
Holiday houses in Oakbrook Terrace
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Oakbrook Terrace
Guests agree: these stays are highly rated for location, cleanliness and more.

The Deer Suite
This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

Treetop Vista, Space+Parking by downtown Chicago
2024 Historic Preservation Award Winner! Airy & bright top floor of a two-flat w/style & A+ location! 2024 gut-rehab. King bed! W/D! 20 min. to dwntwn Chicago + steps to FLW Home. Walk to dining & train. Must climb stairs to enter. 2 bdrms & 1 bath w/tub + shower combo. Open living/dining/kitchen/sunroom. Wow kitchen w/huge island. Primary w/king + deep closet. 2nd bdrm w/built-in bunk beds + desk + balcony. Private entry & deck. Share fenced yard. Driveway parking. Downstairs apt. not included.

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

Spacious Home in Chicago Suburbs
Enjoy your stay in Chicagoland in this gorgeous, newly updated home. After a full day of sightseeing in the Windy City or hitting the local shops and attractions, this is a restful homebase to return to. The spacious fenced-in backyard and patio, a comfortable and tastefully furnished basement, and the full kitchen with amenities provide the perfect environment to unwind. You’ll find plenty of seating, sleeping accommodations for nearly a dozen, and an open layout that fosters connection.

Taste of Chicago | Cozy & Central Location!
Welcome to our Chicago-themed studio! From deep dish pizza to the Bean, enjoy all that the city offers in this apartment, perfect for a couples getaway or an extended business trip. Comfort and convenience await you, featuring free parking, plush memory foam bed, fully stocked kitchen, free laundry facilities, Kuerig coffee maker and much more! Situated steps from the train station, enjoy a short ride into downtown or explore nearby Naperville, Oakbrook or the beautiful Morton Arboretum!

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.

KNG+QN/1 free parking/18 min to O’hare & Allstate
-18 minutes to O’Hare/Allstate Arena -35 minutes to DT Chicago -King & QN 2 bedroom + sleeper sofa/1 bath apartment decorated with a playful & bright nautical theme & vintage accent pieces. -Board games, books, darts, & large screen TV for entertainment. -Tea & Coffee station -Free designated parking space -walk to local restaurants at corner or playground w/outside seating up the street. -Nothing fancy, but convenient! urban/suburbia vibe in quieter corner of busy central area

Eclectic Coach House Apartment
Vintage Charmer! 1935 Sears Craftsman Coach House garage apartment. Beautiful safe neighborhood surrounded by historic homes and just steps from the Illinois prairie path, parks, brewery's/bars, restaurants and more! With an eclectic boho chic vibe, featuring full kitchen and on site private washer/dryer. Overlooking an accessible lovely backyard! Close to airports and easy access to public transportation/major highways. Just 30 min from the Chicago Loop!

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.

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!

Tranquil Pondview + New Kitchen + King Bed + WFH
Convenience is at your doorstep as our guest house is centrally located near all major shopping centers, highways, train stations, and restaurants. Retail therapy awaits at the nearby Oakbrook Center, where you can indulge in a gratifying shopping spree. If you're planning to explore the city or neighboring attractions, easy access to highways and train stations means you're never far from your next adventure.

Executive retreat in Villa Park
Our 4BR/3BA executive home in Villa Park boasts comfortable accommodations, multiple entertaining spaces and quick access to Chicago area destinations. With only 20-minutes to O’Hare, 35 minutes to Midway, 25 minutes to downtown and 5 minutes to Oak Brook, you can enjoy world-class shopping, dining, museums, concerts, sporting events and local attractions in one of the “Best Places to Live in America”.
Popular amenities for Oakbrook Terrace holiday rentals
Other great holiday rentals in Oakbrook Terrace

Private bedroom B in a Chicago suburb

Bunk room @ city gardener’s shared apartment.

Private room in Elgin w/ Amenities & Hot Tub

Master On-Suite Bedroom Near Downtown Chicago

Modern Naperville Room | Pool. Free Breakfast

The "Hangar" Room Echo

carebear room attic room double bed

Cozy Bedroom in House - 10 min from Metra
Destinations to explore
- Chicago Holiday rentals
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Detroit Holiday rentals
- St. Louis Holiday rentals
- Southern Indiana Holiday rentals
- Louisville Holiday rentals
- Columbus Holiday rentals
- Cincinnati Holiday rentals
- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- The Beverly Country Club
- Raging Waves Waterpark
- Wilmot Mountain Ski Resort
- The 606