Oak Brook Holiday Rentals
Condo
- Illinois
- ·
- Forestview
- 10.39 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
6 Guests
Fireplace/Heating
Breakfast
Kitchen
Parking
US $206/Night
7 Nights - US $1,439
Resort
- Illinois
- ·
- Forestview
- 9.25 mi to center
8.7Fabulous
(432 Reviews)
3 Baths
24 Guests
439.98 ft²
Private Pool
Spa- Fireplace/Heating
Pool
US $248/Night
7 Nights - US $1,738
Hotel
9.0Exceptional
(2749 Reviews)
1 Bath
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $103/Night
7 Nights - US $718
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
Balcony/Terrace
Pet Friendly- Kitchen
US $183/Night
7 Nights - US $1,280
Apartment
- Illinois
- ·
- Forestview
- 10.04 mi to center
6.0Good
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
96.88 ft²
- Parking
Internet
Child Friendly
US $120/Night
7 Nights - US $840
Condo
- Illinois
- ·
- Oakbrook Terrace
- 1.14 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $212/Night
7 Nights - US $1,487
Apartment
- Chicago
- ·
- Clarendon Hills
- 0.59 mi to center
7.6Very Good
(14 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
US $86/Night
7 Nights - US $603
Condo
- Illinois
- ·
- Oakbrook Terrace
- 0.86 mi to center
2.0Average
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $198/Night
7 Nights - US $1,385
House
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $334/Night
7 Nights - US $2,336
Luxury Holiday Rentals in Oak Brook
Over 137+ Luxury Holiday Rentals in or Near Oak Brook
House
5 Bedrooms
2 Baths
14 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $603/Night
7 Nights - US $4,222
House
4 Bedrooms
3 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $558/Night
7 Nights - US $3,905
House
- Chicago
- ·
- Highland Hills
- 0.58 mi to center
10.0Exceptional
(26 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $521/Night
7 Nights - US $3,649
House
10.0Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $475/Night
7 Nights - US $3,323
House
8.0Excellent
(1 Review)
1 Bedroom
2 Baths
8 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
US $459/Night
7 Nights - US $3,211
House
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $457/Night
7 Nights - US $3,200
New
House
- Chicago
- ·
- Western Springs
- 0.71 mi to center
2 Bedrooms
3 Baths
7 Guests
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
US $448/Night
7 Nights - US $3,139
House
4 Bedrooms
3 Baths
10 Guests
2347 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $434/Night
7 Nights - US $3,038
House
4 Bedrooms
2 Baths
10 Guests
Hot Tub- Fireplace/Heating
- Kitchen
- Parking
US $417/Night
7 Nights - US $2,921
Top-Rated Holiday Rentals with a Pool in Oak Brook
Over 26+ The Best Private Villas and Holiday Rentals in Oak Brook with a Pool
Hotel
9.0Exceptional
(1238 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $168/Night
7 Nights - US $1,173
Hotel
9.0Exceptional
(1005 Reviews)
1 Bath
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $175/Night
7 Nights - US $1,228
Hotel
9.0Exceptional
(1002 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $190/Night
7 Nights - US $1,327
Resort
8.8Fabulous
(1006 Reviews)
1 Bath
- Spa
- Pool
- Balcony/Terrace
- Breakfast
US $143/Night
7 Nights - US $998
Hotel
- Illinois
- ·
- Oakbrook Terrace
- 1.25 mi to center
8.8Fabulous
(1001 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $123/Night
7 Nights - US $862
Hotel
8.8Fabulous
(383 Reviews)
11 Baths
400.22 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $164/Night
7 Nights - US $1,150
Hotel
8.4Excellent
(1150 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $131/Night
7 Nights - US $917
Hotel
8.4Excellent
(498 Reviews)
9 Baths
418.6 ft²
- Private Pool
Oceanfront- Hot Tub
- Spa
US $231/Night
7 Nights - US $1,619
Hotel
8.4Excellent
(313 Reviews)
13 Baths
407.37 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $208/Night
7 Nights - US $1,458
Pet-Friendly Holiday Rentals in Oak Brook
Over 50+ Pet-Friendly Holiday Rentals in or Near Oak Brook
House
10.0Exceptional
(18 Reviews)
5 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $378/Night
7 Nights - US $2,646
Hotel
8.4Excellent
(100 Reviews)
3 Baths
401.86 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $152/Night
7 Nights - US $1,066
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $217/Night
7 Nights - US $1,521
Hotel
- Illinois
- ·
- Oakbrook Terrace
- 1.22 mi to center
8.4Excellent
(62 Reviews)
9 Baths
333.68 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
US $152/Night
7 Nights - US $1,064
House
- Chicago
- ·
- Westchester
- 1.26 mi to center
8.8Fabulous
(46 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $367/Night
7 Nights - US $2,569
House
3 Bedrooms
2 Baths
6 Guests
1827 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $409/Night
7 Nights - US $2,863
House
- Chicago
- ·
- Fullersburg
- 0.38 mi to center
