Monthly Rentals in South Side
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Superhost
Apartment in Pilsen Historic District
4.86 out of 5 average rating, 232 reviewsTeeny Tiny Bohemian Lodge - Clean & Affordable
Oct 31 – Nov 28
ﺩ.ﺇ4,476 per month
Superhost
Guest suite in Chicago
4.93 out of 5 average rating, 172 reviewsBike the Lakefront from a Sleek Urban Retreat
Oct 26 – Nov 23
ﺩ.ﺇ10,983 per month
Superhost
Guest suite in South Shore
4.91 out of 5 average rating, 23 reviewsFree Parking & Metra By Jackson Park Hospital
Apr 27 – May 27
ﺩ.ﺇ4,607 per month
Superhost
Apartment in Chicago
4.84 out of 5 average rating, 38 reviewsMcCormick 2B/2Ba for up to 6 guests w Skyline view
Feb 1 – Mar 1
ﺩ.ﺇ9,140 per month
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
Traveling 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
Destinations to explore
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*Some exclusions may apply in certain geographies and for some properties.