Lake View East

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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

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

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

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

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

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

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

Initially designed by an architect for their family, this incredible Chicago condo has been featured in magazines and even TV commercials. Located in the heart of downtown Chicago, this home is central to the sights and activities of the area, and also boasts an incredible green, real grass rooftop terrace with views that span across the south, east, and west of the city.

From the living space on the lower floor of this home, you will have access to a bright courtyard allowing fresh air to flow into the home. Here, you will also find a large sculpture created by a local artist and the staircase that will take you up to the rooftop terrace. Why not enjoy your morning coffee up here each day to soak up the fantastic views? 

Catch up on important work in the dedicated office space which features a Mac desktop, a desk which can be used as a standing or seated desk, plus great views through the windows in front of you. In this room, you will also find a live Peloton bike, perfect for working up a sweat and keeping fit during your stay.

Head out and explore the area including McCormick Place and Museum Campus, both of which are roughly five minutes away from the building. Then, in the evening, return to this home which is decorated with a real phone booth and modern art, and curl up in front of the electric fireplace, settle down with a great book in the reading nook, or even slip into a relaxing bath with a glass of wine in your hand. 

Chicago Morning

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

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