West Loop

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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

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 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

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, captivating bars, and eclectic boutiques. Nesting there harmoniously is a beguiling blend of visionary artists, dynamic professionals, and delightful families. The property respects your safety by running a careful screening process for all potential guests and to secure your comfort during your retreat, requires a security deposit that is accepted on all Major Credit Cards. So, embark on this urban exploration in peace knowing that you are supervised with the utmost diligence.

The Chicago River Rhapsody

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 apartment in Chicago's Hyde Park is positively flush with luxury touches. We love the trendy, timeless design, which merges mid-century pieces with a modern flair. Take, for instance, the custom-made neon sign that hangs by the door – as soon as you step inside, your eyes will be drawn to the pinkish glow.

Whether you fancy working out on the Peloton bike or working from home at the desk in the second bedroom, this flat has something for everyone. The glossy kitchen has all the culinary get you'll need to rustle up something delicious, while the lavish spa-style bathroom is just the ticket after a long afternoon on your feet. Plop down on the caramel-coloured sofa, a refreshing cocktail in hand, and chill out with a movie night – Apple TV, Netflix, Disney+ and HBO Max are all available for you to use. Better yet, kick things up a notch with the projector in the main bedroom – we can't think of a better way to end the evening than snuggled up in the soft sheets, falling asleep to our favourite films. 

Another thing we love? The bustling locale, just a fifteen-minute drive (or twenty-five-minute ride on the ME) from downtown Chicago. Grab a bite to eat at the restaurants on 53rd Street (two blocks away), go for a jog around Promontory Point (a twenty-minute stroll), or spend sunny summer days relaxing by the lake at 57th Street Beach (twenty-seven minutes on foot).

All Things Glow

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

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 art in the West Loop, vintage hunting at Randolph Street Market, picnics in Union Park, or a culinary crawl through some of the best restaurants in the Midwest. By night, gather back at home to cook feasts together, raise glasses on your private balconies, or sink into the poolside cabanas and watch the city glow. With two spectacular homes side by side, there’s space to spread out, privacy when you need it, and every reason to celebrate being together.

The Skyline's Vision

Welcome to a gem nestled in the heart of Chicago's Financial District, offering guests a unique blend of historical architecture, city excitement and stunning views over the Chicago Riverwalk. The location is unmatched, mere steps away from Millennium Park and State Street, both alive with incredible cuisine and eclectic shopping experiences. Each corner of this domicile captures the iconic charm of downtown Chicago, promising an unforgettable stay. For those seeking solace amidst the city buzz, multiple quaint spots within provide restful retreats. Please note, guests are required to undergo a screening process and provide suitable ID for their stay. We place high importance on the security and wellbeing of our guests.

Charming Chicago Charm

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

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