Shelbyville holiday homes

We found 111 holiday rentals — enter your dates for availability
Discover a selection of 35 homes, 11 apartments and other holiday rentals in Shelbyville that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the amenities that you expect and more, which might include parking and a hot tub. At the end of the day, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Shelbyville

Showing deals for:25 Dec - 1 Jan

Dining
Exterior
Interior
Living area
Exceptional
(11 reviews)

4Br Home on Sabre Hill Horse Farm 25 acres ~ Bourbon Trail

Simpsonville

8% off
NZ$7,030
for 7 nights, 1 room
NZ$1,004 per night
includes taxes & fees
4Br Home on Sabre Hill Horse Farm 25 acres ~ Bourbon Trail
Interior
Property grounds
Living area
Bar (on property)
Wonderful
(7 reviews)

On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace

Waddy

12% off
NZ$11,310
for 7 nights, 1 cabin
NZ$1,616 per night
includes taxes & fees
On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace
Private kitchen
Interior
Exterior
Dining
Exceptional
(5 reviews)

Historic Home Farm Stay in the Heart of Bourbon Country

Shelbyville

8% off
NZ$11,077
for 7 nights, 1 home
NZ$1,582 per night
includes taxes & fees
Historic Home Farm Stay in the Heart of Bourbon Country
Living area
Room
Private kitchen
Living area
Exceptional
(43 reviews)

Historic 1909 Gem on the Bourbon Trail w/4 King Beds

Shelbyville

7% off
NZ$5,816
for 7 nights, 1 home
NZ$831 per night
includes taxes & fees
Historic 1909 Gem on the Bourbon Trail w/4 King Beds
Exterior
Private kitchen
Terrace/patio
Living area
Exceptional
(16 reviews)

The White House in Bagdad! On the Bourbon Trail and 40 minutes from Valhalla.

Bagdad

12% off
NZ$2,722
for 7 nights, 1 home
NZ$389 per night
includes taxes & fees
The White House in Bagdad! On the Bourbon Trail and 40 minutes from Valhalla.
Living area
Exterior
Private kitchen
Interior
Exceptional
(10 reviews)

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+

Shelbyville

12% off
NZ$14,694
for 7 nights, 1 cabin
NZ$2,099 per night
includes taxes & fees
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
Exterior of House
Kitchen
Downstairs Living
Dining Area
Exceptional
(5 reviews)

Shelbyville, KY - Bourbon Trail, Horse Country and more. A modern, spacious gem.

Shelbyville

8% off
NZ$3,644
for 7 nights, 1 home
NZ$521 per night
includes taxes & fees
Shelbyville, KY - Bourbon Trail, Horse Country and more. A modern, spacious gem.

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    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The captivating city of Shelbyville awaits you

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

Activities and attractions in Shelbyville

Do you want to discover things to do in the area? Venture out of your holiday home and check out everything that makes Shelbyville a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Talon Winery (2.9 mi / 4.7 km)
  • Valhalla Golf Club (13.6 mi / 22 km)
  • Lovers Leap Vineyards and Winery (20.6 mi / 33.1 km)
  • Prodigy Vineyards & Winery (23.3 mi / 37.5 km)
  • Long Run Golf Course (11.7 mi / 18.8 km)
  • Polo Fields Golf and Country Club (12.3 mi / 19.8 km)

Exploring the natural landscape of Shelbyville

Whether you're looking for adventure or just want to spend some time taking in the scenery, Shelbyville is a great place to get out in nature. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Ohio River Valley (11.6 mi / 18.6 km)
  • Taylorsville Lake State Park (12.7 mi / 20.4 km)
  • Beckley Creek Park (13.6 mi / 21.9 km)
  • Taylorsville Lake (14.9 mi / 23.9 km)
  • Yew Dell Botanical Gardens (15.6 mi / 25.1 km)
  • Lagrange Quarry (18 mi / 28.9 km)

