Brooks

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.

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A welcoming entrance features a large covered porch supported by wooden beams. Two black and white chairs are positioned to the sides of the front door, with a small side table nearby. The lush landscaping includes neatly trimmed shrubs and a brick pathway.

5.0 out of 5 average rating, 30 reviews

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!

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The exterior of a two-story home is shown, featuring a classic design with beige siding and brown shutters. A welcoming front door is framed by two windows, while a paved driveway leads to the garage. A basketball hoop stands in the yard, surrounded by a green lawn.

4.76 out of 5 average rating, 71 reviews

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!

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Apartment in Shepherdsville

Flip Flops & Fireflies: Back2Basic

A great place to sleep at a very reasonable cost. 🧺 Amenities (Transparent & Clear) Included: * ✔ Fresh linens (clean and often new sheets) * ✔ Towels (awesome size!) * ✔ Clean & sanitized unit * ✔ Basic kitchen supplies Not Included (Budget-Friendly Model): * ✖ Bath soap * ✖ Shampoo / conditioner * ✖ Coffee pods or specialty drinks * ✖ Hotel-style toiletries * ✖ The moon - you can see it most nights * * Budget friendly! 💬 Need something? Message me anytime—I’m happy to help!

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4.78 out of 5 average rating, 9 reviews

Guest favorite

A welcoming living area is furnished with a plush brown sofa and matching armchair, illuminated by natural light from a window. A wooden coffee table and desk are present, while a plant stand with various greenery adds a touch of nature to the space.

4.87 out of 5 average rating, 39 reviews

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!

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4.98 out of 5 average rating, 263 reviews

Dome in Mount Washington

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.

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4.85 out of 5 average rating, 144 reviews

A comfortable living area is presented with a spacious grey sofa and an armchair positioned on a patterned rug. Natural light streams through the framed windows, and a stone fireplace serves as a focal point, complemented by a wall-mounted television.

Home in Louisville

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!

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4.92 out of 5 average rating, 12 reviews

Home in Louisville

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.

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