An aerial view of a town with a prominent building with a clock tower, a river, and surrounding greenery.

Shelbyville Vacation Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Shelbyville vacation rentals

TV

1. Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Shelbyville
10.0 out of 10, Exceptional, (20 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
The price is AED 349
AED 673 total
includes taxes & fees
21 Sep - 22 Sep
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Coffee/tea maker, fridge, microwave, oven

2. Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.2 out of 10, Wonderful, (15 reviews)
"Lovely place, great outdoor seating areas, and spacious rooms."
United States
Joann E.
The price is AED 810
AED 1,580 total
includes taxes & fees
21 Sep - 22 Sep
Beautiful restored Victorian farmhouse
Coffee/tea maker, fridge, microwave, oven

3. Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"Very convenient for Horse Show we were attending. Everything was as described and the hosts were very accommodating. "
United States
Marlena J.
The price is AED 463
AED 1,289 total
includes taxes & fees
21 Sep - 22 Sep
Quiet Downtown Maple Cottage Gem
Exterior

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

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Shelbyville
9.4 out of 10, Exceptional, (50 reviews)
"Great house and location. Enjoyed our stay. Would use this location again."
United States
Donald A.
The price is AED 595
AED 1,149 total
includes taxes & fees
11 Oct - 12 Oct
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Bar (on property)

5. Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful location in a very nice small town. Grocery store, coffee shop and many other amenities close by.The property was very spacious and well done for 2 people."
United States
Kathleen S.
The price is AED 345
AED 669 total
includes taxes & fees
5 Oct - 6 Oct
Unique Downtown Studio with an Industrial Vibe
Outdoor spa tub

6. Bourbon Trail! Game Room Hot Tub Speakeasy FirePit

Bourbon Trail! Game Room Hot Tub Speakeasy FirePit
Shelbyville
10.0 out of 10, Exceptional, (23 reviews)
"Great location perfect house to enjoy"
United States
tim d.
The price is AED 1,785
AED 2,178 total
includes taxes & fees
23 Sep - 24 Sep
Bourbon Trail! Game Room Hot Tub Speakeasy FirePit
TV

7. Haven of the Bluegrass | Bourbon Trail Getaway!

Haven of the Bluegrass | Bourbon Trail Getaway!
Shelbyville
The price is AED 746
AED 1,905 total
includes taxes & fees
30 Sep - 1 Oct
Haven of the Bluegrass | Bourbon Trail Getaway!
Outdoor dining

8. the bourbon barrel escape HotTub Game Room pets ok

the bourbon barrel escape HotTub Game Room pets ok
Shelbyville
The price is AED 955
AED 2,147 total
includes taxes & fees
29 Sep - 30 Sep
the bourbon barrel escape HotTub Game Room pets ok
Exterior

9. Your Kentucky Bourbon Trail stay hosted by Sixteen Chairs with panoramic horse country views, barrel sauna, cold plunge, hot tub, gym, game room, theatre room, and dedicated outdoor space

Your Kentucky Bourbon Trail stay hosted by Sixteen Chairs with panoramic horse country views, barrel sauna, cold plunge, hot tub, gym, game room, theatre room, and dedicated outdoor space
Shelbyville
The price is AED 626
AED 2,598 total
includes taxes & fees
22 Sep - 23 Sep
Your Kentucky Bourbon Trail stay hosted by Sixteen Chairs with panoramic horse country views, barrel sauna, cold plunge, hot tub, gym, game room, theatre room, and dedicated outdoor space
Exterior

10. The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, Sleeps 12+

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, Sleeps 12+
Shelbyville
9.8 out of 10, Exceptional, (10 reviews)
"Stay was great, the place was perfect, and the view was beautiful."
United States
Bobby E.
The price is AED 2,020
AED 2,571 total
includes taxes & fees
29 Sep - 30 Sep
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, Sleeps 12+
Smart TV, fireplace, DVD player

11. Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat

Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat
Shelbyville
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay. Highly recommend"
United States
Jackson D.
The price is AED 3,214
AED 5,576 total
includes taxes & fees
6 Oct - 7 Oct
Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat
Exterior

12. Luxury lodge in the heart of the Bluegrass

Luxury lodge in the heart of the Bluegrass
Waddy
10.0 out of 10, Exceptional, (9 reviews)
"Great property, nice location, well appointed. It is close to the interstate and with the leaves off, truck traffic could be heard from the top floor master bed. We would stay here again."
United States
Anonymous traveler
The price is AED 4,892
AED 8,066 total
includes taxes & fees
21 Sep - 22 Sep
Luxury lodge in the heart of the Bluegrass
Exterior

13. Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi

Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
Bagdad
10.0 out of 10, Exceptional, (17 reviews)
"Great location and very clean. Plenty of room to spread out and relax. Carrie is a Professional and thoughtful host!!"
United States
David S.
Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
Terrace/patio

