Shelbyville Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Shelbyville vacation rentals

A room with a leather sofa, two armchairs, a bed, and a small table with a tray.

1. Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (34 reviews)
"Wonderful location in a very nice small town. Grocery store, coffee shop and many other amenities close by.The property was very spacious and well done for 2 people."
United States
Kathleen S.
$145 nightly
The price is $161
Nov 8 - Nov 9
Total with taxes and fees
Unique Downtown Studio with an Industrial Vibe
A kitchen with a gas stove, a coffee maker, and built-in ovens.

2. Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Shelbyville
10.0 out of 10, Exceptional, (22 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
$151 nightly
The price is $168
Nov 8 - Nov 9
Total with taxes and fees
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
A modern kitchen with a dining area, built-in shelves, and a green sofa in the living room.

3. Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"Very convenient for Horse Show we were attending. Everything was as described and the hosts were very accommodating. "
United States
Marlena J.
$286 nightly
The price is $317
Nov 8 - Nov 9
Total with taxes and fees
Quiet Downtown Maple Cottage Gem
A hallway with a green door, a large mirror, a wooden console table, and a framed picture on the wall.

4. The Shelby House | Historic Charm, Modern Comfort

The Shelby House | Historic Charm, Modern Comfort
Shelbyville
$234 nightly
The price is $260
Nov 8 - Nov 9
Total with taxes and fees
The Shelby House | Historic Charm, Modern Comfort
A modern kitchen with white cabinetry, a fireplace, and a bar area with stools.

5. Haven of the Bluegrass | Bourbon Trail Getaway!

Haven of the Bluegrass | Bourbon Trail Getaway!
Shelbyville
$417 nightly
The price is $493
Nov 10 - Nov 11
Total with taxes and fees
Haven of the Bluegrass | Bourbon Trail Getaway!
A two-story house with a porch, a small garden, and a sign that reads "Hotel."

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

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Shelbyville
9.4 out of 10, Exceptional, (50 reviews)
"Great house and location. Enjoyed our stay. Would use this location again."
United States
Donald A.
$252 nightly
The price is $280
Nov 8 - Nov 9
Total with taxes and fees
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
A kitchen with grey cabinets, a large island, pendant lighting, and a view of the outdoors.

7. Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.4 out of 10, Exceptional, (16 reviews)
"Lovely place, great outdoor seating areas, and spacious rooms."
United States
Joann E.
$381 nightly
The price is $424
Nov 9 - Nov 10
Total with taxes and fees
Beautiful restored Victorian farmhouse
A modern living room with a stone accent wall, a grey sofa, a wooden coffee table, and a ceiling fan.

8. the bourbon barrel escape HotTub Game Room pets ok

the bourbon barrel escape HotTub Game Room pets ok
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"The host was super helpful and friendly! We had everything that was advertised. The House was cozy and fun for a group of friends. Wonderful stay!"
United States
Breanna N.
$550 nightly
The price is $612
Nov 9 - Nov 10
Total with taxes and fees
the bourbon barrel escape HotTub Game Room pets ok
A house with a covered porch, outdoor seating, and a grill area.

9. Bourbon Trail | 4BR, Sleeps 10, Barrel Sauna, Hot Tub, Gym, Game Room, Fire Pits

Bourbon Trail | 4BR, Sleeps 10, Barrel Sauna, Hot Tub, Gym, Game Room, Fire Pits
Shelbyville
$687 nightly
The price is $763
Nov 23 - Nov 24
Total with taxes and fees
Bourbon Trail | 4BR, Sleeps 10, Barrel Sauna, Hot Tub, Gym, Game Room, Fire Pits
A log cabin with a covered porch, large windows, and a well-maintained front yard.

10. The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, Sleeps 12+

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, Sleeps 12+
Shelbyville
10.0 out of 10, Exceptional, (11 reviews)
"Stay was great, the place was perfect, and the view was beautiful."
United States
Bobby E.
$489 nightly
The price is $544
Nov 9 - Nov 10
Total with taxes and fees
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade, Pickle Ball, Sleeps 12+
A two-story house with a front porch, columns, and a well-maintained lawn.

11. Bourbon Trail! Game Room Hot Tub Speakeasy FirePit

Bourbon Trail! Game Room Hot Tub Speakeasy FirePit
Shelbyville
10.0 out of 10, Exceptional, (25 reviews)
"Great location perfect house to enjoy"
United States
tim d.
$493 nightly
The price is $547
Nov 15 - Nov 16
Total with taxes and fees
Bourbon Trail! Game Room Hot Tub Speakeasy FirePit
A cozy cabin interior with a stone fireplace, a leather sofa, and a large window offering a view of the outdoors.

12. Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat

Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat
Shelbyville
10.0 out of 10, Exceptional, (13 reviews)
"Nice stay"
United States
Jackie S.
$1,462 nightly
The price is $1,627
Dec 1 - Dec 2
Total with taxes and fees
Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat
A living room with a sofa, a coffee table, a rug, and a bookshelf.

13. Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Frankfort
8.8 out of 10, Excellent, (110 reviews)
"It was a great place to stay & conveniently located to lots of restaurants & distilleries."
United States
Darby D.
$132 nightly
The price is $155
Nov 8 - Nov 9
Total with taxes and fees
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
A multi-story building with a 'STUDIORES' sign, featuring a modern facade with evenly spaced windows and a flat roof.

14. StudioRes by Marriott Louisville East

StudioRes by Marriott Louisville East
3.0 star property
Jeffersontown
7.8 out of 10, Good, (16 reviews)
"The front desk staff made check in/out so smooth & were amazing!"
United States
Brandon
$94 nightly
The price is $111
Nov 12 - Nov 13
Total with taxes and fees
StudioRes by Marriott Louisville East
A reception area with a mounted TV displaying various streaming services, a wooden console with a welcome sign, and a seating area with a table and chairs.

15. Capital City Condo #10

Capital City Condo #10
Frankfort
8.2 out of 10, Very good, (10 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
$132 nightly
The price is $155
Nov 6 - Nov 7
Total with taxes and fees
Capital City Condo #10
A modern living room with a TV mounted on the wall, a wooden console table, a floor lamp, a potted plant, and a basket.

16. Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Frankfort
8.8 out of 10, Excellent, (92 reviews)
"It was a nice stay"
United States
Teresa M.
$132 nightly
The price is $155
Nov 10 - Nov 11
Total with taxes and fees
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and pendant lighting.

17. Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill

Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Frankfort
9.8 out of 10, Exceptional, (29 reviews)
"Beautiful and spacious! The host has thought of absolutely everything. We had a wonderfully relaxing time and the beds are SUPER comfortable! It's a perfect blend of being "out in the country" and close enough to civilization that you don't feel isolated."
United States
Sabrina P.
$416 nightly
The price is $472
Nov 8 - Nov 9
Total with taxes and fees
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
A log cabin with a stone chimney, multiple windows, and a porch with outdoor seating.

18. Luxury lodge in the heart of the Bluegrass

Luxury lodge in the heart of the Bluegrass
Waddy
10.0 out of 10, Exceptional, (9 reviews)
"Great property, nice location, well appointed. It is close to the interstate and with the leaves off, truck traffic could be heard from the top floor master bed. We would stay here again."
United States
Anonymous traveler
$1,229 nightly
The price is $1,368
Nov 9 - Nov 10
Total with taxes and fees
Luxury lodge in the heart of the Bluegrass
A covered outdoor patio with wicker furniture, a fire pit, and string lights.

19. Kentucky Bourbon Trail: Hot Tub & Game Room

Kentucky Bourbon Trail: Hot Tub & Game Room
Bagdad
10.0 out of 10, Exceptional, (26 reviews)
"Such a beautiful, peaceful area and the cutest home! It was perfect for our large group and Iris was an incredible host. We definitely want to visit again!"
United States
Hannah G.
$502 nightly
The price is $557
Nov 9 - Nov 10
Total with taxes and fees
Kentucky Bourbon Trail: Hot Tub & Game Room
A beige sofa with patterned cushions, a dark patterned rug, and a window with blinds.

20. Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (43 reviews)
"This was our third time staying at this place for a bourbon trip. Overall it is a good value, has the basics and close to distilleries. "
United States
Robert V.
$125 nightly
The price is $147
Nov 7 - Nov 8
Total with taxes and fees
Capital City Condo #8
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

A modern hotel lobby with a reception desk, seating area, and a coffee station.
Candlewood Suites Shelbyville by IHG

Candlewood Suites Shelbyville by IHG

Candlewood Suites Shelbyville by IHG
Shelbyville

10/10 Excellent

Stay was great!
United States
Tracy
Reviewed November 2, 2026
Candlewood Suites Shelbyville by IHG

Find out more about Shelbyville

Everything you need to know about Shelbyville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shelbyville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shelbyville vacation 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 low season months. For more hustle and bustle, you may prefer to visit Shelbyville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shelbyville rentals

At Expedia, we put the best Shelbyville vacation 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 vacation.

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 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~2 hottubs~ Barrel Sauna~Theatre~PS5 Lounge~ 16 BEDS~ Eminence Downs: This highly rated vacation home rental in Shelbyville offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 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 36 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 Bulleit Distilling Co. 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.

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