Discover a selection of 36 vacation rentals in Shelbyville, KY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $136 per night, and houses and cabins are popular options for a stay in Shelbyville. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Shelbyville
Destination guide

The captivating city of Shelbyville awaits you

The area's entertainment and opera are just a few of the reasons to vacation in Shelbyville. This city's golfing, shopping and cafes draw many visitors. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Things to do

Activities and attractions in Shelbyville

Do you want to discover top things to see and do while you're in the area? Venture out of your vacation home and experience everything that makes Shelbyville a fun spot to vacation. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Valhalla Golf Club (13.6 mi / 22 km)
  • Smith-Berry Winery (16.5 mi / 26.5 km)
  • Bluegrass Indoor Karting (17.7 mi / 28.5 km)
  • Prodigy Vineyards & Winery (23.3 mi / 37.5 km)
  • Weissinger Hills Golf Course (2.3 mi / 3.7 km)
  • Talon Winery (3.3 mi / 5.3 km)
Natural features

Exploring the natural landscape of Shelbyville

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Shelbyville is a great spot to appreciate mother nature. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Taylorsville Lake State Park (12.7 mi / 20.4 km)
  • Taylorsville Lake (15 mi / 24.2 km)
  • E.P. Tom Sawyer State Park (18.8 mi / 30.2 km)
  • Brashears Creek (11.4 mi / 18.4 km)
  • Beckley Creek Park (13.5 mi / 21.7 km)
  • Yew Dell Botanical Gardens (15.6 mi / 25.1 km)
How to get there

Traveling to and around Shelbyville

The nearest airport is in Louisville Intl. Airport (SDF), located 28.2 mi (45.4 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Blue Grass Airport (LEX), which is 36 mi (58 km) away.

What are the top vacation rentals in or near Shelbyville?

Whatever your vacation needs, you'll find a rental property in or around Shelbyville that's a match made in heaven. Here are some of our faves:

  • Make the most of conveniences like a free nearby fitness center and towels at "2 Living Rooms, Derby, Parking". Located around 25 miles from Shelbyville, this quality property has 3 bedrooms and is a hit with guests.
  • "Loft On Market | 10+beds | Great For Groups | 5 Miles From Dtown Louisville" also promises a memorable escape, offering 4 bedrooms, pet-friendly services, towels and more. It's around 35 miles from Shelbyville.

For even more great options, use the search bar at the top of the page to find the perfect Shelbyville vacation rental for you.

What are the best tiny house vacation rentals in or near Shelbyville?

For a memorable experience, book a tiny house rental in Shelbyville. A word of caution though — after you've experienced what it's like in a tiny house, the temptation to move into one of thes pocket-sized digs will be hard to resist!

  • Unwind and recharge at "Tiny House Near Louisville". Located in Hillview, a hair dryer and a toaster are included here.
  • "Cozy Tiny House" in Hillview is another good choice. Heating and an electric kettle will make your time here more comfortable.

What are the top-rated vacation rentals for weekend getaways in or near Shelbyville?

Clock out on Friday afternoon and then forget all about the office. If you're chasing some relaxation and fun, these properties in and near Shelbyville promise a memorable weekend getaway:

  • Spend your whirlwind break at "Historic Old Louisville", which is around 30 miles to the west of Shelbyville. There's plenty of nature and adventure on your doorstep here. Go cycling and golf or simply take in the sights of Louisville Mega Cavern and Louisville Champions Park.
  • Alternatively, enjoy a more leisurely pace of life at "Spacious Riverfront Retreat, 20 Minute Easy Drive To Downtown Louisville". Approximately 25 miles northwest of Shelbyville, activities around here include rafting and horse riding. More into sightseeing? Find time for Twin Park and Cherokee Park.

Can I find studio apartments for rent in and around Shelbyville?

Studio apartments are a hard act to beat when it comes to location, character and convenience. Get comfy in one of these studio apartments for rent in or near Shelbyville and experience a slice of the local vibe:

  • Unpack your bags at "The River's Edge Oasis. . . Relax And Unwind. . . Casual Luxury". Amenities including a hair dryer and coffee and tea making facilities will help you feel at home here.
  • "Historic Old Louisville" is another tempting option. Make yourself comfy and enjoy the use of off-street parking options, a stovetop and more.

When you're ready to step foot outside your studio apartment and explore, there's loads to keep you on the move around Shelbyville. Interested in cultural attractions? Check out Carnegie Center for Art & History and Kentucky Center for African American Heritage.

Can I find short term rentals in or near Shelbyville?

