1. USA
  2. Illinois
  3. Chicago
  4. Far North Side
  5. Rentals by Owner

Far North Side Rentals by Owner

7.4 (6 Reviews)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Why Choose Rent By Owner for your Far North Side 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 Far North Side

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can enhance your experience, as the region offers different attractions and activities depending on the season; planning your stay during optimal weather months ensures a more enjoyable and memorable trip.

Peak Season Highlights

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Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for outdoor activities and exploring the area.

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

Autumn offers pleasant temperatures and colorful foliage, providing a scenic backdrop for your stay in this region.

Average Temperature Daytime: 70°F - Nighttime: 50°F

Off-Season Highlights

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Winter (December to February)

When visiting in winter, expect colder temperatures and fewer crowds, perfect for a cozy retreat or indoor pursuits.

Average Temperature Daytime: 35°F - Nighttime: 20°F
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Spring (March to May)

Springtime brings mild weather and blooming landscapes, creating an excellent opportunity for sightseeing with fewer visitors around.

Average Temperature Daytime: 60°F - Nighttime: 40°F

Weekly Weather Forecast for Far North Side

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

  • Enjoy outdoor seating areas such as patios or decks for relaxing in the fresh air.
  • Take advantage of landscaped gardens or yard spaces perfect for outdoor activities.
  • Make use of private outdoor grills or barbecues to host cookouts with friends or family.
  • Benefit from accessible fire pits or fireplaces for cozy evenings under the stars.
  • Utilize dedicated parking spaces with easy access to outdoor amenities.
  • Explore nearby walking trails or nature paths that are often included in vacation rentals here.
  • Relax by the outdoor pool or hot tub, if available, to unwind during your stay in the region.
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Family Activities

  • Lincoln Park Zoo: Spend a day exploring one of Chicago’s most treasured free attractions, where your family can enjoy a variety of animals and educational programs in a scenic outdoor setting.
  • Chicago Botanic Garden: Discover lush gardens and nature trails that provide an engaging outdoor experience perfect for children and adults alike, right here in the region.
  • Peggy Notebaert Nature Museum: Engage with interactive exhibits and live butterfly habitats that make learning about nature fun for every member of your family in this educational destination.
  • North Shore Channel Trail: Enjoy outdoor adventures along this scenic trail ideal for biking, walking, or picnicking, offering a peaceful escape within the area.
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Adult Activities

  • Visit the Lincoln Park Zoo: Enjoy an afternoon exploring this renowned zoo known for its free admission and a wide variety of animals, ideal for a leisurely day in the area.
  • Explore the Peggy Notebaert Nature Museum: Engage with interactive exhibits and learn about local ecosystems, offering a perfect outdoor-inspired activity for those staying nearby.
  • Attend a live performance at the Chicago Shakespeare Theater: Experience world-class theater productions right on the waterfront, providing an enriching cultural outing in the region.
  • Cycle along Lake Michigan’s shoreline: Rent a bike and take in the scenic views along the lakefront trail, making it a memorable outdoor adventure during your stay here.

Far North Side Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Access: Research nearby transportation options and parking to make your travel within the area smooth and stress-free.
  • Choose the Right Rental: Select a rental by owner that aligns with your needs, ensuring it provides easy access to the area's popular spots and amenities.
  • Engage with Neighborhoods Respectfully: Take time to learn about local customs and etiquette to enhance your experience and foster positive interactions during your stay.
  • Explore Off-the-Beaten-Path: Discover lesser-known areas and hidden gems around here to enjoy a more authentic and memorable visit.

Transportation Options

  • Chicago O'Hare International Airport: Serving as the primary gateway, this airport offers numerous domestic and international flights, making travel to and from the area convenient.
  • Public Transit – CTA Trains and Buses: The region is well-connected through Chicago's extensive transit system, providing reliable train and bus services for easy access around the neighborhood and into downtown.
  • Private Car Services and Taxis: Available for a comfortable and direct transfer, these options allow you to arrive at your rental property efficiently without the hassle of driving yourself.
  • Car Rentals: Numerous rental agencies operate nearby, giving you the flexibility to explore the local attractions and enjoy the region at your own pace.

Local Customs Options

  • Respect for Local Festivals: Participating in community festivals with an appreciation for the area's cultural traditions enriches your stay here.
  • Dining Etiquette: When visiting local eateries, it’s customary to follow dining customs that reflect the region’s hospitality and friendliness.
  • Greeting Practices: Friendly greetings and casual conversation are valued here, helping you connect authentically with locals during your visit.
  • Environmental Awareness: Showing consideration for nearby parks and natural spaces by practicing responsible waste disposal aligns with regional environmental values.

Frequently Asked Questions About Far North Side Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Far North Side?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 517 in the Far North Side 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 Far North Side. 

3. How do I find out the cancellation policy for a rental by owner in Far North Side, Illinois?

The cancellation policy for each property is specified in its listing details. To ensure you understand the terms, review the specific rental agreement before booking or contact the owner directly through the platform for clarification.

4. What are the check-in and check-out times for rentals in this part of Illinois?

Check-in and check-out times vary depending on the individual property. These details are provided in the listing description, so be sure to review them carefully or reach out to the property owner for confirmation.

5. Are there any hidden fees or charges when booking a rental by owner in the region?

Any additional fees or charges should be clearly outlined in the rental listing. We recommend reviewing all fee details before completing your booking or contacting the owner if you have specific questions about potential extra costs.

6. How can I communicate with the property owner during my stay?

Communication methods are typically provided in the booking platform or listed in the property details. You can contact the owner directly through the platform's messaging system for any inquiries or assistance during your stay.

7. Is it possible to modify or extend my reservation in this destination?

Reservation modifications depend on the property's policy and availability. To make changes or extend your stay, contact the owner directly through the booking platform to discuss your options and confirm any adjustments.

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