Oak Brook Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Oak Brook vacation rentals

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, (5 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 ￥25,483
￥72,931 total
includes taxes & fees
Apr 15 - Apr 16
River North Rooftop With In and Out Parking 3
Living area

Plymouth Collection: 2BD with Lobby, Gym, Rooftop

Plymouth Collection: 2BD with Lobby, Gym, Rooftop
Chicago
Plymouth Collection: 2BD with Lobby, Gym, Rooftop
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
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 ￥17,998
￥36,362 total
includes taxes & fees
Apr 16 - Apr 17
Sunlit 1BR Apartment | Warm & Welcoming Space
Interior

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
Modern West Loop Gem-City Views & Prime Location 3
TV, offices

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.0 out of 10, Wonderful, (17 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
The price is ￥11,467
￥28,512 total
includes taxes & fees
Apr 19 - Apr 20
Modern Comfort: 1BR Unit w/ Laundry
1 bedroom, iron/ironing board, travel crib, WiFi

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (9 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is ￥15,608
￥33,363 total
includes taxes & fees
Apr 14 - Apr 15
West Loop Living – Bright 1BR
Desk, iron/ironing board, travel crib, WiFi

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is ￥21,024
￥39,491 total
includes taxes & fees
May 3 - May 4
Chic Studio in the Heart of the Gold Coast
Room

LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
The price is ￥20,864
￥28,426 total
includes taxes & fees
Apr 26 - Apr 27
LIVN West Loop Chicago King Studio
Exterior

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (13 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is ￥22,935
￥72,329 total
includes taxes & fees
Apr 26 - Apr 27
Spacious 4BR Central Apartment w/ Skyline Views
Full-size fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (462 reviews)
"Would definitely stay again. Everything was great!"
United States
Michelle
The price is ￥37,155
￥47,545 total
includes taxes & fees
Apr 15 - Apr 16
Level Chicago – Old Town
Lounge

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (190 reviews)
"Great place! Would definitely stay again!"
United States
Katherine
The price is ￥24,225
￥43,397 total
includes taxes & fees
Apr 30 - May 1
Kasa River North Chicago
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 ￥17,488
￥64,033 total
includes taxes & fees
Apr 15 - Apr 16
Premium Urban 4BR - Perfect Mix of Comfort & Location
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 ￥30,274
￥81,516 total
includes taxes & fees
Apr 14 - Apr 15
Oak Park Victorian by FLW Studio
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,129 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
The price is ￥22,882
￥31,537 total
includes taxes & fees
Apr 26 - Apr 27
Sentral Michigan Avenue
Interior

Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
10.0 out of 10, Exceptional, (14 reviews)
"The house was spotless and very comfortable for our needs. Best of all it was not far from our son’s home in River Forest which made going back and forth convenient."
United States
Beryl I.
The price is ￥21,501
￥73,116 total
includes taxes & fees
Apr 14 - Apr 15
Vintage Urban Retreat
Exterior

Cozy Train Vibes + Rare Parking x3

Cozy Train Vibes + Rare Parking x3
North Center
10.0 out of 10, Exceptional, (18 reviews)
"Justin was so accommodating. He let us in early as our flight was early. The place was clean , the beds and pillows soooo comfy. The location was perfect for why we were in chicago. Loved our time there "
United States
David C.
The price is ￥26,553
￥67,164 total
includes taxes & fees
Apr 14 - Apr 15
Cozy Train Vibes + Rare Parking x3
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 ￥60,363
￥151,531 total
includes taxes & fees
Apr 14 - Apr 15
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Smart TV

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, (23 reviews)
"Easy to access, big place, great for a group that needs to have several rooms and beds. Would definitely stay again"
United States
JOSE S.
The price is ￥23,652
￥47,794 total
includes taxes & fees
Apr 14 - Apr 15
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
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 ￥35,836
￥108,125 total
includes taxes & fees
Apr 14 - Apr 15
Chic 3bed 2bath Home with free parking close to United Center
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.
The price is ￥35,692
￥64,389 total
includes taxes & fees
Apr 14 - Apr 15
First floor of Historic Oak Park Villa, Grge:2Cars
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

River Hotel

River Hotel

10/10 Excellent
"Wonderful hotel, room was very clean, easy to check in and check out."
Teresa 2-night trip
Posted 1 hour ago
River Hotel

Find out more about Oak Brook

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

Frequently asked questions

Can I find vacation rentals in Oak Brook?

Yes, you can find vacation rentals close to top points of interest in Oak Brook, or you can choose a more remote 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 vacation home rentals that Oak Brook has to offer?

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony: Visitors like this Oak Brook vacation home rental. It is located in the city center and has a balcony, an arcade game room, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 United Center.

What’s a vacation rental in Oak Brook like?

Vacation rentals are private properties you can stay in for a couple days or more in Oak Brook. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips or small group gatherings.