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  3. Winslow
  4. Rentals by Owner

Discover Your Perfect Winslow Rentals by Owner

Winslow Rentals by Owner

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Wills Lane
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More Top-Rated Rentals by Owner in Winslow Area

Why Choose Rent By Owner for your Winslow 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 Winslow

When should you plan your Rentals by Owner stay?

Understanding the optimal time to visit here can ensure you enjoy a memorable stay, whether you're seeking the vibrant seasonal changes or quiet winter months in this region, making it ideal for planning your rental by owner experience.

Peak Season Highlights

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Summer (June to August)

During the peak summer months, you'll experience warm and inviting weather ideal for enjoying the outdoors and making the most of your visit here.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 60°F to 65°F
autumn
Fall (September to November)

The fall season brings comfortable temperatures and vibrant foliage, perfect for exploring the region's natural beauty while booking a rental by owner for a cozy stay.

Average Temperature Daytime: 70°F to 75°F - Nighttime: 50°F to 55°F

Off-Season Highlights

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Winter (December to February)

Off-peak in winter, the area tends to be colder with fewer tourists, offering a quiet environment if you prefer a peaceful retreat during this season.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 25°F
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Spring (March to May)

Spring offers mild weather and blooming landscapes, making it an ideal time to find attractive rental options without the crowds.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Winslow

How to Book Your Winslow 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 Winslow

More Top-Rated Rentals by Owner in Winslow 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 a private outdoor patio or deck for relaxing and dining amidst the natural surroundings.
  • Take advantage of spacious yards ideal for outdoor activities and family gatherings.
  • Make use of outdoor grills to prepare delicious meals in the fresh air.
  • Experience the comfort of covered porches, perfect for enjoying the region's serene atmosphere.
  • Benefit from easy access to nearby parks or green spaces for outdoor recreation.
  • Utilize on-site parking facilities with convenient outdoor parking options.
  • Relish in scenic views from outdoor seating areas that showcase the beauty of this destination.

Top Attractions Around Winslow

What attractions are nearby?

While staying here, you can enjoy a variety of activities nearby, from exploring scenic outdoor spots to engaging in local cultural experiences that showcase the best of what the region has to offer.

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Family Activities

  • Winslow Family Park: Spend quality time outdoors by exploring the scenic trails, playgrounds, and picnic areas perfect for a family day in this welcoming community space.
  • Local Wildlife Encounter: Discover the region's natural beauty with opportunities to observe diverse wildlife and enjoy educational nature walks suitable for all ages.
  • Historic Downtown Winslow: Experience a charming stroll through the area's historic district, filled with local shops and cafes that offer a glimpse into its rich heritage.
  • Community Events and Festivals: Participate in seasonal festivals and family-friendly activities organized throughout here, creating memorable moments together.
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Adult Activities

  • Exploring the local parks: Enjoy a relaxing day at the area's scenic parks, perfect for picnics, leisurely walks, and appreciating the natural beauty of this destination.
  • Visiting historical sites: Discover the region's rich history by touring well-preserved sites that offer insight into its cultural heritage and past.
  • Attending community events: Engage with the local community through seasonal festivals, markets, and other gatherings that showcase the area's vibrant culture.
  • Sampling regional cuisine: Indulge in authentic local dishes at nearby eateries, giving you a taste of the area's unique culinary traditions.

Winslow Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local events and seasonal activities: Check out the area’s calendar to align your stay with festivals or seasonal attractions that enrich your experience in this charming Midwest destination.
  • Prioritize outdoor excursions: Take advantage of nearby parks and scenic spots for walking or picnicking, allowing you to enjoy the region’s natural beauty during your visit.
  • Communicate clearly with your host: Engage with your rental host to get insider tips on hidden gems and practical information for making the most of your time here.
  • Plan ahead for transportation: Consider local transit options or car rentals to conveniently explore beyond your rental, ensuring you don’t miss any key aspects of the region’s charm.

Transportation Options

  • Winslow Amtrak Station: This station provides convenient rail services connecting you to major destinations across Illinois and beyond, ideal for easy travel within the region.
  • Local Bus Services: Regional bus lines operate throughout the area, offering affordable and reliable transportation options for exploring Winslow and nearby communities.
  • Rental Car Facilities: Several car rental agencies are available in or near the town, giving you flexibility and independence during your stay in this part of Illinois.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are accessible here, providing convenient transportation for short trips or last-minute travel needs.

Local Customs Options

  • Local Festivals: Participating in the annual events here offers a glimpse into the community's cultural traditions and local pride.
  • Religious Practices: Respect for the area's religious customs is appreciated, especially when visiting churches or attending community ceremonies.
  • Food Traditions: Enjoying regional dishes and supporting local eateries can enhance your understanding of the area's culinary heritage.
  • Community Etiquette: Politeness and friendliness are valued by residents, making your interactions in this region warm and welcoming.

Frequently Asked Questions About Winslow Rentals by Owner

1. What are the top vacation rentals in Winslow?

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

2. How many Rentbyowner vacation rentals are available in Winslow?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 39 in the Winslow 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 Winslow. 

3. What is the cancellation policy for a rental by owner in this area?

Cancellation policies vary by listing. To ensure you understand the specific terms, please refer to the cancellation details provided on the listing or contact the property owner directly.

4. How do I proceed with booking a rental by owner in this destination?

Booking procedures are outlined on each listing. You can complete your reservation through the Rent By Owner platform, or communicate directly with the owner if further arrangements are needed.

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

Additional fees such as cleaning, service charges, or security deposits are specified in the listing details. Review these carefully before confirming your reservation to avoid surprises.

6. Can I contact the owner directly for special requests or questions about the property?

Yes, most listings include contact options for the owner. Reaching out directly can help accommodate any special needs or clarify details about your stay.

7. What amenities are typically available in rentals by owner in this region?

Amenities vary by property but often include essentials such as Wi-Fi, parking, and kitchen facilities. For specifics, check the listing description or ask the owner directly.

More Rentals You May Like Near Winslow

More Top-Rated Rentals by Owner in Winslow Area