Near West Side, Chicago holiday accommodation from AU$ 118/night

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Find the best place to stay — Near West Side

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Search 424 holiday rentals

Stayed Oct 2020

Fun loft space in West Loop, Chicago

This was an interesting loft property in a great neighborhood (West Loop). Beds were very comfortable. The decor is minimalist and could perhaps use some more comfortable seating in the living room area. Due to COVID we ate in several times and could...

Stayed Oct 2020

Great location! Cool vibe!

This property was in a great location in Fulton Market and had such a cool vibe within the unit. The windows surrounding the walls brought in great natural lighting and the common area (kitchen, living room) is huge!! Super clean and organized when w...

Stayed Oct 2020

Girls Trip 2.0

Although its COVID and it was possibly the first frost of the season; Chicago nor this little home away from home did not disappoint! The indoor games, the amazing window views, streaming options and logistical convenience to many of then city’s tour...

Stayed Oct 2020

Beautiful home!

Myself and 11 other girls stayed at this property for a birthday celebration in Chicago and it was the perfect house! The home was clean, spacious, and the perfect vibe for our girls weekend. Cute outdoor seating area, lots of natural lighting, beaut...

Stayed Oct 2020

Awesome neighborhood

The neighborhood was great! We enjoyed walking around, even Chicago Riverwalk was 20-25 minutes walking from the apartment. The place had all we needed it for a two weeks stayed. The host was always available and we communicated very easily. Overall ...

Stayed Oct 2020

Awesome apartment

We with our friends picked this apartment for our fall break vacation and we made a right choice. It is clean large apartment, with comfortable bedrooms, cozy living room with a good view, fully equipped kitchen (special thanks for a coffee machine a...

Stayed Aug 2020

DePaul University Visit

Top drawer rating! My two sons and I enjoyed this vrbo experience. We were in town, mainly, to “visit” DePaul and look for apartment options for the older son/grad student. We also enjoyed some of Chicago’s tourist experiences~~ e.g., bike riding in...

Stayed Jun 2020

Urban Glamour Right On!

Eclectic and charming flat in a great neighborhood. All your needs from cooking to bath are at your disposal. Property Manager Uyshica right on. Upon arrival there was an apparent problem with the Hvac which she relayed to me upon my arrival at O'Har...

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Destination guide

The vibrant city of Near West Side awaits you

Enjoy the area's art galleries, live music and museums with a rental holiday home in Near West Side. Travellers especially like the skyscrapers, theatres and architecture in this cosmopolitan and scenic city. Willis Tower and Skydeck Ledge are just a couple of the must-see attractions in the area. A holiday 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 cosy holiday 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 centre:

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 highlights

Exploring the natural features in Near West Side

Whether you're an adventurous traveller 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 centre:

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

Transport 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 centre. 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 holiday accommodation are available around Near West Side?

Our 2020 accommodation listings offer a large selection of 424 holiday rentals around Near West Side. From 21 holiday houses to 382 flats & apartments, find unique holiday homes 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 Stayz.

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

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday rentals for a long holiday or just a weekend break in Near West Side:

The Loop: 611 holiday homes
West Loop: 571 holiday homes
Logan Square: 280 holiday homes
Near South Side: 671 holiday homes
Printers Row: 285 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday homes available.

What are the most popular points of interest and landmarks to stay near when travelling to Near West Side?

Stayz offers a large selection of holiday homes near great places in Near West Side. From Stayz travellers, the most popular points of interest to stay near are:

Polk Station (Pink Line): 1,346 holiday rentals
Rush University Medical Center: 1,369 holiday rentals
Harvey Community Center: 572 holiday rentals
311 S Wacker Dr: 1,364 holiday rentals
Wrigley Building: 1,362 holiday rentals

But there are many other points of interest around Near West Side listed on Stayz where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Near West Side?

Yes, of course. Stayz offers 21 Houses in Near West Side. Our other popular types of Near West Side holiday rentals include:

Condos/Apartments: 382 holiday houses
Studios: 365 holiday houses
Townhouses: 4 holiday houses

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

Can I find a holiday accommodation with pool in Near West Side?

Yes, you can select your preferred holiday accommodation with pool among our 148 holiday homes with pool available in Near West Side. Please use our search bar to access the selection of holiday rentals available.