Discover Your Ideal Old Irving Park Vacation Rentals for a Memorable Chicago Getaway
Discover Your Perfect Old Irving Park Vacation Homes
Best Vacation Homes in Old Irving Park
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Old Irving Park Luxury Rentals
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Old Irving Park Pet Friendly Vacation Rentals
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Old Irving Park Large Vacation Homes
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Why Choose Rent By Owner for your Old Irving Park Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Old Irving Park Vacation Rentals
Where are the best neighborhoods to stay in Old Irving Park?
Exploring different neighborhoods in Old Irving Park, Chicago offers a unique opportunity to experience the authentic charm of this vibrant community. Known for its welcoming atmosphere and convenient location, Old Irving Park provides an ideal setting for your stay. Whether you prefer the peaceful residential streets or proximity to local amenities, this neighborhood is perfect for those seeking a comfortable and reliable place to relax during their visit. Booking vacation rentals here ensures easy access to all that Chicago has to offer, making your trip both enjoyable and hassle-free.
Irving Park
In this vibrant area, you'll find a variety of comfortable vacation rentals that offer convenient access to Chicago's local attractions and amenities. Staying here provides a relaxed neighborhood atmosphere while remaining close to the city's main points of interest.
View 48+ Rentals in Irving ParkMayfair
Here, you can enjoy well-appointed vacation rentals situated in a charming part of the region, perfect for experiencing the authentic side of Chicago. The neighborhood offers a peaceful setting with easy access to major transport routes, making it an ideal choice for your stay.
View 468+ Rentals in MayfairBest 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 (June to August)
During the summer months, this destination experiences warm weather, making it an ideal time for outdoor activities and exploring nearby attractions.
Fall (September to November)
Early fall offers mild temperatures and vibrant foliage, perfect for enjoying the area's scenic charm and local events.
Off-Season Highlights
Winter (December to February)
The winter season brings cooler temperatures and quieter surroundings, providing a cozy atmosphere for those seeking a peaceful retreat.
Spring (March to May)
Late spring sees milder weather and blossoming landscapes, offering a quieter time for exploring the area’s natural beauty.
Weekly Weather Forecast for Old Irving Park
How to Book Your Old Irving Park Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Old Irving Park
Common Vacation Rentals Amenities
What amenities can you expect?
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.
Top Attractions Around Old Irving Park
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities and explore local parks, providing an excellent opportunity to experience the vibrant community and natural beauty nearby your vacation rentals in Old Irving Park, Chicago.

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.
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?
1. What are the top vacation rentals in Old Irving Park?
There are a lot of options in Old Irving Park. If you plan on staying in the Old Irving Park area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Irving Park:
- North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
- Deluxe Chicago 2 Bedroom Guest Suite. Amazing Deal & Location (Roscoe Village)!
- Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
- SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
- Trendy 2BR Apartment in Logan Square!
- Best Lincoln Square Location - Spacious 2 bedroom
- Cozy Nest in Chicago's Vibrant Lincoln Square
- Stylish, Inviting 2-BR near Logan Square and Wrigley Field
- Family-friendly, stylish Chicago Apartment in Logan Square
- Steps from the “L” train to Wrigley & Downtown
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?
5. Are there any additional fees I should be aware of when booking in this area?
6. How do I confirm my booking and what payment options are available?
7. Is there a minimum stay requirement for vacation rentals in the region?
8. What amenities are included with the vacation rentals in this destination?
Old Irving Park Top Rated Vacation Rentals
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