Monthly Rentals in Woodlawn, Chicago

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

Nearby monthly rentals

Superhost
Private room in Woodlawn
4.8 out of 5 average rating, 20 reviews

3 blocks UChicago Hospital. Train. Bike. 2nd floor

KevinRating, 5 stars3 weeks ago
very convenient location + responsive host :)
Guest favourite
Flat in Woodlawn
5 out of 5 average rating, 6 reviews

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

EricRating, 5 stars3 weeks ago
Stayed here for a month while waiting to move into our apartment. Place was clean and spacious. Even when we found there wasn't a can opener, Jamal was responsive and purchased and delivered it to us. Only hesitation I would have is if you are trying to work remotely with more than one person, the halls can echo and there are not work spaces in the rooms.
Guest favourite
Guest suite in Hyde Park
4.93 out of 5 average rating, 46 reviews

Classic Den @ U Chicago

FedericoRating, 5 stars3 months ago
The apartment is located in the basement of Bennet and Jo-Lin's house. It is a very nice place with all the amenities described in the ad. Bennet and his family are friendly and nice people. Always ready to respond to any need. You will have an apartment with one bathroom (with a large shower), kitchen, space to relax with sofa and TV, bed and small walk-in closet. Although it was winter with cold temperatures the house was always very well heated. The entrance is private and easy to access. Everything is very well organized. The location is perfect if you need/want to visit UChicago. To get to the center is very easy thanks to the many possibilities: bus, metro, train. When I’ll come back to Chicago I really hope this apartment will be available.
Guest favourite
Private room in Chatham
4.96 out of 5 average rating, 46 reviews

Cozy 2 bedroom 2 bath home, near UC-Downtown-Lake

JohnRating, 5 stars3 weeks ago
Michele is an amazing host! I just needed a place to stay for a couple days while I attended a nearby conference at the University of Chicago, and this was a great choice. It was a quick uber up to UChicago, and I could get to a metro station easily if I wanted to go up to the loop. Michele's place was immaculate, and I enjoyed all the amenities she offered. She and her husband were hospitable and engaged me in conversation that made me feel more welcome in Chicago and less isolated from the city. For those traveling for either business or pleasure, I would definitely recommend staying with Michele!

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.

Stay near Woodlawn, Chicago's top sights

University of Chicago14 locals recommend
Museum of Science and Industry151 locals recommend
DuSable Black History Museum and Education Center31 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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