Holiday houses in Burnham Harbor

McCormick Place Cozy Studio w/ Parking | Sleeps 4

Wake up in the heart of Chicago’s vibrant South Loop, where modern comfort meets city excitement. Sip your morning coffee as sunlight fills your open-concept studio, then stroll just a few minutes to McCormick Place, Grant Park, or the Museum Campus. Whether you're in town for a convention, a weekend getaway, or a business trip, this studio is your perfect blend of access and escape — offering skyline views, sleek interiors, and a cozy retreat to unwind after a day of exploring the Windy City.

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.

Private hot tub - King bed suite - Free parking

Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Apartment in Chicago. Just 15 mins from downtown

Escape to your private sanctuary in Chicago near downtown. We have (2) charming one-bedroom apartments next door to each other. The perfect blend of comfort and convenience for your next getaway. A peaceful neighborhood, you'll find a bright and inviting living space, complete with comfortable sofas and smart TVs for relaxing evenings. The fully equipped kitchen has everything you need to whip up a delicious meal, whether it's a quick breakfast or a gourmet dinner. A safe space to unwind.

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.

Chic Townhouse: 2BR, Rooftop, Free Parking, Secure

Welcome to our luxurious 2-bedroom, 2-bathroom townhouse located in the heart of south loop Chicago! Our home is perfect for travelers who desire being in close proximity to all the city's major tourist attractions. Enjoy breathtaking views of the city from our rooftop terrace, where you can relax and unwind after a day of exploring. Our secure complex ensures your safety and peace of mind throughout your stay, while free parking ** Restrictions Apply** for anyone with a car.

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.

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!

Spectacular Pilsen Studio for 2!

This chic studio in the heart of Pilsen is the perfect space to kick back and relax during your visit to the Windy City! The vibrant neighborhood always has something to offer to any type of traveler, and it's a quick trip to see most of the iconic Chicago sights. Easily walk to historic Thalia Hall, or drive to the Loop in just 5 minutes! You'll love the thoughtful touches and modern decor in the apartment, as well as the bright and welcoming main space.

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.

LIVN West Loop Chicago Queen 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.

Modern loft w/420-friendly space & fast Wi‑Fi

Experience a modern loft in Chicago’s vibrant South Loop, where city energy meets cozy comfort. - Sleeps 8 | 2 queen beds + sofa bed + air mattress | 2 full baths - 420‑friendly indoor smoking - 4K Roku Smart TV + high‑speed Wi‑Fi - Fully equipped kitchen & coffee/tea station - In‑unit washer & dryer, central heating & cooling - Optional secured parking $30/day, steps to McCormick Place & Museum Campus