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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.

9.2 out of 10, Wonderful, (43)
"Very cute!! Perfect location. Very close to Buffalo Trace. Would stay again."
The price is AED 220
AED 579 total
includes taxes & fees
26 Mar - 27 Mar
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

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

9.8 out of 10, Exceptional, (125)
"Nice property. Convenient to dining and distilleries. Had a great time!"
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

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

10.0 out of 10, Exceptional, (92)
"My friend and I stayed a double shot during our bourbon Trail tour. It was a great location for launching point to the distilleries with a small town feel."
The price is AED 514
AED 857 total
includes taxes & fees
31 Mar - 1 Apr
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

Enchanting, energizing, and enjoyable!

10.0 out of 10, Exceptional, (74)
"Very nice place. I would recommend it. "
Enchanting, energizing, and enjoyable!

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!

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

10.0 out of 10, Exceptional, (88)
"A beautiful house with plenty of room. It's in a quiet location not too far from Louisville and very affordable. We only stayed a night, but it was spacious for us to be able to relax and hang out for the evening.Our minor issues was finding the correct driveway in the dusk was a little tricky. It was raining hard when we arrived and there isn't a paved path from the parking spots to the porch, so we had to slosh through the muddy yard. We did our best to not trudge wet shoes in the house...
The price is AED 735
AED 1,868 total
includes taxes & fees
25 Mar - 26 Mar
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

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 Downtown Frankfort w/Game Room near Buffalo Trace

9.8 out of 10, Exceptional, (22)
"A friends weekend getaway "
The price is AED 569
AED 1,096 total
includes taxes & fees
25 Mar - 26 Mar
Bourbon Trail Downtown Frankfort w/Game Room near Buffalo Trace

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

2.0 star property
10.0 out of 10, Exceptional, (9)
"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 604
AED 1,799 total
includes taxes & fees
25 Mar - 26 Mar
Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

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

8.6 out of 10, Excellent, (22)
"The place was decorated nicely and clean. Small but was great. Now my criticism 1 the steps to get into and out of the house were difficult for us in our late 60s and 70s. No real comfortable outside and the bathtub was slick. The 24 hour notice of the information about the stay was not prompt. The place was close to so much and we had a wonderful time.."
The price is AED 275
AED 634 total
includes taxes & fees
26 Mar - 27 Mar
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Encounter the Bluegrass & relax comfortably

10.0 out of 10, Exceptional, (9)
"This place was great! The house is exactly as described on line. I’m handicapped and worked really well for my needs. Parking is right next to the house. There’s one 3 inch step onto the front porch and one 3 inch step into the house. The bathrooms are both low level and easily accessible. Bedroom s were large with smart TVS. The kitchen is really nice and well equipped. There’s a dining room with table and another table near the kitchen counter. The owners did an outstanding job communicating...
Encounter the Bluegrass & relax comfortably

All You Need and More!

9.6 out of 10, Exceptional, (114)
"Great time"
All You Need and More!

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

10.0 out of 10, Exceptional, (17)
"Everything as described. Very clean."
"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"

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

9.2 out of 10, Wonderful, (15)
"We had a great stay. Good beds and nice layout. Wonderful house and area. Everyone was friendly with great service. "
The price is AED 657
AED 1,156 total
includes taxes & fees
12 Apr - 13 Apr
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

New! Bourbon Barrel Hot Tub Getaway

10.0 out of 10, Exceptional, (1)
"The house was immaculate and very warm a cozy. After visiting the local distilleries we came back and enjoyed games of poker and video games provided with lots of fun. Beds were comfortable. Appliances were very nice with plenty of cookware. House was on a fairly busy street but sat back from the road so there was no noise at all. Hope to come back again!"
The price is AED 464
AED 1,626 total
includes taxes & fees
25 Mar - 26 Mar
New! Bourbon Barrel Hot Tub Getaway

Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

10.0 out of 10, Exceptional, (11)
"This home had everything you could need. It was well supplied and very clean. The hot tub was a plus. The beds were comfortable. We liked the open floor plan. It had a country feel with deer everywhere. The houses were spaced far apart, Would stay there again. The owner was very nice and responsive. "
The price is AED 643
AED 1,172 total
includes taxes & fees
26 Mar - 27 Mar
Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

Welcome to Southern Hospitality with European Flair for two or more nights.

10.0 out of 10, Exceptional, (93)
"Elizabeth decorated her home for Christmas beyond our expectations! She made sure we had everything we needed from coffee to eggs to baking powder. We can’t wait to come back on our next visit to JTown. "
Welcome to Southern Hospitality with European Flair for two or more nights.

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

2.0 star property
9.2 out of 10, Wonderful, (7)
"Very nice kept and clean will be booking again "
The price is AED 555
AED 978 total
includes taxes & fees
8 Apr - 9 Apr
This house is a 2 bedroom(s), 2 bathrooms, located in Frankfort, KY.

NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace

10.0 out of 10, Exceptional, (20)
"Our stay in Frankfort was amazing and this penthouse was one of the primary reasons! It very easily and comfortably accommodated 10 women who were gathering from all over the country to celebrate a sweet friend. We spent time around the fire eating, drinking, and laughing and could not have asked for a better accommodation. We will be back! "
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace

Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!

9.8 out of 10, Exceptional, (69)
"Wonderful place. "
Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!
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

9.2 out of 10, Wonderful, (15)
"We had a great stay. Good beds and nice layout. Wonderful house and area. Everyone was friendly with great service. "
The price is AED 657
AED 1,156 total
includes taxes & fees
12 Apr - 13 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

LeCoop Ultra Luxury 2 bed Loft on Bourbon Trail.Close to BuffaloTrace and others

9.8 out of 10, Exceptional, (72)
"The loft was absolutely amazing. The coziness was delightful. Had everything that we needed great location for the Bourbon Trail and very cute little town. Highly recommend this property and if ever we are visiting, will definitely look to stay here again."
LeCoop Ultra Luxury 2 bed Loft on Bourbon Trail.Close to BuffaloTrace and others
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.