Holiday rentals in South Loop

Sonder South Wabash | Superior 1BR Apartment

Welcome to South Wabash — your modern South Loop sanctuary. Where each sophisticated space includes a fully equipped kitchen, in-suite laundry, and stunning Chicago views. Colorful art pieces complement the industrial exposed concrete ceilings. And floor-to-ceiling windows burst with natural night. There’s always something to do in the Windy City. Whether you like jazz, opera, or dive bar karaoke, the South Loop has entertainment for everyone. At South Wabash, experience the best of the city.

McCormick Place Studio Retreat Near Soldier Field

✨ MESSAGE US for Exclusive Discounts & Special Rates! ✨ Stay just steps from McCormick Place on iconic Michigan Avenue – the perfect location for business travelers, event attendees, and city explorers. 🏙️ Apartment Highlights • Prime location near McCormick Place & downtown attractions • Stunning city views • Sleeps up to 4 guests (Queen Bed + Sofa Bed) • High-speed dedicated internet • 4K Smart HDTV • Fully stocked kitchen • EV charging stations available • Optional parking for $30/day

Kasa | 1BD, 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.

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.

Lovely 1-bedroom serviced apartment near Museums!

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!

ChicagoRiver Double Room

Nicely decorated Private (10x11 sq ft) Room w/designated work station, well-lit, *shared common bathroom* (other guests may be in the premises). This is NOT a full condo rental; just 1 room. Quiet & clean, 2 miles from downtown, walking distance to dozens of restaurants in Taylor Street & Little Italy. Perfect location in a quiet neighborhood, but still close to the city to enjoy food& music festivals, free concerts in Grand Park, Museums, Broadway shows, etc

Selected by hotel

- A spiffy new Essex in place of the traditional old Essex – it’s a breath of fresh fabulousness. Enviable location across from Grant Park. - Stylish rooms treat you to espresso machines, handheld steamers, Frette robes, and smart TV with streaming capabilities - Overindulged while out on the town? Sweat it out in the onsite gym offering Peloton bikes.

43 Fl World-Class Escape w/Breathtaking Lake Views

Settle into a new level of luxury at 'The Zenith', a 43rd-floor retreat with sweeping views of the city and lake. Enjoy a unique, front-row perspective of Grant Park and Monroe Harbor—right from your living room. Located in the heart of the South Loop, it’s the perfect place to experience Chicago in style.

China Tours

The house is a yellow townhouse with it's own separate gate and fence from the other homes in the area. The entrance is a metal gate facing the street, with a small path through a garden leading to the front door of the home. During the summer, the flowers we grow in the garden are beautiful!