Discover a selection of 315 vacation rentals in South Loop, Chicago that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and parking. Prices start at $92 per night, and condos and houses are popular options for a stay in South Loop. Either way, you'll find a rental for everyone's needs.
Destination guide

Exciting South Loop will entice you

The area's museums and architecture are just a few of the reasons to vacation in South Loop. This city is cosmopolitan and scenic, recognized for its lake, restaurants and shopping. Take in top local attractions like McCormick Place and Soldier Field. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.


Activities and attractions in and around South Loop

Do you want to discover attractions to visit in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes South Loop a fun place to get away. 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 (1.4 mi / 2.3 km)
  • John G. Shedd Aquarium (0.5 mi / 0.8 km)
  • Adler Planetarium and Astronomy Museum (0.7 mi / 1.2 km)
  • Navy Pier (2.1 mi / 3.4 km)
  • Lincoln Park Zoo (4.1 mi / 6.6 km)
  • Brookfield Zoo (11.1 mi / 17.9 km)
Natural features

Exploring the natural features in South Loop

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

  • Millennium Park (1.4 mi / 2.3 km)
  • Grant Park (0.8 mi / 1.3 km)
  • Lincoln Park (6.2 mi / 10 km)
  • Northerly Island Park (0.6 mi / 1 km)
  • Northerly Island (0.6 mi / 1 km)
  • Lakefront Trail (1.7 mi / 2.7 km)
How to get there

Transportation options to and around South Loop

Fly into Chicago, IL (MDW-Midway Intl.), the closest airport, located 8 mi (12.9 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Chicago, IL (ORD-O'Hare Intl.), which is 16.7 mi (26.8 km) away.

If you're traveling by train, Chicago 18th Street Station, Chicago Museum Campus-11th Street Station and Chicago McCormick Place Station are the main stations that serve the city. Walk to nearby metro transportation at Roosevelt Station or Harrison Station to see more of the city.

How many vacation rentals are available around South Loop, Chicago?

Our 2020 property listings offer a large selection of 315 vacation rentals around South Loop. From 299 condo and apartment rentals to 4 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to South 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 South Loop:

  • Near North Side: 549 vacation rentals
  • The Loop: 603 vacation rentals
  • West Town: 527 vacation rentals
  • Lakeview: 264 vacation rentals
  • Lincoln Park: 531 vacation rentals

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

What are the popular point of interests near where I can stay when traveling to South Loop?

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

  • Soldier Field: 1,437 vacation rentals
  • Adler Planetarium and Astronomy Museum: 1,408 vacation rentals
  • John G. Shedd Aquarium: 1,438 vacation rentals
  • Northerly Island Park: 1,441 vacation rentals
  • Field Museum of Natural History: 1,438 vacation rentals

But there are many other points of interest around South Loop listed on Vrbo 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 South Loop?

Yes, of course. Vrbo has 299 Condos/Apartments in South Loop. Our other popular types of vacation rentals in South Loop include:

  • Houses: 4 rentals available
  • Studios: 285 rentals available
  • Hotels: 5 rentals available

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

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

Yes, you can select your preferred vacation rental with pool among our 103 vacation rentals with pool available in South Loop. Please use our search bar to access the selection of vacation rentals available.

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