Discover Your Perfect Shelbyville Vacation Homes

Best Vacation Homes in Shelbyville

Shelbyville Luxury Rentals

Shelbyville Pet Friendly Vacation Rentals

Shelbyville Large Vacation Homes

Why Choose Rent By Owner for your Shelbyville Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Shelbyville

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can enhance your experience, as the region offers different charms and activities depending on the season, so plan accordingly to make the most of your stay in Shelbyville’s vacation rentals.

Peak Season Highlights

spring
Spring (March to May)

Experience the region's vibrant renewal during spring, when the weather warms up and outdoor activities become more enjoyable. This season is ideal for exploring the area’s scenic beauty while staying in comfortable vacation rentals.

Average Temperature Daytime: 60-75°F - Nighttime: 40-55°F
autumn
Fall (September to November)

Enjoy the stunning fall foliage and pleasant temperatures, making it a popular time for visitors seeking outdoor adventures in this destination. Booking early ensures access to the best vacation rentals during this colorful season.

Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F

Off-Season Highlights

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Winter (December to February)

Visit here during winter months when fewer travelers are around. The cooler weather offers a quieter experience, and cozy vacation rentals provide a warm retreat from the cold.

Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F
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Summer (June to August)

While summer brings warmer temperatures and more humidity, it remains a less busy period for those seeking a peaceful stay in this destination’s vacation rentals. It's a good time for budget-friendly options and relaxed exploration.

Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F

Weekly Weather Forecast for Shelbyville

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy private outdoor patios or decks to relax and unwind.
  • Take advantage of spacious yards perfect for outdoor games and picnics.
  • Make use of outdoor grilling areas for preparing delicious meals al fresco.
  • Dip into swimming pools available at some properties, ideal for cooling off during warmer months.
  • Explore landscaped gardens or scenic walking paths surrounding the rental.
  • Utilize outdoor fireplaces or fire pits for cozy evenings under the stars.
  • Access to nearby parks or recreational areas offering additional outdoor activities in the region.
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Family Activities

  • Shelby County Fairgrounds: Experience family-friendly events and community festivals that bring everyone together in this welcoming part of the region.
  • Claiborne Farm: Visit this historic horse farm to learn about Kentucky’s legendary thoroughbreds, offering an educational outing for all ages.
  • Wakefield Park: Enjoy outdoor activities such as walking trails, playgrounds, and picnicking spots perfect for a relaxing family day out here.
  • Shelbyville Nature Center: Discover local wildlife and nature exhibits that inspire curiosity and adventure for children and parents alike in the area.
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Adult Activities

  • Visit the Shelby County Fairgrounds: Enjoy local events and exhibitions that showcase the area's vibrant community spirit and agricultural heritage.
  • Explore the Shelby County Community Theatre: Experience live performances that highlight the region's rich arts and entertainment scene in a welcoming setting.
  • Tour the historic Bedford Farm House: Discover the region’s history through guided tours of this well-preserved landmark, offering insights into local architecture and traditions.
  • Enjoy outdoor activities at Lake Shelby: Engage in fishing, boating, or picnicking by the tranquil waters, perfect for relaxing amidst natural beauty here.

Shelbyville Travel Tips

How Can You Make the Most of Your Stay?

  • Plan ahead for local events: Check the area's event calendar to align your stay with festivals or community gatherings that showcase the region's culture and charm.
  • Explore outdoor activities: Take advantage of nearby parks and scenic spots to enjoy hiking, picnicking, or leisurely walks that highlight the natural beauty of this destination.
  • Discover local dining options: Savor regional flavors by seeking out eateries in the area that offer authentic cuisine, enriching your experience here.
  • Connect with community resources: Reach out to local visitor centers or online guides for personalized tips and hidden gems that can make your stay truly memorable.

Transportation Options

  • Shelbyville Transit Bus Service: Offers reliable local transportation to explore this part of Kentucky with convenient routes connecting key areas around the city.
  • Rental Cars and Car Services: Provides flexibility to discover the region at your own pace, with numerous rental agencies serving the area for easy vehicle access.
  • Taxi and Rideshare Services: Available options like taxis or rideshare apps ensure quick and effortless travel within Shelbyville and nearby destinations.
  • Regional Airport Access: The nearby airport connections facilitate smooth arrivals and departures, making it simple to reach your accommodations in the area.

Local Customs Options

  • Coffee Culture: Embrace the local tradition of enjoying freshly brewed coffee at community gatherings and neighborhood cafes around this destination.
  • Horse Racing Etiquette: When visiting nearby racetracks, you'll find that horse racing customs emphasize sportsmanship and respect for the horses and trainers.
  • Southern Hospitality: Expect warm welcomes and friendly interactions as residents here take pride in their courteous and inviting nature.
  • Local Festivals: Participate in regional events that celebrate the area's rich heritage through music, food, and traditional crafts during your stay.

Frequently Asked Questions About Shelbyville?

2. How many vacation rentals have private pools in Shelbyville?

There are 2 vacation rentals with private pools near Shelbyville. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Shelbyville are best for families?

If you are looking for a family-friendly vacation home in Shelbyville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Shelbyville:

4. How many Rentbyowner vacation rentals are available in Shelbyville?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 97 in the Shelbyville area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Shelbyville. 

5. What is the cancellation policy for vacation rentals in Shelbyville, Kentucky?

Cancellation policies vary depending on the property listing. You should review the specific cancellation terms provided in the listing details or contact the property owner directly for clarification before finalizing your booking.

6. How do I find available dates and confirm my booking in this area?

Availability varies between properties, so you can check real-time availability by entering your preferred travel dates on the listing page. Once you select your dates, follow the booking instructions or contact the host if you need assistance.

7. Are there any specific house rules or requirements for staying in a rental here?

House rules differ from one property to another. You should read the listing description carefully and communicate with the owner if you have questions about pet policies, noise restrictions, or other guidelines to ensure a smooth stay.

8. What amenities are typically included in vacation rentals in this region?

Amenities depend on the individual property but often include essentials like Wi-Fi, parking, and kitchen facilities. Review the detailed listing to confirm the specific amenities available during your stay.

9. How can I contact the property owner if I have questions before booking?

You can reach out to the owner directly through the messaging feature on the listing page. It’s recommended to clarify any concerns or special requests prior to completing your reservation to ensure your needs are met.