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, (955)
"Great location and cleanliness of rooms. Staff was extremely helpful "
The price is S$244
includes taxes & fees
10 Nov - 11 Nov
Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (558)
"Very great place to stay!"
Kasa Magnificent Mile Chicago

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.0 out of 10, Very good, (381)
"Great stay!"
The price is S$193
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, (239)
"Great location and lovely amenities. "
The price is S$206
includes taxes & fees
2 Nov - 3 Nov
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (362)
"nice area, shops nearby"
Kasa South Loop Chicago

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.6 out of 10, Excellent, (685)
"great room, clean good space and close to places "
The price is S$206
includes taxes & fees
22 Oct - 23 Oct
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (207)
"This place was perfect "
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 "
The price is S$206
includes taxes & fees
9 Nov - 10 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."
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)
"Great location!!!"
The price is S$180
includes taxes & fees
9 Nov - 10 Nov
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Stylish Apartment near Chicago Downtown

2.0 star property
The price is S$440
includes taxes & fees
16 Oct - 17 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, (63)
"Good "
The price is S$106
includes taxes & fees
13 Oct - 14 Oct
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
7.6 out of 10, Good, (143)
"Very clean and affordable "
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is S$1,337
includes taxes & fees
21 Oct - 22 Oct
Art Villa

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. "
The price is S$258
includes taxes & fees
2 Nov - 3 Nov
Sonder by Marriott Bonvoy Greektown Apartments

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.2 out of 10, Wonderful, (19)
"The stay lacked in shelf space as well as other amenities that could be useful. "
The price is S$186
includes taxes & fees
22 Oct - 23 Oct
Ground Floor Studios in Chicago by 747 Lofts

At Home in Oak Park

3.5 star property
9.8 out of 10, Exceptional, (7)
"Great location in Oak Park- walkable, wondering area for restaurants and strolling through the beautiful neighborhoods."
The price is S$345
includes taxes & fees
2 Nov - 3 Nov
At Home in Oak Park

Historic Oak Park Home

2.0 star property
10.0 out of 10, Exceptional, (5)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
The price is S$351
includes taxes & fees
2 Nov - 3 Nov
Historic Oak Park Home

River West, Third Floor Chicago by 747 Lofts

2.0 star property
9.0 out of 10, Wonderful, (17)
"Overall solid property, I will return."
The price is S$230
includes taxes & fees
19 Oct - 20 Oct
River West, Third Floor Chicago by 747 Lofts

Historic Oak Park Residence

2.0 star property
9.6 out of 10, Exceptional, (11)
"Absolutely awesome "
The price is S$351
includes taxes & fees
26 Oct - 27 Oct
Historic Oak Park Residence
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

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’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.