Discover Your Perfect Old Irving Park Vacation Homes

Best Vacation Homes in Old Irving Park

Old Irving Park Luxury Rentals

Old Irving Park Large Vacation Homes

Why Choose Rent By Owner for your Old Irving Park Vacation Rental Homes?

What makes our Vacation Rentals 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 Old Irving Park

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit ensures you enjoy the best weather and local events when booking your vacation rentals in this charming area of Chicago, Illinois.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences warm weather, making it an ideal time for outdoor activities and exploring nearby attractions.

Average Temperature Daytime: Approximately 80-85°F - Nighttime: 65-70°F
autumn
Fall (September to November)

Early fall offers mild temperatures and vibrant foliage, perfect for enjoying the area's scenic charm and local events.

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

Off-Season Highlights

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Winter (December to February)

The winter season brings cooler temperatures and quieter surroundings, providing a cozy atmosphere for those seeking a peaceful retreat.

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

Late spring sees milder weather and blossoming landscapes, offering a quieter time for exploring the area’s natural beauty.

Average Temperature Daytime: 55-65°F - Nighttime: 40-50°F

Weekly Weather Forecast for Old Irving Park

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 for relaxing and dining al fresco amid the scenic surroundings.
  • Take advantage of a private backyard or patio space perfect for family gatherings or peaceful evenings.
  • Make use of landscaped gardens or green spaces to unwind or play outdoor games with loved ones.
  • Utilize available grilling facilities to host barbecues in the fresh air.
  • Explore nearby walking paths or trails that offer scenic views of the area's natural beauty.
  • Relax on a spacious porch or veranda that provides a charming setting to soak in the local atmosphere.
  • Take advantage of any outdoor fire pits to enjoy cozy evenings under the stars with friends and family.
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Family Activities

  • Chicago Irving Park Community Recreation Center: Enjoy a day of family-friendly activities, including swimming, sports, and arts programs at this welcoming local recreation facility.
  • Leisure in Horner Park: Spend quality time outdoors with picnicking, walking trails, or playing sports in this scenic park nestled within the area.
  • Farmers Markets and Local Events: Explore seasonal farmers markets and community festivals that showcase the region’s fresh produce and neighborhood spirit.
  • Proximity to Lincoln Square: Discover boutique shops, casual dining, and cultural events nearby, perfect for enjoyable family outings in the neighborhood.
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Adult Activities

  • Visit the Chicago Trolley & Double Decker Co.: Experience a guided tour through this vibrant neighborhood to explore its local history and hidden gems.
  • Enjoy outdoor recreation at the Irving Park Golf Course: Perfect for a relaxing day on the greens, offering scenic views and quality facilities in the area.
  • Discover local flavors at nearby cafes and eateries: Savor authentic Chicago cuisine and enjoy the neighborhood’s welcoming dining scene.
  • Explore the diverse shopping options in the region: Find unique boutiques and shops that showcase the area's local craftsmanship and style.

Other Places to Stay in Old Irving Park, IL

Old Irving Park Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's diverse eateries to enjoy authentic flavors and support local businesses during your stay.
  • Visit Neighborhood Parks: Spend time relaxing or engaging in outdoor activities at nearby parks to truly experience the community vibe here.
  • Plan Convenient Transportation: Familiarize yourself with public transit routes or consider rental options to easily navigate the region’s attractions.
  • Discover Unique Shopping Spots: Browse neighborhood shops and markets close by for memorable souvenirs and a taste of local craftsmanship.

Transportation Options

  • Chicago Transit Authority (CTA) Rail:** The CTA Blue Line provides quick and convenient access from here directly into downtown Chicago, making it an ideal choice for exploring the city.
  • Bus Services:** Local bus routes connect this area to various neighborhoods and transit hubs, offering flexible options for your daily commute or sightseeing adventures.
  • Car Rentals:** Several rental agencies nearby give you the freedom to explore the region at your own pace, whether you're heading into the city or venturing further out.
  • Bike Sharing Programs:** Bike-sharing stations are accessible in the vicinity, allowing you to enjoy a healthy and eco-friendly way to navigate the local neighborhood and nearby attractions.

Local Customs Options

  • Local Cuisine Traditions: The area celebrates its culinary heritage through community events that showcase classic Chicago dishes alongside local favorites, offering an authentic taste of the region.
  • Historical Celebrations: Annual festivals and parades highlight the neighborhood’s rich history, giving visitors a glimpse into the area's cultural evolution and community spirit.
  • Neighborhood Arts and Crafts: Art displays and craft fairs often reflect the creative spirit here, providing unique opportunities to experience local artistry firsthand.
  • Religious and Cultural Festivals: Diverse religious observances and cultural festivals are celebrated with enthusiasm, revealing the multicultural fabric that defines this part of Chicago.

Frequently Asked Questions About Old Irving Park?

2. Which vacation homes in Old Irving Park are best for families?

If you are looking for a family-friendly vacation home in Old Irving Park, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old Irving Park:

3. How many Rentbyowner vacation rentals are available in Old Irving Park?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 616 in the Old Irving Park 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 Old Irving Park. 

4. What is the cancellation policy for vacation rentals here?

The cancellation policy varies by property, so it’s important to review the specific listing details. You can find this information on the property page or contact the owner directly for clarification.

5. Are there any additional fees I should be aware of when booking in this area?

Additional fees such as cleaning fees, service charges, or security deposits are typically specified in the listing. To avoid surprises, review all fee details carefully before confirming your reservation.

6. How do I confirm my booking and what payment options are available?

Booking confirmation usually occurs once you complete the reservation process through the listing platform. Accepted payment methods often include credit card and digital payment services; details will be provided during checkout.

7. Is there a minimum stay requirement for vacation rentals in the region?

Minimum stay requirements are set by individual owners and can vary depending on the property. You can view this information on the rental listing or contact the owner to inquire about shorter stays.

8. What amenities are included with the vacation rentals in this destination?

Amenities differ by property but commonly include essentials like Wi-Fi, kitchen access, parking, and laundry facilities. The specific amenities offered are listed on each property’s page, so review those details before booking.