Holiday rentals in Chicago River

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chicago River

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Private room in Chicago

4.85 out of 5 average rating, 97 reviews

Festive Graffiti Pop-Art | 1PBR | Wicker Park

The apartment is wonderfully spacious, bright, and airy with soaring seven-foot windows that have an amazing view of downtown. The place is kept clean, tidy, and organized. All the amenities for a comfortable stay are provided (see list). This “Shared Listing” is a value option where you save costs by sharing common area space with other guests staying in separate lockable bedrooms. Also, the building is conveniently located near the train station giving easy access to other areas of Chicagoland

Guest favourite

Private room in Chicago

4.91 out of 5 average rating, 34 reviews

23rd Pl 2U

Please read "Other details to note" section before booking. Safe area and convenient location to UIC, downtown and grocery stores. No check in assistance is provided after 11pm. This is a shared unit, not a hotel. There is no room service except for common area, move-in and out cleaning. Simple maintenance tasks are expected from guests. Please keep the common area clean and let the host know if it needs attention. Street parking is tough after work hours, please see Getting Around section.

Guest favourite

Private room in Chicago

4.96 out of 5 average rating, 23 reviews

Private Room in Norwood Park

Welcome to beautiful Norwood Park! Highlights include: -Walking distance to bus stop. The Jefferson Park Blue Line is a 15 min bus ride. -Walking distance to beautiful hiking trail. -Close to major highways (94, 294, etc) -Downtown Chicago: 12 miles away -O’hare airport, Rosemont, All-State Arena: 3 miles away -Advocate Lutheran Hospital: 5 miles away Please note: only one guest allowed per room. No exceptions! All guests will be asked to leave if multiple guests are present.

Guest favourite

Flat in Chicago

4.85 out of 5 average rating, 305 reviews

Teeny Tiny Bohemian Lodge - Clean & Affordable

Explore the wonderful neighborhood of Pilsen from this unique little space. Private entrance to your bedroom with an attached bathroom with shower. The entire space is for your private use- nothing is shared. NOTE the bedroom & bathroom ARE the entire space. Designed for one person as a sleeping room. We can not host 2 people. Twin size American bed is 38 x 75 inches. Please CLICK "show more " below BEFORE YOU BOOK/INQUIRE I need you to read and respond to our house rules.

Top guest favourite

Private room in Chicago

4.92 out of 5 average rating, 60 reviews

Private Home Art Gallery

Bronzeville is a center for African-American life and culture in Chicago. Historically known as the city’s “Black Metropolis,” Bronzeville has a strong sense of pride in its influential history and cultural scene. Spend the night in a home that reflects Bronzeville Art Culture. Rest and relax in a well appointed condo that feels like a home. There is plenty of free street parking. Unfortunately our listing is not suitable for persons under 18 and thus children are not allowed.

Superhost

Hotel room in Chicago

4.77 out of 5 average rating, 405 reviews

All-glass gem by Chicago architect Harry Weese

$29.35 Resort Fee to be collected on property Swissotel Chicago is an award-winning luxury hotel overlooking the Chicago River and Lake Michigan, and just steps from the Magnificent Mile. The distinctive 4-diamond, all-glass hotel offers spectacular wrap-around views from Navy Pier to Millennium Park and has a state-of-the-art penthouse fitness center. The room may not look the same as the room in the photo as this room is run of house and selected by the hotel at check in.

Guest favourite

Private room in Chicago

4.92 out of 5 average rating, 282 reviews

HydePark002, UC, NavyPier, Chinatown, freeparking

Feel free to check us other listings: https://www.airbnb.com/h/hydepark001 https://www.airbnb.com/h/zengarden333 https://www.airbnb.com/h/zengarden332 https://www.airbnb.com/h/zengarden001 Hyde Park luxury private room with a keypad lock on each room door. Shared full bathroom only for 2 rooms. Step to UChicago, Chicago loop, McCormick, Chinatown(hundreds of delicious food). Perfect for everyone in Chicago! Free street parking.

Superhost

Private room in Chicago

4.91 out of 5 average rating, 32 reviews

Boho Queen Room - Near Downtown and United Center!

Welcome to our modern queen room in the heart of Chicago! Our shared space offers a stylish sanctuary for travelers seeking comfort and convenience. -Free street parking available -Gated parking offered for $10/night (ask about parking on day of check-in) -Early check-in and late check-out may be available for a fee — please inquire on the day of check-in. This is a smoke-free, party-free home — please read the neighborhood details.

Flat in Chicago

4.69 out of 5 average rating, 389 reviews

Sonder Onterie | King Studio Apartment

Welcome to Onterie, where modern style meets an unbeatable location in the heart of Chicago's Magnificent Mile. You'll have world-class shopping and award-winning dining at your fingertips. Each apartment includes a fully equipped kitchen, in-suite laundry, and a Roku to stream your favorite shows. Unwind in the outdoor courtyard, or find focus in our co-working space. Onterie offers the perfect blend of city and lakeside living.

Guest favourite

Private room in Chicago

4.93 out of 5 average rating, 80 reviews

A1- Next to the train & Downtown

Located at Pilsen which is one of the 12 Coolest Neighborhoods around the world (by Forbes) this is a Private bedroom in a share apartment close to Downtown Chicago (around 15 min by car). Great gastronomy around. Accesible public transportation just 6 min far by walk to the train (Damen Pink Line) We made a very detailed listing so you can know exactly what to expect, don’t book before reading the whole advertisement.

Superhost

Hotel room in Chicago

4.8 out of 5 average rating, 391 reviews

A polished, modern affair on iconic Michigan Ave.

Experience an upgraded stay at Le Méridien Essex Chicago, located on Michigan Ave in the city's heart. Our luxury hotel, surrounded by iconic attractions, offers modern rooms with stunning views of Grant Park, Lake Michigan, Buckingham Fountain, and the Museum Campus. We're committed to making your stay in the Loop unforgettable.

Guest favourite

Private room in Chicago

4.99 out of 5 average rating, 71 reviews

Chic Comfort by UChicago Campus!

Kick back and relax in this calm, stylish space only a 6-minute walk from the University of Chicago campus. Walk to a full-scale grocery store, multiple bus lines, and the Green Line CTA. Perfect for traveling professionals, rotating medical staff, or students and family of UChicago!