Holiday 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.

4 miles to Airport, King bed. Near expressways.

Room near O'Hare airport (4 miles), 7 min walk to the bus or 6 minute car ride to the Metra train to Chicago. 13 min to Allstate Arena, 11 min to Donald E. Stephens Convention Center or Rosemont Theatre . 10 min to Fashion Outlets mall or Entertainment District (bars and restaurants and concerts and comedy club/ casino. Room:1-2 adults, Near expressways 294 / 88 / 90 Towels provided Luggage drop off prior to check in Please send me a picture if profile does not have one prior to arriving.

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

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.

Chic retreat near the best of Lakeview & Wrigley

Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!

Loft Style Private Apt (1 Room- 420 Friendly)

Please do not book unless you read the entire listing, including all house rules & amenities. No refunds will be given if you book without first reading the house rules Near Loyola University. 420 friendly environment. No Cleaning Fee, Full Kitchen, Living Room, 1 Shared Bathroom, Internet, Heat, Air Conditioning Redline, CTA, Beach, Groceries, Gyms, Multiple Bars & Diverse Cuisine within 5-15 min walking

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.

Luxury 2BR Apartment in Downtown Chicago

Welcome to your urban retreat! - Gorgeous 2-bedroom apartment in the Loop - Sweeping city views from floor-to-ceiling windows - Chef’s kitchen with premium appliances - Rooftop lounge and fitness center - In-home laundry and gigabit Wi-Fi - Family-friendly amenities available - Free parking across the street Book your stay with TheDreamRentals today!

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.

The Auberge - Luxe Flat Near Lake, Dining, & Shops

A design lover's dream. Spend your next trip (or staycation) in a beautifully remodeled luxury apartment in Chicago's Gold Coast neighborhood. This listing is for a private suite in a multiple-unit building. ✔ Safe and vibrant neighborhood. ✔ Steps from Michigan Avenue, luxury shops, and the Lake ✔ Convenient parking options nearby. ✔ Easy self-check-in.