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $404/Night
7 Nights - US $2,828
House
- Chicago
- ·
- York Center
- 0.21 mi to center
9.4Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $190/Night
7 Nights - US $1,327
House
- Illinois
- ·
- Oakbrook Terrace
- 0.33 mi to center
8.8Fabulous
(8 Reviews)
4 Bedrooms
2 Baths
11 Guests
1302 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $399/Night
7 Nights - US $2,794
Large Holiday Rentals and Private Villas in Oak Brook
Over 17+ Large Holiday Rentals and Private Villas in or Near Oak Brook
House
- Chicago
- ·
- Highland Hills
- 0.05 mi to center
9.6Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
10 Guests
19375 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $200/Night
7 Nights - US $1,399
House
- Chicago
- ·
- Highland Hills
- 0.58 mi to center
3 Bedrooms
3 Baths
10 Guests
2109.73 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $353/Night
7 Nights - US $2,473
House
- Chicago
- ·
- Villa Park
- 1.14 mi to center
8.0Excellent
(1 Review)
6 Bedrooms
2 Baths
14 Guests
2474 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $626/Night
7 Nights - US $4,383
House
5 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $357/Night
7 Nights - US $2,501
Apartment
- Illinois
- ·
- Forestview
- 9.99 mi to center
5.0Average
(1 Review)
6 Bedrooms
6 Baths
16 Guests
1 ft²
- Pool
- Kitchen
- Air Conditioner
- Child Friendly
US $1,062/Night
7 Nights - US $7,434
Apartment
- Illinois
- ·
- Forestview
- 10.09 mi to center
5.0Average
(1 Review)
4 Bedrooms
4 Baths
12 Guests
1 ft²
- Kitchen
- Air Conditioner
- Child Friendly
Wheelchair Accessible
US $444/Night
7 Nights - US $3,108
House
5.0Average
(1 Review)
4 Bedrooms
3 Baths
11 Guests
- Child Friendly
US $269/Night
7 Nights - US $1,883
Apartment
- Illinois
- ·
- Forestview
- 9.99 mi to center
8 Bedrooms
8 Baths
16 Guests
1 ft²
- Kitchen
- Air Conditioner
- Child Friendly
- Wheelchair Accessible
US $1,156/Night
7 Nights - US $8,092
House
4 Bedrooms
3 Baths
11 Guests
2300 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $500/Night
7 Nights - US $3,500
Wheelchair Accessible Holiday Homes in Oak Brook
Over 46+ Wheelchair Accessible Holiday Homes in or Near Oak Brook
Condo
- Illinois
- ·
- Forestview
- 10.29 mi to center
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $284/Night
7 Nights - US $1,991
Hotel
8.8Fabulous
(149 Reviews)
3 Baths
353.86 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $239/Night
7 Nights - US $1,673
Hotel
9.0Exceptional
(1005 Reviews)
1 Bath
- Spa
- Balcony/Terrace
- Breakfast
- Kitchen
US $234/Night
7 Nights - US $1,641
Condo
- Illinois
- ·
- Oakbrook Terrace
- 0.92 mi to center
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $277/Night
7 Nights - US $1,937
Hotel
- Chicago
- ·
- Highland Hills
- 0.59 mi to center
8.4Excellent
(1141 Reviews)
1 Bath
317.54 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $98/Night
7 Nights - US $687
Condo
- Chicago
- ·
- York Center
- 0.34 mi to center
1 Bedroom
1 Bath
6 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $176/Night
7 Nights - US $1,231
Condo
- Illinois
- ·
- Oakbrook Terrace
- 0.91 mi to center
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $167/Night
7 Nights - US $1,168
Apartment
- Illinois
- ·
- Forestview
- 10.09 mi to center
4.3Average
(80 Reviews)
2 Bedrooms
2 Baths
6 Guests
1343 ft²
- Kitchen
- Air Conditioner
- Child Friendly
- Wheelchair Accessible
US $236/Night
7 Nights - US $1,652
Apartment
- Illinois
- ·
- Forestview
- 10.09 mi to center
3.9Average
(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
1343 ft²
- Kitchen
- Air Conditioner
- Child Friendly
- Wheelchair Accessible
US $263/Night
7 Nights - US $1,841
Oak Brook Private Villas and Holiday Homes Under $200
Over 58+ Oak Brook Private Villas and Holiday Homes Under $200
House
- Chicago
- ·
- Clarendon Hills
- 0.43 mi to center
7.6Very Good
(31 Reviews)
4 Bedrooms
1 Bath
8 Guests
2000 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $175/Night
7 Nights - US $1,224
Hotel
- Illinois
- ·
- Oakbrook Terrace
- 0.51 mi to center
8.3Excellent
(420 Reviews)
1 Bath
359.52 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $144/Night
7 Nights - US $1,006
Hotel
9.0Exceptional
(1005 Reviews)
1 Bath
- Balcony/Terrace
- Breakfast
- Kitchen
- Parking
US $175/Night
7 Nights - US $1,228
Apartment
- Illinois
- ·
- Forestview
- 9.99 mi to center
3.0Average
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
1 ft²
- Pool
- Kitchen
- Air Conditioner
- Child Friendly
US $108/Night
7 Nights - US $756
Hotel
- Illinois
- ·
- Oakbrook Terrace
- 0.52 mi to center
8.2Excellent
(43 Reviews)
1 Bath
301.39 ft²
- Air Conditioner
- Internet
- Child Friendly
Wellness Facilities
US $178/Night
7 Nights - US $1,244
House
- Chicago
- ·
- Fullersburg
- 0.23 mi to center
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $199/Night
7 Nights - US $1,390
