Lodging Image

Orland Park Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

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, (1,206 reviews)
"Great location"
United States
JAVIER
The price is P10,925
P14,630 total
includes taxes & fees
Jul 9 - Jul 10
Sentral Michigan Avenue
Dining room

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (814 reviews)
"Great place to stay."
United States
Benedictine
The price is P12,605
P18,403 total
includes taxes & fees
Jul 9 - Jul 10
Kasa Magnificent Mile Chicago
Exterior

Ground Floor Studios in Chicago by 747 Lofts

Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
West Town
8.6 out of 10, Excellent, (23 reviews)
"Great area and surprisingly nice room!"
United States
Michael
The price is P5,716
P9,002 total
includes taxes & fees
Jul 8 - Jul 9
Ground Floor Studios in Chicago by 747 Lofts
Exterior

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (6 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is P9,913
P18,177 total
includes taxes & fees
Jul 13 - Jul 14
The Oak Park Loft
Lounge

Historic Oak Park Home

Historic Oak Park Home
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is P12,943
P21,646 total
includes taxes & fees
Jul 28 - Jul 29
Historic Oak Park Home
Interior

Cabin 105 by 747 Lofts

Cabin 105 by 747 Lofts
2.0 star property
West Town
6.0 out of 10, (2 reviews)
"The code that was provided was incorrect. I was so anxious waiting outside the building until I was lucky that other guests were out and helped me get in. I tried reaching the “24/7” line but no response until a while and they had to reset everything before I was able to get in. First and last time I will be staying here. The bed is so small for even one person and the bathroom lights felt like a ghost was there. Do not book here, your anxiety will be through the roof !"
United States
Jamila
Cabin 105 by 747 Lofts
Interior

River West, Third Floor Chicago by 747 Lofts

River West, Third Floor Chicago by 747 Lofts
2.0 star property
West Town
9.0 out of 10, Wonderful, (18 reviews)
"Loved the space and location "
United States
Caroline
The price is P9,535
P13,015 total
includes taxes & fees
Jul 20 - Jul 21
River West, Third Floor Chicago by 747 Lofts
Lounge

At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (11 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is P13,331
P22,091 total
includes taxes & fees
Jul 22 - Jul 23
At Home in Oak Park
Exterior

Historic Oak Park Residence

Historic Oak Park Residence
2.0 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"The house is in an amazing neighborhood, easy access to subway, extremely clean and great follow-up and follow through communication with owner!"
United States
Ann-Marie
The price is P15,339
P24,388 total
includes taxes & fees
Jul 26 - Jul 27
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orland Park Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"I love staying here whenever I'm in Chicago for a concert! It's in a great location, there are plenty of great restaurants within walking distance, there's several CTA stops nearby, and the Riverwalk and Millennium Park are also really close! The hotel itself is great, the rooms are super clean and the air conditioning was most welcome after our 20 min walk from Union Station! The staff are super nice and helpful and always available to answer questions about the city or give great recommendations! I am staying here again in November for another concert, and definitely looking forward to it!"
Brandi 1-night trip
Posted less than an hour ago
River Hotel

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 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.

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.