Photo by Lisa Klein

Search Vacation Homes in Shelbyville

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Homes in Shelbyville

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

9.2 out of 10, Wonderful, (35)
"Great little spot on the bourbon trail! Would recommend to others!"
The price is AED 559
AED 1,047 total
includes taxes & fees
5 Oct - 6 Oct
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

9.8 out of 10, Exceptional, (16)
"Great location, responsive hosts, fantastic property!"
The price is AED 922
AED 1,966 total
includes taxes & fees
27 Oct - 28 Oct
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

Bourbon Trail | Hot Tub | Poker Room | Game Rm

2.0 star property
10.0 out of 10, Exceptional, (10)
"House was immaculate, communication was wonderful, will book again! "
The price is AED 1,693
AED 2,121 total
includes taxes & fees
27 Oct - 28 Oct
Bourbon Trail | Hot Tub | Poker Room | Game Rm

Hitching Post on the Bourbon Trl

The price is AED 1,315
AED 1,515 total
includes taxes & fees
7 Oct - 8 Oct
Hitching Post on the Bourbon Trl

Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms

9.0 out of 10, Wonderful, (6)
"Would definitely stay here again."
The price is AED 281
AED 970 total
includes taxes & fees
5 Oct - 6 Oct
Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

9.8 out of 10, Exceptional, (56)
"Came to the area for a funeral. Worked out great for our needs. Alecia was quick to respond any time we called. Enjoyed it. "
The price is AED 312
AED 830 total
includes taxes & fees
4 Oct - 5 Oct
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Enriched with history & tradition is where you will find Capitol Walk

2.0 star property
9.4 out of 10, Exceptional, (16)
"Great place!"
The price is AED 441
AED 851 total
includes taxes & fees
5 Oct - 6 Oct
Enriched with history & tradition is where you will find Capitol Walk

Carriage House, 7 minutes from downtown Louisville

10.0 out of 10, Exceptional, (43)
"Great little nook for a couples get away!! We enjoyed our stay! Other than having to drive around the road construction on River Road, all was great! "
The price is AED 496
AED 874 total
includes taxes & fees
5 Oct - 6 Oct
Carriage House, 7 minutes from downtown Louisville

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

9.8 out of 10, Exceptional, (6)
"Very nice place to stay in bourbon country! "
The price is AED 371
AED 1,225 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

"The Homestead" UPSCALE STAY - Downtown with Yard

9.0 out of 10, Wonderful, (7)
"This home is in a perfect location convenient for quick runs to anywhere. Nice property and love that it allows a dog. Our whole family was able to enjoy a nice vacation."
The price is AED 367
AED 919 total
includes taxes & fees
6 Oct - 7 Oct
"The Homestead" UPSCALE STAY - Downtown with Yard

4 miles from Buffalo Trace, Frankfort KY, Charming 3 bedroom, Sleeps up to 7

10.0 out of 10, Exceptional, (1)
"Very clean, easy check in. Nicole was amazing at communication, very quick to respond. "
The price is AED 484
AED 1,252 total
includes taxes & fees
5 Oct - 6 Oct
4 miles from Buffalo Trace, Frankfort KY, Charming 3 bedroom, Sleeps up to 7

Stylish 4BR Getaway | Hot Tub • Fire Pit

10.0 out of 10, Exceptional, (19)
"Very comfortable house, had everything we needed for our stay. Great communication with owner. Highly recommended stay."
The price is AED 475
AED 1,633 total
includes taxes & fees
13 Oct - 14 Oct
Stylish 4BR Getaway | Hot Tub • Fire Pit

This gem sits in the heart of picturesque South Frankfort, near the Kentucky river

9.4 out of 10, Exceptional, (8)
"We had a great stay. The town is very walker friendly. The home is comfortable and met all our needs. We enjoyed our stay and will put it on our return list. "
The price is AED 345
AED 726 total
includes taxes & fees
5 Oct - 6 Oct
This gem sits in the heart of picturesque South Frankfort, near the Kentucky river

Bourbon Trail Lakehouse - Pet Friendly!

9.8 out of 10, Exceptional, (44)
"This VRBO is the perfect location and we really enjoyed our stay. Thank you."
The price is AED 393
AED 1,016 total
includes taxes & fees
29 Oct - 30 Oct
Bourbon Trail Lakehouse - Pet Friendly!

Luxe Bourbon Trail Retreat Great Location! Privacy, Hot Tub, Sauna & Firepit

10.0 out of 10, Exceptional, (2)
"We were in a group of 4 touring bourbon country. Location was perfect, basement games were super fun. Sauna was really nice. Had everything we needed. Hosts were great. "
Luxe Bourbon Trail Retreat Great Location! Privacy, Hot Tub, Sauna & Firepit

The Bourbon Garage- walking distance to Buffalo Trace!

10.0 out of 10, Exceptional, (3)
"Property was just as it appears and the property owners were quick to respond to questions/concerns"
The price is AED 408
AED 955 total
includes taxes & fees
3 Nov - 4 Nov
The Bourbon Garage- walking distance to Buffalo Trace!

Prime Location | Spacious 3-BR First Floor Unit!

2.0 star property
8.0 out of 10, Very Good, (1)
"Excellent property, quiet and enjoyable"
Prime Location | Spacious 3-BR First Floor Unit!

Stylish 3BR w/ Patio ~ Walk to State Capitol

10.0 out of 10, Exceptional, (5)
"Had a wonderful guys trip here"
The price is AED 409
AED 1,164 total
includes taxes & fees
5 Oct - 6 Oct
Stylish 3BR w/ Patio ~ Walk to State Capitol

Peaceful Retreat on the Bourbon Trail

9.8 out of 10, Exceptional, (7)
"The home is clean, very clean. The property is beautiful. The manager is friendly and gives you space. It may be the best equipped home I've rented so far. Everything you could need is there it seems. Really appreciated the little extras as well. Will be recommending this place to anyone who i know is going to the bourbon trail. "
The price is AED 551
AED 1,028 total
includes taxes & fees
5 Oct - 6 Oct
Peaceful Retreat on the Bourbon Trail

Spacious Ranch in Frankfort.

9.8 out of 10, Exceptional, (41)
"Very clean, has everything you need for a stay. Great place to stay. "
The price is AED 547
AED 1,404 total
includes taxes & fees
5 Oct - 6 Oct
Spacious Ranch in Frankfort.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shelbyville Hotel Reviews