Travelling to and around Shelbyville

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

Frequently asked questions

What is the best area to stay in Shelbyville when booking a holiday rental?
When considering a holiday rental in Shelbyville, Kentucky, the Historic Downtown area stands out as an excellent choice. This charming neighbourhood offers a delightful blend of history and modern amenities, making it an inviting destination for visitors. The area is home to a variety of properties, ranging from quaint cottages to more spacious homes, providing plenty of options for different group sizes and preferences.One of the top attractions nearby is the Shelby County Historical Society, where you can immerse yourself in the local heritage and learn about the region's rich history. Additionally, the beautiful Red Orchard Park offers scenic walking trails and picnic spots, superb for those looking to enjoy the outdoors.
What is the most popular type of holiday rental accomodation in Shelbyville?
In Shelbyville, holiday houses are the most popular type of holiday rental, with around 104 available throughout the area. These homes typically offer spacious layouts, including multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation—superb for families or groups. Additionally, there are approximately 24 apartments, which provide a more compact and convenient option, often featuring modern amenities like laundry facilities and communal areas. For those seeking a quaint getaway, about 20 cottages are available, each with a charming atmosphere and basic amenities. There are also 16 cabins and 12 condos, which offer great experiences and various comforts, suiting different traveller preferences.
Are there any family house rentals in Shelbyville?
In Shelbyville, Kentucky, there are numerous family-friendly homes available, with around 29 options to choose from. This charming city features a variety of neighbourhoods where families can find spacious rooms suited for their needs. Many properties offer amenities such as fully equipped kitchens, comfortable living areas, and outdoor spaces ideal for children to play.Visitors will appreciate the proximity to local attractions like the Shelbyville Horse Show and the beautiful parks nearby, which provide opportunities for outdoor activities and family outings. The city's rich equestrian culture adds a unique charm, and families can explore local farms or enjoy the scenic countryside.
Can I rent a holiday home with a pool or hot tub in Shelbyville?
In Shelbyville, Kentucky, there are several holiday homes available for rent that feature pools and hot tubs, providing guests with a refreshing escape. This charming town, known for its picturesque horse farms and historic downtown, offers a variety of properties that cater to different group sizes and preferences.Travellers can expect amenities such as private swimming pools, inviting hot tubs, and spacious outdoor areas superb for relaxation and gatherings. Many of these rentals also come equipped with fully stocked kitchens, comfortable living spaces, and modern conveniences like Wi-Fi and air conditioning, ensuring a pleasant stay.
Are there pet-friendly house rentals in Shelbyville?
In Shelbyville, Kentucky, travellers can find a variety of pet-friendly house rentals, with around 16 options available. Many of these properties offer spacious rooms, ideal for families or groups, often featuring amenities such as fully equipped kitchens, laundry facilities, and outdoor spaces like patios or gardens where pets can enjoy the fresh air.The area is known for its charming neighbourhoods, with easy access to local parks and green spaces. Shelbyville's parks, such as Clear Creek Park, provide ample opportunity for outdoor activities, including walking trails and picnic areas, making them great for pet owners looking to spend quality time with their furry friends. Additionally, the town's welcoming atmosphere and community-centric vibe make it an enjoyable destination for both pets and their owners.
Are there any remote work holiday rentals in Shelbyville?
In Shelbyville, Kentucky, there are numerous options for remote work holiday rentals, with around 152 properties available. These accommodations cater well to those seeking a productive environment while enjoying their stay. Many rentals come equipped with reliable Wi-Fi, ensuring you can stay connected for work purposes.Travellers can expect a variety of amenities, including dedicated workspace areas, comfortable seating, and sometimes even additional features like coffee makers to keep you refreshed during long working hours. The charm of Shelbyville lies in its historic downtown area, where you can explore quaint shops and local eateries during your breaks.Moreover, the surrounding countryside offers lovely parks and outdoor spaces, great for unwinding after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Shelbyville?
In Shelbyville, popular rental amenities cater to a comfortable and convenient stay. Holiday rentals typically feature kitchens, allowing guests to prepare their own meals. Onsite parking is also a common perk, making it easy for travellers to explore the area without worrying about where to leave their vehicles. Many accommodations include a coffee and tea maker for a quick morning beverage, as well as a deck or patio for enjoying the outdoors. Additionally, some properties may offer a fireplace, providing a warm and inviting atmosphere, particularly during cooler months.
When is the best time to visit Shelbyville for a holiday rental?
The best time to visit Shelbyville for a holiday rental is during the peak season from May to July, when the vibrant energy of summer fills the air. This period draws many visitors eager to experience the charm of this Kentucky town, with July being particularly popular. The warm temperatures, typically ranging from 20 to 30 degrees Celsius, create a friendly space for outdoor activities, local festivals, and exploring the beautiful countryside.During these months, you can enjoy a variety of events, including horse races and county fairs, which showcase the local culture and hospitality. The lush landscapes and nearby attractions like the Kentucky Bourbon Trail offer ample opportunities for sightseeing and relaxation.For those seeking a more budget-friendly experience, consider visiting in December. While this month is quieter, it brings a unique charm with festive decorations and local holiday events, making it a lovely time for a peaceful getaway.Ultimately, choosing your visit to Shelbyville depends on whether you prefer the vibrant summer festivities or the serene, festive ambience of winter.
What are the top attractions in Shelbyville?
In Shelbyville, Kentucky, visitors can enjoy a variety of attractions that highlight the area's charm and history. The downtown area features historic buildings and quaint shops, superb for a leisurely stroll. The Shelby County Historical Society and Museum offers insights into the local heritage, showcasing exhibits that celebrate the region's past.Nearby, the Kentucky Bourbon Trail provides opportunities for tastings and tours at local distilleries, where guests can learn about the bourbon-making process. For nature enthusiasts, the beautiful Red Orchard Park boasts walking trails, picnic areas, and a playground, making it an ideal spot for families to relax and enjoy the outdoors.
Are all fees included in the Shelbyville holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Shelbyville holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Shelbyville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Shelbyville holiday homes?
You can find great discounts on holiday homes in Shelbyville on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Shelbyville holiday home booking on Bookabach?
To find Shelbyville holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Shelbyville?
A long-stay holiday home in Shelbyville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Shelbyville holiday home?
Book your Shelbyville holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Shelbyville?
Prices for holiday homes in Shelbyville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Shelbyville to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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