Vacation rentals in 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/

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.

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

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 Heart 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 only . Located near major transportation, Divvy Bike Station across the street.

Great Location / Private Room in Lakeview

Enjoy easy access to everything from this perfectly located home base. Walking distance to Wrigley Field, The Vic, The Briar Street Theater (Blue Man Group), some of the cities best restaurants, bars and coffee shops, Advocate Illinois Masonic Medical Center, The CTA’s Red Line which takes you right downtown to the Loop, Depaul, Chinatown and a host full of other Chicago destinations. There’s really no need for a taxi or Uber with so much that is walkable or accessible from the red line.

Florence Room - 3min to CTA, Free Parking, Roomy

The Florence room is one of three rooms in the grotto. The room has a king size bed and full size sofa sleeper for a maximum guest count of 4. You will have access to the kitchen for the microwave, toaster, and stove, along with free Keurig coffee. There are multiple common areas on the 1st, 2nd, and 3rd floors including Dining, Living, TV, and Recreation rooms.There is a private mini fridge in your room for food storage. The house is one block from the Kedzie Green line rail station.

10 Mins to Downtown Luxurious Cozy Boho - Sleeps 5

Luxurious 550 sqft 1BR 1BA located 10 min from Downtown!! Stand up shower, games for adults & kids 2 Smart TVs, free wifi (600 mpbs speed) Sleeps 4 comfortably, 1 queen bed, 1 futon, 1 air mattress Street parking can be very difficult!! - permits provided Walking distance from famous 26th street, plenty of restaurants 3 miles from Little Italy and Chinatown Walking distance to bus and train 10-15 min drive from Millenium Park and Soldier Field Great for professionals and travelers

Cozy Coach House Retreat Near Downtown!

Fully remodeled coach house centrally located in Chicago! Most tourist attractions are within a 15 drive or less! Public transportation is within a 3 min walk. You'll also have access to the shared rooftop deck (Furniture available May 5th-Sept 30th). This cozy unit offers 1 Queen bed + 1 bath, 1 Queen size air mattress provided, fully stocked kitchen and spacious living room space! Free Street Parking in the Area

Urban Comfort in the Heart of Chicago

This is the PRIVATE first floor of our duplex condo, with your own entrance/exit, 75" flatscreen TV, central heat/air, and a newly remodeled en-suite bathroom. We are in the middle of Chicago's vibrant Northside while still having the benefit of coming home to a tree lined one lane residential street. Please contact us with any questions at all before you book your stay.

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.

Feelin’ Nauti • 1BR + Parking Near Wrigley

STOP SCROLLING. You’ve found the nautical one. A high-contrast, design-forward 1BR in Ravenswood that pairs Norwegian maritime banners with clean lines and genuinely comfortable bedding. Great light, soft sheets...(and a host who refuses to let you stay somewhere that feels like a half-furnished college rental).