Holiday Homes in Oak Brook

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Our top choices for Oak Brook holiday homes

10.0 out of 10, Exceptional, (1)
"Art & Milda were fantastic hosts! Very responsive to all inquiries and requests. The home was beautiful. Very comfy beds and recliners! So many perks you never knew you wanted. Will definitely stay again. Thank you Art & Milda!"
United States
Lisa V.
Two Kings Chicago A unique royal environment, kingly comfort!
9.6 out of 10, Exceptional, (54)
"Perfect place for an 8 person golf trip! "
United States
Griffin P.
The price is €280
includes taxes & fees
22 Jan - 23 Jan 2026
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

Holiday Home in South Elgin

Riverfront rental
9.8 out of 10, Exceptional, (34)
"Luci was an excellent host and our stay was great!"
United States
Michelle C.
The price is €200
includes taxes & fees
23 Dec - 24 Dec
Riverfront rental
10.0 out of 10, Exceptional, (4)
"Amazing property had everything we need! "
United States
Rachel
The price is €333
includes taxes & fees
4 Jan - 5 Jan 2026
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Holiday Home in Elmhurst

Enamored in Elmhurst
2.0 star property
10.0 out of 10, Exceptional, (13)
"Great stay"
United States
Aaron B.
The price is €501
includes taxes & fees
30 Dec - 31 Dec
Enamored in Elmhurst
9.2 out of 10, Wonderful, (7)
"Clean and convenient place to stay"
United States
Gregory P.
The price is €486
includes taxes & fees
2 Jan - 3 Jan 2026
The Ultimate Escape. Unpack, Relax, Enjoy!Sleeps14
8.0 out of 10, Very good, (20)
"Very nice place "
United States
Elliot H.
The price is €207
includes taxes & fees
23 Dec - 24 Dec
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
10.0 out of 10, Exceptional, (1)
"Everything was exactly like we hoped and ghen sum. Great single level floor plan with garage access."
United States
Alva E.
Modern 3BR Home w/ Huge Backyard | LCP Collection
10.0 out of 10, Exceptional, (2)
"Was nice would recommend staying with you folks"
United States
Richard W.
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

Holiday Home in Willow Springs

Coziest estate home 20 minutes to downtown
8.8 out of 10, Excellent, (16)
"We liked the home, it had everything we needed. We loved having the pool table to play on, that was a hit! The backyard was clean and large, with lots of room! We had the privacy that we needed!"
United States
Gabriela N.
The price is €348
includes taxes & fees
28 Dec - 29 Dec
Coziest estate home 20 minutes to downtown
10.0 out of 10, Exceptional, (37)
"We really enjoyed our stay here. The kitchen had everything we needed and the house was very nice. Finding the driveway was a bit tricky in the dark. Thank you for a welcoming place to call home while we were in town for a wedding. "
United States
Cathy
The price is €271
includes taxes & fees
11 Jan - 12 Jan 2026
- Fully-Equipped Condo - King Bed - Massive yard -

Holiday Home in Glen Ellyn

Luxury Suite in Glen Ellyn, IL USA
9.6 out of 10, Exceptional, (10)
"Was very comfortable. Had everything we needed except wash clothes. Walmart really close. "
United States
Debra B.
Luxury Suite in Glen Ellyn, IL USA
10.0 out of 10, Exceptional, (4)
"This house is a 5 star VRBO!The amenities are amazing! Coffee barsGames for kidsComfortable spacesNice kitchenGreat beddingOur host was very responsive and flexible. "
United States
Barbara R.
Your Chicago Hub~ 4 minute Walk to Train~ Pets OK

Holiday Home in Oak Park

Vintage Urban Retreat
10.0 out of 10, Exceptional, (14)
"This location was very convenient, and in close proximity to both downtown Oak Park, and the greater Chicago area."
United States
Thomas P.
The price is €488
includes taxes & fees
12 Jan - 13 Jan 2026
Vintage Urban Retreat
2.0 star property
The price is €357
includes taxes & fees
1 Jan - 2 Jan 2026
Classic Forest Park Foursquare < 1 Mi to Blue Line
10.0 out of 10, Exceptional, (28)
"Great location and walkable to restaurants. "
United States
Laura B.
The price is €522
includes taxes & fees
12 Jan - 13 Jan 2026
Modern Victorian Vibes ❤️ | Character & Charm
10.0 out of 10, Exceptional, (2)
"This was the perfect stay! House was beautiful and spotless and precisely the location we needed. Communication was quick and easy. "
United States
Jennifer D.
The price is €437
includes taxes & fees
4 Jan - 5 Jan 2026
Spacious 3 bedrooms with Yard – Near Naperville, Chicago

Holiday Home in Lockport

Entire home in Lockport, Illinois
2.0 star property
The price is €299
includes taxes & fees
12 Jan - 13 Jan 2026
Entire home in Lockport, Illinois
10.0 out of 10, Exceptional, (55)
"Great place for a family visit to Wheaton! Thanks!"
United States
Lisa
The price is €270
includes taxes & fees
29 Dec - 30 Dec
✽ Charming Cottage ✽ close to College/Town/Station
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

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Oak Brook Holiday Homes information

Number of reviews
289
Accommodation
745 Holiday Homes
Lowest Price
€200
Highest Price
€522

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