Places to stay near Willis Tower

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Top-rated holiday rentals near Willis Tower

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.
Flat in Chicago
5 out of 5 average rating, 73 reviews

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.

Guest favourite
An open-concept living area features large windows allowing natural light to fill the space. A modern sofa is arranged around a glass coffee table, enhancing the contemporary design. A flat-screen TV is mounted on the wall, providing entertainment options.
Flat in Chicago
5 out of 5 average rating, 14 reviews

New Build in Pilsen! Spacious 2 Bed 2 Bath Unit

Experience upscale city living with @TheDreamRentals in this stylish 2-bedroom, 2-bath Airbnb located in Chicago’s vibrant Tri-Taylor neighborhood. This modern retreat features sleek interiors, spacious bedrooms with queen beds, a fully equipped gourmet kitchen, and designer finishes throughout. Enjoy high ceilings, large windows, and smart amenities just minutes from downtown, the United Center, and the Illinois Medical District. Perfect for professionals, couples, or small groups seeking comf

Top guest favourite
A spacious bed is adorned with layered bedding, featuring a variety of pillows in soothing hues. Soft light from a nearby window creates a serene atmosphere, and a decorative stained glass piece adds a touch of artistry to the room.
Guest suite in Chicago
4.97 out of 5 average rating, 318 reviews

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln

Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prking. 4 min walk to Blue Line. Brightly lit / high ceiling. Adjustable Tempupedic memory foam QUEEN bed plus futon in lvng rm. Kitchenette w/ mini-frig, Nespresso & Keurig, toastr ovn, microwv, and waffle maker w/maple syrp. Designer bath. 30+ restaur/bar nearby (see GUIDE BK in LOCATION). Self check-in. Flexible cancel. Early lugg. drop. A space to unwind in -- art-filled and artistic in design, NOT bland or IKEA like!

The exterior of a historic four-story building showcases intricate stonework and arched windows. Two blue doors with glass inserts serve as the main entrance, framed by a wooden porch that leads to the entrance. The surrounding greenery adds a touch of nature.
Loft in Chicago
4.7 out of 5 average rating, 161 reviews

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.

Guest favourite
A cozy corner of the shared space is displayed, featuring a blue velvet loveseat adorned with two golden pillows. A small wooden table sits in front, accompanied by a bright yellow ottoman. A decorative wall art piece and natural light from a window enhance the inviting environment.
Private room in Chicago
4.76 out of 5 average rating, 159 reviews

G1. Next to Downtown! Best location

Bedroom for rent in the desirable neighborhood of Lakeview. Location is its most important fact. It is right in front of one of the biggest supermarkets(Whole Foods). There are multiple stores just one block away such as target, xsport fitness, banks. Different restaurants and more. Walkable to brown line train to go downtown as well as bus stops to go all possible directions. Beautiful apartment, bedroom with closet. All you can think of at a great price. host lives in the same apt

Guest favourite
A vintage-style sign featuring bold red and white lettering, stating 'Bohemian Lodge no 17' against a dark brown background. Decorative elements include images of beer glasses and whimsical knot designs, creating a nostalgic atmosphere.
Flat in Chicago
4.84 out of 5 average rating, 315 reviews

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.

Guest favourite
Flat in Chicago
4.91 out of 5 average rating, 45 reviews

Downtown Luxury|Cozy Stay| Walk to Millennium Park

Elevator access, 45th floor with an amazing view Smart TV, fast Wi-Fi, work-friendly space Washer/dryer in the building Stay warm and connected in the heart of Chicago’s Loop. Just steps from the Christkindlmarket, Millennium Park, and top restaurants. Perfect for travelers and families exploring the city this winter. This Bright /Airy unit has 1 California king bed, 1 large sofa that could be use as another bed and 1 airbed so you can stay with your family or friends!

Top guest favourite
The living room features two large windows allowing natural light to fill the space. A red sofa and black armchair provide seating, with a small white table beside the couch. A green plant adds a touch of nature, and a piano stands elegantly to the side.
Private room in Chicago
4.95 out of 5 average rating, 396 reviews

A+ location by Mag Mile, views, large sunny room

Unbeatable location next to Water Tower Place, with lots of natural light and partial lake view in a quiet vintage building with lots of character. Walk to nearly any attraction in central Chicago. Apartment is shared with single host (covid-vaccinated), happy to help with sightseeing advice and discounts on popular tourist attractions. (Guests love: Location, View, Comfortable room and bed, Friendly/respectful host, Flexible luggage policy, fast wifi)

Guest favourite
A modern kitchen area features white cabinetry and stainless steel appliances, including a refrigerator and stove. A small wooden dining table is positioned against the wall, complementing the neutral tile floor and the soft lighting from recessed ceiling fixtures.
Flat in Chicago
4.97 out of 5 average rating, 33 reviews

Cozy newly renovated apartment in Bridgeport

Welcome to your perfect home away from home in Bridgeport, Chicago 🏡 This newly renovated cozy 1-bedroom, 1-bathroom apartment offers a comfortable, inviting space just 10 mins to downtown Chicago. Located couple minutes from Chinatown Whether you're here to catch a White Sox game or immerse yourself in the vibrant local food scene and culture, this location is ideal for exploring the best of Chicago. FREE PARKING 🅿️ NO PARTIES.

Guest favourite
A modern living area features a gray sofa facing a round marble coffee table. Behind, a built-in bookshelf holds various books. Natural light streams through multiple windows, illuminating a dining area with a round table and stylish chairs. Greenery adds a touch of nature.
Flat in Chicago
4.95 out of 5 average rating, 146 reviews

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!

Top guest favourite
A spacious living room features three large windows allowing natural light to fill the space. Comfortable seating includes a leather couch and an armchair. A television is mounted on the wall, and a decorative area rug lies beneath a wooden table set for dining.
Apartment in Chicago
4.97 out of 5 average rating, 851 reviews

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 modern living space is showcased with a tan leather sofa adorned with gray cushions. A round black coffee table sits at the center atop a textured area rug. Natural light filters through two windows, framed with horizontal blinds, and a potted plant adds a touch of greenery.
Flat in Chicago
4.7 out of 5 average rating, 103 reviews

Stylish 1BR in West Loop

Welcome to your modern West Loop escape—where style, convenience, and comfort meet in one of Chicago’s most vibrant and walkable neighborhoods. This spacious and sunlit 1-bedroom apartment is located right on W Lake Street, placing you steps from Fulton Market, Randolph Row, and some of the city's most acclaimed restaurants, bars, and coffee shops.

Popular amenities for holiday rentals near Willis Tower

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Willis Tower