Photo by Judy Mahoney

Oak Brook Holiday Rentals

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Holiday Rentals in Oak Brook

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (418)
"I just wish that the valet parking wasn’t $75 a night! What a nightmare! Asides from that, it’s super clean and super easy to check in, and there’s an infinity pool!"
The price is S$338
includes taxes & fees
16 Jun - 17 Jun
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.4 out of 10, Very good, (92)
"It was perfect for my needs for the week! Great area, right across the street from a park! Within walking distance/delivery distance to several dining options! Walking distance to Rush (about 20 minutes) & had 2 bike stations within a 10 minute walk in 2 different directions! Downside was it was near a train station so it was loud when you were outside but I could barely hear it when in the apartment. Plus there was construction going on so that added to the noise. Everything in the apartment...
The price is S$155
includes taxes & fees
30 Jun - 1 Jul
Sonder Market Hall
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (307)
"I loved staying at Sonder South while in Chicago. It was like home away from home. "
The price is S$289
includes taxes & fees
6 Jun - 7 Jun
Sonder South Wabash
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Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (245)
"Great place! I will definitely stay there again. "
The price is S$448
includes taxes & fees
5 Jun - 6 Jun
Kasa Magnificent Mile Chicago
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (130)
"I enjoyed the fact that everything was close. The hotel was cleaned but I never saw a personal member. The code to enter didn't work and people inside had to help fellow clients to enter."
The price is S$270
includes taxes & fees
30 Jun - 1 Jul
Found Chicago powered by Sonder
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (210)
"Loved all the neighborhood dogs & farmers market"
The price is S$554
includes taxes & fees
5 Jun - 6 Jun
Level Chicago – Old Town
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, (70)
" Cozy "
The price is S$360
includes taxes & fees
12 Jun - 13 Jun
Sonder The Burnham
The Neighborhood Hotel-Little Italy
2.0 star property
10.0 out of 10, Exceptional, (33)
"Great property, very clean, staff was only a message away and very friendly. Definitely recommend and would stay again. "
The Neighborhood Hotel-Little Italy
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (67)
"The building was clean and attractive. Security on site. Breakfast options close by. All the best sites walking distance. Units was amazing. Kasa very engaged and accessible. River Walk, boat excursions etc. Tours etc. Right there. Rooftop pool and all amenities on site wow!"
The price is S$277
includes taxes & fees
5 Jun - 6 Jun
Kasa River North Chicago
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (104)
"Loved it "
The price is S$355
includes taxes & fees
18 Jun - 19 Jun
Sonder Jewelers Row
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (188)
"Very nice property "
The price is S$129
includes taxes & fees
2 Jun - 3 Jun
WoodSpring Suites Chicago Addison
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (161)
"Highly recommend! Amazing view of the city and the lake, clean and quiet yet close to everything. Thoughtfully furnished with nice surprises like power strips, white noise machine in bedroom, electric kettle etc. It was ideal and we’d stay there again. "
Kasa South Loop Chicago
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very good, (68)
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is S$312
includes taxes & fees
23 Jun - 24 Jun
Sonder The Plymouth
Sonder The Opal
3.5 star property
8.0 out of 10, Very good, (14)
"Great location and great apartment. Next nine we are in Chicago we’ll be staying here."
The price is S$433
includes taxes & fees
30 Jun - 1 Jul
Sonder The Opal
Sonder Greektown
3.5 star property
8.8 out of 10, Excellent, (29)
"LOCATION was terrific - central and close to all our 'outings'. Downside was NOT being able to control the thermostat. And NO response to any of our efforts to contact the property manger(s)."
The price is S$479
includes taxes & fees
30 Jun - 1 Jul
Sonder Greektown
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
10.0 out of 10, Exceptional, (7)
"Easy to check in, good information for parking in the area. The place was clean and nice."
The price is S$232
includes taxes & fees
4 Jun - 5 Jun
Ground Floor Studios in Chicago by 747 Lofts
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See all available properties in Oak Brook
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.

Other types of properties in Oak Brook you may be interested in

Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, (6825)
"Location and just variety was good."
The price is S$292
includes taxes & fees
10 Jun - 11 Jun
Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
8.0 out of 10, Very good, (2338)
"All around nice experience "
The price is S$352
includes taxes & fees
1 Jul - 2 Jul
Embassy Suites by Hilton Chicago Downtown River North
River Hotel
4.0 star property
8.8 out of 10, Excellent, (2937)
"I had a great stay at this hotel. The gentleman that checked me into my room was extremely helpful and very friendly. There were many places nearby for dining and shopping. The facility was very clean. The only thing i didn't like was that they did not have on site parking and the parking ramp was 3 or 4 blocks away."
The price is S$250
includes taxes & fees
1 Jul - 2 Jul
River Hotel
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.

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’s there to see and do in Oak Brook?

Cultural attractions include Lizzadro Museum of Lapidary Art and Graue Mill and Museum, whereas York Woods County Forest Preserve is one spot to enjoy nature. Other popular places to visit in the area include Wrigley Field and Grant Park.

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.

Recent reviews of Oak Brook properties
Expedia verified reviews