Discover a selection of 75 vacation rentals in Orland Park, IL 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 swimming pools and private pools. Prices start at $70 per night, and houses and condos are popular options for a stay in Orland Park. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Orland Park
Destination guide

Get a Chicago pad with a difference in Orland Park

Just a 30-minute drive down the freeways from the Loop and Little Italy, bustling Chinatown and the pretty gardens that line Lake Michigan, Orland Park offers a green and leafy base in the Windy City. Its streets are well pruned and wide, fringed with homes on the National Register of Historic Places and interspersed with recreational lakes. Hardy Irish pubs can be found in nearby Beverly, while nature preserves cling to the courses of the babbling Des Plaines River. This diverse landscape makes Orland Park vacation rentals a quiet and peaceful option on the edge of this great Midwestern metropolis.

Things to do

Orland Park offers Chicago from a different angle

Orland Park vacation rentals are a ticket to the enjoyments of Chicago's south side. Just a short drive from your doorstep, you could be hopping between the Irish pubs of Beverly or exploring the rooms of the stone-faced Givens Castle, all steeped in spine-tingling ghost tales and Gaelic history. This area is also home to the acclaimed Beverly Arts Center of Chicago, which hosts regular touring exhibits, filmmaking workshops, visual arts installations, theater troupes, festive Christmas events and local live music acts – the list goes on.


Get outside in Orland Park

A winter jaunt to stay at one of many Orland Park vacation rentals is certainly doable – just be ready to wrap up warm and wade through some snowdrifts in the local parks. That's the reason most folk head this way in the summertime, usually between May and August. This is when the temperature climbs to the mid-70s most days, and when the green spaces and nature preserves are at their best. April and late September are good alternative options if you're looking to save a few dollars on your stay.

Natural features

Refreshing greenery in Orland Park

Orland Park is known as one of the greenest corners of the Windy City. The Orland Grove Forest Preserve sits right at its heart, home to the wading birds and wetlands of the wide McGinnis Slough. The Tampier Slough Woods are also close by, offering boating lakes and isolated fishing spots between their lawns and oaks. Keep going north and you'll eventually reach the Des Plaines River, fringed with floodplain forests and pockets of sugar maples that come alive with wildflowers every spring.

How to get there

Transportation to and around Orland Park

Fly into Chicago O'Hare Intl. Airport (ORD), the closest airport, located 24.1 mi (38.8 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Chicago Midway Airport (MDW), which is 12.4 mi (19.9 km) away.

If you're traveling by train, Orland Park 143rd Street Station, Orland Park 153rd Street Station and Orland Park 179th Street Station are the main stations in the city.

How many vacation rentals are available around Orland Park, IL?

Our 2022 property listings offer a large selection of 75 vacation rentals around Orland Park. From 34 house rentals to 10 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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

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

  • Orland Park 143rd Street Station: 450 vacation rentals
  • Orland Park 179th Street Station: 126 vacation rentals
  • Orland Park Sportsplex: 180 vacation rentals
  • Centennial Park Aquatic Center: 258 vacation rentals
  • Space Golf: 311 vacation rentals

But there are many other points of interest around Orland Park 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 Orland Park?

Yes, of course. Vrbo has 34 Houses in Orland Park. Our other popular types of vacation rentals in Orland Park include:

  • Condos/Apartments: 10 rentals available
  • Townhouses: 2 rentals available
  • Studios: 4 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cabins and more.

Can I find a vacation rental with pool in Orland Park?

Yes, you can select your preferred vacation rental with pool among our 34 vacation rentals with pool available in Orland Park. Please use our search bar to access the selection of vacation rentals available.