Photo by Lisa Klein

Shelbyville Holiday Rentals

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Holiday Rentals in Shelbyville

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

9.2 out of 10, Wonderful, (13)
"Wonderful warm home. Loved all the personal touchs this place had to offer. Location, parking was the best to take in Shelbyville!"
The price is AU$316
includes taxes & fees
19 Feb - 20 Feb
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

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

10.0 out of 10, Exceptional, (19)
"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

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

9.8 out of 10, Exceptional, (38)
"We enjoyed our stay at the house very much. The location was perfectly centralized to all the distilleries we visited, and you can’t beat the view of the creek! The house has everything you could need and Emily was super responsive when our very few questions arose. The outdoor space was beautiful and the fire pit was an awesome feature. Highly recommend booking this house for your stay. "
Peaceful, lakefront house on Guist Creek Lake/ Shelbyville-Bourbon Trail

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

10.0 out of 10, Exceptional, (15)
"Great space! Perfect for a handful of folks or a bigger family gathering. Quiet and self-contained environment. And, convenient for the Bourbon Trail, Golf, with easy access to Louisville or Lexington."
The price is AU$1,842
includes taxes & fees
19 Feb - 20 Feb
Cabin+Bunkhouse Sleeps 25 near Lou/Lex *Like-New!

Shelbyville Home - On to the Bourbon Trail!

7.0 out of 10, Good, (9)
"This is a super nice house with lots of potential. It is obvious it is still under renovation, but that did not affect anything about our stay. It was cozy, quiet and has lots of space! The owner was very friendly and easy to reach. New internet was put in on our first day there and worked beautifully. It’s out from town on quite a bit of land, but a close drive to most area attractions! Deer visited us daily. It was clean and very comfortable! The outside still needs some work, but we could...
Shelbyville Home - On to the Bourbon Trail!

Beautiful restored Victorian farmhouse

9.2 out of 10, Wonderful, (10)
"Phil was great at communicating and responding. The Victorian home was as described. You got the modern conveniences with the Victorian vibe all in one. Clean and plenty of amenities and extra blankets which I was grateful for. While it was secluded in the back, I would have liked blinds or shutters on the big bay windows for privacy where the kids were on the sleeper sofa. Otherwise it’s was perfect!"
The price is AU$755
includes taxes & fees
19 Feb - 20 Feb
Beautiful restored Victorian farmhouse

New! Bourbon Trail Getaway: Fire Pit & Arcade Fun

10.0 out of 10, Exceptional, (1)
"The house was immaculate and very warm a cozy. After visiting the local distilleries we came back and enjoyed games of poker and video games provided with lots of fun. Beds were comfortable. Appliances were very nice with plenty of cookware. House was on a fairly busy street but sat back from the road so there was no noise at all. Hope to come back again!"
The price is AU$716
includes taxes & fees
20 Feb - 21 Feb
New! Bourbon Trail Getaway: Fire Pit & Arcade Fun

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

10.0 out of 10, Exceptional, (201)
"I was in KY visiting a sick uncle, who happened to pass away the day I arrived. This place was just the place I needed. It was so peaceful and beautiful. The house is in a gated, private community and is away from the busy cities but close to this cute little town that has bowling, ice cream shop, tavern, an antique store, and a great Mexican restaurant. There is a gas station and grocery store close by. The house is away from the busy cities. The view of the Lake was spectacular especially...
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

10.0 out of 10, Exceptional, (82)
"We did a two day bourbon trail and this house fit our needs perfectly! Quiet. Safe. Beautiful! Plan to stay again for our next visit. "
The price is AU$805
includes taxes & fees
2 Mar - 3 Mar
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

9.8 out of 10, Exceptional, (63)
"Very neat place. Very satisfying for all of us."
The price is AU$1,894
includes taxes & fees
19 Feb - 20 Feb
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

Capital City Cottage

9.4 out of 10, Exceptional, (25)
"The surrounding property is low income but we met several of the elderly neighbors one was actually Santa Claus. I went out early on a Saturday morning to see an elderly man with his bright red trousers with big fuzzy white cuffs feeding his cat. He was getting dressed to play Santa Claus on the Santa train in nearby Versailles, Kentucky. The house is old but extremely clean with comfortable beds and well supplied kitchen. There’s a nearby bakery the outstanding in very easy walking distance....
The price is AU$369
includes taxes & fees
20 Feb - 21 Feb
Capital City Cottage

The Green Cabin-on-The Bourbon Trail

9.8 out of 10, Exceptional, (196)
"My husband and I and two friends stayed here four nights while enjoying the Bourbon Trail. The location of the home was perfect for us to visit numerous distilleries close by (Woodford Reserve, Wild Turkey, Four Roses, Buffalo Trace and a short drive to Maker’s Mark). Chris was a very gracious host, quickly responding to a small issue we had. The beds were very comfortable. The only downside was the fireplace was not working and that would have been wonderful to enjoy on the snowy day. I would...
The Green Cabin-on-The Bourbon Trail

