House vacation rentals in Shelbyville

Bourbon Trail*River Views*Hot Tub*Sauna*EVSE*WiFi

Welcome to River Whisper. The remodeled riverfront house offers the perfect blend of organic modern decor and unparalleled comfort. Experience luxury with top-of-the-line features, a hot tub, and a barrel sauna, all overlooking the beautiful Kentucky River. Located in the heart of Bourbon Trail, with easy access to many renowned distilleries, including Buffalo Trace and Woodford Reserve. Explore historic downtown Frankfort, Cove Spring Park, river boat tours, kayaking, fishing, hiking and more.

Location · Family · Hospitality

Home near the Highways

Comfortable, clean home in a quiet neighborhood Garage and driveway parking 3 Kings, 2 Queens, 2 Full beds, 2 Futons, 1 Loveseat Sleeper Sofa, 1 Couch Individual coffee makers in rooms with complementary coffee Peaceful front porch. Back and patio with gas & charcoal grills and green view Pet Friendly. Scroll down to "Other Things to Note" for more info. 2.5 miles to I-265. 3 miles to I-64. 20-30 minutes to most places in Louisville. 1 mi to a fuel, groceries, restaurants & banking

Location · Value · Kitchen

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

Welcome to the "Bourbon Barrel Retreat" where this truly unique property offers a one-of-a-kind getaway. This newly renovated 5-bed, 3 full bath ranch boasts two additional buildings on the property to provide a Kentucky experience like no other. Immerse yourself in the ambiance of the Bourbon Speakeasy or spend time at the Pickleball Sports Lounge. Unwind and relax however you would like! An ideal location where you are a short drive to Bardstown, Louisville, Lexington, Mammoth Cave and more!

Location · Family · Bathroom

Backyard Bourbon Retreat

Your family will be close to everything when you stay at this centrally-located place. This is a beautiful two bedroom two full bath home packed with a ton of amenities! Only minutes from several distilleries such as Buffalo Trace, Jim Beam, Woodford Reserve, Ancient Age and Four Roses just to name a few! There is a fully fenced in yard with a deck looking into a 1/4 acre landscaped backyard. Great for sitting back and relaxing with a Kentucky beverage. Welcome to the Backyard Bourbon Retreat!

Family · Location · Accuracy

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.

Family · Value · Wifi

Heart of the Trails

Relax with the whole family at this New peaceful place to stay. At the Heart of the Trails you are right in the middle of all the bourbon trails & Wineries In Frankfort & min. to Lawrenceburg & Versailles. We are right next to the highway can be at any surrounding towns in a few! You also have Juniper Hills water park with playground barbecueing & golfing. We also have the game farm educational center to visit all the animals & fishing. Also bourbon tours everywhere. All one level home.

Location · Family · Quiet

Lakefront Horse Farm | Sleeps 12 | Bourbon Trail

Experience Kentucky horse country from your own private lakefront retreat. Nestled on a working Thoroughbred farm and sleeping up to 12 guests, this spacious home is perfect for Bourbon Trail weekends, family gatherings, golf trips, and peaceful escapes in the Bluegrass. Conveniently located between Louisville, Lexington, and Frankfort. Relax on the porch bed swing, gather around the fire pit, or enjoy air hockey, foosball, cornhole, bucket golf, and a basketball shootout.

Value · Family · Air conditioning

Best Location in the City-2 Story Patio & Hot Tub

The Saddle Inn has everything you need for your upcoming stay. Situated in the heart of the city and walking distance to the best restaurants and bars in town, you are booking convenience when you book our home. This house has vintage Kentucky flare with modern furnishings & updates. It boasts 3 bedrooms, a 2 story patio, hot tub, fire pit, ping-pong table, shuffleboard, and all the bourbon barrels one can hope for in Kentucky. There's no better location than this one.

Family · Value · Heating

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

Limestone Landing is a modern, peaceful home, thoughtfully designed with comfort and style in mind. This cozy haven offers a relaxing place to unwind after a day of exploring bourbon country. Just minutes from Castle and Key and Woodford Reserve and only ½ mile from the highly rated restaurant and bourbon bar, The Stave. Whether you’re here for tastings, scenic drives, or quiet evenings in, Limestone Landing puts you right where you want to be!

Family · Value · Amenities

LUX Farmhouse | HotTub | Firepit | GameRm | 5 Acre

Brand-new luxury farmhouse on 5 private acres in the heart of Kentucky bourbon country. This 4BR retreat sleeps 12 and is built for unforgettable group getaways, with a massive game room, full bar, pool table, shuffleboard, foosball, poker table, 85” TV, covered 6-person hot tub, huge firepit, outdoor games, and a fully stocked chef’s kitchen. Minutes from Buffalo Trace, Bulleit, and Jeptha Creed. Send us a message with any questions!

Location · Family · Hot tub

Luxe Bourbon Trl~Game Rm~Golf Sim~Hot Tub~Fire Pit

► Located directly on Bourbon Trail; close to many distilleries: - 5 miles to Wild Turkey - 9 miles to Woodford Reserve - 13 miles to Four Roses - 19 miles to Buffalo Trace ► 13 miles to Keeneland ► Large media room with GOLF SIMULATOR, putting green, pool/billiards table, bar, dart board, skee-ball and 75" Smart TV ► Located on 15 private acres ► Large outdoor fire pit ► Poker table, shuffleboard and other games

Family · Location · Nearby

Bourbon Trail ~ Pickleball ~ Hot Tub ~ Mini-Golf

Welcome to this adorable house in the heart of the picturesque bourbon country. It promises a relaxing retreat just a few minutes from local distilleries, scenic countryside landmarks, and exciting attractions. ✔ 3 Comfortable Bedrooms ✔ Full Kitchen ✔ 9-hole Duck Duct Putt-Putt Golf Course ✔ DIY Pickleball Court ✔ Vintage Jukebox ✔ Hot Tub ✔ Fire Pit ✔ Smart TVs ✔ Wi-Fi ✔ Laundry ✔ Parking See more below!

Family · Location · Condition