Oak Brook Holiday Rentals

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Holiday Rentals in Oak Brook

Our top choices for Oak Brook holiday rentals

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (915)
"This area is perfect we will definitely be back."
The price is NZ$367
includes taxes & fees
22 Sept - 23 Sept
Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (499)
"It was a great property to stay at, definitely would book again! "
Kasa Magnificent Mile Chicago

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (352)
"Pool area was great "
The price is NZ$600
includes taxes & fees
22 Sept - 23 Sept
Level Chicago – Old Town

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.6 out of 10, Excellent, (652)
"Loved this apartment style stay near everything we wanted to visit in Chicago. "
The price is NZ$334
includes taxes & fees
22 Sept - 23 Sept
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (197)
"This place was perfect "
The Neighborhood Hotel-Little Italy

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.2 out of 10, Very good, (356)
"Great stay!"
The price is NZ$334
includes taxes & fees
5 Oct - 6 Oct
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (215)
"Ease of use. Storage of bags prided pre and post stay."
The price is NZ$385
includes taxes & fees
5 Oct - 6 Oct
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (339)
"Easy parking. Close to El. Nice condo."
Kasa South Loop Chicago

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.4 out of 10, Very good, (47)
"Great location. Apartment had all the amenities needed. Felt safe. Only not so good part was that being in downtown, it wasn't super quiet at times. Would stay here again without a doubt."
The price is NZ$334
includes taxes & fees
28 Sept - 29 Sept
Sonder by Marriott Bonvoy The Opal Apartments River North

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (89)
"Super nice hotel and staff "
The price is NZ$394
includes taxes & fees
23 Sept - 24 Sept
The Gem Museum Suites

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (167)
"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, (178)
"Great location!!!"
The price is NZ$418
includes taxes & fees
1 Oct - 2 Oct
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Wrigleyville Suites

2.0 star property
9.2 out of 10, Wonderful, (19)
"Excellent location and very clean! Would stay again!"
The price is NZ$351
includes taxes & fees
11 Sept - 12 Sept
Wrigleyville Suites

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
7.8 out of 10, Good, (136)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
The price is NZ$419
includes taxes & fees
23 Sept - 24 Sept
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is NZ$2,088
includes taxes & fees
22 Sept - 23 Sept
Art Villa

Clean & Equipped 1BR Apt

9.0 out of 10, Wonderful, (21)
"Good experience. Would stay there again "
The price is NZ$317
includes taxes & fees
7 Oct - 8 Oct
Clean & Equipped 1BR Apt

Cozy, Fully Set-Up 1BR Space

9.0 out of 10, Wonderful, (18)
"Great place! 15 min walk to Wrigley "
The price is NZ$315
includes taxes & fees
7 Oct - 8 Oct
Cozy, Fully Set-Up 1BR Space

Cozy Studio in Hyde Park-Walk to Lake & University

8.0 out of 10, Very good, (3)
"This place was nice and clean and close to what I needed to do. I appreciated that it was affordable. "
The price is NZ$324
includes taxes & fees
11 Sept - 12 Sept
Cozy Studio in Hyde Park-Walk to Lake & University

Charming 2BR in Vibrant Lakeview

9.2 out of 10, Wonderful, (14)
The price is NZ$370
includes taxes & fees
11 Sept - 12 Sept
Charming 2BR in Vibrant Lakeview

Uptown Studio Gem Sum

7.2 out of 10, Good, (5)
The price is NZ$298
includes taxes & fees
1 Oct - 2 Oct
Uptown Studio Gem Sum
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 Oak Brook Hotel Reviews

Find out more about Oak Brook

Find out more about Oak Brook

Everything you need to know about Oak Brook holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Brook holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oak Brook holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oak Brook holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oak Brook. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oak Brook holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oak Brook holiday rentals we have selected for you start as low as NZ$298 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oak Brook rentals

At Expedia, we put the best Oak Brook holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oak Brook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oak Brook holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oak Brook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Oak Brook?

Yes, there are holiday rentals close to the most popular sights in Oak Brook, 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 Oak Brook. Leave time to check out the forests and entertainment venues during your visit.

What are some of the best holiday rentals that Oak Brook has to offer?

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater: This holiday home rental outside of Oak Brook is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 8 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What’s there to see and do in Oak Brook?

Enjoy the outdoors at Mayslake Forest Preserve Dog Park and York Woods County Forest Preserve, or simply take in cultural attractions like Graue Mill and Museum and Lizzadro Museum of Lapidary Art. Other popular places to visit in the area include Wrigley Field and Michigan Avenue.

What’s a holiday rental in Oak Brook like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oak Brook. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for families.