Where to stay around Chicago Loop?

Our 2019 property listings offer a large selection of 490 vacation rentals near Chicago Loop. From 431 Condos/Apartments to 333 Studios, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Chicago Loop for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Chicago Loop?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Chicago Loop:

  • Wrigleyville: 332 vacation rentals
  • Wicker Park: 585 vacation rentals
  • Lakeview: 306 vacation rentals
  • Gold Coast: 204 vacation rentals
  • South Loop: 95 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Chicago Loop?

HomeAway offers a large selection of vacation rentals near lovely places in Chicago Loop. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Millennium Park: 1,263 vacation rentals
  • Michigan Avenue: 2,298 vacation rentals
  • Grant Park: 1,294 vacation rentals
  • 311 S Wacker Dr: 2,317 vacation rentals
  • Chicago Theater: 2,302 vacation rentals

But there are many other points of interest around Chicago Loop listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Condos/Apartments in Chicago Loop?

Yes, of course. HomeAway has 431 Condos/Apartments in Chicago Loop. Our other popular types of vacation rentals in Chicago Loop include:

  • Studios: 333 rentals available
  • Houses: 47 rentals available
  • Townhouses: 6 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Guest houses and more.

Can I find a vacation rental with pool in Chicago Loop?

Yes, you can select your preferred vacation rental with pool among our 70 vacation rentals with pool available in Chicago Loop. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around Chicago Loop

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    247 vacation rentals
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    88 vacation rentals
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    46 vacation rentals
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    115 vacation rentals
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    60 vacation rentals
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    602 vacation rentals
    Deerfield
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    Park Ridge
    542 vacation rentals