Monthly Rentals in Downtown Chicago

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

Nearby monthly rentals

Superhost

Apartment in Chicago

5 out of 5 average rating, 3 reviews

The Drake - Designer Highrise Condo w/ Gym, Pool

Superhost

A spacious recreational area is presented with a full-size pool table featuring illuminated borders. A large projection screen displays scenic imagery on the opposite wall, with comfortable seating provided by two beige sofas. Decorative artwork adorns the walls, adding interest to the space.

Private room in Chicago

4.75 out of 5 average rating, 20 reviews

South Loop Luxury Lofts

Guest favourite

A spacious sleeping area is featured, showcasing a large bed with crisp white linens. A soft, beige upholstered headboard complements the warm tones of the room. A bedside lamp stands on a wooden nightstand, and natural light filters through sheer curtains.

Hotel room in Chicago

4.77 out of 5 average rating, 444 reviews

All-glass gem by Chicago architect Harry Weese

A relaxing living area is furnished with a sectional sofa, a modern lounge chair, and a plush area rug. A mounted television is positioned above the couch, while floor-to-ceiling windows allow natural light to flood the space, complemented by dark curtains.

Apartment in Chicago

4.96 out of 5 average rating, 45 reviews

Modern long-term luxury w/ spectacular view!

The comforts of home and great monthly rates

Fully furnished rentals

From peaceful mountain cabins to convenient urban apartments, these furnished rentals have all the amenities of home.

Digital nomads & travelling professionals

Comfortable accommodation for nomadic and remote working professionals with wifi and dedicated work spaces.

Delight included

Sometimes the destination is the accommodation. From cliffside cabins to tranquil houseboats, these rentals are full of unique features.

Pets welcome

Discover places to stay that accommodate pets so that you can bring your four-legged friend along.

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 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

Kitchen

Wifi

Pet-friendly

Laptop-friendly workspace

Free parking on premises

Corporate Housing

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.