Apartment
- Illinois
- ·
- Forestview
- 9.99 mi to center
2 Bedrooms
3 Baths
6 Guests
1 ft²
- Kitchen
- Air Conditioner
- Child Friendly
- Wheelchair Accessible
US $100/Night
7 Nights - US $700
House
- Chicago
- ·
- Highland Hills
- 0.64 mi to center
5.0Average
(1 Review)
1 Bedroom
1 Bath
3 Guests
440 ft²
- Pet Friendly
- Kitchen
- Air Conditioner
- Internet
US $171/Night
7 Nights - US $1,197
House
- Chicago
- ·
- Highland Hills
- 0.64 mi to center
4.0Average
(1 Review)
1 Bedroom
1 Bath
3 Guests
440 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $171/Night
7 Nights - US $1,197
Instantly Bookable Holiday Homes in Oak Brook
Over 28+ Instantly Bookable Holiday Homes in or Near Oak Brook
House
- Chicago
- ·
- Villa Park
- 1.13 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
1500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $273/Night
7 Nights - US $1,910
House
- Illinois
- ·
- Forestview
- 10.71 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $295/Night
7 Nights - US $2,065
House
- Chicago
- ·
- Villa Park
- 1.28 mi to center
8.8Fabulous
(6 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $265/Night
7 Nights - US $1,855
House
- Chicago
- ·
- Westchester
- 1.22 mi to center
8.0Excellent
(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
1300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $454/Night
7 Nights - US $3,176
House
8.0Excellent
(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $450/Night
7 Nights - US $3,153
House
- Chicago
- ·
- Highland Hills
- 0.52 mi to center
6.0Good
(1 Review)
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $552/Night
7 Nights - US $3,861
House
- Chicago
- ·
- Fullersburg
- 0.11 mi to center
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $329/Night
7 Nights - US $2,300
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Ocean View
US $399/Night
7 Nights - US $2,792
House
- Chicago
- ·
- Highland Hills
- 0.18 mi to center
9.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
7 Guests
- Pet Friendly
- Child Friendly
Security/Safety
US $269/Night
7 Nights - US $1,882
Book a Last Minute Place to Stay in Oak Brook
About Casai's Private Villas and Holiday Rentals in Oak Brook
Discover more than 146 vacation rentals available in Oak Brook. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Oak Brook.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Oak Brook, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Oak Brook. On average, places to stay near Oak Brook offer 509.48 ft², with nightly prices averaging US $262.
With Casai, finding and comparing holiday rentals in Oak Brook is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Oak Brook
| Type | Count |
|---|---|
| Vacation Homes | 65 |
| Holiday Apartments | 12 |
Use these Quick Filters to Find a Holiday Rental in Oak Brook
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Oak Brook.
Weather in Oak Brook, IL
View the weather forecast for Oak Brook before booking your Oak Brook Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Oak Brook, IL
Casai offers a large selection of top attractions around Oak Brook . Research things to do on your vacation before you visit Oak Brook.
Other Places to Stay in Oak Brook, IL
Frequently Asked Questions About Oak Brook?
What are the top holiday rentals in Oak Brook?
With numerous options available in Oak Brook, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Oak Brook:
- Spacious Home in Chicago Suburbs
- Cozy 5-bedroom with lake views and spacious deck
- Modern 4-bedroom house in peaceful Westmont area
- A+: 4BR 3BT House w/2 Living Rooms
- Elmhurst Gem – Ideal Mid-Term Rental, Top Location
- Two Kings ChicagonA unique royal environment, kingly comfort!
- Fully-Equipped Suite | Gym Access
- Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
- SureStay Plus Hotel by Best Western Chicago Lombard
- The Westin Chicago Lombard
How many holiday rentals have private pools in Oak Brook?
Discover a selection of holiday rentals with private pools near Oak Brook with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Hyatt Place Chicago - Lombard/Oak Brook
- Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
- Embassy Suites by Hilton Chicago Lombard
- Hilton Garden Inn Oakbrook Terrace
Which holiday homes in Oak Brook are best for families?
If you're searching for a family-friendly holiday home in Oak Brook, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Oak Brook:
- Charming Hinsdale Home with Hot Tub
- Modern Boho house in Lombard 7 min to Metra
- Residence Inn by Marriott Chicago Oak Brook
How many Casai.com holiday rentals are available in Oak Brook?
As of 2026, Casai boasts over 146 properties listed in the Oak Brook area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Oak Brook.
People Also Ask
Finding the best prices in Oak Brook
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