
Holiday rentals in Chicago River
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Top-rated holiday rentals in Chicago River
Guests agree: these stays are highly rated for location, cleanliness and more.

LIVN Millennium Park Downtown Chicago Studio
Experience the best of Chicago from this stylish, newly renovated studio at 19 S Wabash Ave. Perfectly located in the heart of downtown, you'll be steps away from iconic Millennium Park, the vibrant shops of Michigan Avenue, and a world of dining options. This studio offers modern comfort with a fully equipped kitchen, including a refrigerator, dishwasher, and coffee maker, plus the convenience of an in-unit washer and dryer, making it ideal for both short getaways and extended stays. Enjoy the

Walk to UC, No Stairs, Free Parking
Modern 2BR/2BA with chef’s kitchen, King suite with private bath, Easy no-stairs access, park next to the unit and walk in within steps + dedicated garage parking, level 1 - EV charging, rooftop city views. Easy access: - Private street-level entrance, no stairs. - Park right next to the unit and be inside within steps. - Ideal for seniors, guests with disabilities, and families with strollers. - Near the United Center - 10 min to McCormick Place - 12 min Downtown Chicago - Sleeps up to 8

Modern River West 2 Bed 2 Bath-Steps to Blue Line
Enjoy Urban Living in my 2 bed 2 bath River West apartment. Located in a beautiful and secure new building, relax in a tranquil modern space with all of the conveniences of home. You'll be steps from the Grand blue line station and a quick walk to award-winning restaurants in trendy Fulton Market and Randolph Street. Downtown Chicago is just a short drive or train ride away. You won't run out of accessible Chicago charm here - and the proximity to the Loop really can't be beat. Book today!

Spectacular 2BR Penthouse in the Loop | Roof Deck
This top floor corner penthouse is in a perfect location with panoramic city views in multiple directions. With over 1,200 square feet of space, 13 foot tall ceilings and oversized windows, this spacious penthouse is a true escape in the sky in the heart of Chicago. It's a two bedroom, two bathroom apartment with an additional sofa bed. The building has a pool and an amazing outdoor rooftop terrace with 360 degree views of the skyline and lake. This is the best location in the city!

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.

1BR South Loop Loft I SuperHost + Top Rated!
Enjoy Chicago in our modern & spacious 1-bedroom loft in the South Loop. Central location to Grant Park, Soldier Field, Museum Campus, McCormick Place and more! Our location has a walk & transit score of 97, providing easy access to all the hot spots on your itinerary! Expect lovely natural light, luxuriously tall ceilings and room to accommodate your entire group. Guests are always pleasantly surprised by the size of the space and the modern amenities we provide!

Pilsen Modern Chic Retreat
Welcome to your perfect getaway! This stunning 2-bedroom home is the epitome of modern chic; offering an unforgettable blend of style and comfort. Designed for up to 6 guests, the space is crafted with thoughtful architectural details and an eye for eclectic decor. Located in the heart of Pilsen, known for its vibrant art scene, trendy restaurants, & local culture, you'll be perfectly situated to explore everything Chicago has to offer.

Chic 2BR Coach House - Close to Wicker Park
🏠 Stylish & Cozy Wicker Park / West Town Retreat – Walton Coach House Welcome to your charming retreat in the heart of Chicago! Walton Coach House combines historical charm with modern convenience. This carriage house has been completely remodeled to offer an intimate, efficient, and private space. Although the carriage house design is compact and highly efficient in an excellent urban location at an unbeatable price.

Level Two Bedroom Suite | Fulton Market
Our Two Bedroom Suites are spacious and sophisticated boasting up to approximately 1,150 sqft of modern living space. Make a home-cooked meal in your fully equipped kitchen, host friends in your open concept living and dining area, and take in the city views on your open-air balcony. All suites also feature in-suite laundry, premium appliances, smart TV with access to your favorite streaming apps, and complimentary Wi-Fi.

Corporate Smart Home At River Walk
Luxury smart high-rise designed for corporate stays and business travelers. This fully furnished unit features seamless smart home controls, high-speed WiFi, and a dedicated workspace for productivity and comfort. Located in the heart of downtown, steps from the river, dining, and nightlife. Ideal for professionals in town for training, projects, or short-term assignments.

Boho City Escape | Parking + Balcony
Enjoy a Boho City Escape designed for comfort, style, and easy Chicago living. This bright 2-bed, 2-bath stay features curated interiors, warm textures, a full kitchen, and a private balcony perfect for morning coffee or evening wine. With private parking, cozy gathering spaces, and thoughtful touches throughout, it’s the perfect home base for your Chicago stay.

Breathtaking & Chic Oasis Loc in Desirable Old Twn
Enjoy a stylish experience at this centrally-located place. Our stylish 1-bedroom Airbnb, catering to all kinds of travelers. Whether you're looking for a restful stay, a productive workspace, a central hub to explore Chicago, a night of fun at the bars and nightlife, or a snug spot to unwind and connect, our place has everything you need.
Popular amenities for Chicago River holiday rentals
Other great holiday rentals in Chicago River

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Central Loop, Chicago

The Godfrey Hotel Chicago

The Emily Hotel

Modern design with VU Skyward rooftop bar

The Royal Sonesta Chicago River North

Central Loop Hotel

Relaxing Stay Downtown! Pets are Allowed
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
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- Rentals with breakfast Chicago River
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- University of Chicago
- Union Park
- Lincoln Park Zoo
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Illinois Beach State Park
- Oak Street Beach
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- Art and culture Chicago River
- Sports activities Chicago River
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