Short Term Lease Luxury Apartments for Rent in Chicago, IL (424 Rentals) Page 2 of 9

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Short Term Rental Options.

Higher End Luxurious Apartments in Chicago.

property at 1035 W Van Buren St

$2,570

Total Monthly Price

Total Monthly Price

Base Rent
$2,570
Total Monthly Price
$2,570

Studio, 1 Bath Home for Rent

Available Aug 2

1035 W Van Buren St

ChicagoIL60607

The Freedom of Short-Term Rentals: Exploring the Advantages for Renters

From flexibility to potential costs, explore the key benefits and drawbacks of short-term rental housing from a renter's perspective.

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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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property at 2814 W 21st Pl

$2,746

Total Monthly Price

Total Monthly Price

Base Rent
$2,746
Total Monthly Price
$2,746

1 Bedroom, 1 Bath Home for Rent

Available Oct 13

2814 W 21st Pl

ChicagoIL60623

The Rise of Digital Nomads: Remote Work Tips for Apartment Renters

As a digital nomad you work from your own apartment or home or enjoy the spectacular views of amazing locations throughout the nation and globally as you travel, all while maintaining a connection to your team digitally. Learn How this Trend is on the Rise.

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property at 1900 W 17th St

$2,812

Total Monthly Price

Total Monthly Price

Base Rent
$2,812
Total Monthly Price
$2,812

2 Bedroom, 3 Bath Home for Rent

Available Sep 4

1900 W 17th St

ChicagoIL60608

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Showing Results 51-100, Page 2 of 9

Chicago, IL Area Reviews

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Nicole • 4+ years in Chicago

April 10, 2026

Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere

Frequently Asked Questions about Short-term Chicago Apartments

What is the Cheapest Short-term apartment in Chicago?

Currently the most affordable Short-term Apartment in Chicago is at 5445 Ingleside By 3L Living listed at $684.

How much is the average rent for a Short-term Chicago Apartment?

The average rent for a Short-term Apartment in Chicago is $3,902.

What is the largest Short-term Chicago Apartment for rent?

Today's Short-term apartment with the most square footage in Chicago is a 3,993 square feet unit starting from $23,027 at 1307 N Bell Ave.

What is the average size for Chicago Short-term Apartments for rent?

The average size for a Short-term rental in Chicago is currently at 715 sq ft.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Helpful Local Expert Guides

decorative image for A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago article

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago

Written by: Nicole Harms

I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

decorative image for Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago article

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

Written by: Nicole Harms

With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

decorative image for Best Neighborhoods to Rent in Near Chicago's Top Employers article

Best Neighborhoods to Rent in Near Chicago's Top Employers

Written by: Nicole Harms

Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

decorative image for Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago article

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

Written by: Nicole Harms

From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.

Articles, How-To's, and Tips

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.