The Playhouse
Welcome to The Playhouse!
Bold, playful, and completely unapologetic, The Playhouse is designed for guests who don’t take themselves too seriously — but still appreciate great design, unforgettable spaces, and a stay packed with personality. Located in the heart of Humboldt Park, this oversized 3-bedroom, 3-bath retreat brings together vibrant energy, artistic details, and a sense of fun around every corner.
From the moment you walk in, the space feels like a creative playground for grown-ups. Unexpected design moments and playful touches make every room feel like its own experience. Lounge beneath the glow of the iconic neon sign, swing the night away on the hanging bed, or gather with friends in the expansive open-concept living area designed for connection, conversation, and a little chaos in the best way possible.
Upstairs, the graffitied rooftop deck offers the perfect backdrop for late-night hangs, morning coffee, or drinks under the city lights. The entire home blends edgy design with comfort — balancing bold visuals, cozy spaces, and the kind of atmosphere that turns a weekend away into a story you’ll keep talking about long after checkout.
Just outside your door, Humboldt Park offers some of Chicago’s best nightlife, cocktail bars, live music, vintage shops, and neighborhood gems waiting to be discovered. The Playhouse makes every moment feel elevated, energetic, and a little mischievous.
