5-Star Luxury Rentals Chicago

This Illinois apartment won us over the moment we clapped eyes on the sweeping views of Chicago’s skyline and that private balcony. But the perks don’t end there. Part of a high-end serviced apartment.....

You’ll be swept off your feet by this penthouse apartment. From the stunning views to the thoughtful design, every detail has been considered to bring ease to your city stay. There’s a private terrace.....

Floor-to-ceiling windows frame the Chicago skyline from the living room and main bedroom, so whether you're waking up or winding down, the city is always part of the picture. A private balcony extends.....

Set in Chicago’s Gold Coast, this modern apartment puts you steps from the Magnificent Mile and some of the city’s best dining, shopping, and attractions. Filled with natural light, it’s a stylish bas.....

This apartment in Chicago's Hyde Park is positively flush with luxury touches. We love the trendy, timeless design, which merges mid-century pieces with a modern flair. Take, for instance, the custom-.....

Set in the heart of Chicago’s buzzing West Loop, this modern apartment is the perfect base for exploring the city. Step outside and you’re moments from acclaimed restaurants, vibrant markets and cultu.....

Welcome to a unique urban retreat, igniting the senses, and beckoning guests to indulge in the transformative charm of West Loop. Once an industrial essence, it has blossomed into a locus of gastronom.....

Immerse in the life of West Loop Gate, Chicago at this lovely rental! As a former industrial area turned dining and nightlife hub, the scene offers a unique juxtaposition. The streets dance with an ar.....

This modern Gold Coast apartment puts Chicago’s highlights right on your doorstep. The Magnificent Mile is a short stroll away, so shopping, dining, and sightseeing couldn’t be easier. After a busy da.....

Sky-high Chicago views anchor this apartment from every angle – the living area, the main bedroom, and a communal rooftop terrace put the city at your fingertips. It's the kind of place where the skyl.....

Set in Chicago’s Gold Coast, this modern apartment puts you right by the Magnificent Mile, with world-class dining, shopping, and attractions all within walking distance. The apartment is filled with.....

Welcome to a true haven in the heart of Chicago's vibrant River West neighborhood. Surrounded by trendy restaurants, bars, and shops, this elegant and modern retreat offers a tranquil escape from the.....

Floor-to-ceiling windows wrap the living room in an unbroken panorama of the Chicago skyline – day or night, the city puts on a show. That view follows you into the kitchen and the bedrooms too, so th.....

There are city stays, and then there are skyline stays. These three penthouses side by side keep everyone close, with space to spread out when you need it. Capturing both the thrill of travel and the.....

Welcome to our charming haven, nestled in the vibrant neighborhood of River West, Chicago. This urban oasis offers a serene escape from the bustling city, allowing you to experience the best of both w.....

Perched high above Chicago's River West neighbourhood, this apartment puts the city's skyline front and centre – from the living space, from the bedroom, and most dramatically from the rooftop pool te.....

In one of Chicago’s most sought-after neighbourhoods, this modern apartment overlooks the Windy City from just about every room and opens onto a private balcony made for slow morning coffees or evenin.....

Floor-to-ceiling windows frame Lake Michigan at this apartment in Chicago's vibrant Cultural Mile. We can't get enough of the scenery – and it will follow you around from the bedrooms to the living sp.....

Travelling with a big crew? This trio of downtown Chicago penthouses makes it a breeze. With nine bedrooms spread across three apartments, everyone gets space to themselves without missing out on the.....

This modern penthouse is stylish, well-located, and boasts sensational skyline views – how can you go wrong? You'll find it near the West Loop, known for its top-notch restaurants and vibrant nightlif.....

Immerse yourself in the experience that is The Zeus, centrally positioned in the exciting Streeterville neighborhood. Here, a unique blend of classic allure fuses with an internationally inspired desi.....

High above downtown Chicago, this apartment puts the views first and foremost at every turn – whether you're lounging in the stylish living area or waking up to skyscrapers in the main bedroom. Elsewh.....

Consisting of four self-contained apartments across the same building, this Chicago setup is purpose-built for large groups who want to be together without living in each other's pockets. You're right.....

This pet-friendly apartment in Downtown Chicago puts the city right at your feet, with Millennium Park, The Art Institute, theatres, and shopping just a stroll away. Inside, floor-to-ceiling windows i.....

Perched high above Chicago's Loop, this apartment puts the city at eye level – and the views from the bedroom, with skyscrapers stretching out on all sides, are hard to shake. The open-plan living spa.....