Old Town Triangle Accommodations

Apartment
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like-icon9.8
Exceptional
(6 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
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US $540/Night 7 Nights - US $3,779
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Exceptional
(1 Review)
2 Bedrooms 1 Bath 5 Guests 947.22 ft²
  • Fireplace/Heating
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US $90/Night 7 Nights - US $630
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Exceptional
(517 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $339/Night 7 Nights - US $2,375
Apartment
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like-icon8.8
Fabulous
(5 Reviews)
2 Bedrooms 1 Bath 5 Guests 950 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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US $371/Night 7 Nights - US $2,597
Apartment
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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US $371/Night 7 Nights - US $2,598
House
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like-icon8.4
Excellent
(43 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $622/Night 7 Nights - US $4,353
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Apartment
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like-icon9.6
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 2 Guests 495.14 ft²
  • Breakfast
    Breakfast
  • Parking
    Parking
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US $285/Night 7 Nights - US $1,995
Apartment
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like-icon8.0
Excellent
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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US $483/Night 7 Nights - US $3,381
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House
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like-icon9.6
Exceptional
(5 Reviews)
4 Bedrooms 4 Baths 18 Guests 3003.13 ft²
  • Spa
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  • Fireplace/Heating
    Fireplace/Heating
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US $1,199/Night 7 Nights - US $8,393
Apartment
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like-icon5.2
Average
(5 Reviews)
2 Bedrooms 1 Bath 5 Guests 950 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
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US $337/Night 7 Nights - US $2,358
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House
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like-icon9.5
Exceptional
(30 Reviews)
4 Bedrooms 3 Baths 14 Guests 1496.18 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $852/Night 7 Nights - US $5,966
House
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like-icon10.0
Exceptional
(57 Reviews)
5 Bedrooms 7 Baths 12 Guests 6200 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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US $1,580/Night 7 Nights - US $11,060

Discover & compare premier experiences around Chicago

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Old Town Triangle Accommodations?

What makes our Accommodations 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 Town Triangle

When should you plan your Accommodations stay?

To make the most of your stay, consider planning your visit during the local off-peak seasons when this Chicago neighborhood offers a more relaxed atmosphere, allowing you to enjoy the area's unique charm while taking advantage of better rates on accommodations here.

Peak Season Highlights

summer
late spring to early summer (May to June)

During these months, the area experiences warm weather, making it ideal for exploring local attractions and enjoying outdoor activities in this vibrant region.

Average Temperature Daytime: Mid 70s°F to low 80s°F - Nighttime: Upper 50s°F to mid 60s°F
autumn
early fall (September to October)

This period offers pleasant temperatures and is popular among visitors seeking a comfortable climate while exploring the area's cultural offerings and events.

Average Temperature Daytime: Mid 70s°F to low 70s°F - Nighttime: Upper 50s°F to mid 60s°F

Off-Season Highlights

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winter (December to February)

In the colder months, fewer tourists visit, providing a more relaxed experience and better availability when seeking accommodations here.

Average Temperature Daytime: Low 30s°F to mid 40s°F - Nighttime: Lower 20s°F to upper 30s°F
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early spring (March to April)

Before the full bloom of the season, this time sees lower visitor numbers, offering a quieter stay in the area with potential for unique local experiences.

Average Temperature Daytime: Upper 40s°F to mid 50s°F - Nighttime: Mid 30s°F to low 40s°F

Weekly Weather Forecast for Old Town Triangle

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 access to a private outdoor patio or terrace perfect for relaxing or entertaining.
  • Take advantage of well-maintained communal gardens or green spaces within the property grounds.
  • Benefit from convenient on-site parking options for your vehicle during your stay.
  • Make use of outdoor grilling facilities or barbecue areas for outdoor dining experiences.
  • Relax in scenic courtyards or landscaped outdoor areas tailored for leisure and enjoyment.
  • Utilize outdoor seating areas designed for socializing or soaking up the local sunshine.
  • Explore nearby parks or walking paths accessible directly from your accommodation, ideal for outdoor activities.
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Family Activities

