Self-Catering Chicago, Illinois

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Chicago Heights

Illinois, Chicago 4 guests 2 bedrooms 2 bathrooms 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... From €858 Nightly View Rental

The Lofted Escape

Illinois, Chicago 7 guests 3 bedrooms 3 bathrooms Welcome to The Fitz Gerald! To ensure safety, all guests must pass our screening process and provide proper ID. A $2,500 security deposit is required for your booking, accepted on Major Credit Cards o... From €561 Nightly View Rental

The Chicago River Rhapsody

Illinois, Chicago 14 guests 6 bedrooms 6 bathrooms Picture yourself unwinding amidst the spirited charm of River West in The Kane. The vivacious neighborhood edges the restful waves of the Chicago River, its boulevard bustling with inviting eateries,... From €2,069 Nightly View Rental

The Lion

Illinois, Chicago 5 guests 2 bedrooms 2 bathrooms This home is the perfect place to relax and enjoy your stay in Chicago. The home is located in the Gold Coast neighborhood, which is known for its luxury shops, fine dining, and lake Michigan charm. T... From €750 Nightly View Rental

The Skyline's Vision

Illinois, Chicago 14 guests 6 bedrooms 3 bathrooms When you bring everyone to Chicago, you want a space that matches the occasion, and these skyline retreats near Fulton Market do exactly that. By day, the city is yours to explore: coffee and street a... From €856 Nightly View Rental

The Urban Villa

Illinois, Chicago 6 guests 2 bedrooms 2 bathrooms A striking interplay between tradition and trend elevates this property nestled within the vibrant Streeterville neighbourhood. Combining nostalgic tales of Chicago's history with an undercurrent of w...   View Rental

Italian Villa Immersion

Illinois, Chicago 8 guests 3 bedrooms 2 bathrooms 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... From €1,181 Nightly View Rental

The West-Loop Wavelength

Illinois, Chicago 17 guests 8 bedrooms 8 bathrooms 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...   View Rental

Chicago Chic

Illinois, Chicago 4 guests 2 bedrooms 2 bathrooms This pet-friendly apartment in Downtown Chicago puts the best of the city at your feet. Millennium Park, The Art Institute, theatres, restaurants, and shops are all just a short stroll away. When you’...   View Rental

Westside Retreat

Illinois, Chicago 7 guests 3 bedrooms 3 bathrooms 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...   View Rental
Self-Catering Chicago
Listing 21-30 of 36 Top Holiday Rentals
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