Holiday rentals in Downtown Chicago

Enjoy Chicago’s Nightlife from Studio Apartment

Keep updated on work demands at a vintage-style wooden desk in the working corner of this gorgeous studio apartment. The combination of metals, velvet and wood in the interior make this a beautiful apartment and a contemporary dream. Please note that this unit is located above a late night bar, which may add to the charm of it for some but may also pose to be a noise nuisance for light sleepers. We encourage you to read the reviews of past guests to make an informed decision. Enjoy this gorgeous studio apartment that features a queen sized bed you won't ever want to leave! The combination of metals, velvet and wood make this a beautiful apartment and a contemporary dream. There is a Keurig coffee machine to help you start your day after a long night as well as basic cooking utensils and supplies. The full kitchen is complete with a stove top and oven which are perfect for cooking a light dinner. If you must get some work done, use the vintage style wooden desk at the working corner and access the free hi-speed wifi. You can also nurse a hangover in bed all day and catch up on your favorite episodes courtesy of the free Netflix provided or sleep in and block out the world using the white noise machine. At the end of the day, treat yourself to a hot shower and clean fresh towels provided by our professional cleaning team who sanitize the apartment after every use. When booking this unit you will have full and private access to the entire studio apartment. The check-in and check-out process is automatic and seamless. Check-in any time after 3 pm as late as you'd like, check-out on or before 11 am. Due to our cleaning schedule we cannot accommodate early check-ins or late check-outs. Should you like to store your baggage before or after your stay, we can recommend a useful app which offers affordable luggage storage around Chicago. We want to make sure you have the most convenient experience possible. There is no need to meet in person in order to enter the property, access is via self check-in. Once booked, you will be e-mailed detailed instructions for your seamless check-in process. We are readily available for questions or concerns via Airbnb messaging. Of course in case of emergency you can always reach us via phone call. Please do not text us, as we may not be able to see a text immediately. Located in Uptown Chicago, the apartment is walking distance to beautiful Lake Michigan. It’s only 1.5 miles away from Wrigley Field, just 2 stops away on the red line train. For world cuisine, walk less than a mile to Argyle Street. The quickest and most inexpensive way to get around is via Uber or Lyft. To get downtown, It’s just a straight ride on Lakeshore Dr and you're there. With the Wilson train station just by the apartment, Public transportation is also a convenient option. Public Transportation guide to the apartment: To Wrigley Field: Two stops away on the red line from the Wilson Station not far from the apartment. To the Chicago Loop: Catch either the red or purple lines from the Wilson Station just a minute walk away from the apartment. Train and bus maps can be found and downloaded here: https://www.transitchicago.com/maps/

Upscale High-Rise Apt · Rooftop Pool + Views

Stay in this brand-new 2025 apartment with luxury amenities. Perfect for work or leisure, it offers everything you need for a comfortable stay. Building Amenities: - 24/7 concierge & secure entry - Rooftop pool & gym with skyline views - Rooftop lounge with a fireplace - Steps from grocery stores & restaurants - Paid parking nearby Unit Highlights: - Stunning views of the city - Work from home space - In-unit washer & dryer - Fully equipped kitchen - Fast WiFi - Modernly designed interior

Chi-Town Hideout #3

Welcome to your cozy 3rd-floor studio suite in Berwyn, IL! Perfect for up to 3 guests, this stylish retreat is walking distance to shopping & dining. Close to public transportation & the 290 expressway. Enjoy streaming your favorite shows on the Smart TV, stay connected with fast Wi-Fi, & keep your snacks fresh with the mini-fridge, microwave, & coffee maker. The full-size remodeled bathroom adds a touch of luxury, & the outdoor space with a grill & fire-pit is perfect for relaxing evenings.

Cute, Clean, Cozy Apartment in Pilsen

Updated, clean and private apartment in Chicago’s unique Pilsen neighborhood. Located on a quiet, tree-lined street with private entrance, it's the perfect spot to rest after a day of exploring this great neighborhood and city. The apartment has a full kitchen with everything needed to make your morning coffee or prepare a meal. Conveniently located to McCormick Place and many of the city's attractions, including West Loop, downtown, United Center, Grant / Union / Douglass Park and more!

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.

*Entire City Apartment 1 block to Train Park Free

Perfectly private - large & comfortable with full kitchen. FREE & EASY street parking One block to (Green Line) train stop to United Center - Concerts, Bulls & Blackhawk games. Two stops to trendy West Loop Randolph bars, restaurants and shops. 10 minute ride downtown Chicago. Kitchen has cooking utensils & coffee, cream, sugar, spices. Shampoo/conditioner/towels/linens are provided. Free wifi. PLEASE NOTE No visitors No smokers no exceptions and agree per message to confirm reservation

Urban Oasis Pilsen - guest room in townhouse

Experience the charm of Pilsen, one of Chicago's trendiest neighborhoods. Your private bedroom features a queen-size bed and an en-suite bathroom with a tub/shower. The room includes a small desk, ample storage space, and a TV with streaming services. Triple-paned windows provide plenty of natural light while minimizing noise from the nearby I-90/94 freeway. The room is located on the third floor (40 steps)! The second floor offers access to the kitchen, living room, TV den, and balcony.

Spacious Hotel Room in The Loop

Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Nederlander Theater building in the Chicago Loop Theater District. The hotel features on-site dining, state-of-the-art business services and modern guest rooms with free WiFi. Every room at Cambria Hotel Chicago Loop/Theater District provides a 49-inch flat-screen HDTV and a large work space with a desk and ergonomic chair. Select rooms also offer plush lounge seating.

Egyptian Room - Free Parking, 1 block to CTA

Comfortable lower level bedroom with a pillow top king bed, granite topped desk, and smart tv makes this room a super cozy retreat, You will have full access to the kitchen cooking and free Keurig coffee. You have a private mini fridge in your room for food storage. There are multiple common areas on the 1st, 2nd, and 3rd floors including Dining, Living, TV, and Recreation rooms. Easy unmetered street parking is readily available for those coming by car.

Chicago River Room, near Med Ctr

R+ My other listings can be found through my profile page. 7 minutes to O'Hare Airport See below for details. Highway entrance 1 block away, so you can easily drive anywhere. Walking distance to pharmacy, shopping mall (including grocery store), health club, train station, restaurants and a library. 0.6 miles to Harlem Blue Line. Prices are subject to change.

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.

Garden on Warren

Near West Side / West Loop location, less than 10 minute walk to United Center for Blackhawks, Bulls, music, concerts, shows, and events. Close proximity to CTA Pink & Green lines, Union Park, Randolph & Fulton Street dining districts, University of Illinois at Chicago and Rush Medical District. Private entry, very secure and quiet apartment.