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 favorite
Apartment in Lincoln Park
4.99 out of 5 average rating, 193 reviewsExplore Lincoln Park from a Polished Apartment
Dec 25 – Jan 22
$3,996 per month
Guest favorite
Apartment in Wicker Park
4.97 out of 5 average rating, 236 reviewsStylish First Flr. Studio. Best Location Division+Hermitage.
Jan 10 – Feb 7
$2,630 per month
Superhost
Apartment in West Town
5.0 out of 5 average rating, 4 reviews1 BR in historic East Ukrainian Village Chicago
Mar 7 – Apr 8
$2,135 per month
Guest favorite
Condo in Lincoln Park
5.0 out of 5 average rating, 8 reviewsCharming Lincoln Park Duplex Apartment
Oct 9 – Nov 10
$3,050 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
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- Rentals with a patio Old Town
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- Monthly Rentals Cook County
*Some exclusions may apply in certain geographies and for some properties.