Oak Brook vacation rentals

We found 519 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Oak Brook that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you expect for your stay, which might include parking and a garden. No matter what you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Oak Brook

Showing deals for:Nov 7 - Nov 14
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Find out more about Oak Brook

Find out more about Oak Brook

Why visit Oak Brook

  1. Charming parks: Enjoy the rustic allure of Oak Brook's urban parks, perfect for family picnics and leisurely strolls.
  2. Cultural experiences: Immerse yourself in the local history with visits to historic homes and cultural venues.
  3. Varied accommodations: Choose from a range of vacation rentals, from modern condos to charming farmhouses.
  4. Serene atmosphere: Experience a tranquil vibe reminiscent of the English countryside, ideal for relaxation.
  5. Family-friendly activities: Engage in numerous activities that cater to visitors of all ages, ensuring a fun-filled vacation.

Popular types of accommodation in Oak Brook

Discover the charm of Oak Brook with a variety of vacation rental options, including modern apartments, houses, and spacious condos. Whether you're seeking a century farmhouse experience or a contemporary retreat, Oak Brook has something for everyone. Enjoy the comfort of well-equipped accommodations, like the inviting Oak Brook farmhouse, ensuring you have a memorable stay. Your ideal getaway awaits in this beautiful area.

  • Apartments: The top choice for vacation rentals in Oak Brook, offering modern amenities and convenient locations for a comfortable stay.
  • Houses: A popular option for families or groups seeking extra space and a home-like atmosphere during their visit.
  • Condos: Stylish and often featuring shared facilities, condos are a great choice for those wanting a blend of privacy and community.
  • Cottages: Ideal for a cozy retreat, cottages provide a charming atmosphere perfect for relaxing getaways.
  • Cabins: A unique option for nature lovers, cabins allow guests to immerse themselves in the tranquil surroundings of Oak Brook.**

Top attractions in Oak Brook

Oak Brook, Illinois, offers a delightful blend of family-friendly activities, cultural experiences, and business-oriented venues. With attractions like urban parks, event and conference spaces, and modern colleges, there's something for everyone. Whether you're seeking outdoor adventures or enriching cultural encounters, Oak Brook provides a variety of points of interest that cater to diverse interests, making it an ideal destination for all types of travellers.

  1. Drury Lane Theater: Experience captivating performances in a beautifully designed venue that offers a mix of classic and contemporary shows, perfect for a night out.
  2. Morton Arboretum: Explore 1,700 acres of stunning landscapes, walking trails, and diverse plant collections, ideal for family outings and outdoor adventures.
  3. Wheaton College: Discover the rich history and beautiful architecture of this esteemed institution, which offers cultural events and a tranquil campus atmosphere.

Things to do recommended for couples

For a romantic escape in Oak Brook, indulge in a medieval feast at Schaumburg Medieval Times, sip exquisite wines at Lynfred Winery, or enjoy a delightful meal at 390 Golf Experience. Each spot offers a unique blend of charm and intimacy, perfect for couples seeking memorable moments.

Things to do recommended for families

During your family vacation in Oak Brook, enjoy thrilling adventures at Galloping Ghost arcade, experience ice skating at Edge Ice Arena, or catch an exciting game at Allstate Arena, all offering a perfect blend of fun and entertainment for everyone.

Things to do recommended for groups

Experience the charm of Oak Brook by exploring the Oakbrook Center Mall for shopping and dining, enjoying a round of golf at the Oak Brook Golf Course, or catching a captivating performance at the Rosemont Theatre, just 16.1km away, perfect for creating lasting memories with your group.

What do I need to keep in mind when booking a vacation in Oak Brook

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, it's important to set your priorities when filtering your options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Oak Brook with a group: Take into account the number of bedrooms you require, along with amenities like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Oak Brook with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Oak Brook: For many families, a trip isn’t truly complete without their beloved furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that both you and your four-legged friends feel comfortable and at home.
  • Planning for a long term stay visiting Oak Brook: If you’re in search of vacation rentals with special offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like parking, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Oak Brook

Oak Brook, Illinois offers a delightful blend of family-friendly attractions and urban charm, making it an ideal vacation spot. Explore the rustic allure of Oak Brook Farm and the historic homes in the Village of Oak Brook. Nearby, experience the serene vibes reminiscent of the English countryside, perfect for leisurely strolls. With a welcoming atmosphere and plenty of cultural experiences, Oak Brook promises a memorable getaway for all types of travellers.

