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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, (45)
"Very cute!! Perfect location. Very close to Buffalo Trace. Would stay again."
The price is AED 235
AED 594 total
includes taxes & fees
7 May - 8 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

10.0 out of 10, Exceptional, (95)
"We traveled to Kentucky for my niece's wedding, this place worked great for us. "
The price is AED 661
AED 946 total
includes taxes & fees
4 May - 5 May
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, (18)
"The home was well worth the price. The amenities were good and the home was welcoming. "
The price is AED 621
AED 1,124 total
includes taxes & fees
5 May - 6 May
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Enchanting, energizing, and enjoyable!

10.0 out of 10, Exceptional, (77)
"We stayed here for a group trip to the Bourbon Trail. Great property and neighborhood! "
Enchanting, energizing, and enjoyable!

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

9.8 out of 10, Exceptional, (128)
"Just a perfect place for two couples and their furry family members to stay on your visit to Frankfort. Close to everything and great hospitality host! "
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

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

8.6 out of 10, Excellent, (24)
"Great location, nice little unit! Parking is a bit tight! Would stay again!"
The price is AED 275
AED 634 total
includes taxes & fees
5 May - 6 May
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

2BD 2Bath, Ideally Located Cottage

9.8 out of 10, Exceptional, (23)
"Very nice location for access to Frankfort as well as distilleries in area. Very clean accomodations with some old school charm."
The price is AED 419
AED 1,200 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)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
The price is AED 2,568
AED 4,860 total
includes taxes & fees
12 May - 13 May
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, (113)
"We enjoyed our stay. The cabin was well equipped and the beds slept good. The weather was messy so didn’t get to enjoy much time outside. "
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, (89)
"Nice, comfy home. The property was clean and convenient. Tammy was easy to contact and very helpful. Definitely would book again."
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)
"This was our second stay at the River house. We had a great stay!! I Love the view from the deck!! "
Family/Pet-Friendly Riverside Home w/Amazing Views

New! Bourbon Barrel Hot Tub Getaway

10.0 out of 10, Exceptional, (4)
"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 AED 722
AED 1,966 total
includes taxes & fees
6 May - 7 May
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)
"Lovely home and helpful hosts. "
✨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)
"Very nice and clean! Beautiful view of the river."
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, (20)
"Wonderful place that was exactly what we needed while in the area, the hot tub was awesome"
"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"

Bourbon Trail-Hot tub-Riverview-2.5miles BuffaloTr

10.0 out of 10, Exceptional, (2)
"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)
"Spacious home, very clean, and an easy location to visit many establishments around Bardstown."
The price is AED 911
AED 2,174 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

10.0 out of 10, Exceptional, (10)
"We enjoyed our stay. Plenty of space for 6 guests. Location was great for visiting the bourbon trail."
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!

9.8 out of 10, Exceptional, (38)
"Very clean and everything we needed was there. Recommend for anyone traveling in the Louisville/Frankfort area and those touring the Bourbon Trail."
The price is AED 393
AED 1,036 total
includes taxes & fees
5 May - 6 May
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

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

10.0 out of 10, Exceptional, (20)
"The location is perfect for horse races and distillery tours. With it being located in between Lexington and Louisville, it was perfect for day trips to places of interest. "
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

Upscale Kentucky Bourbon Trail & Close to Louisville

10.0 out of 10, Exceptional, (23)
"Great location, very clean/ updated house - had everything we needed. Felt like home! Would stay there again! "
Upscale Kentucky Bourbon Trail & Close to Louisville

Beautiful restored Victorian farmhouse

9.2 out of 10, Wonderful, (11)
"This property was just as described. Communication with the host was excellent. We’ll stay here again!"
The price is AED 900
AED 1,753 total
includes taxes & fees
5 May - 6 May
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.