Renta de casas vacacionales en Shelby

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Welcome to your Bourbon Trail getaway in Waddy, KY- perfectly located near Lawrenceburg, Shelbyville, Frankfort, and Versailles with easy I-64 access. This charming 3-bedroom, 2-ba home features hardwood floors, a fully equipped kitchen, jacuzzi tub, high-speed Wi-Fi, and self check-in. Relax on the front porch rocking chairs, unwind on the new patio, or enjoy breathtaking sunsets. Ideal for families, couples, or remote workers seeking a peaceful Kentucky escape close to horse country. Book now!

Cottage On Crooked Creek

A tranquil cottage nestled in the lush countryside and situated right along the Bourbon Trail, this completely renovated rare find is located center of Lawrenceburg, Frankfort and Shelbyville and only 12 min to I-64. With five main bourbon distilleries just 30 min, local wineries within a stone's throw, Churchill Downs and Keeneland Racecourse equidistant and Taylorsville Lake nearby there is little left to be desired when staying here. This is the perfect spot to relax with family and friends.

Brown Ave Bourbon Trail & Beds- Shelbyville, KY

Welcome to Brown Avenue Bourbon and Beds, a beautifully renovated 1950's charmer on the Bourbon Trail, near the Shelby County Fairgrounds & just minutes from downtown Shelbyville. Start your day w/ coffee on the front porch swing, enjoy an afternoon snack on the back deck, cook dinner in the fully stocked kitchen & cozy up in the living room for movie night after a long day of exploring! A short drive to Louisville, Lexington, Frankfort, KY Derby and PGA Championship 2024 @ Valhalla! Sleeps 6

Thoroughbred Horse Farm Cabin-located on Lamb Lake

Beautiful cabin located on a working horse farm just miles from Louisville, Frankfort and Lexington! Take in the farm scenery from our porch bed swing, or large patio with fire pit. Play a round of Air hockey, foosball, basketball shootout, corn hole, or bucket golf during your stay! Several Bourbon Distilleries are within a 30 minute drive of the property. The Cabin is 4 miles from the Outlet Shoppes of the Bluegrass, 15 miles from Taylorsville Lake, and 13 miles from Valhalla Golf Course.

Pleasureville - The name says it ALL

This location is a Pleasure! Cozy Kentucky home off the beaten path, but close to attractions. Imagine after a full day on the bourbon trail enjoying your own piece of Kentucky with a drink in your hand. Access to 25+ acres of beautiful farmland and super clean, fully stocked private home. Close to the Outlet Shoppes of the Bluegrass making it a perfect ladies weekend get away. Additional meeting/event space available in the renovated on site barn. Reminder No Pets allowed.

The Haven Simpsonville* Bourbon Trail* 3 bed/3bath

Welcome to the Haven in the heart of Simpsonville, KY, the Saddlebred capital of the world. Located within walking distant of local eateries, shopping, & coffee. The Haven is close to local Distilleries, centrally located between Louisville and Lexington, on the Bourbon Trail, and less than 2 miles from The Outlet Shoppes of the Bluegrass. This spacious 3 bedroom, 3 bath home was designed to be a place of peace & comfort and is perfect for both families and group trips alike.

Cozy Kentucky Winter, Bourbon Trail, Location!

♡ Meet The Blue Belle: a beautifully restored 1880s cottage ON the Bourbon Trail, nestled on a peaceful block in the heart of Shelbyville. Start your day with a coffee on the back deck, make s'mores by the fire pit, cook dinner in the fully stocked kitchen, & cozy up in the living room for movie night after a long day of exploring & bourbon! A short drive to Louisville, Lexington, & Frankfort and other great areas. Comfortably sleeps 8. Perfect for families & couples!

4BR Retreat•Hot tub•FirePit•Near Buffalo Trace

Bourbon Hills Retreat is a newly renovated 4BR, 2.5BA farmhouse on 13 private acres with stunning hilltop views. View the hollers of KY. Sleeps 8 comfortably. Enjoy the hot tub, porch rocking chairs, starry nights, and peaceful surroundings. Minutes from Buffalo Trace & Bulleit, horse tracks, wineries, and Bourbon Trail favorites. Centrally located between Louisville & Lexington—perfect for family getaways, couples, or group trips exploring Kentucky’s best!

Quiet Downtown Maple Cottage Gem

Welcome to our charming Maple Cottage in the heart of a peaceful downtown neighborhood. This 3-bedroom, 1-bathroom home has undergone a complete remodel, ensuring a cozy and comfortable stay in Shelbyville. Whether you're here for a weekend getaway or an extended stay, this cottage offers all the amenities you need. The fully fenced backyard offers privacy and space for relaxation and smores over the fire pit. Your Shelbyville adventure begins here!

4BR Hot Tub. Game Room. Near Lake

Relax and unwind at this spacious retreat in Shelbyville, Kentucky! Enjoy your own private oasis with a sparkling pool, soothing hot tub, and fun-filled game room — perfect for families or groups. Conveniently located near local attractions, wineries, and scenic countryside. The ideal getaway for comfort, fun, and relaxation! Pool is closed for the season. Professional photographs coming soon (the current photographs do not completely do justice)

Central Bourbon Trail Gem | 2 Kings | Fire Pit

Oak is the upper unit of The Copper & Oak, a beautifully restored 1909 home in the heart of Shelbyville. This stylish two-bedroom retreat pairs historic charm with modern comfort, offering a bright living area, fully equipped kitchen, and two thoughtfully designed king suites. Just steps from local shops, restaurants, and the Bourbon Trail, it’s the perfect home base for exploring Shelbyville or enjoying a relaxed weekend getaway.

Private A-frame Cabin | Hot tub, Firepit & Views

Welcome to Peletah Escape — our family’s cherished retreat nestled in Kentucky’s rolling hills. This cozy cabin offers sweeping views, a wraparound porch, hot tub, fire pit, game room, and plenty of space to relax. Inside, you’ll find rustic charm with modern comforts, from a fully stocked kitchen to comfy beds and a bourbon bar. Whether you're here to unwind or explore, Peletah Escape is your perfect Bluegrass getaway.