Vacation rentals with a patio in Shelbyville

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Top-rated patio rentals in Shelbyville

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Guest favorite

Train in Lawrenceburg

4.99 out of 5 average rating, 267 reviews

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of elm trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunk-beds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Feb 27 – Mar 6

ﺩ.ﺇ718 per night

Guest favorite

Cottage in Wilmore

4.98 out of 5 average rating, 164 reviews

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

Sep 20 – 27

ﺩ.ﺇ472 per night

Guest favorite

Guest suite in Jeffersonville

4.93 out of 5 average rating, 154 reviews

RIView 103. Modern Waterfront Suite Kentucky Derby

Guests can enjoy scenic views of the mighty Ohio River from any room in their private suite. Catch a beautiful sunrise or relax while sitting on the porch watching the boats and barges cruise the river. Close drive to interstate to get you to downtown Louisville to enjoy a dinner, museum, basketball game or concert in the KFC YUM Center and the world famous Churchill Downs! 1 mile away from River Ridge. We do offer a Tesla only charger or you can bring your own standard attachment for a charge.

Mar 19 – 26

ﺩ.ﺇ564 per night

Guest favorite

Home in Jeffersonville

4.95 out of 5 average rating, 153 reviews

Cheerful 2 bedroom home, close to downtown

2 bedroom home & 1.5 bath. Fenced private courtyard. Walk to parks, dining & shopping in downtown Jeffersonville. Across the bridge from Louisville! Lots of light, chef's kitchen w kitchen wares and expandable dining table. 2 bedrooms (queen beds), and a comfy couch. Street parking w designated spot. We live on the street & use a security camera to confirm your arrival, departure, # of reserved guests. Non Smoking home. 8 min drive: Yum!Center/Convention Center/Bourbon distilleries/ restaurants

Sep 8 – 15

ﺩ.ﺇ405 per night

Guest favorite

Home in Lawrenceburg

5.0 out of 5 average rating, 63 reviews

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.

Oct 29 – Nov 5

ﺩ.ﺇ569 per night

Guest favorite

Farm stay in Lancaster

5.0 out of 5 average rating, 142 reviews

Serene barn loft in the heart of the Bluegrass

Relax and unwind in this charming barn loft nestled amidst 13 rolling acres on Honey & Vine Farm. This loft is the ideal honeymoon and anniversary space! Enjoy coffee in the morning from Adirondack chairs overlooking the pond, spectacular sunsets from the deck, and absolute serenity in this peaceful setting. Queen bed, private entrance, and beautiful sunsets. The goats and two horses love meeting new friends! 20 minutes to Danville and near hiking, lake Herrington, and Shaker Village.

Nov 29 – Dec 6

ﺩ.ﺇ771 per night

Guest favorite

Guest suite in Shelbyville

4.97 out of 5 average rating, 34 reviews

Spacious suite, country views, pool table, firepit

Escape to the tranquility of the countryside at Marshalls Creekside Haven. Our lower-level walkout guest suite, with own driveway and entrance, offers the perfect retreat, providing comfort and relaxation. Enjoy the warm glow of the fire pit or sway gently on the porch swing, taking in the breathtaking country views that surround you. Indoors enjoy a game of pool, darts or board games. Convenient to bourbon trail, wineries and quaint towns. Cell service is AT&T. Wi-Fi provided by Starlink.

Aug 16 – 23

ﺩ.ﺇ485 per night

Guest favorite

Home in Shelbyville

5.0 out of 5 average rating, 34 reviews

Bluebird Cottage- A New Spot on the Bourbon Trail!

Original Charm with a modern twist - and larger than it looks! Freshly updated 1900's shotgun house in a quiet neighborhood. Convenient to the great things central Kentucky has to offer. You can travel east to Bulleit Bourbon Experience in 15 minutes, or west to enjoy all the action of Downtown Louisville in about half an hour. Wonderful local restaurants nearby. Shelbyville is the Saddlebred Horse capital of the world and is part of the famed Bourbon Trail.

Jan 10 – 17

ﺩ.ﺇ731 per night

Guest favorite

Home in Shelbyville

4.96 out of 5 average rating, 55 reviews

Bass N Bourbon Retreat - Lakefront * Bourbon Trail

House on Guist Creek Lake near Bulleit Distilling Co. 3 bedroom/2 bath house has all the benefits of enjoying the lake, traveling KY’s Bourbon Trail, & relaxing at a peaceful getaway. Three furnished bedrooms: king, queen, and two twin beds with an optional queen sofa bed in the front living room. Kitchen is fully furnished. Den offers a beautiful picture window for you to enjoy lake view. Patio w/table & chairs on a lighted porch. Seasonal: 2 Kayaks

Aug 29 – Sep 5

ﺩ.ﺇ1,052 per night

Guest favorite

Home in Frankfort

5.0 out of 5 average rating, 124 reviews

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

Limestone Landing is a modern, fully renovated, open space home in a country neighborhood setting. The home is the perfect retreat for your next getaway to Kentucky. Conveniently situated only a 1/4 mile from Castle and Key Distillery and 2 miles from Woodford Reserve. 1/2 mile from the highly rated restaurant and bourbon bar, The Stave. Indulge in the ultimate bourbon tasting experience, knowing that comfort awaits you at your cozy haven.

Mar 8 – 15

ﺩ.ﺇ929 per night

Guest favorite

Home in Frankfort

4.97 out of 5 average rating, 165 reviews

Bourbon Trail Hideaway on the Kentucky River!

Escape to a private retreat on the Kentucky River. This home offers 2 private bedrooms and a large loft area. Enjoy your coffee on deck over looking the river. 5 miles to Buffalo Trace Distillery. 3 miles to Kentucky Capital. 7 miles to Castle & Key Distillery. 12 miles to Woodford Reserve Distillery 14 miles to Wild Turkey Distillery. 17 miles to Four Roses Distillery. Grill, coffee pot included.

Dec 28 – Jan 4

ﺩ.ﺇ901 per night

Guest favorite

Home in Pewee Valley

4.97 out of 5 average rating, 129 reviews

Bourbon Trail*Pewee Valley *HOT TUB

Welcome to the Bourbon Bungalow, a tastefully restored farmhouse on the famous Kentucky Bourbon Trail. This southern retreat is on the outskirts of Louisville in the quaint city of Pewee Valley. A short drive to some of the states most sought after locations such as Churchill Downs, bourbon distilleries, horse parks, caves, Shelbyville, Bardstown, & more! The Bourbon trail is waiting for you!

Dec 13 – 20

ﺩ.ﺇ1,106 per night