Crestwood, Chicago holiday accommodation: short-term house rentals & properties

Scroll through and select from holiday rentals in Crestwood to find one that's perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for spending time at your holiday home, which might include a garden and hot tub. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find the best place to stay - Crestwood

Beverly Place - 4BR/4BA Luxury!

Sleeps 10 · 4 bedrooms · 4 bathrooms

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Why people love visiting friendly Crestwood

Enjoy the entertainment and other features of Crestwood. This welcoming and romantic city entices travellers with its restaurants and shopping. McCormick Place and Soldier Field are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Crestwood

Are you hoping to discover top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Crestwood a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Ravisloe Country Club (8.1 mi / 13.1 km)
Coyote Run Golf Course (8.4 mi / 13.5 km)
Harborside International Golf Center (8.4 mi / 13.5 km)
Orland Park Sportsplex (8.5 mi / 13.6 km)
Cog Hill Golf & Country Club (10.3 mi / 16.6 km)
Galloping Ghost (12 mi / 19.3 km)

Exploring the natural features in Crestwood

Whether you're an active traveller or just want to spend some time taking in the scenery, Crestwood is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

Centennial Park (7.1 mi / 11.5 km)
Abbott Park (7.9 mi / 12.6 km)
Midway Plaisance (11.6 mi / 18.6 km)
Washington Park (11.8 mi / 19 km)
Jackson Park (12.1 mi / 19.4 km)
Calumet Park (12.2 mi / 19.7 km)

Transport to and around Crestwood

The nearest airport is in Chicago Midway Airport (MDW), located 8.8 mi (14.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Chicago O'Hare International Airport (ORD), which is 23.2 mi (37.3 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Crestwood?

The average price for a holiday home in Crestwood is based on several factors, including length of stay, property type and season. Whether you're searching for a sprawling villa with space for the whole family or a cosy cabin for just you and the kids, just enter your travel dates to discover stays with terrific value.

How much does it cost to rent a beach house in Crestwood?

Prices for beach houses in Crestwood will vary depending on the size and type of the property and time of year you're travelling. All you need to do is enter your travel dates into Stayz and how many guests to view your options and prices. From there you can use the filters to refine your search by amenities, ratings, nearby activities and more.

What are the top attractions for families in Crestwood?

Keep your kids entertained at these leading family-friendly attractions in Crestwood:

Midwest Carvers Museum
Childrens Museum of Oak Lawn
PGN Jump N Fun Entertainment

How old do you have to be to rent a holiday home in Crestwood?

The minimum age requirements can differ across properties on Stayz, so be sure to look at the rules of the holiday home in Crestwood you want. But usually, it's 16, 18 or 21.

How long can I rent a holiday home in Crestwood for?

The amount of time you can stay in a Crestwood holiday home for varies depending on the property. Simply enter your dates of travel to find available options offering longer term stays. They come with everything you need to make your extended trip more enjoyable and convenient, such as laundries and air conditioning. Some holiday homes may also offer weekly or monthly discounts, so you can have a longer stay for less.