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Shelbyville Holiday Rentals

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Holiday Rentals in Shelbyville

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

9.6 out of 10, Exceptional, (25)
"The house felt like we were staying at a family members. With its old charm and well appointed appliances, we couldn’t have asked for more. Perfect location in such a charming town. "
The price is NZ$472
includes taxes & fees
22 July - 23 July
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Bourbon Trail | Hot Tub | Speakeasy | Game Rm

2.0 star property
10.0 out of 10, Exceptional, (8)
"Such a beautiful house it was just as described very clean and in a great location for the bourbon trail I would stay again hands down."
The price is NZ$978
includes taxes & fees
11 Aug - 12 Aug
Bourbon Trail | Hot Tub | Speakeasy | Game Rm

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

10.0 out of 10, Exceptional, (11)
"Very convenient to Louisville, Frankfort and Lexington. "
The price is NZ$776
includes taxes & fees
22 July - 23 July
Bourbon Trail Getaway ~ Hot Tub + Game Room + Cornhole + KY Fun

NEW Fireplace, Sunroom, Garden, Bourbon, Downtown LUX, Fully Loaded

10.0 out of 10, Exceptional, (4)
"House is beautiful. Perfect location easily walkable to downtown. Loved the back yard and screened in porch. Will definitely stay again!! "
The price is NZ$1,058
includes taxes & fees
21 July - 22 July
NEW Fireplace, Sunroom, Garden, Bourbon, Downtown LUX, Fully Loaded

Bourbon Trail Lakehouse - Pet Friendly!

9.8 out of 10, Exceptional, (40)
"Nice place for a good deal! "
The price is NZ$472
includes taxes & fees
13 July - 14 July
Bourbon Trail Lakehouse - Pet Friendly!

This circa 1917 house has been given new life with a thoughtful renovation by Castle & Key

10.0 out of 10, Exceptional, (8)
"We had a great trip to the area and this home was well equipped for our stay. Beautiful home. "
The price is NZ$1,151
includes taxes & fees
24 July - 25 July
This circa 1917 house has been given new life with a thoughtful renovation by Castle & Key

3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.

10.0 out of 10, Exceptional, (24)
"Quiet place in country, but yet close to everywhere we were planning to visit. Easily would pick this place again when our adventures bring us back to this area"
3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.

This house is a 3 bedroom(s), 3 bathrooms, located in Frankfort, KY.

10.0 out of 10, Exceptional, (3)
"This was a great property with lots of space to spread out. Would stay there again."
The price is NZ$822
includes taxes & fees
24 July - 25 July
This house is a 3 bedroom(s), 3 bathrooms, located in Frankfort, KY.

Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

10.0 out of 10, Exceptional, (16)
"Enjoyed our stay."
Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

The Rutherford Inn is nestled in the heart of small town Lawrenceburg

10.0 out of 10, Exceptional, (6)
"Great property and location. Close to many distilleries and restaurants but still in a rural setting. Only one bathroom for four adults was tricky but we made it work. We would definitely stay there again."
The price is NZ$524
includes taxes & fees
14 July - 15 July
The Rutherford Inn is nestled in the heart of small town Lawrenceburg

Barrel Top Bourbon House: Bourbon Trail, Pool, Hot Tub, Speakeasy, Mini-Golf!

The price is NZ$1,230
includes taxes & fees
4 Aug - 5 Aug
Barrel Top Bourbon House: Bourbon Trail, Pool, Hot Tub, Speakeasy, Mini-Golf!

High Spirits Estate - Pool, Hot Tub, Game Room, EV charger, Sleeps 20

10.0 out of 10, Exceptional, (2)
"Remote relaxation"
The price is NZ$4,742
includes taxes & fees
19 July - 20 July
High Spirits Estate - Pool, Hot Tub, Game Room, EV charger, Sleeps 20

Restful Bourbon Trail Lodge with Pool and Hot Tub

9.4 out of 10, Exceptional, (23)
"Very clean, kids loved the pool and spa after long day of sightseeing Appreciated irons and ironing boards and washer and dryer."
The price is NZ$994
includes taxes & fees
13 July - 14 July
Restful Bourbon Trail Lodge with Pool and Hot Tub

Hist. Frankfort: Hot Tub, Downtown, Bourbon Trail

10.0 out of 10, Exceptional, (12)
"We had a great time staying at this property. We had exceptional communication from the owner - beautiful place!"
The price is NZ$1,069
includes taxes & fees
16 July - 17 July
Hist. Frankfort: Hot Tub, Downtown, Bourbon Trail

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

8.4 out of 10, Very good, (30)
"Great location, nice little unit! Parking is a bit tight! Would stay again!"
The price is NZ$287
includes taxes & fees
14 July - 15 July
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.

9.0 out of 10, Wonderful, (52)
"The property was nice and felt cozy the entire stay"
The price is NZ$262
includes taxes & fees
11 Aug - 12 Aug
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

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

2.0 star property
9.4 out of 10, Exceptional, (10)
"The place is beautiful and very convenient for distilleries near by"
The price is NZ$418
includes taxes & fees
30 July - 31 July
Enriched with history & tradition is where you will find Capitol Walk

Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown

9.8 out of 10, Exceptional, (6)
"Great location, clean and nicely furnished home, close to everything."
The price is NZ$520
includes taxes & fees
14 July - 15 July
Shire-Southern-Comfort quiet 3-bedroom house w/WiFi and AC in heart of downtown

2BD 2Bath, Ideally Located Cottage

9.8 out of 10, Exceptional, (29)
"Everything was perfect!"
The price is NZ$565
includes taxes & fees
11 Aug - 12 Aug
2BD 2Bath, Ideally Located Cottage
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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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?

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: This holiday home rental outside of Shelbyville is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Shelbyville?

Choose from 28 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 Taylorsville Lake State Park. While here, Jeptha Creed Distillery and Weissinger Hills Golf Course 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.