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

9.8 out of 10, Exceptional, (120)
"We had a great time staying here. Communication with the owner was easy. Clean and comfortable house."
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Bourbon Trail Downtown Frankfort w/Game Room near Buffalo Trace

9.6 out of 10, Exceptional, (20)
"The house was fabulous. It was old, big, beautiful and clean; full of character. It was nice to have a pool table, slot machine and an assortment of games to play. The host provided snacks, coffee, water, shampoos & conditioners. Anything you'd need. The house was five minutes from Buffalo Trace and downtown Frankfort. The only downside was the neighborhood. It is very run down, but we felt COMPLETELY SAFE. Side note - Goodwood had great food & cocktails and so did The Stave. "
The price is AU$474
includes taxes & fees
24 Feb - 25 Feb
Bourbon Trail Downtown Frankfort w/Game Room near Buffalo Trace

New Luxury Brbn Trail w HotTub + GameRoom + Sauna

10.0 out of 10, Exceptional, (53)
"Posting is exactly as the property is and more! This place is perfect for friends and family. Perfect meeting of fun and relaxation. Host was amazing, quick response, accommodating and thoughtful. Quick and easy to many local restaurants and distilleries. 100/100 would recommend and we hope to stay again in the future. Absolutely top notch!"
The price is AU$2,271
includes taxes & fees
9 Mar - 10 Mar
New Luxury Brbn Trail w HotTub + GameRoom + Sauna

Spacious Ranch in Frankfort.

9.8 out of 10, Exceptional, (30)
"Wonderful property with a few minor issues like slow shower drain and no dishwasher soap. Lots of room to spread out. Enjoyed corn hole in the backyard."
The price is AU$607
includes taxes & fees
24 Feb - 25 Feb
Spacious Ranch in Frankfort.

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

8.6 out of 10, Excellent, (21)
"Nice house in a central location. We didn’t have to go far to hit distilleries or good food. We enjoyed a short visit but it was jam packed with enjoyment. We enjoyed Buffalo, Castle and Key and the amazing Woodford. Thanks! "
The price is AU$277
includes taxes & fees
23 Feb - 24 Feb
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!

9.8 out of 10, Exceptional, (69)
"Wonderful place. "
Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!

‘Big’ Little Farmhouse w Hot Tub- 4bd

9.2 out of 10, Wonderful, (27)
"The property worked great for the purpose of our family Christmas. It was a relaxing time for all of us."
‘Big’ Little Farmhouse w Hot Tub- 4bd

Rock & Roll RiverHouse: Pool Table, Mins to Louisville!

10.0 out of 10, Exceptional, (1)
"We had a great time spending Thanksgiving at the Rock & Roll Riverhouse! The property was clean, spacious and entertaining for our kids. We had 7 adults and 2 kids and had enough room for us all. It was a great location and was an easy drive into Louisville. "
Rock & Roll RiverHouse: Pool Table, Mins to Louisville!
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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Other types of properties in Shelbyville you may be interested in

Fairfield Inn & Suites by Marriott Shelbyville

3.0 star property
9.6 out of 10, Exceptional, (58)
"The staff was absolutely incredible the night staff was welcoming and super friendly. The day staff the following morning was more than awesome! She called and had snowed removed so I could get out of the parking lot. Super pleasant and friendly. She was my hero. "
The price is AU$187
includes taxes & fees
24 Feb - 25 Feb
Fairfield Inn & Suites by Marriott Shelbyville

Holiday Inn Express & Suites Shelbyville by IHG

2.5 star property
8.4 out of 10, Very good, (646)
"Property was quiet and welcoming "
The price is AU$165
includes taxes & fees
28 Feb - 1 Mar
Holiday Inn Express & Suites Shelbyville by IHG

Comfort Inn & Suites

3.0 star property
8.4 out of 10, Very good, (271)
"Na"
The price is AU$147
includes taxes & fees
2 Mar - 3 Mar
Comfort Inn & Suites
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.

Frequently asked questions

Can I find holiday rentals in Shelbyville?

Yes, there are holiday rentals close to the most popular sights in Shelbyville, 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?

Bourbon Trail Downtown Frankfort w/Game Room near Buffalo Trace: This holiday home rental outside of Shelbyville is located on a river, and has a garden, a selection of games and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Shelbyville?

Choose from 25 Expedia holiday rentals in Shelbyville for a memorable holiday.

What can I see and do in Shelbyville?

Cultural attractions include Shelby County Community Theatre, whereas Guist Creek Lake State Park is a spot to enjoy nature. While here, Weissinger Hills Golf Course and Jeptha Creed Distillery 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.