A city skyline at night with reflections in the water.

Oak Brook Holiday Rentals

  • 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

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Oak Brook holiday rentals

A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

1. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (64 reviews)
"We had a wonderful stay"
United States
Anonymous traveller
The price is AU$521
includes taxes & fees
26 Oct - 27 Oct
LUXE 3 BR, 2 BA + Hot Tub
Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

2. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.2 out of 10, Wonderful, (30 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveller
The price is AU$135
includes taxes & fees
19 Nov - 20 Nov
2 Full Beds | Non-Smoking, Kitchen
A modern living room with teal sofas, a coffee table, and a TV.

3. Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (25 reviews)
"The room was very clean, and the host was timely with communications. The couches and bed were so comfy!"
United States
Kaitlyn W.
The price is AU$232
includes taxes & fees
26 Oct - 27 Oct
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
A modern living room with a grey sectional sofa, a black coffee table, and two framed pictures on the wall.

4. Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Lombard
9.4 out of 10, Exceptional, (23 reviews)
"The place was clean and wonderfull. Love the area."
United States
Jack W.
The price is AU$516
includes taxes & fees
1 Nov - 2 Nov
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

5. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (82 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is AU$420
includes taxes & fees
26 Oct - 27 Oct
Cozy, Comfortable and Convenient apartment. Close to everything!
A modern kitchen with stainless steel appliances, a dining area with a wooden table and chairs, and a large cityscape painting on the wall.

6. Charming 3BR/2BA Retreat in Villa Park – Comfort, Space & Convenience!

Charming 3BR/2BA Retreat in Villa Park – Comfort, Space & Convenience!
Villa Park
8.6 out of 10, Excellent, (10 reviews)
"Great location and perfect set up for a family size Vaca!! Loved it!"
United States
Robin C.
The price is AU$717
includes taxes & fees
26 Oct - 27 Oct
Charming 3BR/2BA Retreat in Villa Park – Comfort, Space & Convenience!
A modern living room with a blue sofa, a patterned rug, and a television.

7. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
The price is AU$298
includes taxes & fees
10 Nov - 11 Nov
Great Area Logan Square Apt Games Pets - Sleeps 5
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

8. Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.4 out of 10, Exceptional, (73 reviews)
"Easy access to the Green Line."
United States
Michael
The price is AU$333
includes taxes & fees
2 Nov - 3 Nov
Chic Suite/Mins to L Train /Laundry/Free Parking
A hotel room with a bed, a wall-mounted mirror, a television displaying a space-themed image, and a window with curtains.

9. Private Workspace • Sleeps4 • Modern Stylish Stay

Private Workspace • Sleeps4 • Modern Stylish Stay
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"The apartment was just as described, modern, comfortable, very clean and perfect for two people for our five night stay. Very comfortable bed and we especially appreciated the easy entry lock. Great location. Good communication with property manager but we had zero complaints. We would stay again!"
United States
Margaret N.
The price is AU$387
includes taxes & fees
25 Oct - 26 Oct
Private Workspace • Sleeps4 • Modern Stylish Stay
A building with a stone facade and a large window displaying the text 'LAUNDRY MAT'.

10. King Bed Non-Smoking

King Bed Non-Smoking
Chicago
10.0 out of 10, Exceptional, (289 reviews)
"Clean room and friendly staff made it a good stay."
United States
Anonymous traveller
The price is AU$117
includes taxes & fees
25 Oct - 26 Oct
King Bed Non-Smoking
A building with a sign reading 'Hale Street Cantina' and a brick facade.

11. ✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (74 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is AU$453
includes taxes & fees
17 Nov - 18 Nov
✽ Charming Cottage ✽ close to College/Town/Station
A rooftop terrace with a brick wall, large windows, and a metal railing.

12. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (60 reviews)
"Clean, efficient, and conveniently located to plenty of transportation and culture."
United States
Michael S.
The price is AU$388
includes taxes & fees
22 Oct - 23 Oct
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
A hotel room with a bed, desk, chair, and a ceiling fan.

13. Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago

Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
Chicago
8.8 out of 10, Excellent, (33 reviews)
"Clean, secure, good parking. Mattress side closest to the bathroom had a sag and woke up with a sore back."
United States
Sharon R.
The price is AU$115
includes taxes & fees
28 Oct - 29 Oct
Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
A rooftop terrace with a brick wall, large windows, and a metal railing.

14. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.2 out of 10, Wonderful, (30 reviews)
"Very nice and clean place in a great location if you are going to Wrigley"
United States
Paul J.
The price is AU$392
includes taxes & fees
27 Oct - 28 Oct
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
A hotel room with a bed, desk, chair, and a ceiling fan.

15. Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago

Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
Chicago
9.8 out of 10, Exceptional, (28 reviews)
"Great staff clean rooms"
United States
Anonymous traveller
The price is AU$129
includes taxes & fees
8 Nov - 9 Nov
Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
Lake

16. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (73 reviews)
"First time staying there and we absolutely loved our stay. We will definitely be going back."
United States
Iliana
The price is AU$375
includes taxes & fees
1 Nov - 2 Nov
Kasa Lake Shore Chicago
A modern living room with a large white table, grey sofa, and a flat-screen TV mounted on the wall.

17. King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Lockport
10.0 out of 10, Exceptional, (10 reviews)
"Adorable place to stay, decor is done so cute. Very comfortable family room to relax"
United States
Teresa S.
The price is AU$385
includes taxes & fees
25 Oct - 26 Oct
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

18. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
7.8 out of 10, Good, (34 reviews)
"Very nice home with basement bar. Host was very accommodating."
United States
Carl T.
The price is AU$428
includes taxes & fees
26 Oct - 27 Oct
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A modern building with the name 'SENIORAL' prominently displayed on the facade.

19. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,384 reviews)
"Perfect location to stay at if attending the bears games !"
United States
Jacob
The price is AU$240
includes taxes & fees
9 Nov - 10 Nov
Sentral Michigan Avenue
A living room with a white sofa, a decorative vase with a plant, a small wooden figurine, and a gold decorative piece on a white coffee table.

20. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
O'Hare
10.0 out of 10, Exceptional, (6 reviews)
"The space was comfortable, clean and inviting.The host was fabulous! I recommend this place when visiting the Chicago area."
United States
Megan K.
The price is AU$700
includes taxes & fees
28 Oct - 29 Oct
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
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 Oak Brook Hotel Reviews

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"very good"
Hong 3-night trip
Posted 3 hours ago
Club Quarters Hotel, Central Loop, Chicago

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 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?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This holiday home rental outside of Oak Brook is located in the city centre, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, 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 Lizzadro Museum of Lapidary Art and Graue Mill and Museum. Other popular places to visit in the area include Wrigley Field and United Center.

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.