Chicago: Vacation Rental By Owner

Hyde Park is home to the University of Chicago, the kind of place where they discover the universe is expanding. Expand your own cultural universe when you stay... ...more

When you stay at this spacious top-floor three-bedroom suite in Wicker Park, you’ll be the guest of permanent residents Bill Murray and John Oliver—or their... ...more

Studio living doesn’t have to be the cramped yet sparse nightmare of your younger years: this hip, modern unit manages to pack every amenity and home comfort you... ...more

If you’re a science buff, this is the perfect spot for you—just a four-minute walk from the Museum of Science and Industry. Catch a few exhibits at the Museum,... ...more

Crisp and clean, this Ravenswood one-bedroom has a luxurious queen bed, full kitchen, tons of natural light, and a pretty serious leather chair. In fact, it’s... ...more

This simple, modern one bedroom Hyde Park suite has a lot going for it: luxurious queen bed, full kitchen, spacious living area, and even a work corner and desk.... ...more

When it comes to simple comfort, this place has everything you need. Minimalist decor, retro kitchen, and classy furnishings keep this no-nonsense spot modern and... ...more

Get cozy with a stay at this welcoming two bedroom suite in Hyde Park. Decorated in soft earth-tones and neutrals, this suite boasts hardwood flooring, updated... ...more

A sense of glamour pervades this South Loop suite with a magnificent view of the Chicago skyline. Polished with art deco flair, this one-bedroom loft possesses... ...more

This is acute place to stay that appeals to anyone. Triangulate your position in one of Chicago’s hottest neighborhoods with this... ...more

This spacious one-bedroom home includes a full kitchen, one bathroom, and marble stoned bathroom. Enjoy extra lounge space in the large bedroom, luxury fixtures,... ...more

Just a long line drive and outfielder’s throw away from fabled Wrigley Field (home of the Chicago Cubs, doncha know?) this home away from home (plate) has all the... ...more

Steep yourself in city luxury with this suite located in the South Loop. With high ceilings, granite countertops, a private balcony, and even a rooftop pool, this... ...more

Enjoy green space galore with this apartment! Overlooking Jackson Park, a 600-acre green space that borders Lake Michigan and provides city-dwellers with a... ...more

You’ve had some bright ideas in your time, but securing this airy, spacious three-bedroom unit in Lakeview is sure to rank as one of the more luminous bulbs ever... ...more

Views galore! This cozy corner 2-bedroom apartment features a beautiful panoramic view of all Hyde Park has to offer. Take full advantage of a spacious living... ...more

Seeking city views from the comfort of a Chicago apartment? Look no further than this lavish corner suite. With an abundance of natural lighting, bold leather... ...more

Welcome to Chicago, home of the World Series Champs, the Cubs. Our 1BR/1BA condo is a perfect place to stay on any Chicago getaway, whether business or vacation.... ...more

Beautifully furnished Three Bedroom, Two Bath. Walking distance from the lakefront, and a short bus ride to Michigan Avenue. First Floor Condominium Unit, New... ...more

NEW as of 3-18-2019 - La Buena Vida was designed for you to enjoy. Located just 1/2 block from Lake Shore Drive and the best beach scene on Lake Michigan in... ...more