Monthly Rentals in Jackson Park, Chicago

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

Nearby monthly rentals

Superhost
Private room in Woodlawn
5 out of 5 average rating, 3 reviews

Cozy private room in apartment next to UChicago

KathrynRating, 5 stars1 month ago
Lauren was a super host! I had a wonderful Airbnb experience with her. She is kind, calm, generous, easygoing, and easy to live with. Always responsive, flexible and friendly. Lauren made my stay comfortable and easy. From the moment I arrived to the moment I left I felt completely welcome and at ease. She really went the extra mile and made my three month stay very pleasant. Lauren is communicative, responsive and completely balanced being welcoming and giving space. The space itself was charming, quiet, clean, and great value. It had everything I needed and a warm, homey vibe (heating left nothing lacking either). The neighborhood is safe and very close to university security. I left feeling relaxed, grateful, and already hoping to return. I would definitely stay with Lauren again. Highly recommend!
Superhost
Apartment in Woodlawn
5 out of 5 average rating, 4 reviews

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

MichelleRating, 5 stars1 week ago
Satisfied is definitely an understatement. I loved this space entirely to much . Everything looks exactly as pictured . A lovely touch with the wall art . I’m definitely booking a longer stay my next trip .
Superhost
Private room in Hyde Park
4.66 out of 5 average rating, 120 reviews

One bedroom/semi-private bath in Hyde Park

ZachRating, 5 stars5 months ago
I had a great stay in Hyde Park! Loved the neighborhood, and it was walking distance to UChicago hospitals, where I worked for the month. Very convenient for any person studying or working at University of Chicago.
Superhost
Private room in South Shore
4.94 out of 5 average rating, 18 reviews

Room1 Quiet&Cozy CityLakeHouse —NONSMOKERS ONLY

VeronicaRating, 5 stars7 months ago
The house is very clean and Caroline a super gracious host! I enjoyed the lake too. I would recommend it to a friend for sure, and the host cares a lot about the people she hosts. Really enjoyed my time here!

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.

Stay near Jackson Park, Chicago's top sights

Giordano's519 locals recommend
Museum of Science & Industry station204 locals recommend
The Promontory171 locals recommend
Hyde Park150 locals recommend
Jackson Park11 locals recommend
Whole Foods Market118 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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