Oak Brook Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Oak Brook holiday rentals

TV, offices

Modern West Loop Gem-City Views & Prime Location 6

Modern West Loop Gem-City Views & Prime Location 6
Downtown Chicago
10.0 out of 10, Exceptional, (17 reviews)
"Great place"
United States
Daniel L.
The price is HK$1,581
HK$4,897 total
includes taxes & fees
29 Mar - 30 Mar
Modern West Loop Gem-City Views & Prime Location 6
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is HK$1,252
HK$3,612 total
includes taxes & fees
30 Mar - 31 Mar
River North Rooftop With In and Out Parking 3
Interior

Chic 3bed 2bath Home with free parking close to United Center

Chic 3bed 2bath Home with free parking close to United Center
Oak Park
9.8 out of 10, Exceptional, (18 reviews)
"Overall just great lovely area and chill place, rooms was great and I love the Roku tvs to sit back In chill!"
United States
Chantrice A.
The price is HK$1,761
HK$5,304 total
includes taxes & fees
29 Mar - 30 Mar
Chic 3bed 2bath Home with free parking close to United Center
Full-sized fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (453 reviews)
"Staff was really nice"
United States
Anita
The price is HK$1,276
HK$1,691 total
includes taxes & fees
29 Mar - 30 Mar
Level Chicago – Old Town
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,115 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
The price is HK$925
HK$1,315 total
includes taxes & fees
1 Apr - 2 Apr
Sentral Michigan Avenue
TV

Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Lakeview
9.4 out of 10, Exceptional, (22 reviews)
"Everything was excellent. Highly recommended!!!"
United States
Donald S.
The price is HK$2,966
HK$7,397 total
includes taxes & fees
29 Mar - 30 Mar
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Outdoor dining

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Aurora
10.0 out of 10, Exceptional, (30 reviews)
"Great place to stay! Easy to check-in and check-out. We didn't have any issues with the house or host. Would stay again."
United States
Ava B.
The price is HK$3,511
HK$8,436 total
includes taxes & fees
31 Mar - 1 Apr
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Smart TV, fireplace, books, video library

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful property, great location, quiet, with plenty of curb parking directly in front. "
United States
carlos l.
The price is HK$2,797
HK$5,763 total
includes taxes & fees
5 Apr - 6 Apr
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Smart TV, fireplace, video game console, books

Large Chicago 3BR/3BA • Sleeps 7 • Near Downtown

Large Chicago 3BR/3BA • Sleeps 7 • Near Downtown
West Town
10.0 out of 10, Exceptional, (34 reviews)
"Clean and convenient location for our stay. "
United States
Tony D.
The price is HK$2,817
HK$6,648 total
includes taxes & fees
4 Apr - 5 Apr
Large Chicago 3BR/3BA • Sleeps 7 • Near Downtown
TV, offices

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.4 out of 10, Exceptional, (16 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is HK$689
HK$1,557 total
includes taxes & fees
29 Mar - 30 Mar
Modern Comfort: 1BR Unit w/ Laundry
Exterior

Historic Oak Park Residence

Historic Oak Park Residence
2.0 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"Absolutely awesome "
United States
Erik
The price is HK$2,001
HK$3,160 total
includes taxes & fees
1 Apr - 2 Apr
Historic Oak Park Residence
TV, offices

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is HK$689
HK$1,557 total
includes taxes & fees
29 Mar - 30 Mar
Sun-Drenched 1BR Apartment
Lounge

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (187 reviews)
"Nice area if you are renting a car, be aware that you would have to pay for street parking or go over a few blocks and park in a parking lot."
United States
Daysha
The price is HK$1,042
HK$1,867 total
includes taxes & fees
12 Apr - 13 Apr
Kasa River North Chicago
Exterior detail

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (29 reviews)
"Finding a good 3 br or 4 br option in and around OP / RF is challenging and if this one is available, jump on it. Functional plan, easy parking, great location and responsive owners. "
United States
Lawrence P.
The price is HK$1,902
HK$4,694 total
includes taxes & fees
5 Apr - 6 Apr
Oak Park Victorian by FLW Studio
Smart TV, books

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Schaumburg
10.0 out of 10, Exceptional, (7 reviews)
"Super comfy for families and the nicest host. "
United States
Anonymous traveller
The price is HK$2,697
HK$5,119 total
includes taxes & fees
7 Apr - 8 Apr
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
TV, DVD player, books, video library

First floor of Historic Oak Park Villa, Grge:2Cars

First floor of Historic Oak Park Villa, Grge:2Cars
Oak Park
9.6 out of 10, Exceptional, (26 reviews)
"Very clean, comfortable and nicely located!"
United States
Steve P.
First floor of Historic Oak Park Villa, Grge:2Cars
Private kitchen

Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage
Glen Ellyn
9.6 out of 10, Exceptional, (22 reviews)
"Great place to stay. "
United States
Jason T.
The price is HK$1,717
HK$4,391 total
includes taxes & fees
29 Mar - 30 Mar
Spacious Deck & Balcony, Game Area, Garage
Interior

Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Nice place, clean property, great views "
United States
Zach L.
The price is HK$1,072
HK$3,428 total
includes taxes & fees
15 Apr - 16 Apr
Premium Urban 4BR - Perfect Mix of Comfort & Location
Fridge, microwave, oven, stovetop

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (73 reviews)
"Apartment is as advertised. Nicely stocked, large, clean, comfortable, nice natural light, quiet, great location, full size appliances, easy access. "
United States
Susan G.
The price is HK$845
HK$2,302 total
includes taxes & fees
29 Mar - 30 Mar
Cozy, Comfortable and Convenient apartment. Close to everything!
Fireplace

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.6 out of 10, Exceptional, (29 reviews)
"Host was great! Let us check in early, it was an easy check in/out! We'll be back for a Cubs game! "
United States
Caroline B.
The price is HK$3,748
HK$8,479 total
includes taxes & fees
29 Mar - 30 Mar
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
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

Swissotel - Chicago

Swissotel - Chicago

4/10 Poor
"Some issues with the room and internet, had to switch rooms. The second room had a malfunctioning toilet fill valve, it would shut off due to friction, requiring me to pull the lid and jiggle it to fill. Some outlet's didn't work. Low hanging fruit that can be attended to can go a long way. Staff was friendly and professional at all times. Would definitely stay here again, but urge attention to detail. Also, have a daily Urban Experience Fee on the final bill that I have asked to get back. Not sure what an Urban Experience Fee means, no Urban Experience was offered outside of doing my thing, being a native Chicagoan. "
Michael 6-night trip
Posted 1 hour ago
Swissotel - Chicago

Find out more about Oak Brook

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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?

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!: This holiday home rental outside of Oak Brook is on a lake, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 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 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.