Holiday houses in Burnham Harbor

The Professional's Playground (2BD / 2BA)

Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, The Bean, Navy Pier, Riverwalk, Soldier Field, The Field Museum, and more. Additionally, guests are merely a couple blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city.

14th Floor 3Bd 3Bth Unit w/ Gym, Pool, &Amenities

Welcome to your spacious urban getaway in the heart of Chicago’s Printer’s Row neighborhood! This modern 3-bedroom, 3-bathroom unit is located in a stunning high-rise building, offering sweeping city views and access to premium amenities—perfect for families, business travelers, or groups looking to explore the best of downtown. Whether you're here for work or play, this retreat offers the perfect blend of style, comfort, and location. Book your stay today and experience Chicago like a local!

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.

Private bedroom, free parking, close to McCormick6

Small bedroom, share bathroom , kitchen and living room. Bunk Twin size beds for 2 guests , desk and chair, 32in fire TV, closet. Close to subway station, bus, IIT, McCormick place (25 min walk, or bus#3 7stops, or Uber<$10), loop, museum campus, white socks station. Area is quiet and safe, near restaurants and super markets. Free street parking. The bed room is located on 3rd fl of the house, it has a lock and only you have keys. Roof top patio with downtown view. Washer dryer in basement.

Studio with View of Skyline in Heart of Pilsen

Explore Pilsen and the beautiful City of Chicago in this unique Loft Style Studio apartment with a view of the Willis Tower and in the Heat of Pilsen. Apartment features a Roku TV with Wifi, private entrance, open layout, closet, bathtub with handheld shower head. 1 queen bed and a sofa bed couch, no kitchen but does have a fridge. Unit is on the 4th floor, no elevator. No Private Parking, just street parking . Located near major transportation, Divvy Bike Station across the street.

McCormick Place Cozy Studio Sleeps 4 | Opt Parking

🌆 Welcome to McCormick City Studio! Step into a space where comfort meets city energy — where mornings begin with soft sunlight streaming through tall windows, and evenings end with the glitter of Chicago’s skyline just outside your window. Whether you’re attending a convention at McCormick Place, exploring the Museum Campus, or simply taking a well-deserved getaway, this stylish studio suite offers the perfect mix of modern design, cozy ambiance, and unbeatable location.

McCormick332, Chinatown, SOX, GrantPark, UC

Feel free to check us other listings: https://www.airbnb.com/h/zengarden001 https://www.airbnb.com/h/zengarden221 https://www.airbnb.com/h/zengarden331 https://www.airbnb.com/h/zengarden333 A new renovated luxury zen garden step to Chicago loop, McCormick Place, Millennium Park, Navy Pier, SOX, Art Institute, UIC, IIT, UCHICAGO, Chinatown(hundreds of delicious food), Midway Airport. Perfect place for everyone in Chicago! Super easy free street parking!

S7-Bedroom - Street Free Parking

Located in Back of Yards this is a Private bedroom kind of close to Downtown Chicago (around 23 min by car) .This is a Latin neighborhood and usually you can find plenty free parking on the street which is a plus as it’s not easy to find in Chicago. We made a very detailed listing so you can know exactly what to expect , please read it carefully so you can know exactly what to expect.

The Sweet!

Privacy and comfort without the hefty price tag. This sweet basement suite is perfect for the solo traveler or couple needing space to relax and recharge. It's located in the wonderfully diverse and convenient neighborhood of Bridgeport (in between Pilsen and Chinatown) on a friendly and peaceful street. Some of the best restaurants and bars are within just a few blocks!

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Quiet Room #5

You will not be disappointed!!! A private room for one guest. You will find plenty of space to make it your own. The full bath and kitchen are steps away. A house full of character awaits you! Once a guest said "less is more" referring to the furniture. The room is very simple and will never feel overwhelmed. Affordable, comfortable, clean, and safe.

A polished, modern affair on iconic Michigan Ave.

Experience an upgraded stay at Le Méridien Essex Chicago, located on Michigan Ave in the city's heart. Our luxury hotel, surrounded by iconic attractions, offers modern rooms with stunning views of Grant Park, Lake Michigan, Buckingham Fountain, and the Museum Campus. We're committed to making your stay in the Loop unforgettable.