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Shelbyville Holiday 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 holiday rentals

A living room with a TV, a wooden entertainment unit, a round coffee table, and a sofa.

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, 20, (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 NZ$317
includes taxes & fees
15 Sept - 16 Sept
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
A bar area with a black bar counter, stools, and a large horseshoe-shaped metal object on the wall.

2. Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, 32, (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 NZ$306
includes taxes & fees
15 Sept - 16 Sept
Unique Downtown Studio with an Industrial Vibe
A modern kitchen with a dining area, built-in shelves, and a green sofa in the living room.

3. Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
10.0 out of 10, 1, (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 NZ$682
includes taxes & fees
27 Sept - 28 Sept
Quiet Downtown Maple Cottage Gem
A two-story house with a porch, a small garden, and a sign that reads "Hotel."

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, 48, (48 reviews)
"Great house and location. Enjoyed our stay. Would use this location again."
United States
Donald A.
The price is NZ$532
includes taxes & fees
30 Sept - 1 Oct
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
A kitchen with grey cabinets, a large island, pendant lighting, and a view of the outdoors.

5. Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.2 out of 10, 15, (15 reviews)
"Lovely place, great outdoor seating areas, and spacious rooms."
United States
Joann E.
The price is NZ$814
includes taxes & fees
15 Oct - 16 Oct
Beautiful restored Victorian farmhouse
A spacious living area with a fireplace, a dining area with bar stools, and a kitchen with white cabinets and a stainless steel refrigerator.

6. Haven of the Bluegrass | Bourbon Trail Getaway!

Haven of the Bluegrass | Bourbon Trail Getaway!
Shelbyville
The price is NZ$873
includes taxes & fees
30 Sept - 1 Oct
Haven of the Bluegrass | Bourbon Trail Getaway!
A house with a covered porch, outdoor seating, and a grill area.

7. Your Kentucky Bourbon Trail stay 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 with panoramic horse country views, barrel sauna, cold plunge, hot tub, gym, game room, theatre room, and dedicated outdoor space
Shelbyville
The price is NZ$1,222
includes taxes & fees
21 Sept - 22 Sept
Your Kentucky Bourbon Trail stay with panoramic horse country views, barrel sauna, cold plunge, hot tub, gym, game room, theatre room, and dedicated outdoor space
A patio with a table and chairs, a barbecue grill, and a covered umbrella.

8. the bourbon barrel escape HotTub Game Room pets ok

the bourbon barrel escape HotTub Game Room pets ok
Shelbyville
The price is NZ$990
includes taxes & fees
27 Sept - 28 Sept
the bourbon barrel escape HotTub Game Room pets ok
A hot tub with a glass of red wine, surrounded by a lush green outdoor setting.

9. Bourbon Trail! Game Room Hot Tub Speakeasy FirePit

Bourbon Trail! Game Room Hot Tub Speakeasy FirePit
Shelbyville
10.0 out of 10, 23, (23 reviews)
"Great location perfect house to enjoy"
United States
tim d.
The price is NZ$1,048
includes taxes & fees
15 Sept - 16 Sept
Bourbon Trail! Game Room Hot Tub Speakeasy FirePit
A log cabin with a covered porch, large windows, and a well-maintained front yard.

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

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
Shelbyville
9.8 out of 10, 9, (9 reviews)
"Stay was great, the place was perfect, and the view was beautiful."
United States
Bobby E.
The price is NZ$865
includes taxes & fees
29 Sept - 30 Sept
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
A cozy cabin interior with a stone fireplace, a leather sofa, and a large window offering a view of the outdoors.

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, 11, (11 reviews)
"Great place to stay. Highly recommend"
United States
Jackson D.
The price is NZ$2,680
includes taxes & fees
6 Oct - 7 Oct
Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat
A living room with a sofa, a coffee table, a rug, and a bookshelf.

12. 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, 108, (108 reviews)
"Perfect location for the Bourbon Trail. Nice, clean, and affordable. 10 out of 10, would do it again!"
United States
Dwight K.
The price is NZ$283
includes taxes & fees
15 Sept - 16 Sept
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
A beige sofa with patterned cushions, a dark patterned rug, and a window with blinds.

