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- Rentals by Owner
Discover Your Ideal Old Town Triangle, Chicago Rental by Owner for a Comfortable and Authentic Stay
Discover Your Perfect Old Town Triangle Rentals by Owner
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Old Town Triangle Rentals by Owner
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Security/Safety
- Fireplace/Heating
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Security/Safety
- Fireplace/Heating
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Security/Safety
Why Choose Rent By Owner for your Old Town Triangle vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Old Town Triangle Rentals by Owner
Where are the best neighborhoods to stay in Old Town Triangle?
When seeking a comfortable and convenient stay in Old Town Triangle, Chicago, Illinois, you’ll find that this vibrant neighborhood offers a charming blend of historic architecture and local charm. Located in the heart of Chicago, Old Town Triangle provides easy access to the city’s cultural attractions while maintaining a cozy, community-oriented atmosphere. Booking a rental by owner in this area ensures a personalized experience, allowing you to enjoy the authentic neighborhoods and unique character that make Old Town Triangle a desirable destination for travelers. Trust Rent By Owner for a seamless booking process and reliable accommodations that will help you make the most of your visit to Chicago.
Downtown Chicago
Located just a short distance from this neighborhood, Downtown Chicago offers easy access to the city's vibrant business and entertainment districts, making it an ideal base for exploring urban attractions and enjoying a seamless stay.
View 1640+ Rentals in Downtown ChicagoLincoln Park
This scenic area features lush parks and cultural venues, providing a tranquil yet lively backdrop for your visit as you explore nearby attractions and enjoy a comfortable rental in the region.
View 153+ Rentals in Lincoln ParkBest Times to Visit Old Town Triangle
When should you plan your Rentals by Owner stay?
Choosing the right time to vacation here can significantly enhance your experience, so consider visiting during off-peak seasons when you'll enjoy a more relaxed atmosphere and better availability for your rental by owner in this vibrant destination.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination sees a peak in visitors seeking warm weather and outdoor activities. Booking early through Rent By Owner ensures you secure the best rental options here.
Fall (September to November)
Autumn attracts many travelers who enjoy the vibrant foliage and pleasant climate. Planning your stay ahead of time can help you find ideal rentals in the region during this popular season.
Off-Season Highlights
Winter (December to February)
The colder season tends to see fewer visitors, making it an excellent opportunity to book your vacation rental here at more affordable rates while enjoying quieter surroundings.
Early Spring (March to April)
As the region transitions into warmer weather, there are fewer tourists, providing a relaxed atmosphere for your stay. Securing a rental by owner now can ensure a comfortable visit in this quieter period.
Weekly Weather Forecast for Old Town Triangle
How to Book Your Old Town Triangle vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Old Town Triangle
Common Rentals by Owner 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 like patios or decks to relax and socialize
- Take advantage of private gardens or landscaped yards for outdoor leisure
- Make use of communal courtyards or shared green spaces within the neighborhood
- Utilize best-in-class barbecue grills or outdoor cooking stations for dining al fresco
- Benefit from nearby parks or walking trails easily accessible from your rental
- Secure parking facilities ideal for exploring the surrounding area with convenience
- Access outdoor amenities such as bike racks or storage units to explore the region actively
Top Attractions Around Old Town Triangle
What attractions are nearby?
In this charming neighborhood, you can enjoy a variety of nearby activities, including exploring cultural landmarks, dining at local restaurants, and strolling through scenic parks, making it an ideal destination for your stay in Old Town Triangle.

Family Activities
- Chicago History Museum: Delve into the area's rich history through engaging exhibits and interactive displays suitable for family exploration.
- Visit this nearby free zoo to enjoy a day of wildlife encounters right in the region’s scenic surroundings.
- Farmers Markets: Experience local flavors together at the popular farmers markets that often take place within walking distance from your rental.
- Old Town Art Center: Participate in family-friendly art classes or attend lively performances at this culturally enriching destination nearby.
Adult Activities
- Art Institute of Chicago Tour: You can explore world-renowned artworks just a short distance away, immersing yourself in masterpieces within the region's cultural hub.
- Lincoln Park Zoo Visit: Spend a relaxing day visiting this free zoo, where you have the chance to see diverse animals and enjoy scenic park views nearby.
- Dining at Local Eateries: Indulge in culinary delights at the area's eclectic restaurants offering various cuisines to satisfy your palate.
- Astrological Museum Experience: Discover intriguing exhibits and expand your knowledge at this unique museum located close to here, perfect for an engaging outing.
Other Places to Stay in Old Town Triangle, IL
Old Town Triangle Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Eateries: Take advantage of the area's renowned restaurants and cafes to enjoy authentic regional cuisine and experience the local culture firsthand.
- Discover Neighborhood Walks: Stroll through the charming streets and nearby parks to immerse yourself in the unique charm and vibrant atmosphere here.
- Utilize Public Transportation: Maximize your stay by using the excellent transit options available, making it easy to access landmarks and attractions without hassle.
- Book Early for Popular Spots: Reserve your preferred rental accommodations well in advance to secure the best options and ensure a smooth visit in this lively region.
Transportation Options
- CTA Metra Station: Conveniently located nearby, providing easy train access to downtown Chicago and beyond, making your travels seamless within the region.
- Chicago Transit Authority (CTA) Buses: Multiple bus routes serve this part of the city, offering flexible and reliable transportation options for exploring the local neighborhood and attractions.
- Divvy Bike Sharing System: Easily accessible bike stations allow you to enjoy a healthy and eco-friendly way to discover the area's charming streets and scenic spots.
- Ride-Sharing Services: Popular services like Uber and Lyft are readily available, offering convenient point-to-point transportation within this vibrant section of the city.
Local Customs Options
- Respect for Architectural Heritage: In this neighborhood, you'll find that preserving the historic architecture is a cherished custom, reflecting the area's appreciation for its unique heritage.
- Community Engagement: Locals often participate in neighborhood events and support local businesses, fostering a welcoming atmosphere for visitors exploring here.
- Dining Etiquette: When enjoying the region's culinary offerings, it's customary to appreciate the locally sourced ingredients and engage politely with servers, embodying the area's friendly hospitality.
- Participation in Local Festivals: Taking part in seasonal celebrations and community festivals is a valued tradition, giving you an authentic experience of the area's vibrant culture.
Frequently Asked Questions About Old Town Triangle Rentals by Owner
1. What are the top vacation rentals in Old Town Triangle?
There are a lot of options in Old Town Triangle. If you plan on staying in the Old Town Triangle 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 Town Triangle:
- Large 4BR/3BA Safe Old Town Location Walk Everywhere
- Luxury House in the heart of Old Town with Parking
- Lovely 4 Bedroom Spot located in Charming Old Town
- Luxury SOHO Styled Two-Level Townhouse - Old Town
- THE COMPOUND Large Exquisite House Private Yard 'Best Location' Well Appointed
- GROUP LUX in Old Town/Gold Coast (+private roof)
- Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
- Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! condo
- MTM Fully Furnished Rental in Old Town - 2 beds
- Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
2. How many Rentbyowner vacation rentals are available in Old Town Triangle?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 56 in the Old Town Triangle 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 Town Triangle.
3. What is the cancellation policy for rental by owner properties in Old Town Triangle?
4. How do I confirm my reservation and what payment methods are accepted?
5. Are there any house rules or restrictions I should be aware of before booking?
6. What amenities are usually included in a rental by owner in this area?
7. Is there a minimum stay requirement when booking a rental in Old Town Triangle?
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