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Oak Brook Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Oak Brook vacation rentals

A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

1. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (65 reviews)
"We had a wonderful stay"
United States
Anonymous traveller
The price is CA $254
CA $500 total
includes taxes & fees
Nov 16 - Nov 17
LUXE 3 BR, 2 BA + Hot Tub
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

2. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
9.6 out of 10, Exceptional, (7 reviews)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is CA $240
CA $367 total
includes taxes & fees
Nov 11 - Nov 12
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

3. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.2 out of 10, Wonderful, (30 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveller
The price is CA $106
CA $117 total
includes taxes & fees
Dec 9 - Dec 10
2 Full Beds | Non-Smoking, Kitchen
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

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

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (83 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is CA $152
CA $398 total
includes taxes & fees
Nov 11 - Nov 12
Cozy, Comfortable and Convenient apartment. Close to everything!
A modern kitchen with stainless steel appliances, a dining area with a wooden table and chairs, and a large cityscape painting on the wall.

5. Charming 3BR/2BA Retreat in Villa Park – Comfort, Space & Convenience!

Charming 3BR/2BA Retreat in Villa Park – Comfort, Space & Convenience!
Villa Park
8.8 out of 10, Excellent, (11 reviews)
"Great location and perfect set up for a family size Vaca!! Loved it!"
United States
Robin C.
The price is CA $330
CA $690 total
includes taxes & fees
Nov 11 - Nov 12
Charming 3BR/2BA Retreat in Villa Park – Comfort, Space & Convenience!
A modern living room with teal sofas, a coffee table, and a TV.

6. 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, (27 reviews)
"The room was very clean, and the host was timely with communications. The couches and bed were so comfy!"
United States
Kaitlyn W.
The price is CA $212
CA $245 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
A modern living room with a sofa, a round coffee table, and a dining area with a table and chairs.

7. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (88 reviews)
"The bathroom was really clean. The beds were really comfortable"
United States
Jair
The price is CA $215
CA $339 total
includes taxes & fees
Nov 22 - Nov 23
Kasa Lake Shore Chicago
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

8. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.6 out of 10, Exceptional, (49 reviews)
"The area was nice! Many restaurants and stores are at walking distance Room was very nice and clean"
United States
Francisco
The price is CA $208
CA $244 total
includes taxes & fees
Nov 11 - Nov 12
Wrigleyville Suites
A dining area with a table set for two, a black leather sofa, and a ceiling fan.

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

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
9.8 out of 10, Exceptional, (35 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 CA $101
CA $247 total
includes taxes & fees
Nov 16 - Nov 17
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

10. Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (76 reviews)
"Had an amazing stay and would definitely book again!"
United States
Makenna
The price is CA $122
CA $298 total
includes taxes & fees
Nov 17 - Nov 18
Chic Suite/Mins to L Train /Laundry/Free Parking
A white house with a garden featuring purple flowers and a birdbath.

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

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (75 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is CA $254
CA $435 total
includes taxes & fees
Nov 11 - Nov 12
✽ Charming Cottage ✽ close to College/Town/Station
A hotel room with a bed, desk, chair, and a ceiling fan.

12. 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 traveller
The price is CA $122
CA $135 total
includes taxes & fees
Nov 12 - Nov 13
Cozy King bed,Nsmk|Kitchen|Studio 6 Chicago
A hotel room with a bed, desk, chair, and a ceiling fan.

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

Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
Chicago
8.8 out of 10, Excellent, (33 reviews)
"Clean, secure, good parking. Mattress side closest to the bathroom had a sag and woke up with a sore back."
United States
Sharon R.
The price is CA $101
CA $111 total
includes taxes & fees
Dec 9 - Dec 10
Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
A modern building with the name 'SENIORAL' prominently displayed on the facade.

14. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,412 reviews)
"Great for extended stays."
United States
Jeff
The price is CA $270
CA $317 total
includes taxes & fees
Nov 24 - Nov 25
Sentral Michigan Avenue
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

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

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.4 out of 10, Exceptional, (36 reviews)
"This was a perfect spot for our trip, good location, clean and quiet."
United States
Emily W.
The price is CA $195
CA $428 total
includes taxes & fees
Nov 11 - Nov 12
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A rooftop terrace with a brick wall, large windows, and a metal railing.

16. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (60 reviews)
"Clean, efficient, and conveniently located to plenty of transportation and culture."
United States
Michael S.
The price is CA $175
CA $437 total
includes taxes & fees
Nov 14 - Nov 15
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
A rooftop terrace with a brick wall, large windows, and a metal railing.

17. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.2 out of 10, Wonderful, (32 reviews)
"Very nice and clean place in a great location if you are going to Wrigley"
United States
Paul J.
The price is CA $106
CA $367 total
includes taxes & fees
Nov 11 - Nov 12
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

18. 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, (36 reviews)
"Very nice home with basement bar. Host was very accommodating."
United States
Carl T.
The price is CA $210
CA $407 total
includes taxes & fees
Nov 16 - Nov 17
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A neatly arranged bedroom with a bed, bedside tables, and abstract wall art.

19. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"Location could not be beat of looking to be near University of Chicago. Within walking distance to several restaurants, coffee, shops, and stores. Perfect for our trip!"
United States
rebecca
The price is CA $106
CA $230 total
includes taxes & fees
Nov 15 - Nov 16
Hyde Park Trendy Studio Apartment in Good Spot
A bedroom with a bed, a chair, a desk, a bathroom with a bathtub, and a shower.

20. King Bed Non-Smoking

King Bed Non-Smoking
Chicago
10.0 out of 10, Exceptional, (289 reviews)
"Clean room and friendly staff made it a good stay."
United States
Anonymous traveller
The price is CA $88
CA $106 total
includes taxes & fees
Dec 8 - Dec 9
King Bed Non-Smoking
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

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Excellent hotel in a great location for everything"
Andy 4-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oak Brook vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oak Brook vacation rentals we have selected for you start as low as CA $106 per night. Entering your travel dates in the search wizard 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. 

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.