Orland Park Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Orland Park vacation rentals

Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,118 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
The price is ￥18,740
￥26,653 total
includes taxes & fees
Apr 5 - Apr 6
Sentral Michigan Avenue
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
The price is ￥22,714
￥39,707 total
includes taxes & fees
Apr 22 - Apr 23
Kasa River North Chicago
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 ￥25,376
￥72,036 total
includes taxes & fees
Apr 14 - Apr 15
River North Rooftop With In and Out Parking 3
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
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 ￥17,922
￥36,792 total
includes taxes & fees
Apr 5 - Apr 6
Sunlit 1BR Apartment | Warm & Welcoming Space
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 ￥10,943
￥27,835 total
includes taxes & fees
Apr 12 - Apr 13
Modern Comfort: 1BR Unit w/ Laundry
1 bedroom, iron/ironing board, travel crib, 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 ￥17,922
￥36,792 total
includes taxes & fees
Apr 5 - Apr 6
West Loop Living – Bright 1BR
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 ￥17,922
￥36,599 total
includes taxes & fees
Apr 6 - Apr 7
Chicago-Themed 1BR in a Central Spot near Downtown
Dining

LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
The price is ￥16,970
￥23,837 total
includes taxes & fees
Apr 5 - Apr 6
LIVN Millennium Park Downtown Chicago Studio
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 ￥35,685
￥105,512 total
includes taxes & fees
Apr 19 - Apr 20
Modern West Loop Gem-City Views & Prime Location 6
1 bedroom, iron/ironing board, travel crib, 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 ￥21,570
￥29,237 total
includes taxes & fees
Apr 13 - Apr 14
LIVN West Loop Chicago Queen Superior Studio
Studio | Exterior

Ground Floor Studios in Chicago by 747 Lofts

Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
West Town
9.0 out of 10, Wonderful, (21 reviews)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
United States
Susan
The price is ￥11,233
￥33,157 total
includes taxes & fees
Apr 3 - Apr 4
Ground Floor Studios in Chicago by 747 Lofts
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 ￥17,922
￥36,792 total
includes taxes & fees
Apr 5 - Apr 6
1BR Modern Luxe Apt with In-Unit Laundry
Interior

Spacious, lovely 2bed 1bath with free parking

Spacious, lovely 2bed 1bath with free parking
Oak Park
9.6 out of 10, Exceptional, (20 reviews)
"Very nice place and neighborhood."
United States
Charles R.
The price is ￥24,980
￥58,375 total
includes taxes & fees
Apr 15 - Apr 16
Spacious, lovely 2bed 1bath with free parking
Interior

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Blue Island
7.6 out of 10, Good, (4 reviews)
"Only issue was the water pressure in the bathroom was very very low. "
United States
Derrick M.
The price is ￥23,409
￥54,057 total
includes taxes & fees
Apr 3 - Apr 4
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Dining

LIVN Millennium Park Downtown Chicago Prem Studio

LIVN Millennium Park Downtown Chicago Prem Studio
Downtown Chicago
The price is ￥18,239
￥25,328 total
includes taxes & fees
Apr 14 - Apr 15
LIVN Millennium Park Downtown Chicago Prem Studio
TV

LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago Superior 1BR
Downtown Chicago
LIVN Millennium Park Downtown Chicago Superior 1BR
Interior

Stylish Japanese-Themed 2BR Apt Close to Downtown

Stylish Japanese-Themed 2BR Apt Close to Downtown
Downtown Chicago
The price is ￥20,301
￥42,548 total
includes taxes & fees
Apr 13 - Apr 14
Stylish Japanese-Themed 2BR Apt Close to Downtown
Living area

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
The price is ￥46,787
￥63,148 total
includes taxes & fees
Apr 5 - Apr 6
LIVN Millennium Park Downtown Chicago 2BR
TV

LIVN Millennium Park Downtown Chicago Superior 2 BR

LIVN Millennium Park Downtown Chicago Superior 2 BR
Downtown Chicago
LIVN Millennium Park Downtown Chicago Superior 2 BR
Living area

LIVN Millennium Park Downtown Chicago 1 BR

LIVN Millennium Park Downtown Chicago 1 BR
Downtown Chicago
LIVN Millennium Park Downtown Chicago 1 BR
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
"I travelled for my birthday and I had an awesome time. The staff were very friendly and kind. All staff were extremely helpful and attentive. They remembered my birthday and each greeting felt special and personal. I looked forward to breakfast each morning to enjoy their tasty spread. My room was very comfortable and clean with amazing views . The hotel is located in a great area where you walk to great places with the bus stop around the corner. I was looking forward to the roof top restaurant however it was closed. That’s my only disappointment but I would definitely visit again God spare life"
Karen 4-night trip
Posted 5 hours 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:

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

Frequently asked questions

Are there vacation rentals in Orland Park?

Yes, there are vacation rentals in Orland Park near Orland Park Sportsplex, or you can choose a secluded option if you're looking for extra privacy while you relax. 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's the top vacation rental that Orland Park has to offer?

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony: Visitors like this Orland Park vacation home rental. It is located in the city center and has a balcony, an arcade game room, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Orland Park?

Expedia has 3 vacation 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 vacation rentals like in Orland Park?

Vacation rentals are privately owned properties you can book for several days or more in Orland Park. Vacation rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for small groups.