Pleasantville Rentals by Owner
Cabin
- Air Conditioner
- Parking
- Pet Friendly
House
- Parking
- Accessibility
- Security/Safety
House
- Air Conditioner
- Parking
- TV
Apartment
- Air Conditioner
- Security/Safety
- Child Friendly
Why Choose Rent By Owner for your Pleasantville vacation rental?
What makes our Rentals by Owner special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Pleasantville
When should you plan your Rentals by Owner stay?
Timing your visit to this charming area can enhance your experience, so consider planning your stay during the seasons when the region offers optimal weather and local events that make for a memorable getaway.
Peak Season Highlights
Spring (March to May)
During this time, the region experiences a burst of vibrant colors and mild weather, making it an ideal period for exploring local scenery. You can enjoy comfortable daytime temperatures while avoiding large tourist crowds.
Average Temperature Daytime: 65°F - Nighttime: 45°F
Fall (September to November)
This is when the area's landscape transforms with stunning autumn foliage, creating a picturesque backdrop for your stay. Expect pleasant days perfect for outdoor activities and moderate temperatures that are welcoming for visitors.
Average Temperature Daytime: 70°F - Nighttime: 50°F
Off-Season Highlights
Winter (December to February)
The colder months bring fewer visitors, offering a quieter and more peaceful experience here. You’ll find lower rates and fewer crowds, ideal for those seeking solitude and cozy accommodations.
Average Temperature Daytime: 40°F - Nighttime: 25°F
Summer (June to August)
While summer offers warm weather and longer days, it also coincides with peak tourism times. If you prefer a more relaxed visit, consider planning your stay outside these months to enjoy lower rates and less crowded attractions.
Average Temperature Daytime: 85°F - Nighttime: 65°F
Weekly Weather Forecast for Pleasantville
How to Book Your Pleasantville 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 Pleasantville
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 areas such as patios or decks to relax and dine al fresco.
- Make the most of your stay with access to a private or shared barbecue grill for outdoor cooking.
- Take advantage of spacious yards or gardens, perfect for outdoor activities or simply unwinding amidst nature.
- Benefit from outdoor fire pits or fireplaces for cozy evenings under the stars.
- Look for properties with swimming pools or hot tubs to add relaxation to your outdoor experience.
- Explore nearby walking trails or designated picnic areas that enhance your outdoor adventure here.
- Utilize available sports amenities like volleyball courts or outdoor games to enjoy quality time in the fresh air.
Top Attractions Around Pleasantville
What attractions are nearby?
In this charming area, you'll find a variety of outdoor activities and local attractions to enjoy during your stay, making it easy to explore the natural beauty and cultural highlights nearby while staying in a convenient rental by owner through Rent By Owner.
Family Activities
- Lincoln Amphitheatre: Enjoy a family-friendly outdoor concert or theatrical performance in this historic venue nestled in the region.
- Lincoln Heritage Nature Preserve: Explore scenic walking trails and nature programs designed for families looking to experience local wildlife and natural beauty.
- Harrison County Fairgrounds: Attend seasonal fairs, rodeos, and community events that provide entertainment for visitors of all ages here in the area.
- Local Parks and Playgrounds: Spend quality time at well-maintained parks offering playgrounds, picnic areas, and open spaces perfect for family outings around Carlisle.
Adult Activities
- Visit the Pleasantville Community Park: Enjoy a relaxing afternoon outdoors at this local park, which offers walking trails, picnic areas, and open spaces perfect for unwinding in the region.
- Explore historic sites in Carlisle: Discover the area's rich heritage by touring nearby historical landmarks that highlight the history of this quaint Indiana destination.
- Attend local events and festivals: Participate in seasonal festivals and community gatherings that showcase the area's vibrant culture and provide entertainment for adults seeking authentic experiences.
- Discover regional dining options: Savor delicious meals at popular restaurants in the area, where you can indulge in regional cuisine and enjoy a taste of local hospitality.
Pleasantville Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of nearby parks and scenic trails to experience the natural beauty that makes this area a perfect outdoor getaway.
- Engage with the community: Attend local events or visit community spots to get an authentic feel for the region and enhance your overall stay.
- Plan your excursions: With charming towns and attractions close by, organizing day trips can enrich your visit to this welcoming destination.
- Utilize local amenities: Make use of nearby shopping centers, dining options, and recreational facilities for convenience and a more enjoyable experience.
Transportation Options
- Personal Vehicles: Having your own car offers the most flexibility for exploring this area and accessing rental accommodations in Pleasantville, Carlisle, Indiana, USA.
- Regional Bus Services: Local bus lines provide affordable transportation options connecting you to key spots around the region, making it convenient to reach your rental or nearby attractions.
- Taxi Services: Reliable taxi companies operate throughout this destination, offering quick and comfortable rides to and from rental properties in Pleasantville and surrounding areas.
- Rental Car Agencies: Several rental car agencies are available nearby, giving you dependable access to a vehicle suitable for discovering the region at your own pace.
Local Customs Options
- Respect for Farming Traditions: Local residents highly value agricultural customs, so you’ll find that participating in or observing farm-related activities is appreciated here.
- Community Gatherings: Attending neighborhood events and local festivals is a cherished way to connect with the area’s friendly residents during your stay.
- Quiet Evening Norms: The region tends to favor peaceful evenings, making it customary to keep noise levels low after sunset to honor community tranquility.
- Preservation of Nature: Residents emphasize eco-friendly practices and conservation efforts, encouraging visitors to respect the natural surroundings throughout their visit.
Frequently Asked Questions About Pleasantville Rentals by Owner
1. What are the top vacation rentals in Pleasantville?
There are a lot of options in Pleasantville. If you plan on staying in the Pleasantville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pleasantville:
- Pleasant Grove Inn
- The Scout Cabin! Secluded With A Great View.
- Private, cozy cabin on 13 acres with two ponds
- Eagles Nest Camping Brewer Cabin
- Couples' Hideaway - Relaxing barndominium with hammock, firepit, & covered patio
- Pet friendly Teal Cabin Goose Pond Cabin Rentals
- 3-bedroom house in adorable Odon with WiFi and AC
- LakeWay II- 4 min from US-41 and Lake Sullivan
- Jasonville Cabin - Walk to Shakamak State Park!
- Large Private Studio attached Garage Washer Dryer AC WiFi Pet Friendly Sleeps 4
2. How many Rentbyowner vacation rentals are available in Pleasantville?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 40 in the Pleasantville 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 Pleasantville.
3. What is the cancellation policy for rental properties in Pleasantville, Carlisle, Indiana?
Cancellation policies vary by listing. You should review the specific property's cancellation terms on the rental's page or contact the owner directly for detailed information.
4. How do I verify the safety and cleanliness standards of a rental in this area?
Safety and cleanliness standards are typically outlined by the owner in the listing. For additional assurance, consider reaching out to the owner to inquire about their cleaning procedures and safety measures.
5. Are there any specific house rules or restrictions I should be aware of when booking here?
Yes, each rental has its own set of house rules and restrictions. These details are usually included in the listing description and can also be confirmed by contacting the owner directly.
6. What amenities are generally available in rentals by owner within the region?
Amenities vary by property, but common features include Wi-Fi, kitchen facilities, parking, and outdoor spaces. Check the individual listing for a complete list of amenities offered.
7. How can I contact the property owner if I have questions before booking in this area?
You can reach out to the owner through the messaging system provided on the Rent By Owner platform. This ensures your questions are answered directly and securely before finalizing your reservation.
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