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Holiday Rentals in Shelbyville

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Holiday Rentals in Shelbyville

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

10.0 out of 10, Exceptional, (24)
"The location is perfect for horse races and distillery tours. With it being located in between Lexington and Louisville, it was perfect for day trips to places of interest. "
2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tub

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 €407
includes taxes & fees
16 Jul - 17 Jul
Bourbon Trail Getaway ~ Hot Tub + Game Room + Cornhole + KY Fun

Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION

10.0 out of 10, Exceptional, (70)
"Awesome place!! The loft was unique, homey, and beautiful. Hosts were great. "
Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION

Cabin+Bunkhouse Sleeps 25 near Lou/Lex *Like-New!

10.0 out of 10, Exceptional, (15)
"The cabin and area was very beautiful. I would certainly rent this cabin again. Host was easy to work with, cabin very clean, and kitchen stocked with nice dishes & pans."
Cabin+Bunkhouse Sleeps 25 near Lou/Lex *Like-New!

Peaceful, lakefront house on Guist Creek Lake/ Shelbyville-Bourbon Trail

9.8 out of 10, Exceptional, (42)
"We came to tour distillery’s "
Peaceful, lakefront house on Guist Creek Lake/ Shelbyville-Bourbon Trail

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

9.8 out of 10, Exceptional, (68)
"This place was a perfect stay for my bachelor party! There was a ton of room, the host was very responsive with any questions and it had everything we needed. Highly recommend! "
The price is €1,075
includes taxes & fees
15 Jul - 16 Jul
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly

Cozy Tree-Lined Carriage Home - Stay in Serenity!

9.4 out of 10, Exceptional, (9)
"Super cute"
The price is €145
includes taxes & fees
15 Jul - 16 Jul
Cozy Tree-Lined Carriage Home - Stay in Serenity!

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 €152
includes taxes & fees
23 Jul - 24 Jul
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

10.0 out of 10, Exceptional, (215)
"We enjoyed the stay"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

Capital City Cottage

9.2 out of 10, Wonderful, (31)
"stayed for the weekend and toured the local distilleries!"
The price is €210
includes taxes & fees
14 Jul - 15 Jul
Capital City Cottage

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

10.0 out of 10, Exceptional, (1)
"Our family of 8 adults and two young grandchildren absolutely loved this property! The home is beautifully decorated, and the kitchen is both stunning and fully equipped with everything you could possibly need, and more.The barn was a fantastic bonus: a fun and safe place for our grandsons to burn off energy before bedtime, and a perfect spot for the adults to unwind and enjoy games together.From the moment we booked until checkout, Melissa was incredibly responsive and helpful. We couldn’t have...
The price is €606
includes taxes & fees
14 Jul - 15 Jul
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

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 €139
includes taxes & fees
11 Aug - 12 Aug
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Sleeps18*7500SqFt*Bourbon Trial*Themed Spaces*Creek*Hot Tub*Sauna*Luxe Amenties

9.0 out of 10, Wonderful, (2)
"Very enjoyable!"
Sleeps18*7500SqFt*Bourbon Trial*Themed Spaces*Creek*Hot Tub*Sauna*Luxe Amenties

Cozy cabin w/ pool & hot tub! Close to Taylorsville Lake Marina & Bourbon Trails

9.6 out of 10, Exceptional, (45)
"Lovely quiet spot. We enjoyed our time here."
Cozy cabin w/ pool & hot tub! Close to Taylorsville Lake Marina & Bourbon Trails

Modern cottage located in the heart of the Bourbon Trail

10.0 out of 10, Exceptional, (19)
"Very clean and great condition. Would stay again for sure. "
The price is €168
includes taxes & fees
13 Jul - 14 Jul
Modern cottage located in the heart of the Bourbon Trail

The Green Cabin-on-The Bourbon Trail

9.8 out of 10, Exceptional, (212)
"Liked the big wrap around porch. Cozy living room with huge sectional. Large master bedroom and bath. Good location. Handy to many activities like the bourbon trail and quaint small towns and also the large cities, Frankfort, Lexington and Louisville. Great hosts."
The Green Cabin-on-The Bourbon Trail

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

9.2 out of 10, Wonderful, (23)
"Great place to get away for the weekend. Very close to Buffalo Trace. "
The price is €170
includes taxes & fees
11 Aug - 12 Aug
This apartment is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

#LuxBourbon-*Heated Pool, HotTub

9.0 out of 10, Wonderful, (2)
"Beautiful house .....spacious and layed out perfectly. Beautiful quiet neighborhood and plenty to do at the house. Conveniently located as well."
The price is €1,028
includes taxes & fees
22 Jul - 23 Jul
#LuxBourbon-*Heated Pool, HotTub

2BD 2Bath, Ideally Located Cottage

9.8 out of 10, Exceptional, (29)
"Everything was perfect!"
The price is €307
includes taxes & fees
28 Jul - 29 Jul
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.