Kid-friendly vacation rentals in Shelby County

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Top-rated kid-friendly rentals in Shelby County

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Lawrenceburg

5.0 out of 5 average rating, 65 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.

Apr 6 – 13

€ 172 per night

Guest favorite

Chalet in Lawrenceburg

4.96 out of 5 average rating, 148 reviews

Countryside On the Bourbon Trail, 22 Quiet Acres

Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! Full access to 22 acres with beautiful hilltop sunsets. In the heart of The Bourbon Trail, the scenery and wildlife will not disappoint. The location is perfect for a rural getaway or relaxing stop on your Bourbon Trail experience. Minutes from shopping and restaurants; situated between I-64 and The Bluegrass Parkway. This place has been a dream of ours and it will soon be in your dreams as well. Hosted by the owner!

Jan 24 – 31

€ 146 per night

Guest favorite

Guest suite in Shelbyville

5.0 out of 5 average rating, 65 reviews

Comfortable Charm on the Bourbon Trail & 2024 PGA

You’ll be charmed by this adorable place to stay, close to the interstate, making travel to Valhalla Golf Course, bourbon distilleries, Churchill Downs, and other attractions in nearby Louisville a breeze. We are in a beautiful rural setting, just right for relaxing. Our space has its own private entrance with a comfortable living room and private bathroom downstairs, and features a loft with queen bed and desk. There are a microwave, coffee maker, and fridge available for your convenience.

Jun 2 – 9

€ 133 per night

Superhost

Home in Shelbyville

4.8 out of 5 average rating, 117 reviews

Parris on Main

Parris on Main Street is the perfect location to enjoy the historic town of Shelbyville and, a few blocks walking distance to many antique shops, local coffee houses and great locations to grab a bite to eat. **Update - brand new ac system installed 7/19/2023 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

Jul 30 – Aug 6

€ 207 per night

Guest favorite

Guest suite in Shelbyville

4.97 out of 5 average rating, 37 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 23 – 30

€ 133 per night

Guest favorite

Home in Pleasureville

5.0 out of 5 average rating, 82 reviews

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.

Nov 29 – Dec 6

€ 143 per night

Guest favorite

Guesthouse in Shelbyville

4.96 out of 5 average rating, 73 reviews

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 that flows 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.

Sep 15 – 22

€ 173 per night

Guest favorite

Farm stay in Shelbyville

5.0 out of 5 average rating, 18 reviews

Bourbon trail apartment on horse farm

Don't just visit Kentucky, experience it! Join us at Celebration Acres in beautiful Shelbyville. Centrally located between Louisville & Lexington, this private unit is your refuge as you explore bourbon country. We're 5 min from Bulleit & under 20 miles to Jeptha Creed & Buffalo Trace. Here for the horses? We're close to Kentucky Horse Park & Churchill Downs. #bourbon #bourbontrail #Shelbyville #Louisville #horses #farmlife #visitShelbyville #bourbontrailrental

Nov 1 – 8

€ 103 per night

Guest favorite

Loft in Shelbyville

4.97 out of 5 average rating, 105 reviews

Bottled in Bond: Perfect Bourbon Trail Location

FEATURED on HGTV! Swanky! Stunning! Spectacular! You'll be in a top-floor loft overlooking downtown Shelbyville and perfectly situated in the heart of the Bourbon Trail! Incredible place to stay for Derby, Keeneland, PGA or local weddings and events---if you can pry yourself away from here! We specialize in making your stay an over-the-top experience and are happy to arrange chauffeured transportation, private chef accommodations, and dinner reservations.

Mar 2 – 9

€ 886 per night

Guest favorite

Condo in Shelbyville

4.94 out of 5 average rating, 125 reviews

Horses, Bourbon, and More .... Shelbyville Condo

Beautiful condo duplex features 2 bedrooms / 2 full bathrooms, light open floor plan, private entrance with parking at the door.. Close to shopping, expressway, local wineries, bourbon distilleries, horse farms and much more!! Fully Furnished including linens, towels, dishes and more! Work or travel, we welcome you to your home away from home! Located Close to shopping, farms, local interests and I64.. 25 minutes to Louisville, 45 minutes to Lexington.

Dec 11 – 18

€ 127 per night

Guest favorite

Cabin in Lawrenceburg

4.97 out of 5 average rating, 34 reviews

Hidden View Cabin

Welcome to Hidden View Cabin, a delightful cabin where seeing wildlife and listening to the sounds of nature are yours to enjoy! Take the scenic drive down the gravel lane to this private and peaceful place located among pine trees and overlooking a one acre pond. Whether you have come to relax and get away from it all or want to visit the many attractions throughout central Kentucky this is the place for you. Only 20 minutes from Lawrenceburg.

Aug 13 – 20

€ 123 per night

Guest favorite

Loft in Shelbyville

5.0 out of 5 average rating, 118 reviews

Saddlebred Suites 6 bed, 6 ba

Saddlebred Suites and offers visitors 3,000 square feet of an upscale loft boutique hotel experience in historic Shelbyville that's perfect for a weekend trip or an ideal overnight stay for curious travelers. There are a total of 4 separate suites offer guests the option of 2-bedroom units or cozy studio spaces with incredible views of downtown Shelbyville.

Aug 5 – 12

€ 650 per night