Monthly Rentals in Old Town, Chicago

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

Nearby monthly rentals

Guest favourite
Apartment in Lincoln Park
4.73 out of 5 average rating, 122 reviews

The Biddle House (#1)

CorineRating, 5 stars5 days ago
We had such a great time in the heart of the old town in Chicago . Super cute beautiful house with all the comforts we needed, my son and I, for our 4 day stay. Comfy beds, all the amenities, great support staff and host. Top location with parking. Be there for the yearly art fair ! And any other time! Will come again!
Top Guest favourite
Apartment in Lincoln Park
4.98 out of 5 average rating, 344 reviews

Redesigned Lower Level Studio in Historic Building

ReneRating, 5 stars5 months ago
Matthew is a great host , always present and willing to help, his place is cozy and very well maintained, great location and conveniently located near old town and downtown, close to the water and major shopping areas. Amazing short stay!
Top Guest favourite
Home in Lincoln Park
4.98 out of 5 average rating, 122 reviews

Charming 3-BED in Lincoln Park/ Old Town & Parking

TedRating, 5 stars4 days ago
We had a great stay in Chicago, a lot in part due to the location of this AirBnB. It's only a couple blocks from the Sedgwick metro station, so we were easily able to get there from O'Hare, then getting to the Loop or up to Wrigleyville was very easy. We had one driver in our group and he had no issues with the parking either. The apartment/home itself was as-advertised. While the bedrooms themselves are a little small, the common areas of the apartment are very spacious. The neighborhood itself was nice and peaceful too. This is more of a personal preference, but if you're like me and enjoy high water pressure, just be aware the shower pressure is not very strong. That didn't take away from our experience at all though, would certainly stay again.
Superhost
Apartment in Lincoln Park
4.86 out of 5 average rating, 305 reviews

Historic Old Town Flat - Minutes from Downtown!

JohnRating, 5 stars2 weeks ago
Excellent location close to Lincoln Park and good/lively restaurants. Close to fancy neighborhoods, and walkable to downtown. I would stay here again. One thing I have to mention, since in my opinion it requires action before the next renters, is that there is an intermitent leak in the ceiling above the bathtub. I let the management team know about it and sent a picture. If there is a crack in the ceiling above the bathtub when you arrive, I'd guess the problem was not fixed. It dripped water twice for several minutes over my six-day stay.

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.

Stay near Old Town, Chicago's top sights

Lincoln Park Zoo211 locals recommend
Magnificent Mile104 locals recommend
Museum Of Contemporary Art Chicago53 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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