Best Airbnbs in Chicago, IL

Chicago, a city renowned for its stunning skyline and vibrant culture, offers a unique blend of historical charm and modern sophistication. Whether you’re exploring the lively streets, indulging in the famous deep-dish pizza, or visiting iconic landmarks like the Willis Tower and Navy Pier, Chicago provides an unforgettable experience. The city’s diverse neighborhoods, each with its own character, offer a variety of activities and attractions.

For those seeking a more personal and homely stay in the Windy City, Airbnb offers an array of remarkable options. From luxurious apartments with breathtaking views to cozy, quaint homes nestled in serene neighborhoods, there’s a perfect spot for every traveler. Dive into this curated list of the top Airbnbs in Chicago, promising comfort, style, and a memorable stay.

Chicago, IL

Kasa | Walk to Lincoln Park Zoo | Chicago

Average Review Score: 4.83

Experience the heart of Chicago with a stay at Kasa, perfectly positioned near Oak Street Beach, Michigan Avenue, and Gold Coast. Attractions like Millennium Park and the Chicago Children’s Museum are easily accessible.

This Kasa features a king-size bed, twin beds, and a sleeper sofa, accommodating up to five guests. The convenience of on-site parking, a full kitchen, and ultra high-speed Wi-Fi makes it ideal for both short and long stays.

Enjoy the unique, professionally designed interiors of each Kasa, ensuring a comfortable and stylish experience. Note that amenities are exclusive to permanent residents.

Kasa | Walk to Lincoln Park Zoo | Chicago

Best in Chicago, private, amazing garden space

Average Review Score: 4.95

Located in trendy Logan Square, this Airbnb is a fusion of comfort and convenience. Its proximity to top restaurants and bars, coupled with easy access to public transit, makes it a prime choice.

Adorned with a beautiful outdoor deck and garden, the space offers a serene escape. The apartment features two bedrooms, accommodating up to five guests with an additional air mattress.

Experience Chicago’s best with thoughtful amenities like fast Wi-Fi, a fully-equipped kitchen, and tasteful decorations, ensuring a delightful stay.

Best in Chicago, private, amazing garden space

Artist Loft, Private Room

Average Review Score: 4.90

Immerse yourself in the artistic ambiance of this loft in River North, featuring a private room on the top floor of a historic building. The highlight is its stunning rooftop garden, perfect for socializing.

The loft boasts a king-sized bed, a twin bed, and a unique bathroom setup within the room. It’s an ideal choice for those seeking a blend of privacy and communal living.

Located in a lively nightlife area, this loft is close to a plethora of dining options and public transport, making it easy to explore Chicago’s attractions.

Artist Loft, Private Room

FREE Airbnb Market Comparison Guide

Instantly compare top vacation rental (Airbnb) markets in the US by returns on investment, occupancy rates, revenue, and a lot more…

Lincoln Park Studio, Great Value!

Average Review Score: 4.75

Discover the charm of Lincoln Park in this spacious studio, recently enhanced with a new mattress and high-quality bedding for supreme comfort.

The studio features a separate kitchen with modern amenities, ample storage space, and a full-size closet. It’s perfect for those who appreciate a blend of style and practicality.

Located in one of Chicago’s most famous neighborhoods, it’s close to fantastic food options, vibrant nightlife, and efficient public transportation.

Lincoln Park Studio, Great Value!

Polk Street Coach House Apartment, Little Italy/Medical Dist

Average Review Score: 4.99

Located in Little Italy near the Medical District, this coach house offers a unique blend of mid-century charm and modern amenities. It’s perfect for those seeking a stylish, private retreat.

The apartment features two comfortable queen-sized beds, a fully-equipped kitchen, and a private entrance, making it ideal for families or small groups.

Its convenient location allows easy access to major hospitals, public transit, and Chicago’s iconic Little Italy restaurants, ensuring a memorable and hassle-free stay.

Polk Street Coach House Apartment, Little Italy/Medical Dist
Close Bitnami banner
Bitnami