River West

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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’re ready to retreat, the home’s sleek kitchen with breakfast bar and two light-filled bedrooms make a stylish sanctuary. And with shared perks like a rooftop pool overlooking the skyline, a gym, cinema, games room, and even a poker lounge, the building itself feels like a destination.

Chicago Chic

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

Welcome to a distinguished spot nestled in the vibrant pulse of the West Loop! All visitors are skillfully screened for safety and a damage hold is acquired prior to stay. Blissfully positioned steps away from ritzy dining and euphoric nightlife venues, this loft situates you right in the hub of excitement. An eclectic blend of high-end boutiques infuse an additional dash of flair to your visit. Indulge in the nostalgic echo of yesteryears through the vintage market close by.

Windy City Haven

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 Hermes! Nestled in the vibrant Streeterville neighborhood, classic charm meets culture and bustling downtown lifestyle in the heart of The Windy City. Experience traditional Chicago history infused with Italian villa architecture and other internationally inspired design details. From the moment you step through the door of this cultural haven, you'll be swept away by its enchanting atmosphere. Immerse yourself in the warmth and elegance of the Villa Vista, a tranquil urban oasis where timeless charm blends seamlessly with contemporary comfort. Indulge your senses as you admire the breathtaking cityscape views from the rooftop terrace or unwind in the peaceful courtyard. Whether you're here for a weekend getaway or an extended stay, you'll find everything you need for a truly memorable experience at this charming Streeterville retreat.

Culture Haven

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 array of restaurants and bars, offering diverse cuisine choices for everyone. The vibrant nightlife is not just limited to dining, live music venues will make your evenings pulsate with rhythm. But it's not all hustle and bustle here! Tucked quietly are upscale boutiques and a vintage market where you can embark on a treasure hunt anytime you fancy. This safe haven guarantees smooth checks ins upon valid ID verification.

WindyCity Wonders

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

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

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 cultural landmarks – but when you’re not out and about, the building has plenty to keep you entertained. Work up a sweat in the gym or yoga studio, then wind down with cocktails on the rooftop terrace as the skyline lights up around you. The apartment itself is modern and comfortable, with a private balcony for a quieter moment. We think this is a Chicago stay made for every adventure and downtime too.

The Chi-town Charm

High above River West, this spectacular home with skyline views invites you to experience Chicago at its most inspiring. Floor-to-ceiling windows keep the city close at every moment, while the balcony gives you a private stage for sunrise coffees and evening cocktails under glittering lights. Spend your days exploring, whether it's the food halls of Fulton Market, art at the MCA, or strolls along the Riverwalk. Then come home to swim at sundown, gather with a glass, or simply let the skyline remind you why you came. Here, Chicago feels expansive, electric, and entirely yours.

Skyline Reverie

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 and simmering nightlife. The environs beckon with an alluring mix of upscale boutiques and a vintage market, summoning both the modern hipster and the discerning antique enthusiast. Echoes of blaring horns from steam engines are replaced by laughter, chatter, music - sounds infusing the air with life and a love for city living. As you breach the threshold of 'The Chevelle', you are greeted with safety measures designed to create a secure, comfortable environment. While security is emphasized it never overshadow the feeling of being home away from home. A little bit nostalgic, majorly comfortable, the holiday home in West Loop embraces its past even as it looks towards the future, much like Chicago itself.

The Windy City Retreat

All resting eyes behold a unique sanctuary blending urban spirit with an enchanting skyline whisper. The escape, nestled in the heart of Chicago's cherished West Loop, extends far beyond the eye, unfolding boundless options for dining, shopping, and entertainment. As one engages with this gem place guests find themselves embraced by a blanket of luxury sensibility without bounds. The wonder is further heightened in the private balcony serenely gazing at the skyline views, washing away all traces of mundane daily hassles, all set to embark you on a journey to rejuvenation and pure relaxation.

Chicago's Gemstone

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