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Vacation rentals in Oakbrook Terrace

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oakbrook Terrace

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

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Superhost
A bright sleeping area features a spacious bed adorned with a floral-patterned coverlet. Natural light filters through the window, illuminating the wooden floors. A small desk and comfortable chair are positioned nearby, alongside a mirror reflecting the room's layout.
Apartment in Hillside
4.86 out of 5 average rating, 189 reviews

Easy, Cool, safe place to stay.

Level 1 car charging available, message me. 17 mins Ohare airport 25 mins to downtown Chicago I want you to enjoy your stay, and I don't have rules other than basic ones like noise and guest limit. Have Fun Very safe and quiet 420 might be ok, please message me* 3 Queen-size beds. One is self-iflating inside the middle closet. Well stocked kitchen 2 Private parking lot spaces. Kreuger coffee 2 tvs Netflix There is no smoking in the unit or inside building* Coin laundry is available

Guest favorite
An open living area features a comfortable sofa adorned with patterned pillows, set on light hardwood flooring. A dining space with a table and four chairs is visible. Natural light fills the room, enhancing the modern decor and inviting atmosphere.
Apartment in Forest Park
4.95 out of 5 average rating, 94 reviews

Luxurious apartment in great central location!

Welcome to the Troost House. This property is newly remodeled with high end finishes including Quartz counters, hardwood floors and fully equipped with brand-new stainless appliances. This 2BR 1B offers its own laundry room as well as a 1 car garage parking space. Superb location with easy access to major highways, a 5-minute walk to Blue line train station, a 3-minute drive to Loyola Medical Center, a 10-minute drive to DT Chicago, and near the heart of DT Forest Park and historic Oak park.

Top guest favorite
Home in Villa Park
4.97 out of 5 average rating, 36 reviews

Cozy 5BD Home with Scandinavian Vibes

✨ Newly Renovated Spacious Scandinavian-Style Home Near Chicago Airport ☀️ Enjoy your stay in this beautiful, fully equipped 5-bd, 2-bath home featuring modern Scandinavian-style furniture, rattan details, thoughtful touches, and all the comforts you need for a relaxing getaway. This spacious and inviting house is just a short drive from Chicago O’Hare Airport and downtown, offering both convenience and comfort yet it remains peaceful and quiet, so you won’t hear the noise of passing planes.

Guest favorite
A cozy sitting area features a blue armchair and a light gray sofa adorned with yellow accent pillows. A wooden coffee table sits in front, placed on a patterned rug. A wall art piece of a toucan against floral imagery adds a touch of color.
Apartment in Oak Park
4.85 out of 5 average rating, 223 reviews

Circle Back Modern Apartment

Sit on your leafy private patio and enjoy your coffee before heading out to the city- or wind down at the end of the day with a cold beer. Steps to coffee shops, neighborhood pubs, and the Blue Line train this beautifully updated and decorated apartment is the perfect landing pad for your Chicago adventure. FREE off-street parking, free in-unit laundry, a cute coffee station- basically every amenity we could think of! This will be the place you want to stay every time you visit Chicago.

Superhost
Home in Elmhurst
4.63 out of 5 average rating, 16 reviews

A+: 4BR-3BTH Spacious Home w/ 2 Living Rooms

Welcome to your perfect home away from home! This spacious 4BR, 3BT home has been newly remodeled with a fresh, modern design and thoughtful finishes throughout. With plenty of room to spread out, it’s ideal for families, groups, or extended stays. Enjoy comfortable sleeping arrangements, updated bathrooms, a fully equipped kitchen you need for a relaxing and convenient stay. Whether you’re visiting for work or leisure, the home offers functionality to make your trip truly enjoyable.

Top guest favorite
Home in Glen Ellyn
5 out of 5 average rating, 56 reviews

Stylish 1970s Home for Vintage Getaway!

