Holiday rentals in Chicago River

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Top-rated holiday rentals in Chicago River

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Flat in Downtown Chicago

Kasa Lake Shore Chicago | Two Bedroom King & Queen

Kasa Lake Shore Chicago offers spacious, furnished apartments for short and extended stays, steps from Lake Michigan, Navy Pier, and the Magnificent Mile. Each tech-enabled unit has a full kitchen, in-unit laundry, and access to co-working areas, offering more space than a hotel for business and leisure travelers. Check-in starts at 4pm and can be done contactless from your phone, or in person at our front desk, open daily from 11am to 730pm. Text us anytime for Virtual Front Desk support.

4.72 out of 5 average rating, 32 reviews
Superhost
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.
Flat in Downtown Chicago

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.

4.81 out of 5 average rating, 1054 reviews
Hotel room in The Loop

Central Loop Hotel, Standard room

After a day of exploring the city, unwind in your spacious standard room featuring premium bedding and thoughtfully placed charging points. Stay productive with a multipurpose workspace, ergonomic chair, and task lighting, or relax with lightning-fast free Wi-Fi and a flat-screen smart TV. Enjoy a Nespresso brewer with complimentary coffee and tea, plus in-room yoga mat and resistance bands for your wellness. Bathroom amenities include C.O. Bigelow products, toiletries & hair dryer.

4.64 out of 5 average rating, 373 reviews
Hotel room in The Loop

City king

Step into the city king room where inspiring views of downtown and a spacious cozy king bed invite you to relax in style. Enjoy smart amenities like a Nespresso coffee machine, a 55 inch flat screen TV, a smart fridge and a work desk. Contemporary luxury design and thoughtful details like a hand held steamer hair dryer and laptop sized safe make this a perfect home base whether you are exploring the city or enjoying a quiet night in.

4.8 out of 5 average rating, 168 reviews
Guest favourite
Flat in West Loop

LIVN West Loop Chicago Classic Studio Apartment

Experience modern city living at LIVN West Loop Chicago, a stylish loft-style apartment studio at 555 W Jackson Blvd in one of the city’s most connected neighborhoods. This newly renovated studio features a full kitchen, in-unit washer and dryer, and clean, modern interiors. Walk to Union Station and Willis Tower. You are minutes from top dining, offices, and transit, ideal for business trips, weekend stays, or longer visits.

4.86 out of 5 average rating, 110 reviews
Hotel room in The Loop

Club Quarters Hotel Central Loop, Chicago, Club r.

The club room offers a comfortable bed with premium bedding and a flexible workstation with an ergonomic chair, perfect for work or relaxation. Enjoy lightning-fast free Wi-Fi, a smart TV, and a Nespresso coffeemaker in this non-smoking, dog-friendly space. Additional amenities include C.O. Bigelow bathroom products, cable TV, and air conditioning. Yoga mats and resistance bands are available upon request for your well-being.

4.59 out of 5 average rating, 70 reviews
Superhost
A modern restaurant interior features a long wooden table with a unique grain pattern at its center. The space is accented by geometric tile flooring, dark blue tiled walls, and hanging greenery. Soft seating is available along with a bar area in the background.
Hotel room in Downtown Chicago

Chicago's Magnificent Mile Stay + Dining & Gym

Tucked just off the Magnificent Mile, Hotel Saint Clair gives you front-row access to Chicago’s must-sees—think Navy Pier, Millennium Park, and late-night eats around the corner. Sip your morning coffee, grab your camera, and hit the lakefront in minutes. The rooms are pet-friendly, WiFi’s on the house, and everything you want to see is walkable. It’s your laid-back launchpad for big city adventures.

4.69 out of 5 average rating, 419 reviews
Hotel room in Downtown Chicago

Millennium Hotel Knickerbocker Chicago, Standard .

Standard room offers a tastefully decorated space with a plush king bed designed for your comfort and relaxation. Enjoy modern amenities like WiFi, smart TV and an in room safe along with coffee and tea making facilities. Thoughtful touches create a welcoming atmosphere for both work and leisure making it an ideal choice for any traveller. Unwind and recharge in style during your stay.

4.63 out of 5 average rating, 2419 reviews
Hotel room in The Loop

Club Quarters Hotel Wacker at Michigan, Chicago, .

Enjoy a spacious deluxe room with a king bed, premium bedding, and ergonomic workspace for added comfort. The room features air conditioning, free wifi, a flat-screen smart tv, and a nespresso coffeemaker. Thoughtful bathroom amenities and dog-friendly options make your stay convenient and relaxing. This is a non-smoking room designed for a seamless experience.

4.76 out of 5 average rating, 96 reviews
Hotel room in Downtown Chicago

Kinzie Hotel, Deluxe king non smoking

Deluxe king non smoking features a king bed with a pillow-top mattress, a bathtub and shower, a sofa bed, a sitting area, a minibar, a personal refrigerator, a coffeemaker, a 42-inch flat screen HDTV, an oversized workspace, a hairdryer, an iron and ironing board, air conditioning, and wifi. Non-smoking.

4.78 out of 5 average rating, 18 reviews
Hotel room in The Loop

The Royal Sonesta Chicago Downtown, King - city v.

King city view offers a relaxing retreat with a king bed, plush bedding, and modern decor. Major amenities include air conditioning, mini fridge, flat screen TV, laptop size safe, coffee maker, armchair, table, and wifi. Enjoy city views and all essentials for a comfortable stay.

4.72 out of 5 average rating, 229 reviews
Hotel room in Downtown Chicago

Riu Plaza Chicago, Deluxe two queen bedroom

Spacious and cozy, ideal for your stay in vibrant Chicago. Enjoy modern comforts like a shower, hair dryer, central heating, and air conditioning. Additional amenities include an in-room safe, small fridge, coffee maker, and iron. Settle in and relax, everything you need awaits.

4.84 out of 5 average rating, 32 reviews

Popular amenities for Chicago River holiday rentals

Frequently Asked Questions

  • Where is Chicago River located?

    The Chicago River flows through the heart of Chicago, connecting Lake Michigan to historic neighborhoods, business districts, and cultural spaces. Its route is visible near downtown and several waterfront areas.

  • When is the best time to visit Chicago River?

    Late spring through early fall is often recommended for walks or river activities along the Chicago River, as temperatures tend to be comfortable and greenery abundant. Winter visits can bring scenic views, though waterfront winds may make it feel colder.

  • What are some things to do near Chicago River?

    You can explore architectural boat tours, stroll the scenic Riverwalk, or visit nearby art installations and public parks along the Chicago River. Neighborhood dining, shopping, and cultural destinations around the riverfront are frequently suggested for diverse experiences.

  • How is the weather near Chicago River?

    Weather near the Chicago River varies from chilly winters around 19–38°F (−7–3°C), often with snow, to warm summers reaching 85°F (29°C) with moderate humidity. Spring and fall typically bring milder temperatures and changing foliage along the waterfront.

Destinations to explore