Vacation rentals with a patio in Shelby County

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Top-rated patio rentals in Shelby County

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Guest favorite

Home in Shelbyville

5.0 out of 5 average rating, 12 reviews

Historic Downtown~Heart of Bourbon Trail

The Washington Belle is an historic home, freshly renovated with all the modern conveniences, centrally located in Shelbyville, Kentucky. She's the perfect base from which to explore the distilleries of the Bourbon Trail, with easy access to Louisville and Lexington. There are multiple restaurants, cafes, bourbon bars and antique stores in easy walking distance. Boasting two large living areas, three large bedrooms (including a master with ensuite), 2.5 baths, and private off street parking.

Dec 17 – 24

R7,222 ZAR per night

Guest favorite

Home in Bagdad

4.94 out of 5 average rating, 17 reviews

NEW Bourbon Trail Lux, games, hot tub, near LOU

In the heart of Kentucky's Bourbon Trail, our 4-bed, 3.5-bath farmhouse offers luxury and nature's beauty. Enjoy stunning sunrises from the front porch. Luxurious furnishings adorn the spacious interior, with a bourbon bar. Unwind in the hot tub under the stars. Kids can explore tree swings, while 2 acres provide ample outdoor space to enjoy. Centrally located between Louisville and Lexington, it's the perfect base for bourbon tastings and cultural adventures. Your dream Kentucky getaway awaits!

Oct 8 – 15

R16,498 ZAR per night

Guest favorite

Home in Lawrenceburg

5.0 out of 5 average rating, 64 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 28 – Nov 4

R2,868 ZAR per night

Superhost

Home in Shelbyville

5.0 out of 5 average rating, 3 reviews

~ PGA Tour~ Bourbon Trail~ Outdoor Escape ~ Golf ~

Welcome to Bourbon Barrel Escape, where you can enjoy all that the Bourbon Trail has to offer in our centrally located home! Our fully furnished home features an open living space as well as a game room with a pool table and ping pong. During the day, enjoy the Bourbon charm of Shelbyville, home of 2 distilleries and within one hour of 30+ more. You can also visit the famous KY horse race tracks, enjoy a round of golf, spend time fishing on the lake, or exploring the gorgeous surroundings!

Jan 24 – 31

R8,783 ZAR per night

Guest favorite

Guest suite in Shelbyville

4.97 out of 5 average rating, 35 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.

Oct 22 – 29

R2,450 ZAR per night

Guest favorite

Home in Shelbyville

5.0 out of 5 average rating, 23 reviews

Charming 1900's Home close to Bourbon Trail

Southern hospitality in Shelbyville, Ky in this charming renovated early 1900's gem. Situated on a quaint street close to downtown, where you will find wonderful antique shops and dining. Located in the heart of the saddlebred horse capital of the world, and close to all the activities the bluegrass has to offer (Bourbon trail, horse racing, outlet mall shopping). Whether you are here for one or all of these activities, Kentucky Rose House is definitely the place to stay!

Feb 22 – Mar 1

R9,038 ZAR per night

Guest favorite

Guest suite in Crestwood

4.95 out of 5 average rating, 63 reviews

Charming suite in Bourbon Country

A great base for bourbon tours, the Derby, Louisville and Central KY attractions. Easy access to I-71, 25 minutes from downtown Louisville. 5 minutes from distillery, brewery, and botanical gardens in scenic Oldham County. A beautiful spot off the beaten path to relax and recharge. Private two bedroom basement suite with natural light, dedicated entrance, and privacy. Shared outside covered deck and yard with mature trees. 1 queen, 2 twin beds, 1 queen air mattress.

Jul 22 – 29

R2,107 ZAR per night

Guest favorite

Cabin in Shelbyville

4.92 out of 5 average rating, 52 reviews

Arcade | Fishing Pond | Cabin on Farm | Slps 12+

Last Minute Availability Alert! The Rec Farm: Your Ultimate Derby Destination! This stunning retreat, although not new to the Bluegrass Stays Collection, has just opened up for last-second bookings. Situated a mere 10 minutes from I-64, it offers unparalleled convenience for those seeking easy access to the Churchill Downs excitement. Sleeps 13 along with amenities like an arcade, hot tub, and fire pit. Secure your spot now and make your Derby dreams a reality!

Aug 1 – 8

R17,366 ZAR 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.

Dec 9 – 16

R3,944 ZAR 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

Sep 26 – Oct 3

R6,133 ZAR per night

Superhost

Home in Bagdad

5.0 out of 5 average rating, 3 reviews

New! Derby, Bourbon Trail* PGA* Hot tub* Games!

**More Photos coming soon** Welcome to our Brand-New Modern Farmhouse Retreat on the Bourbon Trail! Over 3,300 sqft on 5 acres! Escape to the serene beauty of Kentucky. Perfectly positioned on the famous Bourbon Trail w/ over 10 distilleries within a 30-minute radius! This stunning property offers the ultimate blend of luxury, comfort, convenience and activities! Enjoy 4 private bedrooms/ 2.5 baths, hot tub, fire pit, endless games and amenities!

Oct 17 – 24

R19,137 ZAR per night

Guest favorite

Home in Shelbyville

4.79 out of 5 average rating, 14 reviews

Pool*HOT TUB*Bourbon Trail

Are you looking for location? Look no further! This stunning home has everything your group could want! Centrally located with easy access to Louisville, Frankfort, Lexington, & so much more! In the summer the pool will be refreshing & all year long the hot tub will serve as a treat after a long day exploring! Let's not forget about the incredible game room with shuffleboard and pool table!

Nov 7 – 14

R6,889 ZAR per night