Chicago vacation rentals

Bring your appetite when you travel to Chicago — not just for food, but also for design, culture, architecture, and adventure. Dive into everything the Windy City has to offer, like stand-up paddleboarding in Lake Michigan, cheering on the Chicago Cubs at Wrigley Field, exploring the city’s endless art galleries and museums, and strolling the gardens at Millennium Park. Need a shopping fix? Take a weekend getaway and browse through the luxury brands lining the Magnificent Mile and the boutiques of River North. No visit to Chicago is complete without taking an architecture cruise on the Chicago River or devouring the city’s eclectic and classic eats. A slice of deep-dish pizza, anyone? Between the trendy cocktails in Logan Square and the Centennial Wheel at Navy Pier, you’ll find what will make your Chicago vacation so much better — Chicago vacation homes and hotels that put you right in the middle of the action, like cosmopolitan hotel suites and penthouses on the Gold Coast. Prefer nature and trees over city skyscrapers? Cozy log cabin rentals await in nearby state parks.