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  3. French Lick
  4. The Old Jail
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Discover Your Perfect The Old Jail Rentals by Owner

The Old Jail Rentals by Owner

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8.9 (55 Reviews)
House
Wilstem Cabins
  • Air Conditioner
  • Parking
  • Pool
View Availability
More Top-Rated Rentals by Owner in The Old Jail Area

Why Choose Rent By Owner for your The Old Jail vacation rental?

What makes our Rentals by Owner 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 The Old Jail

When should you plan your Rentals by Owner stay?

Choosing the optimal time to visit here can enhance your experience, as understanding seasonal patterns in this destination helps you select the perfect period for your stay while enjoying the trustworthy and seamless booking options available through Rent By Owner.

Peak Season Highlights

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Spring (March to May)

During spring, the region experiences mild temperatures and blooming scenery, making it a pleasant time to explore this historic destination.

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

In fall, the area's vibrant foliage creates an ideal backdrop for enjoying your stay at this charming location.

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

Off-Season Highlights

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Summer (June to August)

While summer brings warmer weather, shoulder months tend to be less crowded, offering a quieter experience for visitors seeking tranquility in the region.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
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Winter (December to February)

Winter months can be colder, but visiting during this off-peak season provides a peaceful atmosphere away from the crowds.

Average Temperature Daytime: 30°F to 45°F - Nighttime: 20°F to 30°F

Weekly Weather Forecast for The Old Jail

How to Book Your The Old Jail vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in The Old Jail

More Top-Rated Rentals by Owner in The Old Jail Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 outdoor seating with patio furniture to relax and unwind during your stay.
  • Take advantage of a spacious yard or garden area perfect for outdoor activities or picnics.
  • Make use of a barbecue grill to prepare delicious meals in the fresh air.
  • Discover designated areas for outdoor dining, ideal for enjoying meals al fresco.
  • Explore nearby walking trails or hiking paths that offer scenic views of the region.
  • Benefit from well-maintained parking spaces for convenient access to your rental.
  • Utilize outdoor lighting to extend your evenings outside safely and comfortably.

Top Attractions Around The Old Jail

What attractions are nearby?

During your stay, you'll find a variety of outdoor and cultural activities nearby, allowing you to explore the rich history and natural beauty that make this destination a memorable place to visit.

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Family Activities

  • Paoli Peaks Ski Resort: Enjoy a family day on the slopes at this nearby ski resort offering winter sports activities suitable for all ages in the region.
  • French Lick Scenic Railway: Hop aboard a historic train ride that takes you through picturesque landscapes, providing an engaging experience for the entire family here.
  • Paoli Peaks Adventure Center: Experience outdoor adventures such as zip-lining and mountain biking designed to entertain visitors of all ages in this area.
  • Patoka Lake Recreation Area: Spend quality time by fishing, boating, or exploring nature trails in the beautiful Patoka Lake region that surrounds the destination.
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Adult Activities

  • Historical Tours at The Old Jail: Discover the rich history of the region by exploring guided or self-led tours that delve into the fascinating past of the old jail and its significance in local heritage.
  • Explore Nearby State Parks: Enjoy a relaxing day outdoors by visiting nearby state parks for activities like hiking, picnicking, or birdwatching amidst the scenic surroundings of this destination.
  • Visit Local Museums: Enhance your understanding of the area's culture and history through visits to local museums, offering insights into the regional story and artifacts.
  • Dining Experiences: Savor authentic local cuisine at charming restaurants and cafes around here, providing a taste of regional flavors after your daytime adventures.

The Old Jail Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local History: Take advantage of the area's rich history by visiting nearby museums or landmarks to gain a deeper appreciation for your surroundings during your stay.
  • Visit Nearby Nature Spots: Spend time outdoors at local parks and scenic areas to enjoy the natural beauty that makes this region unique.
  • Connect with Community Events: Check out community calendars for events or festivals happening during your visit to immerse yourself in local culture.
  • Plan Convenient Day Trips: Use this location as a base to explore surrounding towns and attractions, making the most of your time here without long commutes.

Transportation Options

  • Personal Vehicle: Having your own car offers the most flexibility for exploring the area and accessing nearby attractions with ease.
  • Local Taxi Services: Taxis provide convenient transportation within the region, allowing you to navigate around without the need for parking or driving yourself.
  • Rental Cars: Renting a vehicle is an excellent option here if you prefer a private ride, with multiple rental agencies serving the local area and offering flexible pickup options.
  • Public Transportation: Buses serve the region, providing an affordable way to travel around while enjoying the scenic views of this destination's surroundings.

Local Customs Options

  • Respect for Historical Sites: Visitors are encouraged to honor the preservation of local historic sites, including the Old Jail, by maintaining a respectful demeanor and refraining from disruptive behavior.
  • Community Gatherings: The region values traditional community events where residents often gather to celebrate local heritage, providing visitors with authentic cultural experiences.
  • Local Art and Craftsmanship: Supporting local artisans during your stay is customary, emphasizing an appreciation for handcrafted goods that reflect the area's rich history and culture.
  • Environmental Appreciation: It’s common for guests to participate in or respect conservation efforts aimed at preserving the region’s natural beauty, such as local parks and scenic areas near the historic district.

Frequently Asked Questions About The Old Jail Rentals by Owner

1. What are the top vacation rentals in The Old Jail?

There are a lot of options in The Old Jail. If you plan on staying in the The Old Jail area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in The Old Jail:

2. How many Rentbyowner vacation rentals are available in The Old Jail?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 106 in the The Old Jail 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 The Old Jail. 

3. What is the cancellation policy for a rental by owner at The Old Jail in Paoli?

The specific cancellation terms are detailed on each listing. To understand the flexibility and any potential fees, please review the cancellation policy provided with your reservation or contact the property owner directly.

4. Are there any specific check-in and check-out times I should be aware of when booking at The Old Jail?

Check-in and check-out times can vary depending on the host's arrangements. For precise information, refer to the details listed in your reservation or communicate directly with the property owner to ensure a smooth arrival and departure.

5. Is it possible to modify my reservation after booking at this historic property?

Modification options depend on the owner's policies. To inquire about changing your reservation dates or details, please contact the host through the booking platform for guidance and assistance.

6. What amenities are included with a rental by owner at The Old Jail in Paoli?

Each property listing specifies the available amenities. For accurate details about what’s included during your stay, review the property description or reach out directly to the owner for clarification.

7. How do I get support if I encounter issues during my stay in this unique vacation rental?

For any concerns or emergencies, contact the property owner first, as they are best equipped to assist you. Additionally, the booking platform provides support channels to help resolve issues promptly.

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More Top-Rated Rentals by Owner in The Old Jail Area