Vacation rentals in Chicago River

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Top-rated vacation rentals in Chicago River

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Top guest favourite

Apartment in Chicago

5 out of 5 average rating, 278 reviews

Explore Lincoln Park from a Polished Apartment

This apartment is a large studio in the heart of Lincoln Park! New construction and all furnishings & appliances are brand new. It is perfect for a couple...but can also sleep 3-4 for a girls trip or a family with small children. You enter with your personal keypad code which we give you a few days prior to your stay. And we are always available by text or email should you have any questions about the apartment. Set in Lincoln Park, this apartment is steps away from shopping along Armitage and Halsted Avenue. There’s grocery stores, restaurants, and cafes nearby, plus red and brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment and we offer free residential parking stickers in the apartment on the desk. We also offer a clean garage space (with free EV hook up, should you need it) for $20/night.

Superhost

Apartment in Chicago

5 out of 5 average rating, 3 reviews

Designer Apartment | Perfectly Located Gold Coast

BRAND NEW APARTMENT IN THE HEART OF RIVER NORTH & GOLD COAST! Enjoy your designer styled unit located in Chicago's center of nightlife, restaurants, and shopping. In a completely renovated luxury brownstone, your 3 bedroom/2.5 bathroom apartments offers a great design, nice finishes, and great large layout with large living space and bedrooms, perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between! Note, photos are of staged unit.

Guest favourite

Apartment in Chicago

4.84 out of 5 average rating, 25 reviews

The Chicago Experience - 2BR/2BA Skyline Residence

Welcome to our Downtown Chicago Premier Luxury apartment!! We've really enjoyed ourselves here, and we're sure you will too. We're located right in the heart of the city. Literally walking distance to The Bean & Lake Michigan, and right across the street from Grant Park - home of Lollapalooza. We're also close enough to hear the crowd at Soldier Field, or view NASCAR from our rooftop deck. So you can enjoy the city - not the traffic. And, a state of the art bldg, with every amenity available

Guest favourite

Apartment in Chicago

4.8 out of 5 average rating, 314 reviews

Kasa | Studio, Walk to Grant Park | South Loop

It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking distance of the Museum Campus, McCormick Place Center, and a variety of restaurants and shops. Our Kasas are the best choice for your trip to the Windy City with our spacious floorplans, full kitchen, laundry facilities, and parking. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Superhost

Apartment in Chicago

4.82 out of 5 average rating, 237 reviews

Kasa | Explore the Neighborhood-Mag Mile | 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.

Top guest favourite

Apartment in Chicago

5 out of 5 average rating, 64 reviews

The Bell House: Apartment #1

Charming 2BR Wicker Park apartment blends modern luxury with historical charm. Fully renovated; new appliances, private deck, full kitchen with cookware, & dedicated workspace. Steps from bars, restaurants, and Blue Line for city/airport access. Ideal for both leisure and business travelers seeking a comfortable, convenient Chicago stay. We offer a unique blend of comfort and location in a vibrant neighborhood. Perfect for exploring on foot, but ample street parking as well!

Superhost

Apartment in Chicago

4.72 out of 5 average rating, 164 reviews

Sentral Studio Apt in South Loop Chicago

Indoor/Outdoor Resort-Style Pool • Grilling Station • Four-Story Indoor Garden • Fitness Center • Demonstration Kitchen • Pet Friendly w/ Amenities • Co-Working Space w/ High-Speed WiFi • Across from Grant Park • Steps to South Loop Dining & Nightlife • Breathtaking Views of Lake Michigan & the City Skyline Sentral Michigan Ave offers upscale comfort in the heart of Chicago’s South Loop, blending premium amenities with unmatched access to parks, culture, and entertainment.

Top guest favourite

Loft in Chicago

4.99 out of 5 average rating, 120 reviews

Lovely Garden Studio in Chicago

Kick back and relax in this calm, stylish space. Located in historic Bronzeville, our modern studio boasts open-plan living, stylish finishes and plenty of room to accommodate up to 3 guests. Our garden studio is located walking distance to the Green Line station, a 10 minute drive to downtown loop, 15-20 minutes away from Midway Airport, 5 minutes to Lake Michigan, and 5 minutes away from McCormick Place Convention Center, IIT, and Hyde Park/University of Chicago.

Top guest favourite

Home in Chicago

4.97 out of 5 average rating, 258 reviews

Division St Designer Home In Heart of Wicker Park

Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

Apartment in Chicago

4.71 out of 5 average rating, 333 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.

Top guest favourite

Apartment in Chicago

5 out of 5 average rating, 11 reviews

Cozy newly renovated apartment in Bridgeport

Welcome to your perfect home away from home in Bridgeport, Chicago 🏡 This newly renovated cozy 1-bedroom, 1-bathroom apartment offers a comfortable, inviting space just 10 mins to downtown Chicago. Located couple minutes from Chinatown Whether you're here to catch a White Sox game or immerse yourself in the vibrant local food scene and culture, this location is ideal for exploring the best of Chicago. FREE PARKING 🅿️

Top guest favourite

Apartment in Chicago

5 out of 5 average rating, 10 reviews

Sunny Studio w/ Skyline View and Parking

Stylish attic studio in vibrant Pilsen, featuring handmade furnishings and skylights that flood the space with light. Sleeps 3 with a queen bed and sleek lounge sofa. Enjoy stunning downtown views from the porch. Steps from 18th Street for top dining, nightlife, and a park with an outdoor pool. A bright, elevated retreat in a prime location. Parking available on premises upon request.