Shelbyville Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Shelbyville vacation rentals

KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
Shelbyville
9.8 out of 10, Exceptional, (8 reviews)
"The perfect location for a quick stop on the bourbon trail. Ten minutes from Bulleit, down the road from Jeptha Creed, and a short hop over to Buffalo Trace and downtown Louisville!"
United States
Shay D.
The price is CA $204
CA $466 total
includes taxes & fees
Feb 17 - Feb 18
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.4 out of 10, Exceptional, (13 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is CA $335
CA $650 total
includes taxes & fees
Mar 4 - Mar 5
Beautiful restored Victorian farmhouse

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

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Shelbyville
9.8 out of 10, Exceptional, (19 reviews)
"Great location, responsive hosts, fantastic property!"
United States
Timothy S.
The price is CA $323
CA $712 total
includes taxes & fees
Feb 9 - Feb 10
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

Bourbon Trail Retreat . Sleeps 10 + Hot Tub. In the Heart of the Bourbon Trail

Bourbon Trail Retreat . Sleeps 10 + Hot Tub. In the Heart of the Bourbon Trail
Shelbyville
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful stay at this property. The house was clean, comfortable, and well maintained, with everything we needed for our trip. The host was excellent—very responsive, helpful, and made the entire process easy. We would happily stay here again and highly recommend it to others."
United States
Chris W.
The price is CA $309
CA $806 total
includes taxes & fees
Feb 16 - Feb 17
Bourbon Trail Retreat . Sleeps 10 + Hot Tub. In the Heart of the Bourbon Trail

Hitching Post on the Bourbon Trl

Hitching Post on the Bourbon Trl
Shelbyville
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed our stay!! The house is beautiful and we felt right at home!!!"
United States
Karen J.
The price is CA $490
CA $564 total
includes taxes & fees
Feb 9 - Feb 10
Hitching Post on the Bourbon Trl

The Rec Farm - Cabin on farm, Fishing Pond, Hot Tub, Arcade Barn, Sleeps 12+

The Rec Farm - Cabin on farm, Fishing Pond, Hot Tub, Arcade Barn, Sleeps 12+
Shelbyville
9.0 out of 10, Wonderful, (2 reviews)
"The property is beautiful. It was a nice getaway with family and a fun time playing games in the barn with the kids. One recommendation, the pans need replacing. They were pretty scratched up. That can cause health concerns and misproper cooking of food."
United States
Bryan O.
The price is CA $547
CA $1,044 total
includes taxes & fees
Feb 8 - Feb 9
The Rec Farm - Cabin on farm, Fishing Pond, Hot Tub, Arcade Barn, Sleeps 12+

Bourbon Trail, Hot Tub, Speakeasy, Firepit, GameRm

Bourbon Trail, Hot Tub, Speakeasy, Firepit, GameRm
Shelbyville
10.0 out of 10, Exceptional, (16 reviews)
"Overall great value and accommodations. Would highly recommend this property."
United States
Chad K.
The price is CA $620
CA $784 total
includes taxes & fees
Feb 16 - Feb 17
Bourbon Trail, Hot Tub, Speakeasy, Firepit, GameRm

Bourbon Trail: Caboose on the Farm

Bourbon Trail: Caboose on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (38 reviews)
"Loved every aspect of this unique stay! From the very cool caboose to friendly farm animals, we hope to be back again!"
United States
Cindi M.
The price is CA $194
CA $321 total
includes taxes & fees
Feb 9 - Feb 10
Bourbon Trail: Caboose on the Farm

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
9.8 out of 10, Exceptional, (15 reviews)
"Property was clean and comfy! Would stay again. "
United States
Amy L.
The price is CA $191
CA $343 total
includes taxes & fees
Feb 12 - Feb 13
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (49 reviews)
"Awesome place. Just stayed overnight but will be back just to relax in the cabin. The surroundings are so peaceful and the animals were fun. "
United States
Rachel P.
The price is CA $129
CA $244 total
includes taxes & fees
Feb 10 - Feb 11
Bourbon Trail Cabin on the Farm

Original Circa 1818 Oak Lodge

Original Circa 1818 Oak Lodge
Lawrenceburg
9.4 out of 10, Exceptional, (53 reviews)
"Great communication. Very clean property."
United States
Alan D.
The price is CA $205
CA $386 total
includes taxes & fees
Mar 2 - Mar 3
Original Circa 1818 Oak Lodge