  • Oakbrook Terrace: Located a mile from Oak Brook, Oakbrook Terrace is a vibrant village known for its blend of family-friendly experiences and business opportunities. Visitors can enjoy a variety of attractions, including a bustling shopping mall and a modern theatre. The area is also home to significant landmarks such as a large event conference venue and a sports facility stadium. Whether you're here for shopping or attending a conference, Oakbrook Terrace provides a convenient and enjoyable travel experience.
  • York Center: Situated two miles from Oak Brook, York Center is a charming neighbourhood that caters to families and business travellers alike. This area boasts a fantastic shopping centre and a popular water park, perfect for a fun day out. Visitors can also explore nearby attractions like a thrilling theme park and an exciting sports facility stadium. With a welcoming atmosphere and diverse activities, York Center is an ideal spot for those looking to immerse themselves in local culture and entertainment.
  • Highland Hills: Just three miles from Oak Brook, Highland Hills is a picturesque neighbourhood that offers a harmonious blend of education, shopping, and leisure. The area features a variety of shopping centres and a renowned historic college university, making it a dynamic place to visit. Additionally, sports enthusiasts can enjoy the local stadium and sports facilities. Highland Hills is perfect for families and those seeking a vibrant city experience, offering a wealth of activities and attractions to explore.

Best time to go to Oak Brook

If you're planning a trip to Oak Brook, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like January and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January23.9°F (-4.5°C)Light RainMostly CloudySlightly LowSlightly Low
February26.1°F (-3.3°C)Light RainMostly CloudyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly CloudyAverageSlightly Low
April48.4°F (9.1°C)Light RainMostly CloudySlightly HighAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
June70.2°F (21.2°C)Light RainMostly SunnyAverageSlightly High
July74.3°F (23.5°C)Light RainMostly SunnySlightly HighSlightly High
August73.2°F (22.9°C)Light RainMostly SunnyAverageSlightly High
September66.7°F (19.3°C)Light RainMostly SunnySlightly HighAverage
October54.1°F (12.3°C)Light RainMostly SunnySlightly LowAverage
November41.0°F (5.0°C)Light RainMostly SunnySlightly LowAverage
December31.5°F (-0.3°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or manage and review your travel arrangements. You can easily access your previously saved and booked properties within the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The lush setting of Oak Brook is ready to explore

The area's entertainment and culture are just a few of the reasons to vacation in Oak Brook. Travelers to this welcoming city praise the shopping, restaurants and forests. Wrigley Field and McCormick Place are just a couple of the must-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Oak Brook

Are you looking for top things to see and do in the city? Venture out of your vacation home and check out everything that makes Oak Brook a fun spot to vacation. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Galloping Ghost (5.3 mi / 8.5 km)
  • Cantigny Golf Club (10.4 mi / 16.7 km)
  • Cog Hill Golf & Country Club (11.6 mi / 18.6 km)
  • Pirates Cove Childrens Theme Park (11.6 mi / 18.7 km)
  • LEGOLAND® Discovery Center (14.4 mi / 23.2 km)
  • Bolingbrook Golf Club (15.6 mi / 25.1 km)

Exploring the natural features in Oak Brook

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Oak Brook. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Millennium Park (17.3 mi / 27.8 km)
  • Grant Park (17.3 mi / 27.8 km)
  • Morton Arboretum (5.2 mi / 8.3 km)
  • Riverwalk Park (11.5 mi / 18.5 km)
  • Centennial Beach (11.5 mi / 18.5 km)
  • Garfield Park (12.5 mi / 20.1 km)

Traveling to and around Oak Brook

The nearest airport is in Chicago O'Hare Intl. Airport (ORD), located 9.8 mi (15.8 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Chicago Midway Airport (MDW), which is 11.5 mi (18.5 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Oak Brook?
Season, property type and length of stay are some factors that can influence the price of a vacation home. Simply add your travel dates to find the ultimate escape. From cozy country cottages to sprawling villas, all Vrbo vacation rentals offer incredible value.
How much does it cost to rent a beach house in Oak Brook?
The average price for a vacation rental by the beach in Oak Brook depends on when you're traveling and the style and size of property you're looking for. You can easily find prices on Vrbo by entering your destination and preferred travel dates. Then use the filters to choose the number of bedrooms and amenities that you prefer, like WiFi, a pool and air conditioning.
What are the top attractions for families in Oak Brook?
Keep the kids busy at these top family-friendly attractions in Oak Brook:

  • Brookfield Zoo
  • Galloping Ghost
  • Center for History

How old do you have to be to rent a vacation rental in Oak Brook?
The age limit can differ between properties on Vrbo, so check the rules of the vacation rental in Oak Brook you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a vacation rental in Oak Brook for?
The length of time you can book a vacation rental in Oak Brook depends on the property. Simply enter your preferred travel dates to see a list of options offering extended stays. With loads of features like laundries and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find someplace just right to call your home away from home in Oak Brook.

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