Vacation Rentals in Illinois

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Loop Haven

Illinois, Chicago 12 guests 6 bedrooms 6 bathrooms Welcome to The Jordan! Nestled in Chicago's iconic Chicago Loop, this urban oasis provides a tranquil retreat amidst the bustling cityscape. Immerse yourself in the architecturally rich Financial Dist... From €2,301 Nightly View Rental

Chicago Chill Pad

Illinois, Chicago 5 guests 2 bedrooms 2 bathrooms Here awaits The Cooke, where guest security and solace are paramount. Ensconced in the heart of Chicago's distinguished Financial District, this property is a gateway to an array of unforgettable Wind... From €726 Nightly View Rental

The West Wind Charm

Illinois, Chicago 5 guests 2 bedrooms 2 bathrooms Welcome to a dazzling retreat in the heart of West Loop. A vibrant ambience invites you to immerse yourself, enveloped by the rhythm of the city's live music and savory aromas from nearby culinary gem... From €610 Nightly View Rental

Elevated Luxe

Illinois, Chicago 5 guests 2 bedrooms 2 bathrooms Welcome to The Lincoln! To ensure safety, all guests must pass our screening process and provide proper ID. A $1,000 security deposit is required for your booking, accepted on Major Credit Cards only,... From €637 Nightly View Rental

The Heart of the Loop

Illinois, Chicago 16 guests 8 bedrooms 8 bathrooms Welcome to a holiday getaway nestled right in the heart of Chicago’s vibrant Financial District. Just steps from iconic attractions, revel in the rich history of the city through its grand architectur... From €4,370 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... From €2,779 Nightly View Rental

The Windy City Retreat

Illinois, Chicago 5 guests 2 bedrooms 2 bathrooms Step into 'The Chevelle', your unexpected sanctuary nestled amidst Chicago's lively West Loop. Previously a symbol of industrial prowess, this neighborhood is now an epicenter of world-class dining an... From €608 Nightly View Rental

Chicago Vista

Illinois, Chicago 6 guests 2 bedrooms 2 bathrooms Step inside The Leto, where classic charm mingles with vibrant culture in the bustling Streeterville neighborhood of Chicago. This locale promises an immersive experience into not only traditional Chi... From €666 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... From €669 Nightly View Rental

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 €693 Nightly View Rental

Self-Catering Illinois

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Listing 1-10 of 36 Top Holiday Rentals

Vacation Rentals Illinois Top Destinations

Vacation Rentals Chicago Top Destinations

Holiday Homes Illinois

Illinois is 'the Prairie State' located in the midwest of the U.S. It is the perfect balance between natural untouched beauty with forests and wetlands while also boasting impressive city skyscrapers in cities such as Chicago. Enjoy delicious food, exciting attractions such as Willis Tower and Millenium Park and the history that led to a number of Americas Presidents.

Self-Catering Illinois, USA

Top 10 Holiday Homes in Illinois