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 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?

Our 2020 vacation rental listings offer a large selection of 497 house rentals around Near West Side. From 26 Houses to 462 Condos/Apartments, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Near West Side is on HomeAway.

What is the best area to stay when travelling to Near West Side?

Whether you're travelling 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 Near West Side:

  • Chicago Loop: 626 vacation rentals
  • Magnificent Mile: 569 vacation rentals
  • Grand Crossing: 17 vacation rentals
  • North Center: 203 vacation rentals
  • Gold Coast: 203 vacation rentals

For other neighbourhoods, 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 travelling to Near West Side?

HomeAway offers a large selection of lodging choices near lovely places in Near West Side. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • UIC Pavilion: 1,739 home rentals
  • Batcolumn: 1,736 home rentals
  • Union Station: 1,736 home rentals
  • Western Station (Forest Park Branch): 1,744 home rentals
  • Illinois Medical District Station: 1,741 home rentals

But there are many other points of interest around Near West Side 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 Houses in Near West Side?

Yes, of course. HomeAway has 26 Houses in Near West Side. Our other popular types of vacation rentals in Near West Side include:

  • Condos/Apartments: 462 lodging choices
  • Townhouses: 2 lodging choices
  • Studios: 415 lodging choices

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

Yes, you can select your preferred vacation rental with pool among our 158 vacation homes with pool available in Near West Side.

    Explore destinations around Near West Side

    Elmwood Park
    1,268 vacation rentals
    Homer Glen
    24 vacation rentals
    1,228 vacation rentals
    Oak Park
    1,538 vacation rentals
    Oak Lawn
    164 vacation rentals
    369 vacation rentals
    1,003 vacation rentals
    107 vacation rentals
    75 vacation rentals
    Bedford Park
    627 vacation rentals
    Wood Dale
    85 vacation rentals
    Evergreen Park
    215 vacation rentals
    Downers Grove Township
    124 vacation rentals
    Orland Park
    29 vacation rentals
    Buffalo Grove
    71 vacation rentals
    78 vacation rentals
    490 vacation rentals
    Forest View
    1,213 vacation rentals
    Arlington Heights
    86 vacation rentals
    Highland Park
    63 vacation rentals