Monthly Rentals in West Side

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

Nearby monthly rentals

Guest favourite

A modern kitchen features sleek dark cabinetry and a spacious island with high-backed blue chairs. Stainless steel appliances are visible, alongside a decorative arrangement of plants. The open layout allows natural light to illuminate the area, enhancing the overall ambiance.

Flat in Chicago

4.93 out of 5 average rating, 60 reviews

Condo Near Downtown Chicago

Guest favourite

The exterior of a brick building is displayed, featuring two levels with balconies and a well-maintained black iron fence surrounding the property. Small shrubs are visible near the entrance, and steps lead up to the front door.

Flat in Chicago

4.96 out of 5 average rating, 71 reviews

Style, comfort, and convenience

Top guest favourite

Flat in Chicago

4.99 out of 5 average rating, 266 reviews

Homey Pilsen Studio Central /Queen/ Near Downtown

Guest favourite

An elegant 1890 Greystone building is presented, showcasing a symmetrical façade with decorative stonework. A tiered front staircase leads to a charming entryway, flanked by well-maintained landscaping. Large windows enhance natural light, while a vibrant green shrub adds a touch of color to the exterior.

Home in Chicago

4.94 out of 5 average rating, 127 reviews

Beautiful Chicago Greystone

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.