Monthly Rentals in South Side

Discover long-term rentals that feel like home, for stays of a month or longer.

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Superhost

Private room in Chicago

4.67 out of 5 average rating, 3 reviews

living room with twin sofa bed

MadelineRating, 5 stars8 months ago

Thank you Aminata the stay was great! Glad it worked out well for us both!

Guest favourite

Apartment in Chicago

5 out of 5 average rating, 5 reviews

Long Stay,The Jewels,2bd/2ba,UC 2mi,Pkg,DTWN 15mi

AvaRating, 5 stars4 days ago

Very clean, stylish, you have everything you need, peaceful, quiet neighborhood, especially good if you have a car because there is parking, great communication. Whole Foods, Trader Joes about a 10 min drive away. It's great if you're travelling to Chicago- I had a car so very optimal and easy. Thanks Jamal!

Guest favourite

Private room in Chicago

4.89 out of 5 average rating, 201 reviews

HydePark003, UC, NavyPier, Chinatown, freeparking

EleciaRating, 5 stars4 months ago

Enjoyed my time there. Private, clean, and extremely comfortable. The other guests were hard to run into, so it feels private. The only recommendation I have is to have more cookware. Granted, the listing does say to only do light cooking, but I could not fry eggs because there was only a very large pan in the kitchen. Overall, I would definitely stay again!

Superhost

Private room in Chicago

4.66 out of 5 average rating, 120 reviews

One bedroom/semi-private bath in Hyde Park

ZachRating, 5 stars6 months ago

I had a great stay in Hyde Park! Loved the neighborhood, and it was walking distance to UChicago hospitals, where I worked for the month. Very convenient for any person studying or working at University of Chicago.

Explore all

The comforts of home and great monthly rates

Fully furnished rentals

From peaceful mountain cabins to convenient urban apartments these furnished rentals have all the amenities of home.

Digital nomads & travelling professionals

Comfortable accommodation for nomadic and remote working professionals, with Wi-Fi and dedicated workspaces.

Delight included

Sometimes the destination is the accommodation. From cliffside cabins to tranquil houseboats, these rentals are full of unique features.

Pets welcome

Discover places to stay that accommodate pets, so you can bring your four-legged friend along.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed Wi-Fi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.

Popular amenities for monthly rentals

Kitchen

Wi-Fi

Pet friendly

Laptop-friendly workspace

Free parking on premises

Corporate Housing

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.