Destination guide

Head to the exciting city of The Loop

Come and experience The Loop and its architecture, museums and art galleries. Travelers to this cosmopolitan city praise the theaters, entertainment and shopping. For a bit of culture, visit Chicago Cultural Center, Ford Center for the Performing Arts Oriental Theatre or Chicago Theatre. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.


Activities and attractions in The Loop

Do you want to find top things to see and do while you're in the area? Venture out of your cozy vacation rental and check out everything that The Loop has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Skydeck Ledge (0.5 mi / 0.8 km)
  • John G. Shedd Aquarium (1 mi / 1.6 km)
  • Navy Pier (1.2 mi / 1.9 km)
  • Adler Planetarium and Astronomy Museum (1.2 mi / 2 km)
  • Lincoln Park Zoo (2.9 mi / 4.7 km)
  • Brookfield Zoo (11.1 mi / 17.9 km)
Natural features

Exploring the natural landscape of The Loop

Whether you're looking for fun outdoor activities or just want to take in the scenery, The Loop is a great place to get outside. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city center:

  • Millennium Park (0.3 mi / 0.4 km)
  • Grant Park (0.4 mi / 0.7 km)
  • Lincoln Park (5 mi / 8.1 km)
  • Chicago Riverwalk (0.6 mi / 1 km)
  • Ohio Street Beach (1.2 mi / 2 km)
  • Northerly Island Park (1.3 mi / 2.1 km)
How to get there

Transportation options to and around The Loop

Fly into Chicago, IL (MDW-Midway Intl.), the closest airport, located 8.6 mi (13.9 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Chicago, IL (ORD-O'Hare Intl.), which is 15.9 mi (25.6 km) away.

If you're traveling by train, Chicago Van Buren Street Station, Millennium Station and Chicago Museum Campus-11th Street Station are the main stations that serve the city. It's easy to get around The Loop by jumping on the metro at Adams-Wabash Station, Jackson Station or Harold Washington Library Station.

Where to stay around Chicago Loop?

Our 2019 property listings offer a large selection of 742 vacation rentals near Chicago Loop. From 665 Condos/Apartments to 61 Houses, 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: 405 vacation rentals
  • Lincoln Park: 654 vacation rentals
  • River North: 490 vacation rentals
  • Magnificent Mile: 545 vacation rentals
  • Wicker Park: 675 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:

  • Grant Park: 1,264 vacation rentals
  • Millennium Park: 1,231 vacation rentals
  • Chicago Theater: 1,659 vacation rentals
  • 311 S Wacker Dr: 1,661 vacation rentals
  • Art Institute of Chicago: 1,661 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 665 Condos/Apartments in Chicago Loop. Our other popular types of vacation rentals in Chicago Loop include:

  • Houses: 61 rentals available
  • Townhouses: 5 rentals available
  • Studios: 556 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Hotels 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 117 vacation rentals with pool available in Chicago Loop. Please use our search bar to access the selection of vacation rentals available.

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