Where to stay around Westchester, IL?

Our 2018 property listings offer a large selection of 194 vacation rentals near Westchester. From 76 Condos/Apartments to 72 Hotels, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Westchester for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Westchester?

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 Westchester:

  • Bronzeville: 52 vacation rentals
  • Chicago Loop: 646 vacation rentals
  • Wicker Park: 486 vacation rentals
  • Old Town: 225 vacation rentals
  • Tri-Taylor: 15 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 Westchester?

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

  • Four Lakes Alpine Snowsports: 246 vacation rentals
  • Illinois Holocaust Museum and Education Center: 2,222 vacation rentals
  • Saint Joseph Hospital: 2,116 vacation rentals
  • Six Corners: 2,527 vacation rentals
  • Alexian Brothers Medical Center: 896 vacation rentals

But there are many other points of interest around Westchester 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 Westchester?

Yes, of course. VRBO has 76 Condos/Apartments in Westchester. Our other popular types of vacation rentals in Westchester include:

  • Hotels: 72 rentals available
  • Studios: 68 rentals available
  • Houses: 37 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 Westchester?

Yes, you can select your prefered vacation rental with pool among our 63 vacation rentals with pool available in Westchester. Please use our search bar to access the selection of vacation rentals available.

    Why people love visiting charming Westchester

    Experience the unique character of Westchester with a stay in a vacation home rental. Well-liked for its basketball games, shopping and restaurants, this city is both romantic and welcoming. Willis Tower and Skydeck Ledge are just a couple of the must-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

    Activities and attractions in and around Westchester

    Are you hoping to discover attractions to visit during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Westchester has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

    • Skydeck Ledge (13.5 mi / 21.8 km)
    • Brookfield Zoo (3.3 mi / 5.4 km)
    • Lincoln Park Zoo (14.4 mi / 23.2 km)
    • John G. Shedd Aquarium (14.5 mi / 23.4 km)
    • Adler Planetarium and Astronomy Museum (14.9 mi / 23.9 km)
    • Navy Pier (15 mi / 24.1 km)

    Exploring the natural features in Westchester

    Whether you're an active traveler or just want to appreciate the scenery, Westchester is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

    • Millennium Park (14.1 mi / 22.7 km)
    • Grant Park (14.2 mi / 22.9 km)
    • Lincoln Park (14.8 mi / 23.8 km)
    • York Woods County Forest Preserve (1.9 mi / 3.1 km)
    • Stevenson Park (2.6 mi / 4.2 km)
    • Ty Warner Park (4.5 mi / 7.2 km)