Discover a selection of 347 vacation rentals in West Town, 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 parking and kitchens. Prices start at $99 per night, and condos and houses are popular options for a stay in West Town. Either way, you'll find a rental for everyone's needs.
Destination guide

The exciting area of West Town awaits your stay

Enjoy the area's art galleries, museums and live music and make a vacation rental your home during your stay in West Town. This cosmopolitan and scenic city is known for its biking, theaters and cathedral. Willis Tower and Skydeck Ledge are just a couple of the must-sees in the area. If you're looking for accommodations with space to entertain friends and family, HomeAway 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 cozy vacation rental and experience everything that makes West Town a one-of-a-kind vacation spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • 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 features

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 center:

  • 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

Transportation 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 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 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 vacation rentals are available around West Town, Chicago?

Our 2020 property listings offer a large selection of 347 vacation rentals around West Town. From 254 condo and apartment rentals to 59 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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

Whether you're traveling 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 West Town:

  • Near North Side: 253 vacation rentals
  • Chicago Loop: 249 vacation rentals
  • Lake View: 204 vacation rentals
  • Lincoln Park: 355 vacation rentals
  • Logan Square: 257 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to West Town?

Vrbo offers a large selection of vacation rentals near lovely places in West Town. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Chicago Western Avenue Station (Milwaukee District-West): 1,155 vacation rentals
  • Ukrainian National Museum: 1,154 vacation rentals
  • Saints Volodymyr & Olha Church: 1,154 vacation rentals
  • Institute of Puerto Rican Arts and Culture: 1,172 vacation rentals
  • Holy Innocents Church: 1,138 vacation rentals

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

Yes, of course. Vrbo has 254 Condos/Apartments in West Town. Our other popular types of vacation rentals in West Town include:

  • Houses: 59 rentals available
  • Studios: 201 rentals available
  • Hotels: 3 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 West Town?

Yes, you can select your preferred vacation rental with pool among our 87 vacation rentals with pool available in West Town. Please use our search bar to access the selection of vacation rentals available.

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