13. Capital City Condo #8

Capital City Condo #8
Frankfort
8.8 out of 10, 41, (41 reviews)
"This was our third time staying at this place for a bourbon trip. Overall it is a good value, has the basics and close to distilleries. "
United States
Robert V.
The price is NZ$283
includes taxes & fees
21 Sept - 22 Sept
Capital City Condo #8
A modern living room with a TV mounted on the wall, a wooden console table, a floor lamp, a potted plant, and a basket.

14. 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, 92, (92 reviews)
"It was a nice stay"
United States
Teresa M.
The price is NZ$283
includes taxes & fees
15 Sept - 16 Sept
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
A reception area with a mounted TV displaying various streaming services, a wooden console with a welcome sign, and a seating area with a table and chairs.

15. Capital City Condo #10

Capital City Condo #10
Frankfort
8.4 out of 10, 9, (9 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
The price is NZ$283
includes taxes & fees
15 Sept - 16 Sept
Capital City Condo #10
A modern living room with a sofa, a coffee table, and a bed.

16. The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
10.0 out of 10, 31, (31 reviews)
"Great property and wonderful hosts! "
United States
Jacinda C.
The price is NZ$407
includes taxes & fees
29 Sept - 30 Sept
The Bourbon Garage- walking distance to Buffalo Trace!
A wooden coffee table with three bottles and a glass container in a living room.

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

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Frankfort
9.0 out of 10, 75, (75 reviews)
"Parking was great. We were able to walk right into the cute town of Frankfort. The bathroom is quite small and slightly outdated. Other than that, Bourbon On The Hill was perfect for girls weekend! "
United States
Megan E.
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
A modern cabin with a wooden deck and a balcony, surrounded by a natural landscape.

18. 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, 23, (23 reviews)
"What a great cabin it was so clean and cute and had everything that we needed a great place to stay"
United States
Jessica S.
The price is NZ$431
includes taxes & fees
21 Sept - 22 Sept
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
A large, multi-story house with a central driveway and a pond in the background.

19. Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, 62, (62 reviews)
"Great place to stay!"
United States
Jeff S.
The price is NZ$472
includes taxes & fees
15 Sept - 16 Sept
Bourbon Trail Lakehouse - Pet Friendly!
A modern living room with a large sofa, a coffee table, and a TV. There is a fireplace with a large painting above it.

20. Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
Lawrenceburg
10.0 out of 10, 12, (12 reviews)
"Absolutely beautiful well maintained it’s right downtown A+++++ "
United States
Dustin
The price is NZ$475
includes taxes & fees
16 Sept - 17 Sept
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
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

Holiday Inn Express & Suites Shelbyville by IHG

Holiday Inn Express & Suites Shelbyville by IHG

10/10 Excellent
"Great place to stay. Clean - staff friendly- great breakfasts"
Michael 1-night trip
Posted less than an hour ago
Holiday Inn Express & Suites Shelbyville by IHG

Find out more about Shelbyville

Everything you need to know about Shelbyville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Shelbyville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Shelbyville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shelbyville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Shelbyville holiday rentals we have selected for you start as low as NZ$227 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Shelbyville rentals

At Expedia, we put the best Shelbyville holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Shelbyville?

Yes, there are holiday rentals in Shelbyville close to Gallrein Farms, or you can select a more secluded option if you're looking for a relaxing stay. The shops and entertainment venues are just a few reasons why travellers like Shelbyville. Make sure you have time to check out the golf courses and cafés during your trip.

What are some of the best holiday rentals that Shelbyville has to offer?

Heated Pool~2 hottubs~ Barrel Sauna~Theatre~PS5 Lounge~ 16 BEDS~ Eminence Downs: This highly rated holiday home rental in Shelbyville offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Shelbyville?

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

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 holiday rentals like in Shelbyville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shelbyville. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for small groups.