Holiday houses in Chicago River

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Top-rated holiday rentals in Chicago River

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Superhost
A spacious sleeping area is highlighted by a cozy red blanket draped over a twin bed. A black privacy divider separates the space, complemented by a full-length mirror and clothing racks. A small blue vase with greenery is placed on the nearby desk.
Private room in Chicago
4.74 out of 5 average rating, 23 reviews

Private living room with sofa bed available.

The apartment will be shared with other guests. Dispite being in the living room, it similar to being in a large room, its design for comfort and privacy. There is a privacy divider you can adjust as shown on the listing. There is a Full sofa bed, night desk and work desk with chair. Your items are secure with us as we have a strict no entry to the guest personal space and cameras facing the halls. There is also storage for your items and hangers and a bean bag cushion for you to relax.

The exterior of a historic four-story building showcases intricate stonework and arched windows. Two blue doors with glass inserts serve as the main entrance, framed by a wooden porch that leads to the entrance. The surrounding greenery adds a touch of nature.
Loft in Chicago
4.7 out of 5 average rating, 157 reviews

Studio with View of Skyline in Heart of Pilsen

Explore Pilsen and the beautiful City of Chicago in this unique Loft Style Studio apartment with a view of the Willis Tower and in the Heat of Pilsen. Apartment features a Roku TV with Wifi, private entrance, open layout, closet, bathtub with handheld shower head. 1 queen bed and a sofa bed couch, no kitchen but does have a fridge. Unit is on the 4th floor, no elevator. No Private Parking, just street parking . Located near major transportation, Divvy Bike Station across the street.

Guest favourite
A serene bedroom features a spacious bed with crisp white linens and a light gray upholstered headboard. Natural light flows through large windows, illuminating the neutral walls and wood flooring. A small bedside table with a decorative lamp adds a touch of elegance to the space.
Apartment in Chicago
4.83 out of 5 average rating, 840 reviews

Kasa | Views from your Private Balcony | Chicago

When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

Guest favourite
A vintage-style sign featuring bold red and white lettering, stating 'Bohemian Lodge no 17' against a dark brown background. Decorative elements include images of beer glasses and whimsical knot designs, creating a nostalgic atmosphere.
Apartment in Chicago
4.85 out of 5 average rating, 311 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.

Superhost
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, 469 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
4.96 out of 5 average rating, 89 reviews

near festivals & united center

Room in Garfield Park apartment. 2 blocks from green line and bus routes. 20 min train ride to downtown, 15 min bus ride to Douglass Park (Riot Fest) and United Center. Also near California Corridor, Garfield Park Conservatory. You will be sharing the home with myself and my free-roam rabbit. PLEASE do not book this room if you are allergic to rabbits/hay, or if you are mean to animals. Me: chef, sommelier, mixologist. Avid traveler. Really into baseball and Prince.

Guest favourite
A formal dining area is highlighted by a classic chandelier above a large wooden table with intricate detailing. Surrounding chairs feature ornate upholstery. The room is adorned with dark blue walls and rich wood accents, complemented by red curtains framing large windows. An aquarium adds a lively element.
Private room in Chicago
4.84 out of 5 average rating, 550 reviews

Egyptian Room - Free Parking, 1 block to CTA

Comfortable lower level bedroom with a pillow top king bed, granite topped desk, and smart tv makes this room a super cozy retreat, You will have full access to the kitchen cooking and free Keurig coffee. You have a private mini fridge in your room for food storage. There are multiple common areas on the 1st, 2nd, and 3rd floors including Dining, Living, TV, and Recreation rooms. Easy unmetered street parking is readily available for those coming by car.

Guest favourite
Private room in Chicago
4.85 out of 5 average rating, 13 reviews

A8- 6 min Walk to Pink Line

Located at Pilsen which is one of the 12 Coolest Neighborhoods around the world (by Forbes) this is a Private bedroom with a full size bed bed 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.

Guest favourite
A private room features a spacious bed with crisp white bedding. A wall-mounted television is situated opposite, with a small table and chair nearby. A fan is positioned to the side, and a compact refrigerator is visible next to the table. Natural light filters through sheer curtains.
Private room in Chicago
4.92 out of 5 average rating, 286 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
4.82 out of 5 average rating, 239 reviews

Daniel’s Room/Private Bedroom/ Lincoln Park

Private bedroom, sleeps 3, in Lincoln Park home. Street Parking (resident sticker/ask upon arrival)Take the Brown Line (5 min walk) straight to Art Institute, Millennium Park, Willis Tower. Refrigerator in room stocked with water/soda. Keurig coffee maker/coffee/tea. TV, large steam shower in bathroom. Double bed is a loft bed, requires climbing a ladder. Other bed: pull out couch. Very light cooking in kitchen at this time is allowed.

Guest favourite
Private room in Chicago
4.82 out of 5 average rating, 375 reviews

Loft Style Private Apt 2 (1 Room- 420 Friendly)

Please do not book unless you read the entire listing, including all house rules & amenities. No refunds will be given if you book without first reading the house rules Near Loyola University. 420 friendly environment. No Cleaning Fee, Full Kitchen, Living Room, 1 Shared Bathroom, Internet, Heat, Air Conditioning Redline, CTA, Beach, Groceries, Gyms, Multiple Bars & Diverse Cuisine within 5-15 min walking

Guest favourite
A spacious bed with crisp white linens is centered against a brown leather headboard. Two bedside lamps provide soft lighting, and a modern wall art piece is displayed above the headboard, adding a touch of contemporary design to the room.
Hotel room in Chicago
5 out of 5 average rating, 13 reviews

Steps from Millennium Park & the Art Institute

The city’s hottest new hotel, formerly Hotel Julian, puts you at the heart of downtown Chicago, steps from iconic Millennium Park. Our guest rooms feature modern design and smart amenities, with a new take on the old soul of the landmark 1916 Atlantic Bank building. Come and experience Chicago’s then and now and make us your home base for today’s urban adventures.

Popular amenities for Chicago River holiday rentals

Destinations to explore

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