Monthly Rentals in Downtown Chicago

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

Nearby monthly rentals

Superhost
Flat in Chicago
4.76 out of 5 average rating, 74 reviews

Modern Lux 2bd/2ba Bright Condo

HeatherRating, 5 stars8 months ago
Patty was a very communicative host and was very easy to reach when I had questions.
Superhost
Flat in Chicago
5 out of 5 average rating, 4 reviews

Luxury Apt in Downtown Chicago | Fast Wi-Fi, Gym

PeterRating, 5 stars4 months ago
It was very nice apartment to stay in for longer period. Also the building has a lot of rooms to hang out, like gym and fireplaces. I was very satisfied. Thank you Victor for your service
Guest favourite
Apartment in Chicago
5 out of 5 average rating, 7 reviews

Luxury Condo | Fast Wi-Fi, Pool, Big Gym, King Bed

MadhaviRating, 5 stars5 months ago
6 stars!! My husband & I spent a wonderful month here. The unit was perfect for two - cozy, cute, had all the basics. Great for remote work - standing desk, good wifi, and quiet neighbors. The building felt safe with staff in the lobby, and there’s laundry downstairs. Denis also reimburses a laundry service, as well as a great FFC gym around the corner - we used both, awesome perks! Location was perfect, so close to two different areas of restaurants, bars etc. - adorable Old Town & busy Rush St. And Lincoln Park is walking distance north. Both Jewel & a Red Line stop were practically downstairs (<10 min to get downtown). Yet the immediate area around the building is calm/safe with plenty of trees. Last but not least, Denis was an incredible host. He helped us set up an additional workstation as we were both WFH. He is extremely responsive, kind, and accommodating (early check in, late checkout, offered to deliver extra heaters on a cold day, etc.). What a gem - thanks Denis!
Superhost
Flat in Chicago
4.7 out of 5 average rating, 10 reviews

Cool spot in cool neighborhood

EmilyRating, 5 stars1 month ago
Very nice and comfortable little basement apartment in Garfield Park. It was very quiet and cozy and I felt right at home! The bed was also super soft. Tanya and Lee were very communicative and checked in a lot whenever I needed anything.

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 wifi and dedicated working spaces.

Looking for corporate housing?

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

Destinations to explore

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