Holiday rentals with a patio in Spencer County

Luxurious 5-Bed Escape in Heart of Bourbon Trail

Nestled in the heart of the Bourbon Trail, The Commonwealth is a spacious home that feels luxurious, yet still welcoming. When you enter the front doors, you will be greeted by a grand double staircase and plentiful gathering space. Each of the five bedrooms has its own dedicated full bathroom, making this perfect for a large group or couples' getaway. Situated near Louisville and Bardstown, you have quick access to over 20 distilleries, as well as quaint downtown areas and Taylorsville Lake.

100 Proof Hideaway

The 100 Proof Hideaway is the perfect Kentucky get away for you. Conveniently located in Shelby County Kentucky along the Bourbon Trail. The 100 Proof Hideaway is the perfect hideaway if you’re visiting bourbon country, attending a wedding at Silo Farms, or just wanting to enjoy the gorgeous Kentucky bluegrass. This spacious and serene hideaway is conveniently located centrally to Louisville and Lexington. The gorgeous farmhouse is within miles of Jeptha Creed Distillery and Taylorsville Lake.

Hillside view/ bourbon trail fun game room

Welcome to Oakdale! Located just minutes from the interstate on a 95 acre farm in Shelby County. This cute 1920’s stucco home was recently renovated so your family could enjoy the beautiful views on the countryside. Each room is decorated to keep the older southern charm. Oakdale offers 3 bedrooms, 2 full baths, game room and custom bunk beds! Around 30 miles to Churchill downs or Keeneland. Less than 10 miles from Jeptha Creed and Bulliet Distillery. Around 15 miles to taylorsville lake

Bluegrass Bourbon Lodge Bourbon Trail/Lake/HotTub

Unwind and explore bourbon country in style at our luxurious log cabin retreat! Escape the ordinary and immerse yourself in the beauty of Kentucky at our stunning log cabin home situated on 5.2 acres...just a few miles away from Taylorsville Lake Marina and centrally located on Kentucky's Bourbon Trail! That's right! Our cabin sits nestled in the heart of Kentucky's famed bourbon trail; your launchpad for immersive distillery tours, craft tastings and Derby festivities just to name a few!

Whiskey River Lake Retreat

Located on Ky's Bourbon Trail, there's so much to do from exploring The infamous Bourbon Trail /Distilleries to relaxing by the lake, or unwinding in the cozy comfort of our lakeside cottage. This charming 2-bedroom, 2-bath getaway, located in a gated community, comfortably sleeps 7 guests and features a fully equipped kitchen and charcoal grill for cookouts. From the back porch, enjoy tranquil lake views through trees, whether you're soaking in the hot tub or savoring your morning coffee.

Charming countryside Cabin Derby ready!

15 acre log cabin retreat with picturesque landscape! Churchill Downs, bourbon trails, golf all within 30-45 min drive. Driver can be arranged with advanced notice. The wrap-around porch is the perfect spot to sip your morning coffee or a glass of wine as the sun sets. Relax in the brand new Jacuzzi hot tub surrounded by nature. Rainy day? No problem! Ping pong, darts, games and lots of cozy spots to read a book. 10 minutes from Taylorsville Lake Marina! Fishing and hiking on property.

Enchanted Cabin at LedgeRock Springs

A Serene Cabin surrounded by beauty and delight is sure to deliver! This Cabin at LedgeRock Springs is nestled down a Private Road, with Woods, Meadows, Wildlife, a Fishing Pond and a Good Time! Although we do have wifi available... a place like this is best spent unplugged. Additionally, the internet service can be spoty at times. A true Cabin experience awaits, with enough room to bring those you love. Also! Pet friendly because a place like this is best enjoyed by all!

Charming Bourbon Country Retreat on Beautiful Farm

The Horse & Hound is a unique and charming home located on Chickapoo Farm. This 100+ year old farmhouse is the perfect place to come relax, unwind, and get away from the hustle and bustle of city life. The elegant and captivating features in this historical home, along with the beautiful landscape are sure to make your stay a memorable experience. Fall back to a simpler time and feel the stress melt away at Chickapoo Farm in Shelbyville, KY.

Cozy Kentucky Cabin, Farm, Bourbon Trail, Fire Pit

Cozy vibes!! Although centrally located between all of the Bourbon Trail stops, you'd never know how close you were. This multi-acre farm is secluded, quiet, and cozy. Snuggle up with a book by the wood fire place or roast some smore's around the fire-pit. Relax by taking a walk around the property and ponds or playing board games with family. This is truly the space to disconnect and regenerate!