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Oak Brook Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Oak Brook vacation rentals

Dining

1. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (57 reviews)
"Hot tub was very nice!"
United States
Jeff
$344 nightly
The price is $368
Sep 14 - Sep 15
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub
Lake

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (26 reviews)
"Great location and super clean!"
United States
Erica
$243 nightly
The price is $289
Sep 20 - Sep 21
Total with taxes and fees
Kasa Lake Shore Chicago
Living area

3. 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.
$354 nightly
The price is $375
Sep 22 - Sep 23
Total with taxes and fees
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Interior

4. Cozy Studio Suite, Steps from River North & Shops

Cozy Studio Suite, Steps from River North & Shops
Near North Side
9.4 out of 10, Exceptional, (3 reviews)
"Clean apartment in cozy neighborhood"
United States
Susannah R.
$354 nightly
The price is $437
Sep 27 - Sep 28
Total with taxes and fees
Cozy Studio Suite, Steps from River North & Shops
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, (24 reviews)
"Great host and had everything you would need."
United States
Mj2green J.
$150 nightly
The price is $160
Sep 21 - Sep 22
Total with taxes and fees
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Room

6. 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 traveler
$66 nightly
The price is $73
Oct 1 - Oct 2
Total with taxes and fees
Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
Private kitchen

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
9.4 out of 10, Exceptional, (23 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
$498 nightly
The price is $532
Sep 22 - Sep 23
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Interior

8. Modern 3BR Apartment Near North Ave Shops

Modern 3BR Apartment Near North Ave Shops
Near North Side
9.8 out of 10, Exceptional, (6 reviews)
$592 nightly
The price is $731
Sep 21 - Sep 22
Total with taxes and fees
Modern 3BR Apartment Near North Ave Shops
Exterior

9. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,309 reviews)
"clean property, amazing staff, in-unit laundry machines, awesome location"
United States
Allison
$194 nightly
The price is $228
Sep 21 - Sep 22
Total with taxes and fees
Sentral Michigan Avenue
Living area

10. 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, (33 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
$281 nightly
The price is $300
Sep 14 - Sep 15
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Exterior

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

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (71 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
$296 nightly
The price is $314
Oct 7 - Oct 8
Total with taxes and fees
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

12. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.6 out of 10, Exceptional, (35 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
$317 nightly
The price is $336
Sep 13 - Sep 14
Total with taxes and fees
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Apartment, Private Bathroom | Lounge

13. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
$325 nightly
The price is $371
Sep 21 - Sep 22
Total with taxes and fees
At Home in Oak Park
Interior

14. Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT

Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT
Berwyn
9.4 out of 10, Exceptional, (24 reviews)
"A very comfy older building that has been upgraded in several areas. Convenient to transportation, restaurants and local events. "
United States
Carrie
$168 nightly
The price is $179
Sep 16 - Sep 17
Total with taxes and fees
Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT
Living area

15. 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, (71 reviews)
"Easy access to the Green Line."
United States
Michael
$229 nightly
The price is $262
Sep 29 - Sep 30
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking
Room

16. LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
$305 nightly
The price is $360
Sep 13 - Sep 14
Total with taxes and fees
LIVN West Loop Chicago King Studio
Living area

17. River North Private Balcony With In and Out Parking

River North Private Balcony With In and Out Parking
Downtown Chicago
10.0 out of 10, Exceptional, (6 reviews)
"Place was easily accessible- very clean and an amazing alternative to hotel living for 2 colleagues. Coffee was available and all the basics of a hotel. "
United States
Rae M.
$472 nightly
The price is $547
Sep 20 - Sep 21
Total with taxes and fees
River North Private Balcony With In and Out Parking
Interior

18. Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
9.6 out of 10, Exceptional, (8 reviews)
"Great location with large beds which made it amazing for our group. Easy access to public transport and a cute neighborhood"
United States
Kortnee
$663 nightly
The price is $818
Sep 27 - Sep 28
Total with taxes and fees
Premium Urban 4BR - Perfect Mix of Comfort & Location
Private kitchen

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

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (79 reviews)
"Excellent place to stay!"
United States
Alicia K.
$262 nightly
The price is $299
Sep 22 - Sep 23
Total with taxes and fees
Cozy, Comfortable and Convenient apartment. Close to everything!
Private kitchen

20. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (523 reviews)
"Location and facility was very nice"
United States
Brian
$364 nightly
The price is $428
Sep 27 - Sep 28
Total with taxes and fees
Level Chicago – Old Town
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

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"The rooms are small but clean everything was stocked The only issue I had was the Buckingham wing elevator. I’m 100% PTSD military veteran. I don’t like closed, cramped stuffy boxes. It takes pretty much a full minute to shut the door when you’re standing in this cramp space it’s a nice slow ride down some creepy noises. I walked down six flights of stairs, rather than ride the elevator. I had the opportunity to ride up a different elevator going to the wrong floor. I went to the 600 floor not the 6600 that elevator was much nicer much quicker more modern. So I suggest you try to get over in that wing, unless you don’t care about strange elevators. I’m just saying. The staff is great. The staff were very friendly and very informative and they made that part of the stay great. It’st a well polished building: beautiful on the first floor tight spaces in the hallways."
Sharon 1-night trip
Posted 1 hour ago
Congress Plaza Hotel

Find out more about Oak Brook

Everything you need to know about Oak Brook vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Brook vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oak Brook vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oak Brook in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $151 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oak Brook rentals

At Expedia, we put the best Oak Brook vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: Visitors like this Oak Brook vacation home rental. It is located in the city center and has a balcony, a barbecue grill, 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 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 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.