Embrace Timeless Charm: Step into the enchanting world of a meticulously restored 1971 Mid-Century gem. Located just 30 minutes from downtown Chicago in Glen Ellyn, this unique retreat captures the essence of the 1960s and 70s. Every corner showcases vintage artifacts, offering an unforgettable stay. Enjoy the spacious Great room, well-equipped kitchen, and outdoor patio. Lounge by the 70-inch TV, groove to vintage vinyl records, and relish classic board games for a nostalgic getaway.

Superhost
A comfortable living area features a dark sofa, coffee table, and a modern TV stand with a large television. A dedicated dining space with a round table for two is visible. Sliding glass doors lead to a private balcony, providing natural light and outdoor views.
Condo in Lombard
4.89 out of 5 average rating, 54 reviews

Pond View, Washer Dryer, Non Smoking, Pet Free

Welcome to our cozy retreat! Fully furnished for affordability and convenience, our prime location near Downers Grove, Wheaton, Oakbrook, and Downtown Chicago ensures the perfect base for your stay. Enjoy free parking, washer-dryer, dishwasher, and amenities like linens, dishes, cookware, cable, wireless internet, queen-size bed, smart TV, and Hulu access. Little touches make guests feel truly at home, creating a delightful and memorable stay, whether for business or leisure.

Guest favorite
A bright and airy loft space is characterized by sloped ceilings and wooden paneling. A dark sofa is complemented by decorative pillows, while a small desk and chair are positioned by the window. Lush greenery adds a touch of nature to the cozy setting.
Apartment in Chicago
4.94 out of 5 average rating, 135 reviews

Comfortable and Cozy Apartment

Enjoy this simple and cozy apartment! Located just a few blocks from stores like Walgreens, Aldi, Target, Laundromat and various restaurants. Its conveniently located just a 10 minute walk from the orange line cta train station. Disfrutá de la sencillez de este alojamiento tranquilo y céntrico. Ubicada a dos minutos de tiendas como target, Walgreens, Aldi, Lavandería y restaurantes . Estamos a 10 minutos del aeropuerto midway y 15 minutos del centro de Chicago.

Guest favorite
The exterior of the vintage garage apartment is shown, featuring a bright yellow facade with two white garage doors. A large window is positioned above the doors, with greenery surrounding the property, contributing to the charming appearance.
Guesthouse in Villa Park
4.92 out of 5 average rating, 159 reviews

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!

Superhost
A single-story house features a welcoming entrance with a front step and decorative wreath. Inside, cozy sleeping areas include both a queen bed and twin bunk beds. A smart TV displays a cityscape, while a dining table with six chairs is ready for meals.
Home in Lombard
4.84 out of 5 average rating, 179 reviews

Comfy Home w Access to Major Roads/Hwys, Huge Yard

Our house is perfect for a small group of friends or family looking for a clean, accessible place. It contains 3 bedrooms (2 queen beds & twin bunk beds) & 1 full bathroom, as well as a sleeper sofa with a pullout queen bed. Enjoy our smart TVs, grill or warm up by the fire pit, & even get some work or studying done! Located just minutes from major highways, parks, museums, & Yorktown Center, the journey is just getting started once you arrive!

Top guest favorite
Home in Villa Park
4.97 out of 5 average rating, 29 reviews

Three Kings Chicago. Royal experience. Cloud beds!

Life is busy. Find time for each other! Remember how it was before? Special occasions: birthday, anniversary, romantic packages. 4 pm check-in, check-out 10 am. Early check-in 7 am, check-out 8 pm (Based on availability, $100) No cleaning tasks for guests. Fully equipped kitchen; three King adjustable massage beds. Step-free access, small dog-friendly, EV charger (extra), 75” TV, Laundry, Bidet... Breakfast, dinner on demand

Top guest favorite
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, 149 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!

Popular amenities for Oakbrook Terrace vacation rentals

Frequently Asked Questions

  • What are the best places to stay in Oakbrook Terrace?

    Neighborhoods around Oakbrook Terrace’s parks and shopping districts are often preferred for stays, offering convenient access to local attractions. There are also options near business and cultural centers.

  • What are the best things to do in Oakbrook Terrace with kids?

