Things to Do While Staying in a Chicago Short-Term Rental

Staying in a short-term rental in Chicago offers more than just a comfortable place to sleep—it gives you the freedom to experience the city like a local. With flexible living space, prime locations, and home-style amenities, short-term furnished apartments make it easy to explore everything Chicago has to offer without the limitations of a hotel stay.

Whether you’re visiting for work, relocation, medical travel, or an extended getaway, here are some of the best ways to make the most of your time while staying in a Chicago short-term rental.


Explore Chicago’s Iconic Attractions

One of the biggest advantages of staying in a short-term rental is proximity to major landmarks. Many furnished apartments are located near downtown, River North, Streeterville, and the Loop—placing Chicago’s top attractions within easy reach.

Popular attractions to explore include:

With more space and flexibility than a hotel, you can plan your days at your own pace and return to a quiet, private apartment in the evening.


Experience Neighborhood Living Like a Local

Short-term rentals allow you to live within Chicago’s neighborhoods instead of tourist corridors. Each area offers a unique personality, from dining and nightlife to parks and cultural landmarks.

Some neighborhoods to explore during your stay include:

  • River North for dining, nightlife, and galleries
  • Gold Coast for historic charm and lakefront access
  • Streeterville for walkability and waterfront views
  • West Loop for award-winning restaurants and food halls

Living in a residential setting gives you access to local cafés, grocery stores, fitness studios, and community spaces that hotels simply can’t replicate.


Enjoy Chicago’s Food Scene Without Dining Out Every Night

Chicago is known for its food, but eating out for every meal can get expensive and exhausting—especially during longer stays.

A major benefit of short-term furnished apartments is the fully equipped kitchen. You can:

  • Cook meals at home
  • Order takeout from top local restaurants
  • Visit neighborhood markets and specialty food shops

This balance allows you to enjoy Chicago’s dining scene while maintaining flexibility and comfort during your stay.


Stay Active and Take Advantage of Outdoor Spaces

Chicago offers incredible outdoor experiences throughout the year. When staying in a short-term rental, you’re often closer to parks, trails, and waterfront areas than traditional hotels.

Activities to enjoy include:

  • Walking or biking along Lake Michigan
  • Visiting Lincoln Park and Grant Park
  • Exploring neighborhood green spaces
  • Seasonal events, festivals, and outdoor markets

Many furnished buildings also include fitness centers, pools, and rooftop amenities—making it easy to maintain routines while away from home.


Balance Work, Travel, and Relaxation

Short-term rentals are ideal for professionals who need space to work remotely or maintain productivity while traveling. With separate living areas, high-speed Wi-Fi, and quiet environments, furnished apartments support both work and relaxation.

After a busy day, unwind with:

  • Streaming entertainment
  • Private living space instead of shared hotel areas
  • A more residential, less transient environment

Why Short-Term Rentals Enhance Your Chicago Stay

Short-term rentals offer flexibility, comfort, and convenience that hotels can’t match—especially for stays longer than a few nights. Whether you’re in Chicago for business, relocation, or extended travel, furnished apartments allow you to experience the city on your terms.

For professionally managed short-term rentals in Chicago, Ryan Corporate Housing provides fully furnished apartments in prime neighborhoods, offering all-inclusive rates and flexible stay options designed for extended stays.

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