14. Kentucky Bourbon Trail: Hot Tub & Game Room

Kentucky Bourbon Trail: Hot Tub & Game Room
Bagdad
10.0 out of 10, Exceptional, (26 reviews)
"Great place with a grill and hot tub. Lots of parking space. "
United States
Samantha M.
The price is AED 917
AED 2,403 total
includes taxes & fees
21 Sep - 22 Sep
Kentucky Bourbon Trail: Hot Tub & Game Room
Coffee/tea maker, fridge, microwave, oven

15. Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill

Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Frankfort
9.8 out of 10, Exceptional, (27 reviews)
"Our stay was amazing! Beautiful porch for sitting outside on a rainy Kentucky night in late spring. The spa was delightful as well when it was raining. We stayed with our daughter and son in law, we look forward to bringing friends with us in the future."
United States
Laura O.
The price is AED 655
AED 1,746 total
includes taxes & fees
29 Sep - 30 Sep
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Smart TV, fireplace, printers

16. Near Highways and a 20 Min Drive to Louisville's Main Attractions

Near Highways and a 20 Min Drive to Louisville's Main Attractions
Louisville
10.0 out of 10, Exceptional, (57 reviews)
"Great place!"
United States
Nakoma F.
The price is AED 643
AED 1,454 total
includes taxes & fees
5 Oct - 6 Oct
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Interior

17. H-DERBY, Keeneland, Bourbon or Family Gathering!

H-DERBY, Keeneland, Bourbon or Family Gathering!
Frankfort
9.8 out of 10, Exceptional, (81 reviews)
"Another great trip to the Bourbon Trail with the guys. Great house in a perfect location."
United States
Jason M.
H-DERBY, Keeneland, Bourbon or Family Gathering!
Outdoor spa tub

18. Bocce Ball Ct, Hot Tub, Game Room, EV Charger, Mins to Buffalo Trace Distillery!

Bocce Ball Ct, Hot Tub, Game Room, EV Charger, Mins to Buffalo Trace Distillery!
Frankfort
10.0 out of 10, Exceptional, (11 reviews)
"The property was excellent. Close enough to town that everything was convenient, but far enough out of town to be quiet and secluded."
United States
Marc B.
Bocce Ball Ct, Hot Tub, Game Room, EV Charger, Mins to Buffalo Trace Distillery!
Coffee/tea maker, fridge, microwave, oven

19. Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement

Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement
La Grange
10.0 out of 10, Exceptional, (9 reviews)
"Very nice house, spacious, clean and very comfortable. Perfect for our stay to attend a conference in the area. Highly recommend!!"
United States
Jessica B.
The price is AED 735
AED 2,006 total
includes taxes & fees
28 Sep - 29 Sep
Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement
Coffee/tea maker, fridge, microwave, oven

20. Charming house in one of Louisville's most coveted neighborhoods

Charming house in one of Louisville's most coveted neighborhoods
Louisville
10.0 out of 10, Exceptional, (86 reviews)
"Enjoyed the location and quiet neighborhood. You will not be one disappointed."
United States
Tania B.
The price is AED 837
AED 1,467 total
includes taxes & fees
21 Sep - 22 Sep
Charming house in one of Louisville's most coveted neighborhoods
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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Top Shelbyville Hotel Reviews

Aloft by Marriott Louisville East

Aloft by Marriott Louisville East

10/10 Excellent
"Friendly staff and clean rooms, walking distance to food. It was nice after a long drive to get out and stretch legs."
Benjamin 1-night trip
Posted 14 hours ago
Aloft by Marriott Louisville East

Frequently asked questions

Can I find vacation rentals in Shelbyville?

Yes, we offer vacation rentals in Shelbyville close to Gallrein Farms, or you can choose a secluded option if you're looking for extra privacy while you relax. The shops and entertainment venues are just a few reasons why travelers like Shelbyville. Make sure you have time to check out the golf courses and cafes during your trip.

What are some of the best vacation rentals in Shelbyville?

Flint Ridge Reserve - Sleeps 29 Heated PoolHotTub - Golf Sim - Arcade - Games: Visitors give good reviews to this Shelbyville vacation home rental, which offers an outdoor pool, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kick off your shoes and enjoy yourself with a garden and a hot tub. Another good choice for your trip to Shelbyville is Heated Pool~2 hottubs~ Barrel Sauna~Theatre~PS5 Lounge~ 16 BEDS~ Eminence Downs.

How many vacation rentals are there in Shelbyville?

Choose from 35 Expedia vacation rentals in Shelbyville for a memorable vacation.

What can I see and do in Shelbyville?

Enjoy the area's cultural attractions such as Shelby County Community Theatre, or get outdoors into nature at a spot like Ohio River Valley. While here, Jeptha Creed Distillery and Talon Winery are other places worth a visit.

What are vacation rentals like in Shelbyville?

Vacation rentals are private properties you can stay in for a short or long stay in Shelbyville. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family getaway.