
Alquileres vacacionales en casas en Shelby
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Casas vacacionales con las mejores calificaciones en Shelby
Los huéspedes están de acuerdo: estas casas tienen excelentes calificaciones, entre otras cosas, por su ubicación y limpieza.

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.

Bourbon Trail*4BR*Dog Friendly*6beds (3king)*Patio
A great centrally located 4 BR 2.5 Bath (6 beds) dog-friendly house near downtown Shelbyville! Located in a cul-de-sac on a quiet street in a family friendly neighborhood 6 miles from Bulleit Bourbon, 3 miles to Jeptha Creed Distillery, and 1 mile from the Shelbyville Horse Show. Fully updated & stocked, coffee pot (K-cups or ground), washer/dryer, & 5 smart TVs. This rental has everything you need and proximity to Churchill Downs, multiple Bourbon Trail distilleries, Louisville, and Frankfort!

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.

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.

Hitching Post on the Bourbon Trl
The Hitching Post on the Bourbon Trail – Spacious Shelbyville retreat near charming downtown & walkable to the famous Horse Show. Minutes from Louisville & centrally located to top distilleries. Enjoy a man cave with poker, darts, shuffleboard & big screen TV, plus a screened porch for coffee or bourbon. Kids will love the playhouse over a stream in a fenced yard. Located in a safe, scenic community in the Saddlebred Capital of the World—your perfect base for bourbon & horse country!

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.

Peaceful Bourbon trail home POOL hot tub 3 kings
This quiet Bourbon Trail home is designed for groups, with three king beds, one queen, and a twin daybed. The hot tub, pool table, and fully-stocked kitchen make group meals and relaxation easy. Open living and dining areas provide space to gather. Outside, a large dining area and separate seating area let you unwind. Grocery stores, restaurants, and distilleries are all nearby. The pool is open May - September, and the property is maintained for comfort and reliability.

Jeptha Crest-Bourbon Trail, Hot Tub, Sauna, Dog OK
Jeptha Crest is a designer-built and thoughtfully decorated home, perfectly placed in the heart of the Bourbon Trail yet hidden among trees and nature views. Though centrally located, it feels like a private forest escape, offering rare privacy and calm. A spacious two-level deck, fire pit, hot tub, and sauna invite you outdoors, while inside, clean modern design blends seamlessly with warm, cozy comfort — a refined retreat created for slowing down and truly unwinding.

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!

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!

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.
Comodidades populares de las casas vacacionales en Shelby
Casas vacacionales con piscina

A Little Piece of Heaven

B on the Bourbon Trail with Pub, Pool and Hot Tub

MacAttie Acres

Southerland Vacation Home

Derby Weekend Stay: Speakeasy + Spa + Dog Friendly

Private 5 acre A frame

4BR Hot Tub. Game Room. Near Lake

Bourbon Country Farm Stay | 6BR | Updated 2026
Casas vacacionales por semana

Derby Weekend Headquarters ~ Sleeps 16

DreamStar Farm - transportation available

Derby Getaway on the Bourbon Trail

Shelbyville, KY - Bourbon Trail and Horse Country.

Private Retreat Outside the City

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

Convenient to Bourbon Trail, Keeneland and C Downs

Entire updated home. Great for groups & families!
Casas vacacionales privadas

Charming 4 Bedroom classic home bourbon trail!

A Slice Of Bourbon Country/3BRH

1909 Central Bourbon Trail Gem | 2 Kings | Hot Tub

1909 BourbonTrail Gem | 4 King Beds | Fire Pit

Perfect Derby Home w/ screened-in porch!

La casa de Rancho Remodelada

Derby Bourbon Trail Classic

Bass N Bourbon Retreat - Lakefront * Bourbon Trail
Destinaciones para explorar
- Alojamientos vacacionales con piscina Shelby
- Granjas vacacionales Shelby
- Alojamientos con acceso al lago Shelby
- Alojamientos con desayuno Shelby
- Alojamientos vacacionales que admiten mascotas Shelby
- Alojamientos con fogata Shelby
- Alojamientos con chimenea Shelby
- Alojamientos vacacionales para familias Shelby
- Alojamientos con asientos al aire libre Shelby
- Alojamientos con jacuzzi Shelby
- Casas vacacionales Kentucky
- Casas vacacionales Estados Unidos
- Ark Encounter
- Parque de Caballos de Kentucky
- Destilería Buffalo Trace
- Rupp Arena
- Museo Kentucky Derby
- Centro de Exposición de Kentucky
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Museo y Fábrica de Louisville Slugger
- Valhalla Golf Club
- Centro Muhammad Ali
- Angel's Envy Distillery
- Louisville Slugger Field
- Puente de los Cuatro Grandes
- Kentucky Science Center
- Parque Estatal Falls of the Ohio
- Parque frente al agua
- Universidad de Kentucky
- Estadio L&N Federal Credit Union
- Evan Williams Bourbon Experience
- Destilería James B Beam
- Universidad de Louisville
- Centro de Convenciones Internacional de Kentucky
- Castle & Key Distillery