2 Bed/2 Bath/Game Room

2 Bed/2 Bath/Game Room
Lawrenceburg
10.0 out of 10, Exceptional, (122 reviews)
"Great central location for our stay! Than you so much. Would absolutely recommend this to everyone!"
United States
Patrick
The price is CA $178
CA $291 total
includes taxes & fees
Feb 9 - Feb 10
2 Bed/2 Bath/Game Room

Bourbon Barrel Cottages #2 on Ky. Bourbon Trail

Bourbon Barrel Cottages #2 on Ky. Bourbon Trail
Lawrenceburg
10.0 out of 10, Exceptional, (12 reviews)
"We stayed for our anniversary and visited some of the distilleries in the area. Our cabin was so cool and our stay was great. We would definitely book again"
United States
Evan C.
The price is CA $287
CA $489 total
includes taxes & fees
Feb 8 - Feb 9
Bourbon Barrel Cottages #2 on Ky. Bourbon Trail

Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41

Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41
Taylorsville
10.0 out of 10, Exceptional, (11 reviews)
"Clean, comfortable and convenient for our self guided bourbon trail tour. We would definitely stay there again. "
United States
Roger S.
The price is CA $220
CA $499 total
includes taxes & fees
Feb 11 - Feb 12
Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41

Scenic Highgrounds Modern Cabin - Chicory

Scenic Highgrounds Modern Cabin - Chicory
Frankfort
9.6 out of 10, Exceptional, (4 reviews)
"The cabin is located on a huge beautiful farm. When it wasnt raining we enjoyed hiking the trails and checking out the wild life.will definitely consider staying again!"
United States
Crystal S.
The price is CA $182
CA $390 total
includes taxes & fees
Feb 9 - Feb 10
Scenic Highgrounds Modern Cabin - Chicory

Capital City Cottage

Capital City Cottage
Frankfort
8.6 out of 10, Excellent, (43 reviews)
"A cozy cottage nestled in the mountain that felt like home away from home. "
United States
Jena B.
The price is CA $137
CA $338 total
includes taxes & fees
Feb 9 - Feb 10
Capital City Cottage

The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
10.0 out of 10, Exceptional, (12 reviews)
"From the host to the amenities it made our honeymoon so enjoyable!!! Thanks for such a great place to stay in the heart of Kentucky!! We definitely will be coming back!"
United States
Crystal F.
The price is CA $130
CA $329 total
includes taxes & fees
Feb 21 - Feb 22
The Bourbon Garage- walking distance to Buffalo Trace!

Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (51 reviews)
"Great place to stay!"
United States
Jeff S.
The price is CA $115
CA $345 total
includes taxes & fees
Feb 9 - Feb 10
Bourbon Trail Lakehouse - Pet Friendly!

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

3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.
Frankfort
10.0 out of 10, Exceptional, (32 reviews)
"very clean, bedrooms spacious, horses and other animals made for very nice stay."
United States
Richard N.
The price is CA $196
CA $403 total
includes taxes & fees
Feb 9 - Feb 10
3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.

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

The Rutherford Inn is nestled in the heart of small town Lawrenceburg
Lawrenceburg
10.0 out of 10, Exceptional, (14 reviews)
"Great place, clean, very peaceful."
United States
William I.
The price is CA $176
CA $350 total
includes taxes & fees
Feb 9 - Feb 10
The Rutherford Inn is nestled in the heart of small town Lawrenceburg
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shelbyville Hotel Reviews

Find out more about Shelbyville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Shelbyville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Shelbyville?

Yes, we offer vacation rentals in Shelbyville close to Gallrein Farms, or you can choose a secluded option if you're looking for extra privacy while you relax. The shops and entertainment venues are just a few reasons why travelers like Shelbyville. Make sure you have time to check out the golf courses and cafes during your trip.

What are some of the best vacation rentals in Shelbyville?

Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28: Visitors like this Shelbyville vacation home rental. It is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Shelbyville?

Choose from 30 Expedia vacation rentals in Shelbyville for a memorable vacation.

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 vacation rentals like in Shelbyville?

Vacation rentals are private properties you can stay in for a short or long stay in Shelbyville. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family getaway.