Chicago Vacation Homes for the 2016 Olympics

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Friday is the grand reveal for the host city of the 2016 Summer Olympics, and to call it early, I’m going to say Chicago.

Disclaimer: The author of Check-In, Check-Out is a full-time, almost decade-long resident of the Windy City, and damn proud of it.

Why wouldn’t I want to show off my adopted hometown?

While the games are years off, it’s a sure bet that Chicago vacation rentals will play a big part of housing. In fact, I predict a rush on Chicago vacation condos suddenly populating this site and others, thanks to folks seeking their piece of the rings. Travelers shouldn’t be discouraged if they don’t land a room downtown–our neighborhoods along the glorious Lake Michigan coastline are our best-kept secrets, brimming with any kind of ethnic food you could ever want, legendary sports teams and funky shops.

Wrigleyville. Edgewater. Hyde Park.

Ever heard of it? It’s a certain president’s former zip code.

And he’ll be in Copenhagen to lead the charge. Here’s hoping for gold tomorrow.

Posted in All-season rentals, Family vacation spots, Midwest vacations

About Valerie

Valerie Moloney is your resident blogger and the Expansion Markets Editor for, who oddly enough, feels panicked when asked, "What's the best place to eat in Chicago?" or her favorite, "It's my birthday. Where should we go with a party of six?" No stranger to travel--and traveling with kids--she is a young mom who ODs on the Internet when it comes to planning family trips or buying clothes. Here's hoping she finds you the vacation you deserve.

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