5 Br Private Vacation Home Vacation Rental In Shelbyville, Kentucky

Summary:

Picture this: the fire pit crackles while bourbon stories spill into the Kentucky night, steam rises off the hot tub under string lights, and someone's lining up a putt on your own backyard green. Ten of your favorite people, one quiet Shelbyville street, minutes from the world's most famous bourbon trail. This isn't just somewhere to sleep between distillery tours — it's the trip everyone keeps talking about after.
The Space:

You'll pull up to a warm, well-kept home on a quiet street where the loudest sound most nights is a distant train. Inside, wood-beam ceilings and soft lighting set the

tone — this is a house built for gathering, not just sleeping.
The living area is where the group ends up every night: deep seating under the wood beams, a smart TV, and a straight sightline into a dining room built for twelve — the kind of table where bourbon tastings turn into two-hour conversations.
The kitchen is stocked to actually cook in: full range and oven, dishwasher, coffee maker, wine glasses for the table, a blender, even a rice maker and trash compactor. Whoever's on breakfast duty will have what they need.
Five bedrooms, each with a king bed, split across two floors — three on the main level sharing a hallway bath, two upstairs sharing a full bath. Expect soft linens and enough separation that early risers and late-night talkers don't have to share a room. Three full bathrooms mean nobody waits in line, and every one is stocked with shampoo, conditioner, body wash, and plush towels.
Then there's the backyard, why most guests book this house. The hot tub sits under its own pergola, lit for evening soaks. The fire pit and lounge seating become the unofficial hangout by 9pm, and the putting green means the golfers in your crew never leave the property. A double washer-and-dryer setup means you can pack light

and still do a mid-week load. Whether you're basing a Bourbon Trail run here, hosting a family reunion, or need enough beds and backyard for a big group to relax together, this house was built to hold the whole trip — tastings, late nights, and mornings after.
LOCATION & WHAT'S NEARBY

You're based in Shelbyville, the town locals call the heart of the Bourbon Trail — and the location backs it up. Bulleit Distillery and Jeptha Creed Distillery are both right

here in Shelbyville, about a 10-minute drive. More than half of Kentucky's famous distilleries sit within an hour: Woodford Reserve in Versailles (about 45 minutes), Four Roses and Wild Turkey in Lawrenceburg (about 45 minutes), and Jim Beam's American Stillhouse in Clermont (about 50 minutes). Buffalo Trace Distillery and the State Capitol in Frankfort are a roughly 35-minute drive. Downtown Louisville is about 35-40 minutes west via I-64, putting Churchill Downs, the Kentucky Derby Museum, the Louisville Slugger Museum & Factory, and the bourbon bars of Whiskey Row within reach for a day trip. Louisville International Airport (SDF) is a similarly easy 35-minute drive. Closer to home, Shelbyville's historic downtown has antique shops and a public Sculpture Walk, plus the Outlet Shoppes of the Bluegrass up the road in Simpsonville.
WHO THIS HOME IS BEST FOR

Bourbon Trail groups will find this the ideal home base — close enough to hit two or three distilleries a day without long drives, with a backyard built for decompressing between tours. Multi-generational families gathering for a reunion will appreciate five separate king bedrooms and three full baths, so each generation gets its own space. Golf-loving groups get a bonus round on the putting green without leaving the property, and five couples splitting a long weekend will love that every bedroom has its own king bed. Anyone planning a milestone celebration — a birthday, anniversary, or bachelorette weekend — will find the hot tub, fire pit, and 12-person table built for exactly those nights. Traveling with a well-behaved dog? We welcome up to two pets for a fee
** NOTE: Rental Property Agreement is required to be signed up after reservation has been confirmed. Failure to comply will result to the cancellation of reservation without refund.
Guest Access:

Check-in is fully self-guided — no coordinating arrival times or waiting on a host. You'll receive a private 4-digit smart lock code for the front door before arrival, plus

access to our Guest Portal covering check-in instructions and everything you need before you walk in. Guests have full access to the entire home: all five bedrooms, all three bathrooms, kitchen, living and dining areas, laundry room, and the backyard including hot tub, fire pit, and putting green.
PARKING

Parking is off-street and included at no extra cost — four vehicles fit comfortably on the rear parking pad, accessed via the alley behind the home, plus one additional

space directly in front. That's enough room for most groups arriving in separate cars Street parking in front of neighboring homes is not permitted, out of respect for the quiet block — stick to the pad and front space and you'll have zero issues
Other Things to Note:

This property is equipped with two outdoor security cameras, one facing the front door and one overlooking the backyard, to help ensure guest safety and protect the home. We also use a Minut noise-monitoring system, which detects noise levels and smoking both inside and outside the property. This system does not record audio; it simply alerts us if noise or smoke levels exceed acceptable limits. These measures are in place to help maintain a safe environment and ensure guests adhere to our rules regarding noise, smoking, and occupancy.
After confirming your reservation, you’ll receive access to our Guest Portal, which must be completed before check-in. It includes your check-in instructions, house rules, and required guest information.
You will also be asked to review and sign our external rental agreement. During this process, you’ll have the option to purchase a nightly damage protection plan (damage waiver) for coverage against accidental damages during your stay.
🐾 Pet-Friendly Stay

We’re happy to welcome pets in our property! We allow up to 2 pets, and there is a $100 pet fee per pet. Please inquire and let us know in advance if you’re bringing pets so we can add the fee to your reservation. This helps us prepare the space and ensure a comfortable stay for you and your furry friends.

Located in Shelbyville, this vacation home is in the city center. The area's natural beauty can be seen at Taylorsville Lake State Park and Beckley Creek Park, while The Grand Theatre and Old State Capitol are cultural highlights. Yew Dell Botanical Gardens and IceLand Sports Complex are also worth visiting. Take an opportunity to explore the area for outdoor excitement like horse riding.