Monthly Rentals in South Side
Discover long-term rentals that feel like home, for stays of a month or longer.
Nearby monthly rentals
Guest favourite
Apartment in Chicago
4.85 out of 5 average rating, 233 reviewsTeeny Tiny Bohemian Lodge - Clean & Affordable
31 Oct – 28 Nov
$2,609 NZD per month
Guest favourite
Apartment in Oak Lawn
4.95 out of 5 average rating, 123 reviewsCharming One Bedroom Apartment
16 Dec – 13 Jan
$3,341 NZD per month
Superhost
Apartment in West Town
5.0 out of 5 average rating, 4 reviews1 BR in historic East Ukrainian Village Chicago
7 Mar – 8 Apr
$4,220 NZD per month
Guest favourite
Guest suite in Chicago
4.93 out of 5 average rating, 40 reviewsClassic Den @ U Chicago
17 Dec – 14 Jan
$5,096 NZD 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 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.
Popular amenities for monthly rentals
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*Some exclusions may apply in certain geographies and for some properties.