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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

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
8.8 out of 10, Excellent, (53 reviews)
"Hot tub was very nice!"
United States
Jeff
The price is ￥29,800
￥60,555 total
includes taxes & fees
Aug 16 - Aug 17
LUXE 3 BR, 2 BA + Hot Tub
Lake

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (11 reviews)
"Great location and super clean!"
United States
Erica
The price is ￥49,351
￥68,047 total
includes taxes & fees
Sep 2 - Sep 3
Kasa Lake Shore Chicago
Smart TV, fireplace

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.
The price is ￥33,678
￥59,419 total
includes taxes & fees
Aug 10 - Aug 11
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Interior

4. 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, (21 reviews)
"Great host and had everything you would need."
United States
Mj2green J.
The price is ￥23,651
￥28,676 total
includes taxes & fees
Aug 11 - Aug 12
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
1 bedroom

5. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.8 out of 10, Exceptional, (27 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveler
The price is ￥18,163
￥20,096 total
includes taxes & fees
Sep 1 - Sep 2
2 Full Beds | Non-Smoking, Kitchen
Smart TV

6. 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, (30 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
The price is ￥23,414
￥47,482 total
includes taxes & fees
Aug 10 - Aug 11
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
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, (33 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
The price is ￥30,793
￥60,372 total
includes taxes & fees
Aug 9 - Aug 10
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Exterior

8. ✽ 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.
The price is ￥28,381
￥50,464 total
includes taxes & fees
Aug 7 - Aug 8
✽ Charming Cottage ✽ close to College/Town/Station
Smart TV, books

9. 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, (68 reviews)
"Very nice stay. Close to everything. Host very helpful. "
United States
Tamela S.
The price is ￥18,164
￥41,371 total
includes taxes & fees
Aug 18 - Aug 19
Chic Suite/Mins to L Train /Laundry/Free Parking
Indoor pool

10. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,237 reviews)
"Great property and location."
United States
Michael
The price is ￥23,840
￥32,613 total
includes taxes & fees
Aug 30 - Aug 31
Sentral Michigan Avenue
TV, offices

11. 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, (4 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.
The price is ￥32,810
￥74,076 total
includes taxes & fees
Aug 30 - Aug 31
River North Private Balcony With In and Out Parking
Exterior

12. 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.
The price is ￥94,013
￥170,126 total
includes taxes & fees
Aug 22 - Aug 23
Envitae Hotel, 4BR Modern Sleek Apartment
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.
The price is ￥37,998
￥109,172 total
includes taxes & fees
Aug 30 - Aug 31
Modern West Loop Gem-City Views & Prime Location 3
Full-size fridge, microwave, oven, stovetop

14. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (512 reviews)
"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
United States
Martha
The price is ￥37,117
￥47,461 total
includes taxes & fees
Sep 1 - Sep 2
Level Chicago – Old Town
Dining

15. LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
9.6 out of 10, Exceptional, (8 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
The price is ￥31,376
￥41,505 total
includes taxes & fees
Aug 10 - Aug 11
LIVN Millennium Park Downtown Chicago Studio
Apartment, Private Bathroom | Lounge

16. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (11 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is ￥31,540
￥53,615 total
includes taxes & fees
Aug 23 - Aug 24
At Home in Oak Park
Interior

17. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (106 reviews)
"Everything was good!"
United States
Brio
The price is ￥24,691
￥49,926 total
includes taxes & fees
Aug 19 - Aug 20
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Interior

18. Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
10.0 out of 10, Exceptional, (15 reviews)
"It was a very nice neighborhood, with many restaurants and retail establishments in proximity. We really enjoyed our stay and our host was an excellent when it comes to communication."
United States
Tim P.
The price is ￥42,571
￥100,179 total
includes taxes & fees
Aug 12 - Aug 13
Vintage Urban Retreat
1 bedroom, iron/ironing board, travel crib, WiFi

19. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.4 out of 10, Exceptional, (16 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
The price is ￥29,024
￥39,135 total
includes taxes & fees
Aug 9 - Aug 10
LIVN West Loop Chicago Queen Superior Studio
3 bedrooms, iron/ironing board, WiFi, bed sheets

20. Plymouth Collection: 3BD 2BA High Floor with Gym

Plymouth Collection: 3BD 2BA High Floor with Gym
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The suite was excellent. Clean and very well furnished. The building is located within walking distance to many of the things that we did. We would stay in this place again in a heartbeat. Very pleased with our experience"
United States
Derek M.
The price is ￥45,409
￥96,037 total
includes taxes & fees
Aug 11 - Aug 12
Plymouth Collection: 3BD 2BA High Floor with Gym
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 Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Very nice location! Hotel was nice and the room was comfortable. Staff was very friendly and helpful."
Gina 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection Ambassador Gold Coast

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?

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 United Center and Wrigley Field.

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.