Near North

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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 design that echoes Italian villa architecture. The traditional history of Chicago entwines brilliantly with high-end modern lifestyle preferences to create a one-of-a-kind atmosphere, tucked away in the heart of The Windy City. Surrender to the pulsing rhythm of downtown city life Meshing effortlessly with extraordinary elegance and an indescribable sense of comfort sets this dwelling resolutely apart. Please note: guests must pass verification and provide valid ID.

Italian Villa Immersion

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. The home is also close to the ice skating rink at Millennium Park, so you can enjoy some winter fun.

The Lion

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 hustle and bustle of the city. With its breathtaking views of the Chicago River, this urban oasis provides a truly unique and unforgettable experience. Immerse yourself in the cosmopolitan charm of this chic hideaway, where every corner is filled with stylish details and artistic touches. Whether you want to relax on the riverside terrace or explore the city's vibrant culture, this contemporary boutique haven is the perfect place to call home during your stay in Chicago. Experience the soothing blend of cityscape tranquility and fashionable comfort at Riverside Bliss.

Charming River Retreat

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 worlds. Immerse yourself in the tranquil ambiance of this rustic chic retreat and be captivated by its unique features. The lush, secret garden hideout is perfect for unwinding, while the picturesque river views will soothe your senses. Step inside to discover a stylishly decorated space, blending modern loft living with vintage charm. Each room is designed with comfort and relaxation in mind, offering a cozy and intimate atmosphere. Indulge in culinary delights at nearby trendy restaurants or explore the eclectic mix of shops and bars that make this neighborhood so exceptional. Experience Chicago like never before at this whimsical riverside retreat.

Westside Retreat

Welcome to The Willis! 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 only, per our House Rules.

The perfect urban escape, near Chicago's West Loop, with plenty of options for dining, shopping and entertainment . Featuring a private balcony with skyline views, this contemporary style gem will give you the ultimate luxury living experience.

Metropolis Respite

Make a date with The Blues, a delightful haven nestled in the West Loop. This home away from home exudes an unmistakable charm, harmonising old-world coziness with a dash of modernity. This culinary and cultural hub is now among Chicago’s most desirable locations, having evolved from its industrial roots into a buzzing hotspot perfect for food lovers and night owls alike. Greet the morning sun rejuvenated, setting out on your day's adventure amidst the wealth of nearby gastronomic havens, eclectic boutiques, and vintage markets. As twilight descends, let your ears guide you through winding streets to a medley of live music venues which will serenade you into the night. Delightfully appealing yet subtly enticing is this abode's magic—welcome to a symphony of urban charm.

Artists' Rendezvous

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 nightlife. Exploring is a breeze here, but there's plenty to enjoy back home, too. Sprawl out on the sofa and bask in the scenery showcased by the floor-to-ceiling windows, or pad out to the balcony to take it all in. Topping it all off is access to the building's shared facilities, including a 24-hour gym, swimming pool, hot tub, outdoor terrace, and lounges. If that's not convenient, we don't know what is.

Chicagoan Idyll

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 worldwide allure, it resonates an Italian villa's flair and far-reaching design sensibilities. Here, the city's ceaseless energy meets a haven of international vibes. As you step inside, the culture-imbued downtown lifestyle ebbs away to early European architecture, allowing you to luxuriate in your private sanctuary amid The Windy City's dynamic heart. Indulge in this cultural infusion where chic urban living and classic charm coexist, providing an unmatched tranquil experience for discerning guests. Your idyll awaits at the city centre where leisure and convenience come naturally.

The Urban Villa

Immerse yourself in the heart of downtown at this retreat tucked away in Chicago's vibrant Financial District. Each experience here invites a journey into iconic city attractions, folds back layers of historic architectural treasures, and strolls along river cruises or the fabled Riverwalk. Dip your toes into Millennium Park or toast with friends at spectacular dining places dotting State Street. This sanctuary envelopes you in its inviting energy, embodying an impressive passphrase to the city's captivating rhythm. Subtle strokes of enchantment are found in every corner, from enjoying skyline views to indulging in cozy moments after absorbing a day rich with exploration. Here, experiences embody adventures, evoking remnants of a day well spent, reflecting the character of stand-out architecture enveloping you. Your temporary haven urges an engagement with surroundings as it embraces you with warmth seeping from crevices of its unique construction.

Chicago Charisma

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 District, surrounded by historic landmarks and breathtaking skyscrapers. Indulge in an enchanting experience, gazing at the mesmerizing city lights from your private rooftop terrace. Accented with modern amenities, this Metropolitan Hideaway seamlessly combines style and comfort. Explore the vibrant neighborhood filled with renowned dining and shopping destinations, or simply unwind along the scenic Chicago Riverwalk. Whether you're seeking a relaxing escape or a hub for urban adventures, The Jordan offers cosmopolitan comfort in the heart of Chicago's downtown. 

Loop Haven

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 only, per our House Rules.

The perfect urban escape, near Chicago's West Loop, with plenty of options for dining, shopping and entertainment. Featuring a private balcony with skyline views, this contemporary style gem will give you the ultimate luxury living experience.

The Lofted Escape

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