Orland Park Vacation Rentals

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Oct 10 - Oct 12
In two months
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Jan 16 - Jan 18

Vacation Rentals in Orland Park

Sentral Michigan Avenue
Indoor pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (932)
"The staff was extremely helpful and the rooms are clean with a beautiful view of downtown and the lake. I will definitely stay here again. "
The price is P11,319
P14,993 total
includes taxes & fees
Oct 5 - Oct 6
Sentral Michigan Avenue
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (533)
"Very great place to stay!"
Kasa Magnificent Mile Chicago
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
1 bedroom, individually decorated, individually furnished, desk

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.0 out of 10, Very Good, (371)
"Great stay!"
The price is P7,859
P9,225 total
includes taxes & fees
Oct 19 - Oct 20
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Kasa South Loop Chicago
Balcony

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (354)
"It was a really nice and secure property. "
Kasa South Loop Chicago
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Lobby

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
8.8 out of 10, Excellent, (230)
"Great location and lovely amenities. "
The price is P10,824
P12,707 total
includes taxes & fees
Oct 18 - Oct 19
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
36-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.6 out of 10, Excellent, (665)
"Dangerous area at times… but not always bad. And a quick walk to the safe areas for sure!!! I would definitely stay here again."
The price is P11,571
P13,585 total
includes taxes & fees
Oct 2 - Oct 3
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
The Neighborhood Hotel-Little Italy
Front of property

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (205)
"This place was perfect "
The Neighborhood Hotel-Little Italy
Sonder by Marriott Bonvoy The Opal Apartments River North
1 bedroom, individually furnished, desk, iron/ironing board

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.4 out of 10, Very Good, (51)
"Place was in a great location close to good restaurants "
The price is P9,836
P11,546 total
includes taxes & fees
Oct 19 - Oct 20
Sonder by Marriott Bonvoy The Opal Apartments River North
Kasa River North Chicago
Business center

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (169)
"This place has everything for a multi-night stay."
The price is P11,452
P18,900 total
includes taxes & fees
Oct 5 - Oct 6
Kasa River North Chicago
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Desk, laptop workspace, blackout drapes, free WiFi

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

3.0 star property
3.8 out of 10, (62)
"Good "
The price is P4,915
P5,553 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
50-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (180)
"Great location!!!"
The price is P10,408
P12,219 total
includes taxes & fees
Oct 1 - Oct 2
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Art Villa
Terrace/patio

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
Art Villa
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Property amenity

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
7.8 out of 10, Good, (138)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
The price is P12,307
P14,447 total
includes taxes & fees
Oct 20 - Oct 21
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Sonder by Marriott Bonvoy Greektown Apartments
Living room

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
8.6 out of 10, Excellent, (63)
"loved our stay there. close to UIC and Greektown. will stay again"
The price is P10,981
P12,891 total
includes taxes & fees
Sep 28 - Sep 29
Sonder by Marriott Bonvoy Greektown Apartments
Ground Floor Studios in Chicago by 747 Lofts
Exterior

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.4 out of 10, Exceptional, (18)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
The price is P4,913
P14,678 total
includes taxes & fees
Oct 2 - Oct 3
Ground Floor Studios in Chicago by 747 Lofts
Stylish Apartment near Chicago Downtown
Private kitchen

Stylish Apartment near Chicago Downtown

2.0 star property
The price is P7,495
P14,801 total
includes taxes & fees
Sep 29 - Sep 30
Stylish Apartment near Chicago Downtown
River West, Third Floor Chicago by 747 Lofts
Private kitchen

River West, Third Floor Chicago by 747 Lofts

2.0 star property
9.0 out of 10, Wonderful, (16)
"Overall solid property, I will return."
The price is P4,321
P8,964 total
includes taxes & fees
Oct 1 - Oct 2
River West, Third Floor Chicago by 747 Lofts
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

Freehand Chicago

Freehand Chicago

10/10 Excellent
"The hotel was beautiful and unique, and the staff were friendly! We enjoyed the cocktail lounge on the first floor. My only complaint is that our Air Conditioning unit didn’t work, but we also didn’t bring that to the attention of the front desk because we had reservations somewhere and weren’t back until late, so I can’t really complain!"
Katie 1-night trip
Posted 4 days ago
Freehand Chicago

Find out more about Orland Park

Find out more about Orland Park

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Frequently asked questions

Are there vacation rentals in Orland Park?

Yes, there are vacation rentals in Orland Park near Centennial Park Aquatic Center, 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 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 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.