Oakbrook Terrace Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Oakbrook Terrace holiday rentals

Front of property – evening/night
Level Chicago – Old Town

Aparthotel in Downtown Chicago

Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (406)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town
Business centre
Kasa River North Chicago

Aparthotel in Downtown Chicago

Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Indoor pool
Sentral Michigan Avenue

Aparthotel in Downtown Chicago

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (1025)
"My favorite place to stay hands-down"
United States
Michele
The price is HK$918
HK$1,306 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sentral Michigan Avenue
Front of property
Chicago luxury home suites

Aparthotel in Downtown Chicago

Chicago luxury home suites
2.0 star property
10.0 out of 10, Exceptional, (4)
"Amazing stay! The location is very central and close to everything. The room was spotless, and the mattress was very comfortable. I really appreciated that the property is pet friendly. I was able to bring my dog along, which made the trip even better. The view was absolutely stunning. The hosts were very responsive and helpful throughout our stay. Highly recommend!"
Canada
Alex
The price is HK$1,023
HK$1,201 total
includes taxes & fees
30 Dec - 31 Dec
Chicago luxury home suites
Private kitchen
ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments
2.0 star property
10.0 out of 10, Exceptional, (8)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
United States
Javeria
The price is HK$3,039
HK$5,200 total
includes taxes & fees
30 Dec - 31 Dec
ENVITAE Hotel 4 Bedroom Luxury Apartments
Exterior
Cabin 105 by 747 Lofts

Aparthotel in West Town

Cabin 105 by 747 Lofts
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is HK$460
HK$1,042 total
includes taxes & fees
30 Dec - 31 Dec
Cabin 105 by 747 Lofts
Living area
Wrigleyville Suites

Aparthotel in Lakeview

Wrigleyville Suites
2.0 star property
9.6 out of 10, Exceptional, (27)
"Excellent location and very clean! Would stay again!"
United States
Jacob
The price is HK$783
HK$920 total
includes taxes & fees
30 Dec - 31 Dec
Wrigleyville Suites
Interior
Classic Forest Park Foursquare < 1 Mi to Blue Line

Cottage in Forest Park

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
The price is HK$1,228
HK$3,206 total
includes taxes & fees
1 Jan - 2 Jan 2026
Classic Forest Park Foursquare < 1 Mi to Blue Line
Exterior
Chicago Third Floor Studio by 747 Lofts

Aparthotel in West Town

Chicago Third Floor Studio by 747 Lofts
2.0 star property
9.8 out of 10, Exceptional, (6)
"Cute little studio that was clean. There was a nice size kitchen and was close to our activities in the West loop of Chicago. There was also assistance with parking located in the lofts."
United States
Jennifer
The price is HK$500
HK$1,752 total
includes taxes & fees
30 Dec - 31 Dec
Chicago Third Floor Studio by 747 Lofts
Exterior
Ground Floor Studios in Chicago by 747 Lofts

Aparthotel in West Town

Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
9.0 out of 10, Wonderful, (21)
"The stay lacked in shelf space as well as other amenities that could be useful. "
United States
Zugeily
The price is HK$460
HK$1,699 total
includes taxes & fees
30 Dec - 31 Dec
Ground Floor Studios in Chicago by 747 Lofts
Exterior
River West, Second Floor Chicago by 747 Lofts

Aparthotel in West Town

River West, Second Floor Chicago by 747 Lofts
2.0 star property
9.6 out of 10, Exceptional, (4)
"I need to somewhere to stay for a night in Chicago and found this place. It had a varying level of reviews but found the property more the suitable for what I paid. Easy to follow instructions to get in, clean, and convienent. They even provide ear plugs to drown out the sounds of the city."
United States
Anonymous traveller
The price is HK$476
HK$1,720 total
includes taxes & fees
1 Jan - 2 Jan 2026
River West, Second Floor Chicago by 747 Lofts
Private kitchen
Chicago Second Floor Studio by 747 Lofts

Aparthotel in West Town

Chicago Second Floor Studio by 747 Lofts
2.0 star property
8.8 out of 10, Excellent, (13)
"Great location, convenient to downtown and blue line to airport. Everything necessary in unit, comfortable temperature and full kitchen with unique grocery store nearby."
United States
Barbara
The price is HK$460
HK$1,042 total
includes taxes & fees
12 Jan - 13 Jan 2026
Chicago Second Floor Studio by 747 Lofts
Interior
Fire Pit & Grill: Family Home on Fox River Trail!

Cottage in St. Charles

Fire Pit & Grill: Family Home on Fox River Trail!
3.0 star property
The price is HK$1,422
HK$4,202 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fire Pit & Grill: Family Home on Fox River Trail!
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 Oakbrook Terrace Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"I had a great stay at this hotel. It was centrally located around so many things, the staff was incredibly friendly, and the room was exceptionally clean. I really enjoyed my stay and would definitely stay here again! The breakfast food at their restaurant was amazing as well! "
Cierra 1-night trip
Posted 16 hours ago
The Royal Sonesta Chicago Downtown

Find out more about Oakbrook Terrace

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

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

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

Frequently asked questions

Can I find holiday rentals in Oakbrook Terrace?

Yes, there are holiday rentals close to the most popular sights in Oakbrook Terrace, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Oakbrook Terrace. Leave some time to check out the zoo and entertainment venues during your trip.

What are some of the best holiday rentals that Oakbrook Terrace has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Oakbrook Terrace offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

What’s there to see and do in Oakbrook Terrace?

While exploring the area, visit family-friendly sights like Addison Ice Arena, or get outside and enjoy nature at Morton Arboretum. Oakbrook Center Mall and Drury Lane Theater are other places to visit while you're in town.

What’s a holiday rental in Oakbrook Terrace like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakbrook Terrace. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for families.