Discover a selection of 500 vacation rentals in Near West Side, 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 WiFi. Prices start at $88 per night, and condos and studios are popular options for a stay in Near West Side. Either way, you'll find a rental for everyone's needs.
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Destination guide

The exciting city of Near West Side awaits you

Enjoy the area's art galleries, live music and museums and make a vacation rental your home during your stay in Near West Side. Travelers like the skyscrapers, theaters and architecture in this cosmopolitan and scenic city. Willis Tower and Skydeck Ledge are just a couple of the must-sees in the area. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities

Activities and attractions in Near West Side

Are you hoping to find attractions to see in the city? Venture out of your cozy vacation rental and experience everything that Near West Side has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Skydeck Ledge (1.5 mi / 2.4 km)
  • John G. Shedd Aquarium (2.6 mi / 4.2 km)
  • Adler Planetarium and Astronomy Museum (2.9 mi / 4.7 km)
  • Navy Pier (3 mi / 4.8 km)
  • Lincoln Park Zoo (3.6 mi / 5.8 km)
  • Brookfield Zoo (9.1 mi / 14.7 km)
Natural features

Exploring the natural features in Near West Side

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Near West Side is a great place to spend some time outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Millennium Park (2.1 mi / 3.4 km)
  • Grant Park (2.2 mi / 3.6 km)
  • Lincoln Park (5.4 mi / 8.7 km)
  • Addams/Medill Park (0.7 mi / 1.1 km)
  • Union Park (0.7 mi / 1.1 km)
  • Douglas Park (1.9 mi / 3.1 km)
How to get there

Transportation options to and around Near West Side

Fly into Chicago, IL (MDW-Midway Intl.), the closest airport, located 7.1 mi (11.5 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Chicago, IL (ORD-O'Hare Intl.), which is 14.3 mi (23 km) away.

If you'd rather travel by train, make your way to Chicago Union Station or Chicago Halsted Station and explore the city from there. It's easy to get around Near West Side by catching a ride on the metro at Polk Station, Racine Station or Illinois Medical District Station.

How many vacation rentals are available around Near West Side, Chicago?

Our 2021 property listings offer a large selection of 500 vacation rentals around Near West Side. From 457 condo and apartment rentals to 426 studio vacation rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Condos/Apartments in Near West Side?

Yes, of course. Vrbo has 457 Condos/Apartments in Near West Side. Our other popular types of vacation rentals in Near West Side include:

  • Studios: 426 rentals available
  • Houses: 24 rentals available
  • Hotels: 6 rentals available

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

Can I find a vacation rental with pool in Near West Side?

Yes, you can select your preferred vacation rental with pool among our 99 vacation rentals with pool available in Near West Side. Please use our search bar to access the selection of vacation rentals available.