1. USA
  2. Kentucky
  3. Simpson County
  4. Rentals by Owner

Simpson County Rentals by Owner

6.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Why Choose Rent By Owner for your Simpson County vacation rental?

What makes our Rentals by Owner special?

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

Best Times to Visit Simpson County

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation in Simpson County ensures you experience the area's natural beauty and local charm at its best, making your stay through Rent By Owner both memorable and hassle-free.

Peak Season Highlights

spring
Spring (March to May)

Experience the vibrant energy of this destination as it blossoms in spring, making it an ideal time for outdoor activities and exploring local scenery.

Average Temperature Daytime: 70°F - Nighttime: 50°F
autumn
Fall (September to November)

Enjoy the picturesque fall foliage and cooler temperatures that enhance your stay in the region, perfect for outdoor adventures and scenic drives.

Average Temperature Daytime: 68°F - Nighttime: 45°F

Off-Season Highlights

image
Winter (December to February)

Visit during winter when fewer travelers are around, offering a quieter experience and cozy accommodations in this inviting area.

Average Temperature Daytime: 45°F - Nighttime: 30°F
image
Summer (June to August)

While summer brings higher temperatures, it also offers longer days, making it a suitable time if you prefer warmer weather and lively local events.

Average Temperature Daytime: 85°F - Nighttime: 65°F

Weekly Weather Forecast for Simpson County

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

  • You can enjoy private outdoor dining spaces, perfect for savoring meals under the open sky.
  • Many rentals feature scenic patios or decks where you can relax and take in the surrounding views.
  • Expect well-maintained gardens or landscaped yards that offer a peaceful outdoor retreat.
  • Some properties provide access to outdoor fire pits, ideal for evening gatherings and storytelling.
  • Shared or private pools are often available, allowing you to cool off on warm days in the region.
  • You might find spacious lawns suitable for outdoor games and activities for all ages.
  • Several rentals include outdoor recreational amenities such as grilling stations or picnic areas for added convenience.
image
image

Family Activities

  • Visit the Simpson County Fairgrounds: Enjoy family-friendly events and seasonal festivals that highlight local culture and community spirit.
  • Explore Lake Malone State Park: Spend a day outdoors with activities like picnicking, fishing, and boating in the scenic surroundings of this popular destination.
  • Tour historic sites in the region: Discover the area's rich history through guided tours and preserved landmarks perfect for educational family outings.
  • Participate in outdoor recreation at local parks: Engage in hiking, playground fun, and nature walks designed to create memorable experiences for children and adults alike.
image

Adult Activities

  • Horseback Riding Tours: Experience the scenic beauty of the area on a guided horseback riding tour that highlights the region’s natural landscapes and rural charm.
  • Discover the local wine scene by touring nearby wineries, where you can enjoy tastings and learn about the area's viticulture heritage.
  • Explore significant historic sites in the region to gain insight into its rich cultural history and heritage.
  • Play a round of golf at world-class courses here, offering both challenging play and stunning views of the surrounding countryside.

Other Places to Stay in Simpson County, KY

Octagon Hall Museum
Simpson County Archives and Museum
Kenny Perry's Country Creek Golf Course
Kentucky Downs

Simpson County Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Research upcoming events or seasonal festivals in the area to enrich your stay and experience authentic local culture.
  • Choose a Strategically Located Rental: Select accommodations near key attractions or amenities to maximize your time exploring and minimize travel hassle in this region.
  • Explore Nature and Outdoor Activities: Take advantage of nearby parks and outdoor settings to enjoy the scenic beauty that makes this destination unique.
  • Connect with Local Hosts: Reach out to property owners for personalized recommendations that can help you discover hidden gems and enhance your visit here.

Transportation Options

  • Simpson County Regional Airport: The region's primary nearby airport offers convenient domestic flights, making your travel to the area straightforward and accessible.
  • Interstate Highway I-65: As a major highway passing through the area, it provides easy road access for travelers driving to and from Simpson County, Kentucky.
  • Local Taxi Services: Reliable taxi options are available around here, ensuring you can reach your rental or explore the region comfortably and efficiently.
  • Public Bus Transit: The area's bus services connect key points within the region, offering an affordable transportation option for exploring Simpson County and its surroundings.

Local Customs Options

  • Southern Hospitality Tradition: You’ll find that welcoming friendliness and warm hospitality are integral parts of the local culture here, making your stay more comfortable and memorable.
  • Engaging in hunting and fishing is a common pastime, reflecting the area's rich natural resources and outdoor lifestyle you can experience firsthand.
  • Community Festivals and Events: Participating in local festivals celebrates regional heritage and offers an authentic glimpse into the area's vibrant traditions and community spirit.
  • Historical Respect and Preservation: Respect for historical sites and local customs persists, giving you an appreciation for the region’s heritage during your visit.

Frequently Asked Questions About Simpson County Rentals by Owner

1. What are the top vacation rentals in Simpson County?

2. How many Rentbyowner vacation rentals are available in Simpson County?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 15 in the Simpson County 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 Simpson County. 

3. What is the cancellation policy for a rental by owner in Simpson County, Kentucky?

The cancellation policy varies depending on the individual listing. To understand the specific terms, please review the cancellation details provided on the rental's page or contact the property owner directly.

4. How do I get in touch with the property owner for questions about my booking?

You can easily reach out to the property owner through the messaging feature on the rental platform. It's recommended to clarify any questions regarding the stay before finalizing your reservation.

5. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits are often specified in the listing. Make sure to review these details carefully during the booking process or contact the owner for clarification.

6. Is it possible to modify or extend my reservation once booked?

Modifications or extensions depend on the owner's policies and availability. Contact the host directly through the platform to discuss possible changes to your reservation in this region.

7. What amenities are typically included in rentals by owner around this area?

Rental amenities vary by property, but common features include Wi-Fi, parking, kitchen facilities, and laundry options. For specific amenities, refer to the listing details or ask the owner directly.