Orland Park Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Orland Park holiday rentals

Dining room

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (718 reviews)
"Fantastic location with great amenities and secure."
United States
Tomeka
Kasa Magnificent Mile Chicago
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,114 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
The price is HK$859
HK$1,238 total
includes taxes & fees
1 Apr - 2 Apr
Sentral Michigan Avenue
TV, offices

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is HK$689
HK$1,559 total
includes taxes & fees
25 Mar - 26 Mar
Sun-Drenched 1BR Apartment
TV, offices

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.4 out of 10, Exceptional, (16 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is HK$689
HK$1,559 total
includes taxes & fees
29 Mar - 30 Mar
Modern Comfort: 1BR Unit w/ Laundry
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is HK$1,528
HK$4,003 total
includes taxes & fees
30 Mar - 31 Mar
River North Rooftop With In and Out Parking 3
1 bedroom, iron/ironing board, travel cot, WiFi

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (8 reviews)
"Great communication and hosts. Location and unit was perfect."
United States
Greg C.
The price is HK$611
HK$1,458 total
includes taxes & fees
25 Mar - 26 Mar
West Loop Living – Bright 1BR
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
8.0 out of 10, Very good, (2 reviews)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is HK$611
HK$1,458 total
includes taxes & fees
25 Mar - 26 Mar
1BR Modern Luxe Apt with In-Unit Laundry
TV, offices

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
The price is HK$689
HK$1,549 total
includes taxes & fees
25 Mar - 26 Mar
Chicago-Themed 1BR in a Central Spot near Downtown
TV, offices

Modern West Loop Gem-City Views & Prime Location 4

Modern West Loop Gem-City Views & Prime Location 4
Downtown Chicago
10.0 out of 10, Exceptional, (8 reviews)
"Amazing accommodation"
United States
Jiri N.
The price is HK$1,849
HK$5,298 total
includes taxes & fees
26 Mar - 27 Mar
Modern West Loop Gem-City Views & Prime Location 4
1 bedroom, iron/ironing board, travel cot, WiFi

LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"The service was top notch at this property. The hosts were super responsive and professional. The location was incredible. Loved being able to cook in the apartment. The apartment was newly renovated and very urban chic. "
United States
Michelle R.
The price is HK$940
HK$1,297 total
includes taxes & fees
12 Apr - 13 Apr
LIVN West Loop Chicago Queen Superior Studio
Lounge

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (187 reviews)
"Nice area if you are renting a car, be aware that you would have to pay for street parking or go over a few blocks and park in a parking lot."
United States
Daysha
Kasa River North Chicago
2 bedrooms

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is HK$1,015
HK$2,032 total
includes taxes & fees
30 Mar - 31 Mar
The Oak Park Loft
Smart TV

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
8.2 out of 10, Very good, (22 reviews)
"Easy to access, big place, great for a group that needs to have several rooms and beds. Would definitely stay again"
United States
JOSE S.
The price is HK$1,170
HK$2,358 total
includes taxes & fees
25 Mar - 26 Mar
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Exterior

Chicago Third Floor Studio by 747 Lofts

Chicago Third Floor Studio by 747 Lofts
2.0 star property
West Town
9.8 out of 10, Exceptional, (7 reviews)
"Clean, easy to check in, all the household items you’d expect"
United States
Jason
The price is HK$606
HK$2,777 total
includes taxes & fees
26 Mar - 27 Mar
Chicago Third Floor Studio by 747 Lofts
Fridge, microwave, oven, stovetop

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (73 reviews)
"Apartment is as advertised. Nicely stocked, large, clean, comfortable, nice natural light, quiet, great location, full size appliances, easy access. "
United States
Susan G.
The price is HK$846
HK$2,305 total
includes taxes & fees
25 Mar - 26 Mar
Cozy, Comfortable and Convenient apartment. Close to everything!
Interior

Oak Park Queen

Oak Park Queen
Oak Park
8.2 out of 10, Very good, (33 reviews)
"The property was very clean and comfortable. Good location. The owner was responsive."
United States
Susan S.
The price is HK$698
HK$1,758 total
includes taxes & fees
25 Mar - 26 Mar
Oak Park Queen
Interior

Your Perfect 2BR Home

Your Perfect 2BR Home
Near West Side
8.4 out of 10, Very good, (15 reviews)
"Great location! "
United States
Kourtney K.
The price is HK$689
HK$1,735 total
includes taxes & fees
26 Mar - 27 Mar
Your Perfect 2BR Home
Fridge, microwave, oven, stovetop

Smart Simple and Spacious 4BR Apt

Smart Simple and Spacious 4BR Apt
Near South Side
8.0 out of 10, Very good, (7 reviews)
"Great communication with Host, was exactly as described."
United States
Doug C.
The price is HK$807
HK$2,889 total
includes taxes & fees
25 Mar - 26 Mar
Smart Simple and Spacious 4BR Apt
Interior

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (7 reviews)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is HK$744
HK$964 total
includes taxes & fees
25 Mar - 26 Mar
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
TV, offices

Modern West Loop Gem-City Views & Prime Location 6

Modern West Loop Gem-City Views & Prime Location 6
Downtown Chicago
10.0 out of 10, Exceptional, (17 reviews)
"Great place"
United States
Daniel L.
The price is HK$1,488
HK$4,767 total
includes taxes & fees
29 Mar - 30 Mar
Modern West Loop Gem-City Views & Prime Location 6
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

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Breakfast was so good!! Very friendly staff !!! Clean !! "
Oscar 1-night trip
Posted 1 hour ago
Hotel Riu Plaza Chicago

Find out more about Orland Park

Search for holiday rentals in Orland Park on Expedia! You can easily find your home rentals, villas, holiday apartments in Orland Park using one of the methods below:

  • View our selection of featured holiday rentals in Orland Park
  • Use the map to find apartments and other holiday homes in the Orland Park neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Orland Park while they last

Look no further and take a look at our great range of rental properties in Orland Park!

Frequently asked questions

Are there holiday rentals in Orland Park?

Yes, there are holiday rentals in Orland Park close to Orland Park Sportsplex, 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?

A Home Away From Home!: This holiday home rental outside of Orland Park offers a fireplace, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals are there in Orland Park?

Expedia has 3 holiday rentals for your stay in Orland Park.

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

Family-friendly attractions include Orland Park Sportsplex and Space Golf, whereas Centennial Park is a spot to enjoy the outdoors. Orland Square and Centennial Park Aquatic Center 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.