Vacation rentals with a fireplace in Shelby County

Bourbon Trail Cabin~Enjoy Christmas decor in Dec!

🌲FOR CHRISTMAS- home is transformed into cozy holiday cabin retreat! A charmingly unique taste of KY waits for you at this peaceful log cabin! Perfect for those wanting to explore the 🥃Bourbon Trail🥃 or other nearby tourist attractions, While still featuring plenty of fun on site, such as: - A hot tub - Private 1/4 mile hiking trail - Game shed - Fire pit - Covered porch - Wooded picnic area And more! Your next adventure is just a peaceful countryside drive away at the Kentucky Bourbon Den!

Bottled in Bond: Transportation available-Must See

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.

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.

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 5

Luxury Log Cabin on the Kentucky Bourbon Trail

Enjoy this beautifully renovated, authentic log home to yourself. Perfect for family gatherings or visiting the bourbon trail. Our 4-bedroom cabin sleeps 10. The cabin sits on 32 acres of wooded farmland, less than 2 miles off I-64. Only 12 miles to Frankfort and 33 to Louisville. Professionally designed with new kitchen/bathrooms, furniture and appliances. Wrap around porch, large patio with grill and table for 10, firepit patio with 10 Adirondack chairs. 2 mile hiking trail. Outdoor bar.

Red Bridge Retreat

Red Bridge Retreat sits on 5 beautiful tranquil acres in a suburb of Louisville KY but within 30 min to most major local events. Elegant & stylish decor throughout. This 4 Bedroom 3 full bath private home has, deck off kitchen w/ Blackstone & gas grill, covered patio w/ HOT TUB, covered fire pit area, beautiful & fully equipped kitchen, game room w/ bumper pool & Pac man. Tree lined driveway w/ lovely landscaping all around. This home even has a bourbon themed lounge to hang out & relax.

Countryside On the Bourbon Trail, 22 Quiet Acres

Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! 22 acres of privacy. Cows may be present in pasture. 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 we look forward to sharing it with you. Hosted by the owners.

Cabin with spectacular views, creek, & hot tub

Located on beautiful Brashears Creek in the heart of Bourbon Country, this loft style cedar cabin makes a great central location to visit some local distilleries and wineries. It is also a great place to stay for anyone who might be in the area for a horse show or interested in antique shopping along Shelbyville's historical Main Street. My personal favorite thing to do at the cabin is enjoy the creek. The water level fluctuates significantly depending on the amount of rainfall received.

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tu

Step into the gorgeous and unique Shelbyville 3BR, 3Bath home, offering a perfect base for everyone coming to see the exciting saddle-horse farms, horse shows, or stopping by along the Bourbon Trail. If all Shelbyville attractions aren't enough for you, the private, in-house art gallery featuring the artwork of renowned local artists will leave you mesmerized. ✔ 3 Comfortable Bedrooms ✔ Private Art Gallery ✔ Gourmet Kitchen ✔ Backyard ✔Smart TVs ✔High-Speed Wi-Fi Learn more below!

Bourbon Trail Country Getaway

Escape to the peaceful countryside and unwind in our beautifully restored farmhouse, nestled on a working farm and 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, or exploring the nearby Bulleit Bourbon Distillery on the Bourbon Trail, you’ll find tranquility and adventure in equal measure.

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.

Annola Farm Guest House

Stay and be delighted with this newly renovated two-story guest house which adjoins our 11-stall horse barn. Framed by covered porches and shade trees, our guest house is a wonderful place to unwind and relax during your stay in beautiful central Kentucky. The best of both worlds--a lovely rural setting situated only minutes from the interstate, making travel to Churchill Downs, Valhalla Golf Course, and other attractions in nearby Louisville and Frankfort a breeze.