
Alquileres vacacionales en Shelby
Encuentra y reserva alojamientos únicos en Airbnb
Alojamientos vacacionales mejor valorados en Shelby
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Bourbon, Bridles & Birdies Retreat
We would LOVE to welcome you to Bourbon, Bridles & Birdies Retreat! Nestled in a quiet & peaceful neighborhood in the historic district of downtown Shelbyville, this FAMILY-FRIENDLY home offers unique dining experiences, seriously good shopping & the fairgrounds less than a mile walk away. Do you have plans in the big city?This thoughtfully laid out, detail-packed home will be your perfect retreat to relax. Please see "The Space" section for all the amazing attractions Shelbyville has to offer!
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Lux HorseFarm*Pklball*SwimSpa*Sauna*Golf*Speakeasy
Escape to your own private 5 acre horse farm, surrounded by rolling hills and amazing views for a rare one-of-a-kind-getaway. This newly renovated 7-bed, 4 full bath estate blends luxury living with endless amenities to provide a Kentucky experience like no other. Enjoy the Golf and Pickleball Sports Lounge or slow down to sip and savor in our authentic Speakeasy. Unwind and relax however you would like! An ideal location where you are a short drive to Louisville, Frankfort, Lexington and more.
UbicaciónFamiliarPatio trasero

Parris on Main St - Downtown, Bourbon and Derby!
Close to everything when you stay at this centrally-located place. Parris on Main Street is the perfect location to enjoy the historic town of Shelbyville, a few blocks walking distance to many antique shops, local coffee houses and great locations to grab a bite. Newly renovated, built in 1942, this house is perfect for a family or group of friends wanting to experience the wonderful places Kentucky has to offer. Right in the middle the Bourbon Trail and about 30 minutes from Churchill Downs
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The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy
Cat Ridge Resort is a modern, professionally designed private retreat in the heart of Kentucky bourbon country, perfect for unforgettable group getaways. Explore iconic distilleries by day, then return to luxury amenities and warm Southern hospitality—from a private speakeasy and relaxing wellness spaces to games, a firepit, outdoor lounges, chipping green, and more. 🥃 5 top distilleries within 25 minutes ✈️ Conveniently located between LEX & SDF 📍 Shelbyville & Lawrenceburg w/in 25 minutes
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Close to all the popular distilleries Perfect Spot
Ultra Luxury downtown 2 BR loft, spacious enough for 5 adults. Located in quaint Downtown Shelbyville, KY, you are in the heart of the bluegrass near major distilleries and race tracks and close to coffee shops, restaurants and bars right on the same block. You can't go wrong with this unique loft for its decor and proximity to everything. Close to all distilleries on the eastern part of the Trail and centrally located to all distilleries in the state. Come see what this space has to offer
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Bourbon Trail Country Getaway
Escape to the peaceful countryside and unwind in our restored farmhouse surrounded by rolling farmland. This secluded retreat with three gas fireplaces is ideal for romantic getaways, bourbon enthusiasts, or family-friendly stays. Whether you’re sipping morning coffee on the porch, gathering around the firepit, enjoying some friendly competition in the game barn, or exploring the nearby Bulleit Bourbon Distillery on the Bourbon Trail, you’ll find tranquility and adventure in equal measure.
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The Bourbon Coop
The Bourbon Coop is arguably the best situated location on the Bourbon Trail! It is a convenient walk or golf cart ride to Whiskey Thief distillery across the street. Situated a quarter of a mile off interstate 64, in between Louisville and Lexington, with a 15 minute drive into the city of Frankfort. The cabin is located on a beautiful, scenic plot of land, shared by the friendly hosts, chickens, ducks and a couple of goats. This is a comfortable, quiet and quaint country experience!
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Annola Farm Guest House
Stay and be delighted with this newly renovated two-story guest house which adjoins our 11-stall horse barn. Framed by covered porches and shade trees, our guest house is a wonderful place to unwind and relax during your stay in beautiful central Kentucky. The best of both worlds--a lovely rural setting situated only minutes from the interstate, making travel to Churchill Downs, Valhalla Golf Course, and other attractions in nearby Louisville and Frankfort a breeze.
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Cottage of Eden. Bourbon Trail Stay in Shelby Co.
Listen to the birds sing as the walkway guides you to your quaint cottage getaway. Take in nature, as you’re surrounded by trees, near our sweet chicken coop and a creek down from the deck - all while only 10min from town. Special touches were added of Kentucky Derby photos, books, kitchenware, Bourbon Trail glasses and bourbon barrel heads with local distilleries. The dining table top is even made of wood from Shelby County’s own Bulleit Distilling Company.
UbicaciónFamiliarParques

The Lucky Penny Downtown Loft - Central Location!
Experience timeless charm in this beautifully renovated mid-19th century Airbnb in the heart of Shelbyville. With soaring 14 ft ceilings, this historic gem combines classic architecture with modern amenities. Centrally located, it offers convenient access to local attractions, dining, and shopping. Enjoy a blend of elegance and comfort in a space that honors its rich heritage while providing all the contemporary conveniences you need for a memorable stay.
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Kentucky Estate: Speakeasy, Theater & Sleeps 20
Oak & Ember Estate is an 8-bedroom Kentucky retreat sleeping up to 20 on 5 private acres. Hidden speakeasy with poker table, private cinema, converted garage game room with putting green and billiards, hot tub, pickleball court, and a gourmet kitchen built for groups. 30 minutes from Churchill Downs. The perfect home base for bourbon trail adventures, Derby weekend, family reunions, and corporate retreats. Guests say they never wanted to leave.
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Country Retreat on Bourbon Trail - Fire Pit - King
Surrounded by farmland, but close to Louisville, Frankfort, distilleries, and shopping! Start your morning on the front porch with a cup of coffee or tea and watch the horses across the way. Hop over to Louisville for the day, and afterwards, your tranquil country oasis awaits! Grill out and chill by the fire pit. Do some star gazing. Or just enjoy the peace of Kentucky’s countryside.
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Servicios populares en alquileres vacacionales en Shelby
Otros alojamientos para vacaciones excelentes en Shelby

Historic Downtown~Heart of Bourbon Trail
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Jeptha Crest-Bourbon Trail, Hot Tub, Sauna, Dog OK
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Bourbon & Bluegrass Retreat | Fun & Cozy Stay
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Bourbon Trail*4BR*Dog Friendly*6beds (3king)*Patio
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Brown Ave Bourbon Trail & Beds- Shelbyville, KY
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Green Acres
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Bourbon Trail Estate | Theater, Games & Hot Tub
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Bourbon Country Farm Stay | 6BR | Updated 2026
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Destinaciones para explorar
- Ark Encounter
- Centro de Exposición de Kentucky
- Parque de Caballos de Kentucky
- Destilería Buffalo Trace
- Kentucky Kingdom & Hurricane Bay
- Rupp Arena
- Museo Kentucky Derby
- Louisville Slugger Field
- Churchill Downs
- Centro de Convenciones Internacional de Kentucky
- Universidad de Kentucky
- Parque frente al agua
- Universidad de Louisville
- Museo y Fábrica de Louisville Slugger
- Jefferson Memorial Forest
- Parque Estatal Falls of the Ohio
- Centro Muhammad Ali
- Castle & Key Distillery
- Destilería James B Beam
- Angel's Envy Distillery
- Arboreto y Bosque de Investigación Bernheim
- Bardstown Bourbon Company
- Museo de Historia Frazier
- Puente de los Cuatro Grandes