Just because you only have a couple of days to spare doesn't mean you have to spend it in a bleak hotel. Take a quick vacation but still have the comforts of home at one of these short-term rentals in or around Shelbyville:

  • "Historic Old Louisville" is near the center of Shelbyville, which means there are loads of things to keep you on the go. Tick off notable attractions like Churchill Downs and Muhammad Ali Center when you're not enjoying the comforts of your cozy property.
  • Sleep, relax and explore from "Spacious Riverfront Retreat, 20 Minute Easy Drive To Downtown Louisville", another great option. Kentucky Exposition Center and University of Louisville should be on your must-do list when it's time to go sightseeing.

What are the best romantic weekend getaways in or near Shelbyville?

Nothing says "I love you" like a romantic weekend rendezvous. If you're longing to spend a couple of relaxing nights away with your sweetie, we've got some romantic getaways in and around Shelbyville that will get your heart racing:

  • Put on some love songs and slow dance the nights away at "2 Living Rooms, Derby, Parking". Around 25 miles from Shelbyville, this property has everything you could want for a romantic weekend getaway, including winery tours and shopping facilities.
  • Otherwise, spend your escape sipping on bubbly and canoodling at "The River's Edge Oasis. . . Relax And Unwind. . . Casual Luxury", around 25 miles from Shelbyville. A fireplace and a balcony will help set the scene for romance.

Are there mansions for rent in or near Shelbyville?

You'll find some magnificent mansions for rent in and around Shelbyville. If you're in search of somewhere with ample room as well as a serious wow factor, these architectural stunners will not disappoint:

  • Situated 30 miles to the west of Shelbyville, "Unique Apartment In East Wing Of Mansion" is the place to go to relax in total luxury. Amenities offered here include beauty services and golf.
  • Alternatively, score major Brownie points and spend a few days at "Bourbon Mansion 3 Story". It's around 25 miles to the west of Shelbyville and offers amenities like golf, a porch and more.

What are the best large group vacation rentals in or near Shelbyville?

Take a look at these large group vacation rentals in or near Shelbyville where you won't have to leave anyone off your guest list:

  • A nice range of amenities including a fireplace and a kitchen make "Urban Loft Downtown Shelbyville" a standout. This sprawling retreat has 5 bedrooms and accommodates up to 17 people. From the center of Shelbyville, it's around 1 mile away to the southwest.
  • Nothing is more important than spending time with loved ones, and "Like New Cabin Near Lexington And Louisville" is the perfect place to do that. Located around 6 miles to the east of Shelbyville, as many as 16 guests can stay in this vacation rental which has 4 bedrooms. A kitchen and a balcony are among the various amenities on offer here.

What are the best houses for rent with a pool in or near Shelbyville?

Of all the amenities a vacation rental can have, a pool is easily the most fun. Have a look at these houses for rent with a pool in or near Shelbyville and spend your time splashing about. Just don't forget your unicorn floatie:

  • Round up your crew and enjoy an unforgettable stay at "Charming House In One Of Louisville's Most Coveted Neighborhoods". There's plenty to love about this escape besides its pool, such as coffee and tea making facilities and a microwave oven.
  • Spend leisurely days splashing about or enjoying peaceful moments by the water at "Charming House On Golf Course". This vacation rental is another top choice and offers a kitchen, clothes washing facilities and more.

Wondering what the weather is like in Shelbyville? It has a humid subtropical climate, with average summertime temperatures ranging from 65 ºF to 85 ºF. If you're searching for a little more inspiration on places to stay in this amazing destination, use the search bar at the top of the page and adjust the filters to scroll through our entire selection of Shelbyville vacation rentals.

What are the best large family vacation rentals in or near Shelbyville?

Whether your ideal getaway is out in the country or by the ocean, you'll enjoy it even more if you share it with loved ones. Consider one of these large family vacation rentals in or near Shelbyville and bring along the whole gang:

  • Get your nearest and dearest under the same roof at "2 Living Rooms, Close 2 Shopping And Restaurants", which has 3 bedrooms that sleep up to 8 guests. This retreat is around 25 miles to the west of Shelbyville and comes with amenities such as a living room and a TV.
  • "Spacious Riverfront Retreat, 20 Minute Easy Drive To Downtown Louisville" is another excellent option. It's around 25 miles to the northwest of Shelbyville, has 4 bedrooms and can accommodate up to 10 guests. Handy amenities here include a DVD player and a foosball table.

If you're chasing family-friendly attractions in the area, you're spoiled for choice. Muhammad Ali Center, Louisville Slugger Museum and Fourth Street Live! Promise lots of fun for both adults and kids.