Pleasant Rentals by Owner
Cabin
- Air Conditioner
- Pet Friendly
- TV
Cabin
- Air Conditioner
- Parking
- Pet Friendly
House
- Parking
- Pet Friendly
- Accessibility
House
- Air Conditioner
- Parking
- Pet Friendly
Apartment
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Parking
- Pet Friendly
Why Choose Rent By Owner for your Pleasant 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 Pleasant
When should you plan your Rentals by Owner stay?
Choosing the optimal time to vacation in Pleasant, Illinois, ensures you experience this charming destination at its best; consider seasonal weather patterns and local events to select the ideal period for your stay when booking a rental by owner through Rent By Owner.
Peak Season Highlights
Summer (June - August)
During the summer months, you can expect warm weather and longer days, making it ideal for enjoying outdoor activities in the area.
Average Temperature Daytime: around 85°F - Nighttime: around 65°F
Fall (September - October)
Autumn brings mild temperatures and colorful foliage, creating a picturesque setting for your stay here during this popular season.
Average Temperature Daytime: around 70°F - Nighttime: around 50°F
Off-Season Highlights
Winter (December - February)
The cold winter months see fewer visitors, providing a quieter experience with the potential for cozy indoor stays in the region.
Average Temperature Daytime: around 35°F - Nighttime: around 20°F
Spring (March - May)
Early spring offers a peaceful atmosphere before the busy summer season begins, with moderate temperatures and blooming scenery here.
Average Temperature Daytime: around 55°F - Nighttime: around 35°F
Weekly Weather Forecast for Pleasant
How to Book Your Pleasant 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 Pleasant
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
- You can enjoy spacious outdoor areas perfect for relaxing or entertaining in the region.
- Many rentals offer private or shared patios ideal for al fresco dining in Pleasant’s welcoming environment.
- Expect well-maintained gardens or landscaped yards to enhance your outdoor experience.
- Look for properties featuring outdoor grilling stations to make the most of pleasant evenings here.
- Some rentals include access to outdoor games such as volleyball or badminton for active fun.
- Many accommodations provide outdoor seating options where you can unwind and take in the scenery.
- Enjoy the presence of walking paths, trails, or nearby parks that allow you to explore the natural beauty of the region.
Top Attractions Around Pleasant
What attractions are nearby?
During your stay, you'll find a variety of activities nearby that allow you to explore the natural beauty and local charm of the region, offering an authentic Illinois experience just steps from your rental by owner.
Family Activities
- Pleasant Valley Conservation Area: Explore scenic hiking trails and enjoy a family picnic in the peaceful natural surroundings of this popular outdoor spot.
- Illinois Central College Nature Trail: Discover a kid-friendly walking trail that offers opportunities for birdwatching and observing local flora and fauna.
- Local Community Parks: Spend a fun day at well-maintained parks with playgrounds, open fields, and recreational facilities perfect for active families.
- Downtown Pleasant Activities: Experience charming local events, seasonal festivals, and family-friendly attractions within walking distance of rental accommodations.
Adult Activities
- Wander through the local parks: Enjoy a relaxing day exploring scenic trails and lush green spaces that offer a peaceful retreat in the region.
- Experience regional cuisine at nearby eateries: Savor the flavors of the area with a visit to popular restaurants and cafes renowned for their authentic dishes.
- Visit community events and festivals: Engage with the lively local culture by attending seasonal events that showcase the area's traditions and artistry.
- Explore local art galleries and shops: Discover unique handcrafted items and artworks that reflect the creative spirit of this destination's community.
Pleasant Travel Tips
How Can You Make the Most of Your Stay?
- Explore local dining options: Savor regional flavors at nearby eateries to fully immerse yourself in the area's culinary scene during your stay.
- Plan outdoor activities: Take advantage of the region’s natural landscape by arranging outdoor adventures that showcase the best of this destination's scenery.
- Connect with your host: Communicate with your rental owner beforehand to get personalized tips and ensure a smooth, enjoyable visit here.
- Prioritize convenience: Choose accommodations that offer easy access to local attractions and amenities for a more relaxed and efficient stay in this part of Illinois.
Transportation Options
- Pleasant Regional Airport: This nearby airport offers convenient regional flights, making arrivals and departures in the area straightforward for visitors staying here.
- Car Rentals at Pleasant Transfer Center: Accessible car rental services are available at the transfer center, providing you with flexible transportation options during your stay in the region.
- Local Bus Service: The area's bus network ensures easy travel within Pleasant and to surrounding destinations, ideal for exploring without a car.
- Taxi and Rideshare Services: Reliable taxi and rideshare options are readily available for quick, comfortable trips around this part of Illinois.
Local Customs Options
- Community Festivals: Participating in local festivals here allows you to experience the region's vibrant traditions and friendly spirit firsthand.
- Respect for Agricultural Heritage: Showing appreciation for the area's agricultural roots reflects your understanding of its historical significance during your stay.
- Quiet Respect for Neighbors: Maintaining a considerate demeanor aligns with the peaceful atmosphere preferred by residents in this area.
- Environmental Conservation Practices: Engaging in sustainable activities demonstrates your commitment to preserving the natural beauty of this destination.
Frequently Asked Questions About Pleasant Rentals by Owner
1. What are the top vacation rentals in Pleasant?
There are a lot of options in Pleasant. If you plan on staying in the Pleasant area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pleasant:
- The Loft on the Square
- Ghost Hollow Lodge
- Three Pines Petersburg - Luxurious 10 Bedroom Home in Historic Petersburg
- Cozy river retreat on the Illinois River with beach access!
- Havana Lakeside Escape- Private Beach & Game Room!
- VICTORIAN VACAY 3 BR Sleeps 10
- Parkview Beardstown Home with a View 3-Bedroom, WiFi, A/C, Full Kitchen & Dining
- Style on the Square 2-bedroom bungalow with WiFi, AC in Petersburg
- Welcome to this charming lake house beautifully located on Lake Matanzas.
- Peaceful Lake Cabin with Hot Tub & Starry Views. Sleeps 10nComfortably!
2. How many Rentbyowner vacation rentals are available in Pleasant?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 69 in the Pleasant 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 Pleasant.
3. What is the cancellation policy for rental properties by owner in Pleasant, Illinois?
The cancellation policy varies depending on the individual listing. To find specific details, please review the cancellation terms listed on the property’s page or contact the owner directly.
4. How do I confirm availability and book a rental by owner in this region?
Availability can be checked instantly on the listing page. Once you select your dates, follow the booking instructions provided or reach out to the owner for further assistance.
5. Are there any additional fees when booking a private rental in Pleasant, Illinois?
Additional fees such as cleaning, service charges, or security deposits are typically detailed in the listing. Be sure to review these before completing your booking.
6. What amenities can I expect from rentals by owner in this area?
Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. Check each listing thoroughly to ensure it meets your needs.
7. How do I communicate with the owner prior to booking or during my stay?
You can contact the owner directly through the messaging system provided on the platform. This allows you to ask questions or coordinate special requests before confirming your reservation.
More Rentals You May Like Near Pleasant
House
- Air Conditioner
- TV
- Security/Safety
House
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Parking
- TV
Cabin
- Air Conditioner
- Parking
- TV
Apartment
- Air Conditioner
- TV
- Security/Safety
Apartment
- Air Conditioner
- Pet Friendly
- Security/Safety
House
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Pet Friendly
- TV
