Discover a selection of 1,000 holiday rentals in The Loop that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and internet/WiFi. Prices start at £ 178 per night, and flats & apartments and studios are popular options for a stay in The Loop. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — The Loop
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Destination guide

Head to the vibrant city of The Loop

Come and experience The Loop and its architecture, museums and art galleries. Travellers to this cosmopolitan city praise the theatres, 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 holiday, a trip with friends or a romantic retreat, Vrbo has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities

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 cosy holiday 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 centre:

  • 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 centre:

  • 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

Transport 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 centre. 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 travelling 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.

Can I find a vacation rental around The Loop?

Yes, our 2021 property listings offer a large selection of 838 vacation rentals near The Loop. From 779 flats & apartments to 708 studios, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near The Loop for a holiday or a weekend are on Vrbo.