  • Chicago History Museum Dive into the region's past with interactive exhibits that are perfect for family members of all ages.
  • Oz Park Enjoy a relaxing day outdoors exploring this park, which features sculptures inspired by "The Wizard of Oz" and plenty of open space for picnics and games.
  • Old Town Art Center Participate in family-friendly art classes and workshops that foster creativity and cultural appreciation within this vibrant arts community.
  • Carriage Ride Tours Experience the area's charm firsthand with guided carriage rides that highlight the neighborhood’s historic architecture and local stories.
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Adult Activities

  • Art Institute of Chicago Immerse yourself in world-class art collections just a short trip from here, perfect for enriching your cultural experience in this vibrant neighborhood.
  • Lincoln Park Zoo Enjoy a relaxing day observing exotic animals and exploring beautifully maintained grounds in one of the region’s top free attractions.
  • Dining along Clark Street Savor diverse culinary options ranging from cozy cafes to upscale eateries, ideal for experiencing local flavors in this lively area.
  • Boystown Entertainment Discover vibrant nightlife with bars, live music venues, and entertainment spots that offer an energetic atmosphere right nearby.

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 Cuisine: Take advantage of the area's diverse dining options to enjoy authentic flavors and immerse yourself in the local food scene.
  • Visit Iconic Neighborhoods: Stroll through nearby neighborhoods that encapsulate the charm and character of this destination, making your stay more memorable.
  • Plan Outdoor Activities: Utilize the region’s parks and outdoor spaces for activities like walking or cycling to experience the area's natural beauty firsthand.
  • Make Use of Public Transportation: Maximize your convenience by using local transit options to easily access popular attractions and avoid parking hassles.

Transportation Options

  • Chicago Transit Authority (CTA) Trains: You can conveniently access the region’s extensive train system, providing quick and reliable transportation throughout the area.
  • Bus Services: Local bus routes offer flexible travel options within the neighborhood and connect to key destinations across the city.
  • Divvy Bike Rentals: Explore the area at your own pace by renting bikes through the popular Divvy bike sharing program, ideal for short-distance travels.
  • Taxi and Rideshare Services: Taxis and rideshare companies like Uber and Lyft are readily available for direct, door-to-door transportation around this vibrant destination.

Local Customs Options

  • Chicago-style Deep Dish Pizza Etiquette Locals take pride in sharing their iconic deep-dish pizza, often gathering with friends and family around the table in a tradition rooted in the area's culinary culture.
  • Festival Celebrations and Parades Participating respectfully in neighborhood festivals and parades is common here, reflecting the community’s vibrant spirit and multicultural heritage.
  • Greeting Customs Warm greetings like handshakes or friendly nods are customary when meeting residents, showcasing the approachable and welcoming nature of this destination’s community.
  • Respect for Historic Architecture Visitors are encouraged to appreciate and respect the preserved historic buildings and homes, which are integral to the area's charming character and identity.

Frequently Asked Questions about Old Town Triangle Accommodations

2. How many Accommodations are available in Old Town Triangle?

Currently, the total number of properties listed by RBO in 2026 is over 68 in the Old Town Triangle area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Old Town Triangle. 

3. What is the cancellation policy for accommodations in Old Town Triangle, Chicago?

Cancellation policies vary by property, so it’s best to review the specific listing details or contact the host directly to understand the applicable terms and any associated fees.

4. Are there any amenities included with my stay in the area?

Amenities differ between properties, so please check the individual listing for details on what is provided, such as Wi-Fi, parking, or kitchen facilities, to ensure your needs are met.

5. How do I confirm my reservation in Old Town Triangle?

Reservation confirmation is typically handled through the booking platform, but you should verify details and receive confirmation directly from the property owner after completing your booking.

6. Is it possible to modify or extend my stay in the neighborhood?

Modifications or extensions depend on availability and the property's policies. Contact the host directly via the listing to discuss any changes to your reservation.

7. What should I do if I encounter issues during my stay?

If you face any problems, reach out promptly to the property owner or the support team of the platform for assistance and guidance regarding resolution options.

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