Monthly Rentals in South Side
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Superhost
Private room in Chicago
4.67 out of 5 average rating, 3 reviewsliving 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!
Superhost
Apartment in Chicago
5 out of 5 average rating, 5 reviewsLong Stay,The Jewels,2bd/2ba,UC 2mi,Pkg,DTWN 15mi
AvaRating, 5 stars2 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 reviewsHydePark003, UC, NavyPier, Chinatown, freeparking
EleciaRating, 5 stars3 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
Apartment in Chicago
4.74 out of 5 average rating, 31 reviewsVlP STUDlO - 3rd FLr
BrianRating, 5 stars13 months ago
Again we had an amazing stay. Certainly one of the best places to stay in Chicago
The comforts of home and great monthly rates
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 vacation 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.
Popular amenities for monthly rentals
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*Some exclusions may apply in certain geographies and for some properties.