Orland Park Holiday Rentals

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Holiday Rentals in Orland Park

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (959)
"Great location and cleanliness of rooms. Staff was extremely helpful "
Amy
The price is AU$290
includes taxes & fees
10 Nov - 11 Nov
Sentral Michigan Avenue
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (566)
"Very great place to stay!"
Edwin
Kasa Magnificent Mile Chicago
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
3.5 star property
8.0 out of 10, Very good, (385)
"Great stay!"
Joe
The price is AU$198
includes taxes & fees
2 Nov - 3 Nov
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Sonder by Marriott Bonvoy The Burnham Apartments Loop
3.5 star property
8.8 out of 10, Excellent, (240)
"Great stay. "
Teresa
The price is AU$244
includes taxes & fees
2 Nov - 3 Nov
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
3.5 star property
8.6 out of 10, Excellent, (689)
"Location was nice."
Juliet
The price is AU$244
includes taxes & fees
2 Nov - 3 Nov
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (363)
"An excellent place to stay in Chicago downtown."
ABDULHAFEEZ
Kasa South Loop Chicago
The Neighborhood Hotel-Little Italy
4.0 star property
9.6 out of 10, Exceptional, (211)
"Perfect location and area was wonderful."
Thomas
The Neighborhood Hotel-Little Italy
Sonder by Marriott Bonvoy The Opal Apartments River North
3.5 star property
8.4 out of 10, Very good, (53)
"Place was in a great location close to good restaurants "
Charles
The price is AU$229
includes taxes & fees
16 Nov - 17 Nov
Sonder by Marriott Bonvoy The Opal Apartments River North
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (171)
"This place has everything for a multi-night stay."
Dane
Kasa River North Chicago
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
3.5 star property
8.2 out of 10, Very good, (184)
"Place was amazing! Very centralized, all sorts of restaurants nearby, and right next to the CTA Trains which is AWESOME!"
Alexander
The price is AU$213
includes taxes & fees
2 Nov - 3 Nov
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Stylish Apartment near Chicago Downtown
2.0 star property
The price is AU$523
includes taxes & fees
19 Oct - 20 Oct
Stylish Apartment near Chicago Downtown
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
3.0 star property
3.8 out of 10, (64)
"Good "
Abel
The price is AU$147
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Sonder by Marriott Bonvoy Greektown Apartments
3.5 star property
8.6 out of 10, Excellent, (65)
"The kitchen had everything we needed, great space overall, safe location, clean, near everything we needed, access to bus and rail very close, we really enjoyed our stay. "
Samuel
The price is AU$244
includes taxes & fees
2 Nov - 3 Nov
Sonder by Marriott Bonvoy Greektown Apartments
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
3.5 star property
7.6 out of 10, Good, (144)
"Very clean and affordable "
Matthew
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Cozy Studio in Hyde Park-Walk to Lake & University
9.0 out of 10, Wonderful, (7)
"This place was nice and clean and close to what I needed to do. I appreciated that it was affordable. "
Nancy
The price is AU$276
includes taxes & fees
19 Oct - 20 Oct
Cozy Studio in Hyde Park-Walk to Lake & University
Art Villa
5.0 star property
10.0 out of 10, Exceptional, (2)
" "
tomonobu
The price is AU$1,583
includes taxes & fees
15 Nov - 16 Nov
Art Villa
Twice as Nice: Chic 2BR Stay with Style & Space
9.4 out of 10, Exceptional, (9)
"Had a very nice time in Chicago!"
Valerie S.
The price is AU$349
includes taxes & fees
20 Oct - 21 Oct
Twice as Nice: Chic 2BR Stay with Style & Space
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
9.0 out of 10, Wonderful, (20)
"The stay lacked in shelf space as well as other amenities that could be useful. "
Zugeily
The price is AU$412
includes taxes & fees
23 Oct - 24 Oct
Ground Floor Studios in Chicago by 747 Lofts
NEW LUXURY PENTHOUSE CONDO
10.0 out of 10, Exceptional, (197)
"Great house with a great rooftop. "
Francisco
NEW LUXURY PENTHOUSE CONDO
Stylish 1BR in West Loop
10.0 out of 10, Exceptional, (6)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
Jacob D.
The price is AU$315
includes taxes & fees
20 Oct - 21 Oct
Stylish 1BR in West Loop
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Orland Park Hotel Reviews

Find out more about Orland Park

Everything you need to know about Orland Park holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orland Park holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orland Park holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Orland Park holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orland Park. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orland Park holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orland Park holiday rentals we have selected for you start as low as AU$147 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Orland Park rentals

At Expedia, we put the best Orland Park holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Orland Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orland Park holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orland Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Orland Park?

Yes, there are holiday rentals in Orland Park close to Centennial Park Aquatic Center, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Orland Park. Make sure you have time to check out the hockey games while you're in the area.

What are some of the best holiday rentals that Orland Park has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Orland Park offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

What’s there to see and do in Orland Park?

Family-friendly attractions include Centennial Park Aquatic Center and Orland Park Sportsplex, whereas Centennial Park is a spot to enjoy the outdoors. Orland Square and Space Golf are other places to visit while you're in town.

What are holiday rentals like in Orland Park?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orland Park. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family gatherings.