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Compare 425 Vacation Homes in Shelbyville with updated reviews, rates, and availability.

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

9.0 out of 10, Wonderful, (44)
"I was here with a group of friends for 1 night for a bourbon distillery trip. We were here for buffalo trace. The property is well located and close to lots of stuff. That said, it's up on a hill that sits right next to a busy road. It's a very small space with a small kitchen that adjoins the only bathroom which is honestly a very tight squeeze with the washer and dryer sitting right in front of the door and the door opening out. There's a tight hallway leading back to two rooms and a very...
The price is SAR 225
SAR 592 total
includes taxes & fees
27 Apr - 28 Apr
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

10.0 out of 10, Exceptional, (94)
"We loved our stay here and would do it again! It’s a great location for the bourbon trail. The game table along with the dart board aided with our “down time” helped make for a perfect stay. Comfy beds and very clean."
The price is SAR 638
SAR 975 total
includes taxes & fees
28 Apr - 29 Apr
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

9.4 out of 10, Exceptional, (16)
"Great home!! Accurate listing!! Cutr"
The price is SAR 634
SAR 1,136 total
includes taxes & fees
28 Apr - 29 Apr
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Enchanting, energizing, and enjoyable!

10.0 out of 10, Exceptional, (76)
"Excellent property, well located to enjoy Louisville’s best attractions."
Enchanting, energizing, and enjoyable!

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

9.8 out of 10, Exceptional, (126)
"If you're going to the Bourbon Trail and dont want to stay in Louisville or Lexington, this house is an excellent choice. 10 minutes to food options in Frankfurt and close to quite a few distilleries. House is close to the road so traffic was a little noisy but not terrible. House is a little older but was perfect for what we needed. We had a small issue upon check-in which Nathan handled immediately after a quick phone call and a couple texts. Would definitely stay again!"
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

8.8 out of 10, Excellent, (23)
"This location is perfect for everything in Frankfort! Communication was easy. The VRBO was clean, comfy, and would highly recommend!"
The price is SAR 282
SAR 648 total
includes taxes & fees
27 Apr - 28 Apr
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

2BD 2Bath, Ideally Located Cottage

9.8 out of 10, Exceptional, (21)
"Everything was perfect!"
The price is SAR 492
SAR 1,303 total
includes taxes & fees
5 May - 6 May
2BD 2Bath, Ideally Located Cottage

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

9.8 out of 10, Exceptional, (65)
"This place was a perfect stay for my bachelor party! There was a ton of room, the host was very responsive with any questions and it had everything we needed. Highly recommend! "
The price is SAR 2,061
SAR 4,222 total
includes taxes & fees
16 Apr - 17 Apr
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

9.8 out of 10, Exceptional, (111)
"Our stay didn’t go as planned as it rained, snowed and was cold the whole time. However the home was very nice and the little touches, like a basket a snacks, stocked bathroom supplies made the stay very enjoyable.The owners go above and beyond to make it feel homey unlike most rentals we have used."
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

10.0 out of 10, Exceptional, (88)
"Everything from top to bottom was fantastic about this property. The location was perfectly located to be able to go into Louisville or Bardstown. "
The price is SAR 1,122
SAR 2,377 total
includes taxes & fees
16 Apr - 17 Apr
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Family/Pet-Friendly Riverside Home w/Amazing Views

9.2 out of 10, Wonderful, (20)
"Nestled on the Ohio River in a quiet neighborhood close to Louisville (about 20 minutes). Pet friendly. Clean. Nice kitchen with appliances like a Keurig coffee machine, regular coffee pot, air fryer, and blender. Beds were not the most comfortable and neither was the furniture. Great shower! The yard needs attention. Looks like it went through a storm!"
Family/Pet-Friendly Riverside Home w/Amazing Views

New! Bourbon Barrel Hot Tub Getaway

10.0 out of 10, Exceptional, (3)
"This was the perfect place to relax and enjoy the evening after a full day of bourbon tastings. The hot tub, fire pit and ax throwing were great ways to enjoy the outdoors, and the nightowls in our group had a blast in the game room. Would definitely recommend staying here."
The price is SAR 588
SAR 1,799 total
includes taxes & fees
21 Apr - 22 Apr
New! Bourbon Barrel Hot Tub Getaway

✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

10.0 out of 10, Exceptional, (22)
"This place is in a great location. Secluded by near everything you need. The entire property was well maintained and the hosts were easy to work with and very prompt in response. There was an HVAC issue that changed the comfort aspect of our stay but overall the stay was great. "
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16

Spacious Ohio riverfront retreat in Louisville, gorgeous view, on Bourbon Trail.

