Holiday houses in Oak Brook

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Top-rated holiday rentals in Oak Brook

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.
Loft in Brookfield
4.91 out of 5 average rating, 139 reviews

1920s fully updated unique open artist loft space

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Guest favourite
Apartment in Oak Park
4.84 out of 5 average rating, 232 reviews

Betty BnB

Free admission to The World's Smallest Betty White Museum! Oh, and a comfortable king-sized bed in a newly updated studio apartment. Centrally located in Oak Park, close to cafes and transit. Quiet, friendly neighborhood with ample street parking and a pub across the street. This is a basement unit with a kitchenette (NO STOVE/OVEN), cozy TV room, desk nook, and full bathroom. The bed is king-sized and has a firm mattress. The floors slope and there's no thermostat, but it's cute + welcoming

Guest favourite
A well-lit dining area features a rectangular table accompanied by four wooden chairs and a bench. Natural light filters through large windows, illuminating the space. A small potted plant is centered on the table, enhancing the clean and modern decor.
Home in Westmont
4.91 out of 5 average rating, 23 reviews

Cute & Cozy Westmont, IL House Near the Best Areas

Beautiful 2 bedroom 1 bath house with a 2 car garage, private driveway and plenty of parking. With a nice back yard in one of Westmont's prime location close to great restaurants, shopping areas, easy access to expressways and airports in a great quiet neighborhood. Fully furnished with high-speed internet Wifi and stocked with essentials to make your stay comfortable. Near Morton Arboretum, Metra Station, Yorktown Center, upscale Oakbrook Center and a short commute to downtown Chicago.

Guest favourite
Double French doors open into a bright, inviting living space. A patterned area rug lays on polished hardwood floors, leading to a cozy seating area with upholstered chairs. Decorative artwork adorns the walls, and soft light filters in through the windows.
Apartment in Oak Park
4.94 out of 5 average rating, 183 reviews

A Quiet Stay While You Are Away Oak Park

Welcome to our cozy and comfortable home located in a quiet neighborhood. Our space is perfect for couples, solo travelers, small families, and long-term stays. This is a beautiful, modernist home located in the Frank Lloyd Wright District Neighborhood, a designated historic district known for its collection of homes designed by the famous architect Frank Lloyd Wright. This district features a collection of some of his iconic designs and is a destination for architecture enthusiasts.

Top Guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora
4.99 out of 5 average rating, 203 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Top Guest favourite
A bright living area features a round glass table surrounded by two yellow chairs with woven backs. A white sideboard and a small microwave are positioned against the wall, complemented by a potted plant. Large windows provide natural light, showcasing the green outdoors.
Apartment in Elmhurst
5 out of 5 average rating, 25 reviews

Walk to: Metra to Chicago & Downtown Elmhurst

You'll be in the upper flat/apt of this 1912 Foursquare 2-flat that's been in my family since 1970. Hubby & I live on the first floor, so I'll be quick to respond if you need. You can WALK to: downtown Elmhurst with all its indie restaurants & shops; Metra to Chicago; Elmhurst Uni; YMCA; public library; 10-screen theater; 17-acre multi-purpose public park. You're free to share our tree-filled backyard with furniture, 2 fire-pits, hammock + your own private back porch. Age min 12 yrs.

Top Guest favourite
A spacious bed with patterned bedding rests against a geometric accent wall painted in dark blue and vibrant yellow. Two nightstands with lamps are positioned on either side, contributing to the cozy and modern aesthetic of the room.
Apartment in Maywood
4.94 out of 5 average rating, 158 reviews

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Guest favourite
A cozy living area features a plush gray sofa accompanied by light-colored ottomans. A glass coffee table sits on a multicolored rug, adding warmth to the space. Natural light filters through sheer curtains, enhancing the modern design complemented by a mounted flat-screen television.
Apartment in Berwyn
5 out of 5 average rating, 26 reviews

NEW Jade Haven in Berwyn/Riverside

Step into Jade Haven, where tranquility meets modern elegance. Welcome to Jade Haven your serene retreat of calm and comfort.Inspired by the soothing essence of jade, this one-bedroom suite blends modern elegance with spa-like tranquility. Enjoy a fully equipped kitchen, cozy living area, a serene bedroom designed for restful nights and peaceful mornings. The space features a sleek, airy design with thoughtful touches to make you feel right at home.

Superhost
A bright living area features a comfortable couch complemented by plush accent chairs. A round coffee table rests on a soft area rug, while a sleek dining area with white chairs and a stylish kitchen in the background adds to the modern decor.
Apartment in Lisle
4.85 out of 5 average rating, 66 reviews

Elegant 1BR | Perfect Location, King Bed, Desk

Stylish one-bedroom condo perfectly suited for business travelers or couples looking for a convenient place to stay in the peaceful Chicago suburbs. Come home from a busy day exploring nearby downtown Naperville, classy Oakbrook Terrace, the beautiful Morton Arboretum and downtown Chicago, a short train ride away! The unit is fully stocked with thoughtful items to make your stay as enjoyable as possible. We look forward to hosting you!

Top Guest favourite
A welcoming living room is highlighted by a comfortable sectional sofa with decorative pillows. A patterned area rug covers the hardwood floor, and a reading nook features a unique egg chair. Artwork adorns the walls, complemented by greenery from potted plants.
Home in Lombard
4.99 out of 5 average rating, 127 reviews

Modern Boho house in Lombard 7 min to Metra

Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

Guest favourite
Home in Elmhurst
5 out of 5 average rating, 7 reviews

Elmhurst Luxury 4BR w/ Pool, Fenced Yard, Downtown

✨ Beautiful & Spacious Home with Pool ✨ Perfect for families and groups, this home offers 3 bedrooms and 1 bath on the main floor, plus a luxurious master suite upstairs with a walk-in shower, huge closet, and laundry room. Enjoy the open-concept living room, fully equipped kitchen, and a stunning backyard with a pool the ideal spot for relaxation and fun during your stay!

Superhost
A well-appointed bedroom features a spacious bed adorned with crisp linens and plush pillows. A vibrant floral wallpaper enhances the ambiance, while large windows are framed by dark curtains. A cozy yellow chair and a light-colored nightstand add a touch of warmth to the inviting space.
Apartment in Westmont
4.68 out of 5 average rating, 41 reviews

Executive Retreat - 2 Parking Spaces, Sleeps 4!

Step into your perfect getaway in Westmont! Just steps away from the Westmont Metra station, this stunning apartment is the perfect cozy and welcoming space for up to 4 guests. Enjoy a relaxing stay with all the comforts and amenities you need for an unforgettable getaway. Ready to experience it for yourself? Click the 'Reserve' button and secure your stay today!

Popular amenities for Oak Brook holiday rentals

Frequently Asked Questions

  • Do house rentals in Oak Brook have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Oak Brook. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Oak Brook?

    Oak Brook has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Oak Brook?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Oak Brook have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Oak Brook. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Oak Brook?

    Yes! Work meets play with ease at over 10 vacation rentals in Oak Brook featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Oak Brook have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Oak Brook. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Oak Brook

  • Total holiday rentals

    Explore 20 holiday rentals in Oak Brook

  • Nightly prices starting at

    Oak Brook holiday rentals start at $76 AUD per night before taxes and fees

  • Verified guest reviews

    Over 930 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Oak Brook holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Oak Brook rentals

  • 4.8 Average rating

    Oak Brook stays are highly rated by guests—averaging 4.8 out of 5!

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