Discover a selection of 500 holiday home rentals in West Town, Chicago that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and parking. Prices start at AU$ 130 per night, and flats & apartments and holiday houses are popular options for a stay in West Town. Either way, you'll find holiday accommodation for everyone's needs.
Destination guide

The vibrant area of West Town awaits your stay

Enjoy the area's art galleries, museums and live music with a rental holiday home in West Town. This cosmopolitan and scenic city is well known for its cycling, theatres and cathedral. Willis Tower and Skydeck Ledge are just a couple of the must-see attractions in the area. If you're looking for accommodation options with space to entertain friends and family, Stayz has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.


Activities and attractions in West Town

Are you looking for attractions to see in the area? Venture out of your cosy holiday rental and experience everything that makes West Town a one-of-a-kind holiday spot. 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 (2.6 mi / 4.2 km)
  • Lincoln Park Zoo (2.7 mi / 4.3 km)
  • Navy Pier (3.5 mi / 5.6 km)
  • John G. Shedd Aquarium (4 mi / 6.5 km)
  • Adler Planetarium and Astronomy Museum (4.3 mi / 6.9 km)
  • Brookfield Zoo (9.3 mi / 14.9 km)
Natural highlights

Exploring the natural landscape of West Town

Whether you're looking for adventure or just want to take in the scenery, West Town is a great place to get out in nature. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Millennium Park (3 mi / 4.8 km)
  • Grant Park (3.5 mi / 5.6 km)
  • Lincoln Park (3.8 mi / 6.2 km)
  • Union Park (1.3 mi / 2.1 km)
  • Humboldt Park (1.3 mi / 2.2 km)
  • Garfield Park Conservatory (2.3 mi / 3.7 km)
How to get there

Transport options to and around West Town

Fly into Chicago, IL (MDW-Midway Intl.), the closest airport, located 8.5 mi (13.6 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 12.9 mi (20.7 km) away.

If you'd rather travel by train, the main station is Chicago Western Avenue Station. It's easy to get around West Town by catching a ride on the metro at Division Station, Damen Station or Chicago Station.

How many holiday accommodation are available around West Town?

Our 2020 accommodation listings offer a large selection of 510 holiday rentals around West Town. From 377 flats & apartments to 73 holiday houses, 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 West Town is on Stayz.

What is the best area to stay when travelling to West Town?

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 West Town:

  • The Loop: 610 holiday homes
  • West Loop: 570 holiday homes
  • Logan Square: 279 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 West Town?

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

  • Chicago Western Avenue Station (Milwaukee District-West): 1,373 holiday rentals
  • Redmoon Theater: 1,344 holiday rentals
  • Grand Station (Blue Line): 1,337 holiday rentals
  • Touch of Jane Addams: 1,361 holiday rentals
  • Ukrainian National Museum: 1,371 holiday rentals

But there are many other points of interest around West Town 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 Condos/Apartments in West Town?

Yes, of course. Stayz offers 377 Condos/Apartments in West Town. Our other popular types of West Town holiday rentals include:

  • Houses: 73 holiday houses
  • Studios: 372 holiday houses
  • Townhouses: 9 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 West Town?

Yes, you can select your preferred holiday accommodation with pool among our 116 holiday homes with pool available in West Town. Please use our search bar to access the selection of holiday rentals available.

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