10.0 out of 10, Exceptional, (143)
"We were in town for a family wedding and rented this home for an extended weekend. The setting on the river was wonderful, as were the views from the common area of the house. The kitchen/dining/family room area were perfect for 9 people, and the shuffleboard was an especially big hit. There was an abundance of comfortable seating, including four recliners. We also appreciated the numerous amenities including a great coffee bar. We'd certainly consider renting this house again if needing a...
Spacious Ohio riverfront retreat in Louisville, gorgeous view, on Bourbon Trail.

"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"

10.0 out of 10, Exceptional, (18)
"Everything as described. Very clean."
"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"

Bourbon Trail-Hot tub-Riverview-2.5miles BuffaloTr

10.0 out of 10, Exceptional, (1)
"We had such a wonderful stay , the property provided close proximity to several Bourbon distilleries, and also walkable to downtown Frankfort. The back deck with hot tub was a great addition. The house was clean & beautifully decorated. Perfect for a family weekend getaway! "
Bourbon Trail-Hot tub-Riverview-2.5miles BuffaloTr

Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

2.0 star property
10.0 out of 10, Exceptional, (10)
"The property was perfect for our needs and the host was incredibly communicative and helpful. Everyone had their own, comfortable room (four adult men), the common areas were great, and it was conveniently located near all of the local distilleries and shopping. The kitchen was well stocked with everything we needed to cook a great meal, and even had sharp knives which is rare! We did find that Uber didn't work as well as we had hoped, and the local car service had an hour wait, so for future...
The price is SAR 820
SAR 2,096 total
includes taxes & fees
21 Apr - 22 Apr
Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

Encounter the Bluegrass & relax comfortably

10.0 out of 10, Exceptional, (10)
"House was very clean with everything we needed. Great beds with top knotch pillows. Owners were just great!!!"
Encounter the Bluegrass & relax comfortably

Rock & Roll RiverHouse: Pool Table, Mins to Louisville!

6.8 out of 10, (3)
"We had a great time spending Thanksgiving at the Rock & Roll Riverhouse! The property was clean, spacious and entertaining for our kids. We had 7 adults and 2 kids and had enough room for us all. It was a great location and was an easy drive into Louisville. "
Rock & Roll RiverHouse: Pool Table, Mins to Louisville!

Bourbon Trail Lakehouse - Pet Friendly!

10.0 out of 10, Exceptional, (37)
"The townhouse was conveniently located—a quick drive into downtown Frankfort and nearby distilleries. Cute décor and well-equipped kitchen. Would recommend to others coming to the area."
The price is SAR 402
SAR 1,055 total
includes taxes & fees
16 Apr - 17 Apr
Bourbon Trail Lakehouse - Pet Friendly!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Shelbyville

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

9.4 out of 10, Exceptional, (16)
"Great home!! Accurate listing!! Cutr"
The price is SAR 634
SAR 1,136 total
includes taxes & fees
28 Apr - 29 Apr
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

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

10.0 out of 10, Exceptional, (20)
"The property is beautiful. The owners are fantastic. If you love historical buildings that have been restored to capture their history while providing modern comforts, you would be cheating yourself if you didn’t stay at this property. Kudos to the owners!"
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

Beautiful restored Victorian farmhouse

9.2 out of 10, Wonderful, (10)
"Phil was great at communicating and responding. The Victorian home was as described. You got the modern conveniences with the Victorian vibe all in one. Clean and plenty of amenities and extra blankets which I was grateful for. While it was secluded in the back, I would have liked blinds or shutters on the big bay windows for privacy where the kids were on the sleeper sofa. Otherwise it’s was perfect!"
The price is SAR 919
SAR 1,766 total
includes taxes & fees
16 Apr - 17 Apr
Beautiful restored Victorian farmhouse
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.