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Shelbyville Holiday Rentals

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Holiday Rentals in Shelbyville

Bourbon Country Cabin with HOT TUB and Fire Pit on Brashears Creek

9.8 out of 10, Exceptional, (34)
"A rustic cabin situated in a quiet rural setting with all the essentials provided for a restful getaway. Clean and well maintained, with a super simple check-in process. "
Bourbon Country Cabin with HOT TUB and Fire Pit on Brashears Creek

Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20

Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20

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

10.0 out of 10, Exceptional, (71)
"Awesome property and attention to detail. Felt so comfortable and was perfect for our family. Will definitely recommend it to anyone going to the area!"
Urban Loft 5,000 SqFt. Sleeps 17 Next to Frankfort Distilleries,PERFECT LOCATION

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

9.8 out of 10, Exceptional, (71)
"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 NZ$2,259
includes taxes & fees
22 Sept - 23 Sept
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

10.0 out of 10, Exceptional, (3)
"A wonderful place to host a large family. The number of rooms and spaces made it very comfortable for our family to have time together in a great home setting. The extra bonus room out back was a wonderful surprise, where we could all hang out together nightly. We would definitely return. "
Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly

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

8.6 out of 10, Excellent, (33)
"We’ve enjoyed our stay. Great people to work with. "
The price is NZ$297
includes taxes & fees
9 Sept - 10 Sept
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

10.0 out of 10, Exceptional, (11)
"Everything about our stay was great. The place itself is fantastic and the owner's communication the entire time was top of the line. Would recommend to anyone"
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

10.0 out of 10, Exceptional, (179)
"Way beyond our expectations. We loved our stay!"
The price is NZ$623
includes taxes & fees
8 Sept - 9 Sept
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

Cozy Tree-Lined Carriage Home - Stay in Serenity!

9.6 out of 10, Exceptional, (14)
"We absolutely loved staying here while in town visiting family. This place is spacious and beautifully decorated with lots of amenities. We would definitely stay here again. "
The price is NZ$283
includes taxes & fees
9 Sept - 10 Sept
Cozy Tree-Lined Carriage Home - Stay in Serenity!

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

8.8 out of 10, Excellent, (57)
"The property was nice and felt cozy the entire stay"
The price is NZ$271
includes taxes & fees
8 Sept - 9 Sept
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Lakefront Home Close to Bourbon Trail--Dog friendly!

9.8 out of 10, Exceptional, (78)
"Fantastic house and location! Close to the bourbon trail and cannot beat a morning coffee over looking the lake!"
Lakefront Home Close to Bourbon Trail--Dog friendly!

Secluded 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail

10.0 out of 10, Exceptional, (62)
"All over a great experience. No complaints at all."
Secluded 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail

Carriage on Petticoat

2.0 star property
10.0 out of 10, Exceptional, (22)
"Very nice house. Conveniently located and the host was very responsive."
The price is NZ$672
includes taxes & fees
10 Sept - 11 Sept
Carriage on Petticoat

Spectacular waterfront house!

9.6 out of 10, Exceptional, (78)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!

NEW Distiller's Dream - Bourbon Trail Country Fun - 12 min to Bardstown Square

10.0 out of 10, Exceptional, (2)
"Host provided great communication before and after our stay. Super great location for anyone visiting the Bourbon Trail. Thank you for making our stay in Kentucky such a great experience for everyone!"
The price is NZ$1,146
includes taxes & fees
14 Sept - 15 Sept
NEW Distiller's Dream - Bourbon Trail Country Fun - 12 min to Bardstown Square

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

9.6 out of 10, Exceptional, (229)
"The place was awesome and suited the bachelor party perfectly!"
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Bourbon on Broadway

2.0 star property
10.0 out of 10, Exceptional, (14)
"Very nice place, clean, great design and location"
The price is NZ$430
includes taxes & fees
7 Sept - 8 Sept
Bourbon on Broadway

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

10.0 out of 10, Exceptional, (95)
"Everything from top to bottom was fantastic about this property. The location was perfectly located to be able to go into Louisville or Bardstown. "
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Charming 3-bedroom house downtown Frankfort/ king beds

2.0 star property
10.0 out of 10, Exceptional, (6)
"Loved this house and its location. We were in town for a funeral, but would definitely stay here again! Beautiful house with so much character!"
The price is NZ$661
includes taxes & fees
9 Sept - 10 Sept
Charming 3-bedroom house downtown Frankfort/ king beds

Original Circa 1818 Oak Lodge

9.6 out of 10, Exceptional, (50)
"Wonderful old log home. Wonderful location for exploring the distilleries of Kentucky! Host was wonderful, cabin is glorious!"
The price is NZ$471
includes taxes & fees
6 Oct - 7 Oct
Original Circa 1818 Oak Lodge
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

Find out more about Shelbyville

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$271 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?

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 26 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 Guist Creek Lake State Park 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.