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New! *Bourbon Trail Cabin~hot tub~hiking~game shed

Experience a luxurious KY retreat at this unique & peaceful log cabin! This newly & thoughtfully renovated space is made with YOU, the guest, in mind! Perfect for those wanting to explore the 🥃Bourbon Trail🥃 or other nearby tourist attractions, While still featuring plentiful amenities on site, such as: - A hot tub - Private 1/4 mile hiking trail - Game shed - Fire pit - Covered porch - Wooded picnic area And more! Luxury is just a peaceful, countryside drive away at the Kentucky Bourbon Den!

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Bottled in Bond: Close to Buffalo Trace and Others

Best place to stay on the Bourbon Trail 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.

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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.

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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.

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Stone Spring Farm Bourbon Trail

Welcome! Bring the whole family to Horse & Bourbon Country with plenty of room for fun. Enjoy a day at any of the local Distilleries with Bulleit, Wild Turkey, Buffalo Trace and many more within a 25 minute drive and then come back to a relaxing sunset on a spacious back deck with a view of the pool, hot tub and fully stocked 1 acre pond. You can enjoy a night of Billiards, Shuffleboard or a movie inside the Theatre room. Situated between Churchill and Keeneland there is something for everyone!

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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!

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Your Kentucky Home Away From Home

Lovely, renovated Patio Home features 2 bedrooms and 2 full baths – one with a low-entrance shower and one with a full tub. This Open Floor Plan has 1st Floor Entry, front-door parking and 36” doors, making it easily accessible. This home is fully furnished throughout, including a full kitchen with all appliances, dishes, drinkware and silverware, washer and dryer, wall-mounted flat-screen television, tasteful art, linens, towels and more. This is your home away from home!

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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 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.

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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!

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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.

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2 Bed/2.5 Bath Restored Beauty - Pistachio Palace

Built 1904 and recently lovingly restored. Just 2 blocks off historical Main Street in Shelbyville with great antique and coffee shops, as well as some favorite pubs and restaurants. In the middle of the Bourbon trail and Horse country, short drive to the new Convention Center and the Outlet Mall. This neighborhood is in the midst of gentrification. 2 Queen Beds, one Roll-away, pack-n-play & high chair. Absolutely no pets, including service dogs.

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Bourbon Trail•Dogs Welcomed•Hot tub•Game Room

TRAILSIDE COUNTRY HAVEN in Bagdad, Kentucky · ★★★★★ · 3 BR · 5 Beds · 2.5 Baths Welcome to TRAILSIDE COUNTRY HAVEN, A BEAUTIFUL HOME nestled IN THE HEART OF the countryside along THE BOURBON TRAIL in Shelby County. As your host, Iris, I'm excited to share this picturesque haven that offers a serene and private wooded area. Discover why our guests love the multiple decks and patios for outdoor enjoyment.

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Private EAST END gem, minutes from everything!

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The Julep - Cozy yet spacious, near local hotspots

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Bourbon Trail Hideaway on the Kentucky River!

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Private Cabin on Bourbon Trail with Hot Tub

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The River's Edge Oasis, close to downtown

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The Davis House-Unit 1

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Atoka Farms

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Home near the Highways

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4th Street Suites - Comfortable King Bed Suite

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1 Bedroom KY Bourbon Trail Loft in Horse Country

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The Garden - Idyllic Oasis near 13 Distilleries

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The Highlands Original Condo

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Frankfort 21

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2 bedroom getaway w/class privacy and personality!

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NEW! Highland Hideout

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AirBourbon & Branch WALK TO EVERYTHING!

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12acre Villa right by Keeneland-Keene Creek Estate

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Modern 3bd/3.5ba new construction near everything!

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Are you still coming for Thanksgiving?

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Bourbon Trail, Derby 2025, Hot Tub, Firepit

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