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

Oak Brook Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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, (55 reviews)
"Hot tub was very nice!"
United States
Jeff
$349 nightly
The price is $373
Sep 2 - Sep 3
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub
Room

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

Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
Chicago
10.0 out of 10, Exceptional, (27 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
Interior

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, (23 reviews)
"Great host and had everything you would need."
United States
Mj2green J.
$200 nightly
The price is $214
Sep 1 - Sep 2
Total with taxes and fees
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Lake

4. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (25 reviews)
"Great location and super clean!"
United States
Erica
$216 nightly
The price is $256
Sep 7 - Sep 8
Total with taxes and fees
Kasa Lake Shore Chicago
Living area

5. 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.
$357 nightly
The price is $378
Sep 22 - Sep 23
Total with taxes and fees
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Exterior

6. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,293 reviews)
"Nice stay"
United States
Heather
$177 nightly
The price is $208
Sep 1 - Sep 2
Total with taxes and fees
Sentral Michigan Avenue
Outdoor dining

7. 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, (34 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
$286 nightly
The price is $303
Sep 1 - Sep 2
Total with taxes and fees
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Living area

8. 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
$285 nightly
The price is $304
Sep 1 - Sep 2
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Private kitchen

9. 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.
$376 nightly
The price is $402
Sep 1 - Sep 2
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Living area

10. Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home

Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
Brookfield
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful place to stay!"
United States
Chasity D.
$649 nightly
The price is $721
Sep 1 - Sep 2
Total with taxes and fees
Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
Exterior

11. ✽ 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.
$306 nightly
The price is $324
Sep 6 - Sep 7
Total with taxes and fees
✽ Charming Cottage ✽ close to College/Town/Station
Interior

12. 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, (5 reviews)
"Nice place, clean property, great views "
United States
Zach L.
$375 nightly
The price is $462
Sep 2 - Sep 3
Total with taxes and fees
Premium Urban 4BR - Perfect Mix of Comfort & Location
Interior

13. Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
9.6 out of 10, Exceptional, (8 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.
$605 nightly
The price is $676
Sep 2 - Sep 3
Total with taxes and fees
Modern West Loop Gem-City Views & Prime Location 3
Room

14. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.6 out of 10, Exceptional, (29 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveler
$70 nightly
The price is $78
Oct 1 - Oct 2
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
Interior

15. 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.
$414 nightly
The price is $464
Sep 8 - Sep 9
Total with taxes and fees
River North Rooftop With In and Out Parking 3
Property grounds

16. ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.6 out of 10, Exceptional, (25 reviews)
"Beautiful place and location! Had a great time with my family here"
United States
Pedro C.
$808 nightly
The price is $997
Sep 16 - Sep 17
Total with taxes and fees
ENVITAE Hotel, 4BR Luxury Modern Apartments
Room

17. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (21 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
$189 nightly
The price is $223
Sep 1 - Sep 2
Total with taxes and fees
LIVN West Loop Chicago Queen Superior Studio
Exterior

18. Envitae Hotel, 4BR Modern Sleek Apartment

Envitae Hotel, 4BR Modern Sleek Apartment
Near North Side
10.0 out of 10, Exceptional, (2 reviews)
"From booking to leaving, the experience here was amazing and easy to navigate. Great building and I have never had a more communicative host situation. Would gladly book again."
United States
Erin G.
$667 nightly
The price is $823
Sep 28 - Sep 29
Total with taxes and fees
Envitae Hotel, 4BR Modern Sleek Apartment
Living area

19. 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
$216 nightly
The price is $248
Sep 1 - Sep 2
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking
Dining

20. LIVN Millennium Park Downtown Chicago Prem Studio

LIVN Millennium Park Downtown Chicago Prem Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The check in and out process was very quick. Communication with the host was great. "
United States
Raquel W.
$253 nightly
The price is $299
Sep 2 - Sep 3
Total with taxes and fees
LIVN Millennium Park Downtown Chicago Prem 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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Amazing stay! I was in 2117 with a southeastern lake view - could see the Soldier Field Stadium and museum along the lake beautifully! Room was clean (double queen), great having 2 bathrooms as well! The room also has 2 closets, with one being large to hang multiple outfits in, and use the other for jackets, shoes, suitcases, etc. One of our bathrooms smelled slightly of body odor, there are no fans in the bathroom either (be sure to courtesy flush while doing #2!). Staff was great and very kind despite being a very busy time with many BTS fans. They themed their lobby purple (fandom color) and played BTS music through their speakers. They even had photo ops and a fan meet up area. It was truly a great fan experience! The charm of the history of the hotel while modernizing the looks are stunning. There is original structure and woodwork with a modern tough of lighting and decor. We did not partake in any of the breakfast, however we did a late night order of food from Kitty O'Shea's bar after the concert. The wings & burger were great! The hotel is right on Michigan Avenue and very easy to hop onto the bus wherever you want to go. Overall a great experience and I will definitely be staying there again."
Karina 3-night trip
Posted less than an hour ago
Hilton Chicago

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 $139 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 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.