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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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.
$165 nightly
The price is $183
Sep 22 - Sep 23
Total with taxes and fees
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.
$401 nightly
The price is $446
Sep 22 - Sep 23
Total with taxes and fees
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.
$316 nightly
The price is $351
Sep 22 - Sep 23
Total with taxes and fees
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.
$276 nightly
The price is $307
Oct 11 - Oct 12
Total with taxes and fees
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.
$160 nightly
The price is $178
Sep 22 - Sep 23
Total with taxes and fees
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.
$556 nightly
The price is $617
Sep 23 - Sep 24
Total with taxes and fees
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
$440 nightly
The price is $519
Sep 30 - Oct 1
Total with taxes and fees
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
$525 nightly
The price is $584
Sep 29 - Sep 30
Total with taxes and fees
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
$681 nightly
The price is $714
Sep 22 - Sep 23
Total with taxes and fees
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.
$530 nightly
The price is $589
Sep 28 - Sep 29
Total with taxes and fees
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.
$1,363 nightly
The price is $1,517
Oct 7 - Oct 8
Total with taxes and fees
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
$1,955 nightly
The price is $2,176
Sep 22 - Sep 23
Total with taxes and fees
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.
$702 nightly
The price is $781
Sep 23 - Sep 24
Total with taxes and fees
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.
$590 nightly
The price is $654
Sep 22 - Sep 23
Total with taxes and fees
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.
$419 nightly
The price is $475
Sep 29 - Sep 30
Total with taxes and fees
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)
"This is the second time we’ve stayed a long weekend here and plan to do so again in the future! Highly recommended!"
United States
Clint S.
$323 nightly
The price is $374
Oct 5 - Oct 6
Total with taxes and fees
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.
$601 nightly
The price is $682
Sep 22 - Sep 23
Total with taxes and fees
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.
$570 nightly
The price is $647
Sep 23 - Sep 24
Total with taxes and fees
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.
$480 nightly
The price is $543
Sep 28 - Sep 29
Total with taxes and fees
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.
$330 nightly
The price is $383
Sep 23 - Sep 24
Total with taxes and fees
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

The Delegate

The Delegate

10/10 Excellent
"We enjoyed our stay, the bed was incredibly comfortable. The room was spacious. clean and well maintained. This is our second time staying at the Delegate, we recommend it to all our friends. The adjoining Cypreas restaurant is a bonus, wonderful food and a cocktail menu worth tasting!"
Kim 1-night trip
Posted 10 hours ago
The Delegate

Find out more about Shelbyville

Everything you need to know about Shelbyville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shelbyville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shelbyville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shelbyville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shelbyville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Shelbyville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $132 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shelbyville rentals

At Expedia, we put the best Shelbyville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Shelbyville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shelbyville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shelbyville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.