Oak Brook Holiday Rentals
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
د.إ.1,874/Night
7 Nights - د.إ.13,118
Apartment
6.0Good
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
96.88 ft²
- Parking
Internet
Child Friendly
د.إ.441/Night
7 Nights - د.إ.3,085
Hotel
9.0Exceptional
(2708 Reviews)
1 Bath
- Fireplace/Heating
Breakfast- Kitchen
- Parking
د.إ.329/Night
7 Nights - د.إ.2,303
House
10.0Exceptional
(17 Reviews)
5 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
د.إ.1,388/Night
7 Nights - د.إ.9,717
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
د.إ.912/Night
7 Nights - د.إ.6,383
House
10.0Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,736/Night
7 Nights - د.إ.12,152
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
د.إ.1,035/Night
7 Nights - د.إ.7,246
Condo
- Illinois
- ·
- Forestview
- 10.39 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
6 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
د.إ.696/Night
7 Nights - د.إ.4,873
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.608/Night
7 Nights - د.إ.4,260
Luxury Holiday Rentals in Oak Brook
Over 136+ Luxury Holiday Rentals in or Near Oak Brook
House
5 Bedrooms
2 Baths
14 Guests
- Fireplace/Heating
- Pet Friendly
Air Conditioner- Internet
د.إ.1,719/Night
7 Nights - د.إ.12,035
House
- Chicago
- ·
- Fullersburg
- 0.16 mi to center
7.0Very Good
(2 Reviews)
4 Bedrooms
2 Baths
6 Guests
Hot Tub- Fireplace/Heating
- Pet Friendly
- Kitchen
د.إ.1,642/Night
7 Nights - د.إ.11,491
House
4 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
د.إ.1,535/Night
7 Nights - د.إ.10,746
House
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.1,533/Night
7 Nights - د.إ.10,735
House
3 Bedrooms
2 Baths
6 Guests
1827 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.1,502/Night
7 Nights - د.إ.10,514
House
8.0Excellent
(1 Review)
1 Bedroom
2 Baths
8 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
د.إ.1,486/Night
7 Nights - د.إ.10,404
House
- Chicago
- ·
- Fullersburg
- 0.38 mi to center
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.1,477/Night
7 Nights - د.إ.10,334
House
4 Bedrooms
3 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,327/Night
7 Nights - د.إ.9,291
House
3 Bedrooms
3 Baths
10 Guests
2109.73 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
د.إ.1,298/Night
7 Nights - د.إ.9,082
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
د.إ.615/Night
7 Nights - د.إ.4,308
Hotel
9.0Exceptional
(1005 Reviews)
1 Bath
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
د.إ.644/Night
7 Nights - د.إ.4,510
Hotel
9.0Exceptional
(1002 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
د.إ.576/Night
7 Nights - د.إ.4,036
Resort
8.8Fabulous
(1006 Reviews)
1 Bath
- Spa
- Pool
- Balcony/Terrace
- Breakfast
د.إ.524/Night
7 Nights - د.إ.3,665
Hotel
- Illinois
- ·
- Oakbrook Terrace
- 1.25 mi to center
8.8Fabulous
(1001 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
د.إ.452/Night
7 Nights - د.إ.3,166
Hotel
8.8Fabulous
(385 Reviews)
11 Baths
400.22 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.604/Night
7 Nights - د.إ.4,223
Hotel
8.4Excellent
(1127 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
د.إ.456/Night
7 Nights - د.إ.3,195
Hotel
8.4Excellent
(498 Reviews)
9 Baths
418.6 ft²
- Private Pool
Oceanfront- Hot Tub
- Spa
د.إ.850/Night
7 Nights - د.إ.5,946
Hotel
8.4Excellent
(308 Reviews)
13 Baths
407.37 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
د.إ.765/Night
7 Nights - د.إ.5,355
Pet-Friendly Holiday Rentals in Oak Brook
Over 47+ Pet-Friendly Holiday Rentals in or Near Oak Brook
House
- Chicago
- ·
- Westchester
- 1.26 mi to center
8.8Fabulous
(45 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,051/Night
7 Nights - د.إ.7,356
Hotel
8.4Excellent
(100 Reviews)
3 Baths
401.86 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
د.إ.559/Night
7 Nights - د.إ.3,915
House
- Chicago
- ·
- Fullersburg
- 0.11 mi to center
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.1,207/Night
7 Nights - د.إ.8,447
Hotel
8.3Excellent
(136 Reviews)
8 Baths
456.12 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.801/Night
7 Nights - د.إ.5,608
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Ocean View
د.إ.1,465/Night
7 Nights - د.إ.10,254
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.798/Night
7 Nights - د.إ.5,586
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
د.إ.987/Night
7 Nights - د.إ.6,912
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
د.إ.1,466/Night
7 Nights - د.إ.10,261
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
د.إ.1,666/Night
7 Nights - د.إ.11,664
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
د.إ.734/Night
7 Nights - د.إ.5,138
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
د.إ.2,300/Night
7 Nights - د.إ.16,097
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
د.إ.1,631/Night
7 Nights - د.إ.11,414
House
4 Bedrooms
3 Baths
11 Guests
2300 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
د.إ.1,836/Night
7 Nights - د.إ.12,854
House
- Chicago
- ·
- Downers Grove
- 1.96 mi to center
4 Bedrooms
3 Baths
15 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
د.إ.1,083/Night
7 Nights - د.إ.7,584
House
4 Bedrooms
3 Baths
