Oakbrook Terrace Vacation Rentals

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Dec 31 - Jan 1
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Jan 1 - Jan 2
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Oakbrook Terrace vacation rentals

Indoor pool
Sentral Michigan Avenue

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1027)
"My favorite place to stay hands-down"
United States
Michele
The price is NT$3,441
NT$4,961 total
includes taxes & fees
Jan 5 - 2026/1/6
Sentral Michigan Avenue
Business center
Kasa River North Chicago

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Front of property - evening/night
Level Chicago – Old Town

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (407)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town
Front of property
Chicago luxury home suites

Chicago luxury home suites

Chicago luxury home suites
2.0 star property
Downtown Chicago
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 NT$4,236
NT$4,973 total
includes taxes & fees
Jan 5 - 2026/1/6
Chicago luxury home suites
Studio | Private kitchen | Fridge, oven, coffee/tea maker, toaster
River West, Third Floor Chicago by 747 Lofts

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, (17)
"Loved the space and location "
United States
Caroline
The price is NT$2,770
NT$7,454 total
includes taxes & fees
Jan 2 - 2026/1/3
River West, Third Floor Chicago by 747 Lofts
Living area
Wrigleyville Suites

Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.6 out of 10, Exceptional, (27)
"Nice place "
United States
Barry
The price is NT$3,420
NT$4,015 total
includes taxes & fees
Jan 4 - 2026/1/5
Wrigleyville Suites
Business Apartment, City View | Private kitchen | Fridge, microwave, oven, stovetop
ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments
2.0 star property
Near North Side
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 NT$28,130
NT$39,616 total
includes taxes & fees
Jan 5 - 2026/1/6
ENVITAE Hotel 4 Bedroom Luxury Apartments
House (3 Bedrooms) | Interior
Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is NT$4,864
NT$12,844 total
includes taxes & fees
Jan 31 - 2026/2/1
Classic Forest Park Foursquare < 1 Mi to Blue Line
Studio | Exterior
River West, Second Floor Chicago by 747 Lofts

River West, Second Floor Chicago by 747 Lofts

River West, Second Floor Chicago by 747 Lofts
2.0 star property
West Town
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 traveler
The price is NT$2,371
NT$10,904 total
includes taxes & fees
Jan 1 - 2026/1/2
River West, Second Floor Chicago by 747 Lofts
Studio | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Chicago Second Floor Studio by 747 Lofts

Chicago Second Floor Studio by 747 Lofts

Chicago Second Floor Studio by 747 Lofts
2.0 star property
West Town
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 NT$2,298
NT$6,641 total
includes taxes & fees
Jan 12 - 2026/1/13
Chicago Second Floor Studio by 747 Lofts
House (3 Bedrooms) | Interior
Fire Pit & Grill: Family Home on Fox River Trail!

Fire Pit & Grill: Family Home on Fox River Trail!

Fire Pit & Grill: Family Home on Fox River Trail!
3.0 star property
St. Charles
The price is NT$5,743
NT$16,966 total
includes taxes & fees
Jan 4 - 2026/1/5
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.
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Top Oakbrook Terrace Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Clean room. Separate bedroom from living room. Booked stay as my son had early appt at children’s hospital. Very accessible location. "
Rebecca 1-night trip
Posted 16 hours ago
Hilton Chicago/Magnificent Mile Suites

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:

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

Frequently asked questions

Can I find vacation rentals in Oakbrook Terrace?

Yes, we offer vacation rentals close to popular attractions in Oakbrook Terrace, or you can go with a secluded option if you're looking for relaxation. 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’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 vacation rental in Oakbrook Terrace like?

Vacation rentals are private properties you can stay in for short or long periods in Oakbrook Terrace. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.