    Kids can enjoy playgrounds in local parks, family-friendly performances at Drury Lane Theatre, and hands-on activities at nearby children’s museums. Community recreation centers also have programs for young visitors.

  • What are some of the best things to do in Oakbrook Terrace?

    Explore Drury Lane Theatre for live shows, wander local parks, and shop or dine in vibrant centers. Seasonal festivals and community events add extra color to the city’s cultural calendar.

  • How is the weather in Oakbrook Terrace?

    Oakbrook Terrace has cold winters ranging from 19–32°F (-7–0°C), and warm summers near 66–85°F (19–29°C), with spring and fall bringing moderate temperatures and occasional rain. Layered clothing is helpful year-round.

  • When is the best time to visit Oakbrook Terrace?

    Late spring through early fall is often recommended, when temperatures are milder from 51–85°F (10–29°C) and outdoor events take place. Winter brings colder weather, making indoor activities a cozy option.

  • What are the best places to visit in Oakbrook Terrace?

    The Drury Lane Theatre, local parks, and shopping centers are frequently suggested places to explore in Oakbrook Terrace. Depending on interests, visitors may also enjoy nearby art galleries and performance venues.

  • What are some hiking trails in Oakbrook Terrace?

    Oakbrook Terrace has walking and jogging paths in local parks, with paved and natural sections for easy strolls. Nature reserves and forest preserves around the area present more scenic routes for hikers.

  • What are some family activities we can do in Oakbrook Terrace?

    Families in Oakbrook Terrace can explore parks, take part in seasonal community events, and visit interactive art or science spaces nearby. Many find local playgrounds and recreation centers appealing for group fun.

  • What are some of the best day trip ideas from Oakbrook Terrace?

    Day trips from Oakbrook Terrace often include exploring nearby botanical gardens, art museums, or vibrant urban neighborhoods. Visits to natural preserves and regional landmarks are frequently suggested.

  • Are there any pet friendly accommodations available in Oakbrook Terrace?

    Many stays in Oakbrook Terrace welcome pets, especially in neighborhoods near green spaces and walking trails. Look for rental options that emphasize pet amenities or easy park access.

  • What are some local tips for visiting Oakbrook Terrace?

    Check for community event schedules, explore nearby parks for quiet afternoons, and bring layers for weather changes. Locals often recommend catching a theater performance or sampling family-run restaurants.

  • What is Oakbrook Terrace known for?

    Oakbrook Terrace is recognized for its blend of business centers, open green spaces, and accessible shopping districts. The city is also known for its community gatherings and theater performances.

  • What are the best hidden gems to explore in Oakbrook Terrace?

    Locally rooted art galleries, small parks, and community theater spaces are often appreciated as hidden gems around Oakbrook Terrace. Consider visiting lesser-known eateries and neighborhood cafes for distinct experiences.

  • What are the best foods to try in Oakbrook Terrace?

    Oakbrook Terrace has a mix of classic American fare, Italian dishes, and globally inspired menus at local restaurants. Deep-dish pizza, fresh salads, and hearty sandwiches are frequently suggested.

  • What should I bring for a trip to Oakbrook Terrace?

    Pack comfortable walking shoes, versatile layers suited to temperatures from 19–85°F (-7–29°C), and a light rain jacket. If planning outdoor activities, sun protection and reusable water bottles make outings easier.

  • What is the nightlife in Oakbrook Terrace like?

    Oakbrook Terrace has casual nightlife with relaxed bars, local eateries, and occasional live music. Around the area, visitors often find lounge venues and spots for after-dinner drinks.

  • What are the most popular events or festivals in Oakbrook Terrace?

    Oakbrook Terrace has seasonal community festivals, summer concerts in the park, and frequent theater productions. Holiday events and outdoor markets are especially popular during late spring and summer.

  • Are there family friendly vacation rentals in Oakbrook Terrace?

    Vacation rentals in Oakbrook Terrace include options suited for families, such as homes near parks or with multiple bedrooms and spacious living areas. Many neighborhood stays feature amenities tailored for children.