10 Guests
2347 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.964/Night
7 Nights - د.إ.6,746
House
- Illinois
- ·
- Forestview
- 10.87 mi to center
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.906/Night
7 Nights - د.إ.6,342
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
د.إ.3,900/Night
7 Nights - د.إ.27,301
House
5.0Average
(1 Review)
4 Bedrooms
3 Baths
11 Guests
- Child Friendly
د.إ.988/Night
7 Nights - د.إ.6,915
Wheelchair Accessible Holiday Homes in Oak Brook
Over 50+ Wheelchair Accessible Holiday Homes in or Near Oak Brook
Condo
- Illinois
- ·
- Oakbrook Terrace
- 1.14 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
د.إ.691/Night
7 Nights - د.إ.4,837
Hotel
8.8Fabulous
(149 Reviews)
3 Baths
353.86 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
د.إ.878/Night
7 Nights - د.إ.6,144
Hotel
9.0Exceptional
(1005 Reviews)
1 Bath
- Spa
- Balcony/Terrace
- Breakfast
- Kitchen
د.إ.861/Night
7 Nights - د.إ.6,027
Condo
- Illinois
- ·
- Oakbrook Terrace
- 0.86 mi to center
2.0Average
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
د.إ.691/Night
7 Nights - د.إ.4,837
Hotel
- Chicago
- ·
- Highland Hills
- 0.59 mi to center
8.4Excellent
(1143 Reviews)
6 Baths
317.54 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
د.إ.361/Night
7 Nights - د.إ.2,523
Condo
- Illinois
- ·
- Forestview
- 10.29 mi to center
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
د.إ.1,045/Night
7 Nights - د.إ.7,312
Condo
- Illinois
- ·
- Oakbrook Terrace
- 0.92 mi to center
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
د.إ.995/Night
7 Nights - د.إ.6,967
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
د.إ.397/Night
7 Nights - د.إ.2,776
Condo
- Chicago
- ·
- York Center
- 0.34 mi to center
1 Bedroom
1 Bath
6 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
د.إ.646/Night
7 Nights - د.إ.4,521
Oak Brook Private Villas and Holiday Homes Under $200
Over 59+ 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
د.إ.611/Night
7 Nights - د.إ.4,278
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
د.إ.528/Night
7 Nights - د.إ.3,695
Hotel
- Chicago
- ·
- Westchester
- 0.70 mi to center
8.6Fabulous
(1002 Reviews)
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
د.إ.428/Night
7 Nights - د.إ.2,993
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
د.إ.333/Night
7 Nights - د.إ.2,328
Hotel
- Illinois
- ·
- Oakbrook Terrace
- 1.22 mi to center
8.3Excellent
(63 Reviews)
9 Baths
333.68 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
د.إ.558/Night
7 Nights - د.إ.3,908
House
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.727/Night
7 Nights - د.إ.5,090
Condo
- Illinois
- ·
- Oakbrook Terrace
- 0.91 mi to center
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
د.إ.613/Night
7 Nights - د.إ.4,289
House
- Illinois
- ·
- Oakbrook Terrace
- 0.24 mi to center
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pet Friendly
- Internet
- Child Friendly
د.إ.466/Night
7 Nights - د.إ.3,265
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
د.إ.696/Night
7 Nights - د.إ.4,873
Instantly Bookable Holiday Homes in Oak Brook
Over 20+ Instantly Bookable Holiday Homes in or Near Oak Brook
House
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
د.إ.1,283/Night
7 Nights - د.إ.8,983
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
د.إ.1,083/Night
7 Nights - د.إ.7,584
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
د.إ.973/Night
7 Nights - د.إ.6,812
House
8.0Excellent
(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,654/Night
7 Nights - د.إ.11,579
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
د.إ.2,026/Night
7 Nights - د.إ.14,180
House
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
د.إ.2,387/Night
7 Nights - د.إ.16,710
Condo
- Illinois
- ·
- Forestview
- 11.04 mi to center
3 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,242/Night
7 Nights - د.إ.8,693
House
4 Bedrooms
3 Baths
7 Guests
1584 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,116/Night
7 Nights - د.إ.7,815
House
- Chicago
- ·
- Highland Hills
- 0.64 mi to center
4.0Average
(1 Review)
1 Bedroom
1 Bath
3 Guests
440 ft²
- Pet Friendly
- Kitchen
- Air Conditioner
- Internet
د.إ.742/Night
7 Nights - د.إ.5,193
Book a Last Minute Place to Stay in Oak Brook
About Casai's Private Villas and Holiday Rentals in Oak Brook
Discover more than 145 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 513 ft², with nightly prices averaging د.إ.939.
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 | 64 |
| 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
- 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
- Le Méridien Chicago - Oakbrook Center
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
- Embassy Suites by Hilton Chicago Lombard
- Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
- 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:
- Cozy King bed, Free Wi-Fi Modern Lombard Home
- Modern Boho house in Lombard 7 min to Metra
- The Drake Oak Brook, Autograph Collection
How many Casai.ae holiday rentals are available in Oak Brook?
As of 2026, Casai boasts over 145 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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