Holiday rentals in Hebron Estates

Tiny House Near Louisville

The tiny house is 200 square feet, but has everything you need for a cozy stay! It’s located inside our half acre fenced in backyard which is right off I-65 and is 15 minutes to downtown Louisville. Fast food, restaurants, gas stations, and laundry mat are less than a mile away. The backyard is a shared space with us, so there’s a small chance you see us or our friendly dogs out there. We built the tiny house ourselves, so we take pride in it and hope you choose to experience tiny house living!

"Call Me Old-Fashioned"in Derby & Bourbon Country!

Welcome to "Call Me Old-Fashioned" - a unique spin on Bourbon w/ a mix of new & vintage amenities! Located in a QUIET & SAFE neighborhood, this family-friendly home is located close to Downtown Louisville & Churchill Downs (18 min), Expo Center & airport (15 min). Bardstown, the Bourbon capitol, is 35 min away. We are also 5 min from Parklands @ Floyds Fork park system - home to 60 miles of hiking, biking & paddling trails & a big playground. Come make yourself at home in our cozy KY home!!

Captain's Cabin: Bourbon Trail, History & Romance

Your own log cabin on a wooded hillside with gourmet breakfast served to your door (on weekends)! It's been the location for 4 movies, including Lifetime! Period furnishings and modern conveniences make this an unforgettable retreat. A massive stone fireplace creates a quiet ambiance. Watch wildlife by the lake, creek or from back porch swings. Comfy bed, luxury sheets, high-speed internet, bluetooth stereo and special touches make your stay magical! Ask for Cooking With Bourbon Experience.

Cozy Louisville Apt w/ Parking|Great Location!

Welcome to this cozy 1-bedroom unit in a quiet Louisville neighborhood! This stylish space offers modern amenities, a fully equipped kitchen, a comfortable living area, and a serene bedroom for restful nights. Enjoy easy access to downtown attractions, parks, restaurants, and shopping. Plus, it’s just minutes from the Expo Center and Churchill Downs, perfect for events and entertainment. Whether for work or leisure, this charming retreat is your ideal home away from home. Book today!

Pastel Tiny Home • Romantic Retreat on 15 Acres

💖 Escape to your own pastel paradise—perfect for couples or solo dreamers. This periwinkle 200 sq ft Polly Pocket-inspired tiny home sits on 15 private acres in Louisville. Sip coffee at the bar table, cozy up with AC/heat, and stargaze by the fire pit 🔥 on your private deck with glowing lights ✨ Pet-friendly, peaceful, and totally unique—this is more than a stay. It’s a magical escape made for connection, rest, and unforgettable memories. 🌙🌿

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.

Kentucky Derby Guest House

The Kentucky Derby guest house is an affordable place to stay that’s comfortable with plenty of room. Sleeps 6 comfortably with 3 queen beds w/ linens but there is plenty of room for more guests with SELF SUPPLIED air mattresses and bedding, we do not supply them. Great for an overnight stay on a road trip , or a multi day getaway while you’re in Kentucky visiting the Bourbon Trail.

For the ones who serve

We decorated and dedicated this place in honor of my father who served in WW2 as a Marine. He passed March of 2020. We have all type of military things along with other unique pieces. We plan on always coming up with more things to change it around. This is a part of a duplex which sits on the property with our wedding venue. Check out our guide book for local attractions and mileage

HIghlands Modern Get Away

Ideal, quiet place in the highlands. You have the apartment over the garage. You'll have a place all to yourself with most the amenities of your own home. Studio apartment with a balcony if you decide to hang out and relax for the evening. There is a cook top, but no oven in the kitchen. Park in the driveway in front of the garage. Pets are welcome, plz add them when booking.