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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Our top choices for Shelbyville vacation rentals

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, (22 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 CA $135
CA $260 total
includes taxes & fees
Oct 11 - Oct 12
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

2. 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 CA $128
CA $252 total
includes taxes & fees
Oct 12 - Oct 13
Unique Downtown Studio with an Industrial Vibe

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 CA $179
CA $499 total
includes taxes & fees
Oct 12 - Oct 13
Quiet Downtown Maple Cottage Gem

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 CA $215
CA $422 total
includes taxes & fees
Oct 25 - Oct 26
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

5. Haven of the Bluegrass | Bourbon Trail Getaway!

Haven of the Bluegrass | Bourbon Trail Getaway!
Shelbyville
The price is CA $169
CA $581 total
includes taxes & fees
Oct 8 - Oct 9
Haven of the Bluegrass | Bourbon Trail Getaway!

6. 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 CA $313
CA $633 total
includes taxes & fees
Oct 12 - Oct 13
Beautiful restored Victorian farmhouse

7. 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 CA $266
CA $1,087 total
includes taxes & fees
Oct 8 - Oct 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

8. the bourbon barrel escape HotTub Game Room pets ok

the bourbon barrel escape HotTub Game Room pets ok
Shelbyville
The price is CA $370
CA $783 total
includes taxes & fees
Oct 14 - Oct 15
the bourbon barrel escape HotTub Game Room pets ok

9. 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 CA $714
CA $906 total
includes taxes & fees
Oct 13 - Oct 14
Bourbon Trail! Game Room Hot Tub Speakeasy FirePit

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 CA $675
CA $859 total
includes taxes & fees
Oct 26 - Oct 27
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, Sleeps 12+

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)
"Nice stay"
United States
Jackie S.
The price is CA $1,228
CA $2,241 total
includes taxes & fees
Oct 13 - Oct 14
Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat

12. StudioRes by Marriott Louisville East

StudioRes by Marriott Louisville East
3.0 star property
Jeffersontown
8.0 out of 10, Very good, (11 reviews)
"The front desk staff made check in/out so smooth & were amazing!"
United States
Brandon
The price is CA $127
CA $157 total
includes taxes & fees
Oct 25 - Oct 26
StudioRes by Marriott Louisville East

13. Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Waddy
9.0 out of 10, Wonderful, (12 reviews)
"Excellent stay and a beautiful property. Perfect for our needs no complaints."
United States
Anthony T.
The price is CA $134
CA $470 total
includes taxes & fees
Oct 14 - Oct 15
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

14. Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Frankfort
8.8 out of 10, Excellent, (110 reviews)
"It was a great place to stay & conveniently located to lots of restaurants & distilleries."
United States
Darby D.
The price is CA $99
CA $234 total
includes taxes & fees
Oct 13 - Oct 14
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

15. Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Frankfort
8.8 out of 10, Excellent, (92 reviews)
"It was a nice stay"
United States
Teresa M.
The price is CA $99
CA $234 total
includes taxes & fees
Oct 13 - Oct 14
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

16. Sip on bourbon in the hot tub! +hiking & game shed

Sip on bourbon in the hot tub! +hiking & game shed
Frankfort
9.4 out of 10, Exceptional, (6 reviews)
"Family friendly"
United States
Michael I.
The price is CA $341
CA $634 total
includes taxes & fees
Oct 11 - Oct 12
Sip on bourbon in the hot tub! +hiking & game shed

17. 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.
The price is CA $554
CA $1,114 total
includes taxes & fees
Oct 8 - Oct 9
Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi

18. Capital City Condo #10

Capital City Condo #10
Frankfort
8.2 out of 10, Very good, (10 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
The price is CA $99
CA $234 total
includes taxes & fees
Oct 12 - Oct 13
Capital City Condo #10

19. Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Frankfort
9.6 out of 10, Exceptional, (25 reviews)
"The place was gorgeous, beautifully set up and easy to get to. We were disappointed that we were unable to enjoy the outdoors due to the level of humidity. We recommend this place and we hope to stay here again for our future visits."
United States
Terry-Ann
The price is CA $199
CA $359 total
includes taxes & fees
Oct 13 - Oct 14
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

20. #29 Angels Envy Lakefront Home with Hot Tub and Resort Pool

#29 Angels Envy Lakefront Home with Hot Tub and Resort Pool
Taylorsville
9.2 out of 10, Wonderful, (29 reviews)
"Very clean. Nice place! Recommended"
United States
Anonymous traveller
The price is CA $222
CA $491 total
includes taxes & fees
Nov 1 - Nov 2
#29 Angels Envy Lakefront Home with Hot Tub and Resort Pool
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

Find out more about Shelbyville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Shelbyville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Heated Pool~2 hottubs~ Barrel Sauna~Theatre~PS5 Lounge~ 16 BEDS~ Eminence Downs: This highly rated vacation home rental in Shelbyville offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Shelbyville?

Choose from 36 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 Bulleit Distilling Co. 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.