Chicago Skyline Cityscape at night with lake in front and blue sky with cloud, Chicago, United state.

Oak Brook Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Oak Brook holiday rentals

Lake

1. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (13 reviews)
"Great location and super clean!"
United States
Erica
The price is HK$1,624
HK$2,398 total
includes taxes & fees
8 Sept - 9 Sept
Kasa Lake Shore Chicago
Dining

2. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (54 reviews)
"Hot tub was very nice!"
United States
Jeff
The price is HK$1,412
HK$2,930 total
includes taxes & fees
24 Aug - 25 Aug
LUXE 3 BR, 2 BA + Hot Tub
1 bedroom

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

Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
Chicago
9.2 out of 10, Wonderful, (31 reviews)
"Nice, clean, and a quiet hotel"
United States
Anonymous traveller
The price is HK$574
HK$635 total
includes taxes & fees
12 Sept - 13 Sept
Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
Dining

4. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
10.0 out of 10, Exceptional, (31 reviews)
"Relaxing stay and safe location. Host JD provided great communication throughout the stay. Stores are nearby in case you need items for your trip. Food options are abundant in the area. 30 min drive to downtown Chicago."
United States
Cynthia M.
The price is HK$539
HK$1,416 total
includes taxes & fees
17 Aug - 18 Aug
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Interior

5. 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, (22 reviews)
"Great host and had everything you would need."
United States
Mj2green J.
The price is HK$1,177
HK$1,444 total
includes taxes & fees
20 Aug - 21 Aug
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Smart TV, fireplace

6. 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 HK$1,676
HK$2,974 total
includes taxes & fees
9 Sept - 10 Sept
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Coffee/tea maker, fridge, microwave, oven

7. PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.6 out of 10, Exceptional, (21 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
The price is HK$1,689
HK$3,780 total
includes taxes & fees
19 Aug - 20 Aug
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Living area

8. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,259 reviews)
"The room and building were beautiful and located in a great place."
United States
Ryan
The price is HK$1,186
HK$1,623 total
includes taxes & fees
30 Aug - 31 Aug
Sentral Michigan Avenue
Smart TV

9. 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
8.0 out of 10, Very good, (31 reviews)
"Pros: Quiet neighborhood, felt safe going in and out of the house. Upstairs bathroom shower was amazing. Cons: warmer in living room, stained pillows, couches and floors felt like dust mites all over( simple fix) All in all it was a good stay."
United States
Amal
The price is HK$1,165
HK$2,380 total
includes taxes & fees
17 Aug - 18 Aug
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Interior

10. Desirable chic home in a Prime Location!

Desirable chic home in a Prime Location!
York Center
8.4 out of 10, Very good, (9 reviews)
"Nice place great location would stay here again "
United States
Josh W.
The price is HK$2,161
HK$4,710 total
includes taxes & fees
18 Aug - 19 Aug
Desirable chic home in a Prime Location!
Dining

11. Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Berwyn
9.0 out of 10, Wonderful, (18 reviews)
"It's a great place to stay, honestly, the hosts are nice and there to help you as well.The place is big, it has good A/C, and lots of space for different activities.Finally, there's lots of parking available in case you are using a car."
United States
Juan Pablo T.
The price is HK$531
HK$1,324 total
includes taxes & fees
16 Aug - 17 Aug
Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Exterior

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

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (70 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is HK$1,412
HK$2,536 total
includes taxes & fees
6 Sept - 7 Sept
✽ Charming Cottage ✽ close to College/Town/Station
Interior

13. River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.0 out of 10, Wonderful, (9 reviews)
"Not a bad thing to say about this experience. Host was extremely responsive and helpful, looked exactly like the pictures, had everything we needed, location was perfect and the included parking was such a perk! Highly recommend staying here. I hope to be back! "
United States
Kara B.
The price is HK$1,358
HK$3,758 total
includes taxes & fees
8 Sept - 9 Sept
River North Rooftop With In and Out Parking 3
Smart TV, books

14. 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, (69 reviews)
"Very nice stay. Close to everything. Host very helpful. "
United States
Tamela S.
The price is HK$876
HK$1,982 total
includes taxes & fees
18 Aug - 19 Aug
Chic Suite/Mins to L Train /Laundry/Free Parking
Smart TV

15. Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Berwyn
9.6 out of 10, Exceptional, (19 reviews)
"Great place to stay "
United States
Harquesha S.
The price is HK$531
HK$1,408 total
includes taxes & fees
23 Aug - 24 Aug
Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
TV

16. 4BR Retreat w/ Theater, Arcade, Gym and Firepit

4BR Retreat w/ Theater, Arcade, Gym and Firepit
Belmont Cragin
10.0 out of 10, Exceptional, (3 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
The price is HK$860
HK$4,473 total
includes taxes & fees
18 Aug - 19 Aug
4BR Retreat w/ Theater, Arcade, Gym and Firepit
Coffee/tea maker, fridge, microwave, oven

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

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (77 reviews)
"The host responded quickly to my requests. Apartment was clean. Kitchen well stocked with cooking, utensils, spices, etc. He registered my car so I coiud park on the street without any problem. Close to the Blue Line stop to take the "L" into downtown Chicago."
United States
Michael
The price is HK$989
HK$2,524 total
includes taxes & fees
18 Aug - 19 Aug
Cozy, Comfortable and Convenient apartment. Close to everything!
1 bedroom, iron/ironing board, travel cot, WiFi

18. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.4 out of 10, Exceptional, (17 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
The price is HK$1,444
HK$1,899 total
includes taxes & fees
18 Aug - 19 Aug
LIVN West Loop Chicago Queen Superior Studio
Exterior

19. The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.2 out of 10, Wonderful, (7 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is HK$1,394
HK$2,467 total
includes taxes & fees
18 Aug - 19 Aug
The Oak Park Loft
Dining

20. LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
9.4 out of 10, Exceptional, (9 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
The price is HK$1,459
HK$1,926 total
includes taxes & fees
19 Aug - 20 Aug
LIVN Millennium Park Downtown Chicago Studio
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

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

8/10 Good
"Early check in request was accepted but upon arrival we had to wait for approx 2 hours to get the room. Breakfast menu was repeated throughout the stay and that forced us to go out for the breakfast."
Amit 3-night trip
Posted 6 hours ago
Crowne Plaza Chicago West Loop by IHG

Find out more about Oak Brook

Search for holiday rentals in Oak Brook on Expedia! You can easily find your home rentals, villas, holiday apartments in Oak Brook using one of the methods below:

  • View our selection of featured holiday rentals in Oak Brook
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  • Enter your travel dates to view the best deals on holiday rentals in Oak Brook while they last

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

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 United Center and Wrigley Field.

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.