Photo by Judy Mahoney

Oak Brook Holiday Rentals

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Holiday Rentals in Oak Brook

The Neighborhood Hotel-Little Italy
2.0 star property
10.0 out of 10, Exceptional, (23)
"Great new, contemporary facility. Will absolutely recommend."
The price is AU$358
per night
5 May - 6 May
The Neighborhood Hotel-Little Italy
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
10.0 out of 10, Exceptional, (6)
"Easy to check in, good information for parking in the area. The place was clean and nice."
The price is AU$230
per night
22 May - 23 May
Ground Floor Studios in Chicago by 747 Lofts
Game room/King Bed /Wi-Fi/Deck + Fire Pit
10.0 out of 10, Exceptional, (12)
"The place was extremely simple and easy. The check in was really easy, the place was very affordable, the place was extremely clean, the house owner was really easy to get a hold of and fast with answering questions. Overall a great experience!"
The price is AU$678
per night
8 May - 9 May
Game room/King Bed /Wi-Fi/Deck + Fire Pit
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Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (65)
"Very clean and comfortable. Great location very close to an L stop. Walkable to shopping and the lake front and river walk"
Kasa River North Chicago
Cozy modern unit w/ easy access to downtown Chi
9.6 out of 10, Exceptional, (17)
"Great apartment! Perfect for 2 adults and 2 teens. Extremely close to Blue Line into Chicago. Easy drive to Wheaton (could have easily taken the Metra instead). Recommend Cuzzo pizza and Addis Cafe in Oak Park. One of us came down with a cold- grocery and drugstore nearby, and we spent the day playing cards and watching movies. Kitchenette was great for making our own (read: cheap) breakfasts each day. Thank you!"
Cozy modern unit w/ easy access to downtown Chi
Chic Suite/Mins to L Train /Laundry/Free Parking
9.6 out of 10, Exceptional, (15)
"My wife and I spent a long weekend here. The apartment had plenty of room, was nicely decorated. The kitchen contained everything we needed to cook a full meal (which we did not). The bed is very comfortable. Ride service to downtown averaged $25. It was perfect."
The price is AU$289
per night
3 May - 4 May
Chic Suite/Mins to L Train /Laundry/Free Parking
national historic home near downtown airports no parties no events
9.4 out of 10, Exceptional, (19)
"Had a great time used space for birthday event!!"
The price is AU$535
per night
5 May - 6 May
national historic home near downtown airports no parties no events
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (389)
"Likes having a kitchen and living room"
The price is AU$318
per night
27 May - 28 May
Sentral Michigan Avenue
Kasa South Loop Chicago
4.0 star property
9.2 out of 10, Wonderful, (160)
"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 Burnham
3.5 star property
9.0 out of 10, Wonderful, (46)
"Sonders are always clean and efficient and this one was that, but this one isn't the best. Units in the Burnham are renovated but they have old ceilings made of wood which do not prevent noise transfer. They gave me a unit on the second floor and I could hear almost everything the person above me said or did. Sometimes when that person walked, the glasses in my unit slightly vibrated and you'd hear clinking. "
The price is AU$349
per night
5 May - 6 May
Sonder The Burnham
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
9.0 out of 10, Wonderful, (7)
"Great little home away from home. Definitely need to be painted and maintenance upgrades need to be addressed but other than that we had a great time"
The price is AU$275
per night
9 May - 10 May
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (294)
"The train was loud, but not intolerable. Parking is very limited especially on Saturday. Overall would say here again !"
The price is AU$314
per night
28 May - 29 May
Sonder South Wabash
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (206)
"Nice"
The price is AU$383
per night
5 May - 6 May
Level Chicago – Old Town
Sonder Greektown
3.5 star property
8.8 out of 10, Excellent, (28)
"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 AU$514
per night
29 May - 30 May
Sonder Greektown
Sonder The Plymouth
3.5 star property
8.4 out of 10, Very good, (65)
"Great place to stay and visit Chicago on foot. The property was exactly what we hoped for. "
The price is AU$426
per night
27 May - 28 May
Sonder The Plymouth
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, (97)
"The only real problem is train noise I was lucky that my unit was at the end of hallway so relatively far from train noise but they moved us for one night to another unit because of plumbing issue and as extremely noisy "
The price is AU$317
per night
28 May - 29 May
Sonder Jewelers Row
Sonder Market Hall
3.5 star property
8.0 out of 10, Very good, (74)
"The property was nice, clean and fresh. The Studio was really nice and updated. "
The price is AU$186
per night
5 May - 6 May
Sonder Market Hall
Sonder The Opal
3.5 star property
8.0 out of 10, Very good, (12)
"Overall: A nice stay in a great part of town. Pros: Walking distance to almost everything downtown Chicago. Check-in is easy, but not the most intuitive instructions for the building codes. Spacious and clean room. Cons: The view. DO NOT let the pictures of the property deceive you… Unless you are on the top floor, the view is not very good. Also, says there’s rooftop access but no way to get to the roof (door locked). The walls are thin inside the apartment. Layout was a bit bizarre. Advert...
The price is AU$318
per night
28 May - 29 May
Sonder The Opal
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (124)
"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 AU$369
per night
28 May - 29 May
Found Chicago powered by Sonder
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (183)
"ITS A VERY NICE AND UPBEAT ESTABLISHMENT.......I ENJOYED THE STAY ONLY THING I DIDNT LIKE WAS THERE HOUSE KEEPING SCHEDULE BUT OTHER THAN THAT ITS A NICE QUIET LOCATION WITH NICE PEOPLE"
The price is AU$116
per night
12 May - 13 May
WoodSpring Suites Chicago Addison
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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.

Oak Brook Holiday Home Travel Info

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

River Hotel
4.0 star property
8.8 out of 10, Excellent, (2843)
"Loved the free water. Hotel staff (Pedro) was very friendly & helpful! The room was the perfect size for one person."
The price is AU$289
per night
12 May - 13 May
River Hotel
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very good, (1884)
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The price is AU$304
per night
12 May - 13 May
Eurostars Magnificent Mile
Warwick Allerton - Chicago
4.0 star property
7.8 out of 10, Good, (2546)
"Its was a nice stay. "
The price is AU$225
per night
15 May - 16 May
Warwick Allerton - Chicago
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.

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 favourite 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 depend 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 AU$117 per night. Entering your travel dates in the search wizard might find you 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?

Your Home Away From Home: This holiday home rental outside of Oak Brook offers a fireplace, 1 hot tub and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a microwave to make your meal-planning easier.

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.

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