New Eastside

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These two modern penthouses with cityscape views are perfect for families or groups visiting Chicago – especially if you like a little more privacy. Each penthouse has three bedrooms, bathrooms, a living space and a kitchen. You'll have access to the building's shared amenities here, including a gym and yoga studio, swimming pool, grilling stations, and a coworking space for catching up on emails. Centrally located, it's a short walk from bars and restaurants, and a quick drive or bus ride from Chicago hotspots like the Old Town, Logan Square, and Fulton Market. 

Chicago Chateau

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

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 in the main bedroom frame the skyline, while a sleek kitchen with a breakfast bar and a light-filled living space make staying in just as tempting as going out. And to top it off, you'll have access to a range of shared amenities including a rooftop pool, gym, cinema, games room, and even a poker lounge.

Chicago Heights

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

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, per our House Rules.

The perfect urban escape, nestled in Chicago's vibrant Fulton River District, with an array of dining, shopping, and entertainment options just moments away. Step inside this stylish retreat to discover a world of modern comfort and luxury. Immerse yourself in the breathtaking skyline views from your private balcony, providing an awe-inspiring backdrop to create cherished memories. Indulge in a sensory experience filled with contemporary elegance and serene ambiance. This oasis of tranquility is the ideal place to unwind and recharge after exploring the bustling city. Let The Lincoln transport you into a realm of unmatched urban serenity.

Elevated Luxe

Planning a large group getaway to Chicago, but don’t want to get under each other’s toes? This trio of apartments in the same high-end serviced apartment complex should do the trick. In each home expect two boutique-style bedrooms and bathrooms, a made-for-action kitchen, and a private balcony to take in those sweeping vistas of West Loop. When it’s time to get together, the rooftop communal sky lounge and outdoor terraces, complete with fire pits, should do nicely. Location-wise, West Loop's local gems, including Little Italy and Union Park, are all within easy reach on foot, so having a car isn’t a dealbreaker here.

Windy City Wonder

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

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 gems. Across its former industrial terrain are now an array of dining and nightlife attractions, fashion-forward boutiques and a vintage market - a palette of sensory delights at your fingertips. Comfort meets thrill in this urban oasis rich with character and eager to create memorable experiences. Please note that to ensure guest safety we have an inclusive screening process which includes ID verification.

The West Wind Charm

This smart city sanctuary boasts incredible views across the Chicago skyline. The rooms have been thoughtfully designed to inspire ease and relaxation. Nespresso coffee is on hand to help get your day started and complimentary eye masks are provided to ensure a restful night’s sleep. You’ll also have access to a range of impressive amenities – including a rooftop pool, a health club, mediation lounges and a spacious terrace with fire pits and grills. Plus, the location means easy access to iconic sights, restaurants and shops.  

The High Way

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

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

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 Chicago history but also the nuances of Italian villa architecture and other globally inspired design details. It's as if the heart of Italy has effortlessly merged with the pulse of The Windy City itself, filling every corner with an intoxicating sense of heritage and cosmopolitan loftiness. A rich visual feast that mirrors its bustling environment, this property provides an enriching escape. Packed with energy yet undeniably tranquil, it inspires equal parts exploration and relaxation.

Chicago Vista

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