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2 May - 4 May
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23 May - 25 May
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20 Jun - 22 Jun

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.
Exterior

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

9.2 out of 10, Wonderful, (45)
"The property was nice and felt cozy the entire stay"
The price is AED 220
AED 579 total
includes taxes & fees
13 May - 14 May
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
Exterior detail

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

10.0 out of 10, Exceptional, (95)
"It was clean, cute and they thought of lots of little things to make the stay better. "
The price is AED 624
AED 926 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
3 bedrooms, travel crib, free WiFi, bed sheets

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

9.4 out of 10, Exceptional, (18)
"The house felt like we were staying at a family members. With its old charm and well appointed appliances, we couldn’t have asked for more. Perfect location in such a charming town. "
The price is AED 437
AED 891 total
includes taxes & fees
28 Apr - 29 Apr
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Enchanting, energizing, and enjoyable!
Fridge, microwave, oven, stovetop

Enchanting, energizing, and enjoyable!

10.0 out of 10, Exceptional, (77)
"This home was everything we needed and more for our trip to Louisville. We stayed here for a volleyball tournament for my daughter. It was an easy, 25 minute drive from the expo convention center & there was plenty of room & activity’s for my other children to do when we weren’t at the convention center. We were able to accommodate her team & their parents for a team dinner & there was space for everyone to comfortably socialize! There is also a HUGE backyard for the kids to run around & stay...
Enchanting, energizing, and enjoyable!
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Terrace/patio

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

9.8 out of 10, Exceptional, (128)
"Wonderful stay. The house was great - nice layout, ample room, very clean, well-stocked kitchen, and plenty of towels and linens. The river behind the property was a perfect spot to relax after a long day or have a cup of coffee to start the day in the morning. The location was ideal as well - near good restaurants, distilleries, scenic drives, and more.The hosts were absolutely fantastic! Instructions were clear and pre-visit discussions were very helpful and thorough. They provided many...
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Property grounds

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

8.6 out of 10, Excellent, (24)
"This location is perfect for everything in Frankfort! Communication was easy. The VRBO was clean, comfy, and would highly recommend!"
The price is AED 275
AED 634 total
includes taxes & fees
13 May - 14 May
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
2BD 2Bath, Ideally Located Cottage
Exterior

2BD 2Bath, Ideally Located Cottage

9.8 out of 10, Exceptional, (23)
"Perfect location! Charming as can be! Exactly as pictured, relaxing. Great bedding. Pups loved the fenced in yard! What a gem!"
The price is AED 433
AED 1,212 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!
Interior

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

9.8 out of 10, Exceptional, (65)
"We needed a property with both indoor and outdoor space to hold our group of 13. This place was perfect! They were responsive to my revisit questions, the checkin and out process was easy and the home was amazing! We hope to book it again next year."
The price is AED 2,568
AED 4,860 total
includes taxes & fees
28 Apr - 29 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!
Pool

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

9.8 out of 10, Exceptional, (113)
"Relaxing stay. Lots of bed options for our family of 5. Didn’t do much outside due to rain. Positive experience overall though!"
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
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (89)
"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 AED 1,466
AED 2,764 total
includes taxes & fees
27 Apr - 28 Apr
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
Family/Pet-Friendly Riverside Home w/Amazing Views
Terrace/patio

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
Fridge, microwave, oven, stovetop

New! Bourbon Barrel Hot Tub Getaway

10.0 out of 10, Exceptional, (4)
"There is a group of us who travels at least twice a year – and we’ve stayed in many different houses in many different locations. I have to say, this is the first time we’ve had hosts who were so on top of things, cared so much about our visit, and answered all our questions in a timely manner.Everything was within a 15 or 20 minute drive so it’s very convenient to everything.The house itself – cleaner than any hotel room! The kitchen was well stocked and had everything we needed. They did not...
The price is AED 576
AED 1,769 total
includes taxes & fees
28 Apr - 29 Apr
New! Bourbon Barrel Hot Tub Getaway
✨Luxe Farmhouse✨Bourbon Trail✨ 4 king Beds ✨Hot Tub Games Trails sleeps 16
Exterior

✨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.
Point of interest

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"
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (20)
"The house was beautiful and spacious. Little things like soap and snacks madw us all feel welcome. Hit tub was great. So happy with everything "
"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"
Bourbon Trail-Hot tub-Riverview-2.5miles BuffaloTr
Fridge, microwave, oven, stovetop

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
Terrace/patio

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 AED 837
AED 2,081 total
includes taxes & fees
21 May - 22 May
Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown
Encounter the Bluegrass & relax comfortably
Interior

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!
Exterior

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!
Property grounds

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 AED 393
AED 1,028 total
includes taxes & fees
27 Apr - 28 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
3 bedrooms, travel crib, free WiFi, bed sheets

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

9.4 out of 10, Exceptional, (18)
"The house felt like we were staying at a family members. With its old charm and well appointed appliances, we couldn’t have asked for more. Perfect location in such a charming town. "
The price is AED 437
AED 891 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
Interior

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
14 Guests, Bourbon Trail, Derby Destination
Smart TV

14 Guests, Bourbon Trail, Derby Destination

10.0 out of 10, Exceptional, (4)
"Our stay at this incredible VRBO in Shelbyville, KY, was nothing short of amazing! This spacious 6-bedroom, 6-bathroom property was perfect for our group of 10 adults. Located in the heart of historic downtown, the building offered ample room for everyone to relax and unwind.One of the highlights of the property was the two fully-equipped kitchens and the mini-bar area in the large bedrooms, which also featured their own cozy living spaces. It made hanging out and preparing meals a breeze, and...
14 Guests, Bourbon Trail, Derby Destination
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.