Ferienunterkünfte in Downtown Chicago

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Panoramic 2BR Penthouse in the Sky | Roof Deck

[NOTE: The main rooftop is currently closed for seasonal repairs and is slated to reopen in Spring 2026. The 2nd rooftop remains open and available for guests to use.] This sunny top floor penthouse is in a perfect location with panoramic lakefront and city views in multiple directions. With over 1,300 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 downtown Chicago. It's a two bedroom, two bathroom apartmen

Andersonville Luxe Pool Escape

Welcome to the only chic, two-story pool house just steps from the heart of Andersonville. Enjoy a full kitchen, queen bed, spa-style bath, washer/dryer, and high-speed Wi-Fi. Outside, unwind in your private heated pool and spa in a tranquil, secure setting shared with the owner. Perfectly located near vibrant shops, dining, and a pleasant walk to the beach, this stylish retreat blends comfort, privacy, and convenience for the ideal city escape. The pool and spa are heated heated through 12/31.

Private, Cozy Bedroom Near O’hare in Norwood Park

Highlights: -Beautiful hiking/biking trail nearby -Close to major highways -Downtown Chicago: 12 miles -O’hare airport, Rosemont, Donald Convention Center, All-State Arena: 3 miles -Advocate Lutheran Hospital: 5 miles -Amita Resurrection Health Center: 1.4 miles Note: this is a basement room. You’ll be sharing the bathroom and kitchen with 2 other Airbnb guests *Only one guest allowed per room. No exceptions! All guests will be asked to leave if multiple guests are present.

Teeny Tiny Bohemian Lodge - Clean & Affordable

Explore the wonderful neighborhood of Pilsen from this unique little space. Private entrance to your bedroom with an attached bathroom with shower. The entire space is for your private use- nothing is shared. NOTE the bedroom & bathroom ARE the entire space. Designed for one person as a sleeping room. We can not host 2 people. Twin size American bed is 38 x 75 inches. Please CLICK "show more " below BEFORE YOU BOOK/INQUIRE I need you to read and respond to our house rules.

Bohemian Retreat Room – Near Downtown & UC!

Welcome to our bohemian retreat in downtown Chicago! Our shared space offers a stylish sanctuary for travelers seeking comfort and convenience. Please read the neighborhood details. -Free street parking available -Gated parking offered for $10/night (ask about parking on day of check-in) -Early check-in and late check-out may be available for a fee — please inquire on the day of check-in. This is a smoke-free, party-free home — please read the neighborhood details.

05a. Common Room King

We have a King-sized bed in a Common Room. This is in a shared common room space. Up to 3 other guests my be booked in this room. The room has limited storage and NO DOOR. This space is best for those with little to no bags. Breakfast is included in your stay. We keep the pantry stocked with eggs, bacon, milk, orange juice, jam, bread, fruit, pancake mix, coffee and tea. Any of these items can be used to make yourself breakfast in the morning.

HydePark002, UC, NavyPier, Chinatown, freeparking

Feel free to check us other listings: https://www.airbnb.com/h/hydepark001 https://www.airbnb.com/h/zengarden333 https://www.airbnb.com/h/zengarden332 https://www.airbnb.com/h/zengarden001 Hyde Park luxury private room with a keypad lock on each room door. Shared full bathroom only for 2 rooms. Step to UChicago, Chicago loop, McCormick, Chinatown(hundreds of delicious food). Perfect for everyone in Chicago! Free street parking.

Hancock Lookout|Steps to Beach&Transit, CHI Views

Wake up in Chicago’s Gold Coast with stunning views of Lake Michigan and the Hancock Tower. This top-floor high-rise apartment offers modern style, natural light, and a prime location. Walk to Oak Street Beach, luxury shopping, fine dining, and the Magnificent Mile. Enjoy skyline sunsets, lake breezes, and the perfect mix of comfort and convenience for an unforgettable stay.

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.

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.

Great Location Studio III

Great location studio in the Gold Coast. Close to many attractions Chicago has to offer. 5 min walk to Oak st. Beach & Magnificent Mile, 5 min to John Hancock tower, 5 min red line/brown line. 10 min walk to MCA, 20 min to Millenium Park and Art Institute.. Hardwood floor, queen size bed. Maximum occupancy 2 persons.