Destination guide

The friendly area of Crestwood awaits your stay

Enjoy the entertainment and other features of Crestwood. This welcoming and romantic city entices travelers with its restaurants and shopping. McCormick Place and Hollywood Casino Amphitheatre 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 Crestwood

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

  • Brookfield Zoo (14 mi / 22.5 km)
  • Water's Edge Golf Club (4 mi / 6.4 km)
  • Childrens Museum of Oak Lawn (5.1 mi / 8.3 km)
  • Ravisloe Country Club (6.8 mi / 11 km)
  • Centennial Park Aquatic Center (7 mi / 11.2 km)
  • Coyote Run Golf Course (7.1 mi / 11.5 km)
Natural features

Exploring the natural features in Crestwood

Whether you're an active traveler or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Crestwood. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Gaelic Park (2.2 mi / 3.5 km)
  • Oak Hill Park (5.5 mi / 8.8 km)
  • Centennial Park (7.2 mi / 11.6 km)
  • Veterans Memorial Park (7.5 mi / 12.1 km)
  • Marquette Park (8.7 mi / 14 km)
  • Auburn Park (9.1 mi / 14.7 km)
How to get there

Traveling to and around Crestwood

The nearest airport is in Chicago, IL (MDW-Midway Intl.), located 9.9 mi (15.9 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Chicago, IL (ORD-O'Hare Intl.), which is 24.4 mi (39.3 km) away.

Where to stay around Crestwood, IL?

Our 2019 property listings offer a large selection of 23 vacation rentals near Crestwood. From 10 house rentals to 11 condo and apartment rentals, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Crestwood for a holiday or a weekend are on Vrbo.

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

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 Crestwood:

  • Chicago Loop: 751 vacation rentals
  • Lincoln Park: 658 vacation rentals
  • River North: 496 vacation rentals
  • Magnificent Mile: 552 vacation rentals
  • Wicker Park: 658 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 Crestwood?

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

  • Grant Park: 1,251 vacation rentals
  • Chicago Water Tower: 1,628 vacation rentals
  • McCormick Place: 1,373 vacation rentals
  • Navy Pier: 1,167 vacation rentals
  • Soldier Field: 1,626 vacation rentals

But there are many other points of interest around Crestwood 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 Houses in Crestwood?

Yes, of course. Vrbo has 10 Houses in Crestwood. Our other popular types of vacation rentals in Crestwood include:

  • Condos/Apartments: 11 rentals available
  • Townhouses: 2 rentals available
  • Studios: 9 rentals available

Can I find a vacation rental with internet/wifi in Crestwood?

Yes, you can select your preferred vacation rental with internet/wifi among our 20 vacation rentals with internet/wifi available in Crestwood. Please use our search bar to access the selection of vacation rentals available.

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