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Oak Brook, IL vacation rentals
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Best Vacation rentals and Airbnb offers in Oak Brook, IL

Discover Family-Friendly Vacation Rentals in Oak Brook, IL

Make family travel to Oak Brook, IL seamless with spacious vacation rentals located just minutes from top city attractions.

Spacious Home In Chicago Suburbs - Oak Brook, IL
Oak Brook, IL
09/16 – 10/20
$464/nighttotal: $15776 (34 )

Spacious Home In Chicago Suburbs

3 1
house , Oakbrook Terrace
This spacious three-bedroom house, located in the Chicago suburbs near Oakbrook Terrace, offers convenient access to area attractions.
The 2,110-square-foot home features three bathrooms, two living rooms, a fully equipped kitchen with a dishwasher and microwave, free Wi-Fi, private parking, and accommodates up to 19 guests.
Magnolia: 4 Br - 2.5 Ba Shuffleboard Table! - Oak Brook, IL
9.8 24 reviews
Oak Brook, IL
09/16 – 10/20
$381/nighttotal: $12954 (34 )

Magnolia: 4 Br - 2.5 Ba Shuffleboard Table!

1 1
apartment , Lisle
This split-level residence in a Lisle residential area offers convenient access to local parks and amenities, situated approximately 1,320 to 2,640 feet from Morton Arboretum and Lisle Metra Station.
This spacious 4-bedroom, 2-bathroom house accommodates up to 12 guests with 5 beds, featuring a modern open-concept living area, a master suite with a soaking tub, an electric fireplace, a shuffleboard table, and an expansive yard for outdoor activities, all equipped with air conditioning, internet, and parking.
Modern Spacious  4br Home Near Chicago  Sleeps 10  Family & Pets Friendly - Oak Brook, IL
10 2 reviews
Oak Brook, IL
09/16 – 10/20
$420/nighttotal: $14280 (34 )

Modern Spacious 4br Home Near Chicago Sleeps 10 Family & Pets Friendly

4 1
apartment , Westmont
This 4-bedroom, 2-bathroom condo in Westmont offers 10-person capacity and is located a 2-minute drive from Twin Lakes Park and a 5-minute drive from Creekside Park, with Mayslake Peabody Mansion, Graue Mill and Museum, Seven Bridges Golf Club, and Flagg Creek Golf Course also nearby.
This vacation rental includes internet, air conditioning, a dryer, and toiletries, and is an 11-minute drive from Morton Arboretum and a 10-minute drive from Yorktown Shopping Center.
Mins From O'hare  Safe Location  Private Parking - Oak Brook, IL
Oak Brook, IL
09/16 – 10/20
$120/nighttotal: $4080 (34 )

Mins From O'hare Safe Location Private Parking

1 1
apartment , Chicago
This one-bedroom, one-bathroom apartment in Cook County offers convenient access, located minutes from Rosemont, Rivers Casino, and O'Hare Airport, with the Blue Line providing direct access to downtown Chicago, and is close to Parkway Bank Park Entertainment District and Catherine Chevalier Woods. This pet-friendly, family-friendly dwelling accommodates up to four guests and features a full kitchen with high-end appliances, free Wi-Fi, air conditioning, and private parking, along with a Pack 'n Play and high chair for young children.

Best Oak Brook, IL vacation rentals with parking

Entire Residential Home - Oak Brook, IL
10 1 review
Oak Brook, IL
09/16 – 10/20
$215/nighttotal: $7310 (34 )

Entire Residential Home

3 1
apartment , Darien
This Darien apartment is located just off major highways, making it convenient for exploring nearby attractions like the Promenade mall, Garriage Greens golf course, and Downtown Chicago, which is a 30-minute drive away. It has received excellent user ratings, indicating a high level of satisfaction from previous guests. This home offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a private backyard, a two-car garage, and easy access to local attractions like Graue Mill and Museum, Naper Settlement Museum, and Hidden Lakes Park.
A Beautiful Home In Quiet Westchester - Oak Brook, IL
9.4 13 reviews
Oak Brook, IL
07/16 – 07/21
$492/nighttotal: $2460 (5 )

A Beautiful Home In Quiet Westchester

3 8
apartment , Westchester
This 3-bedroom, 2-bathroom condo in Westchester offers a prime suburban location, just 30 minutes from downtown Chicago and 15 minutes from Oakbrook, with convenient access to O'Hare and Midway airports.
This pet-friendly residence features a full kitchen with a microwave and dishwasher, air conditioning, and parking, accommodating up to 8 guests and providing a central base for exploring nearby shopping at Oakbrook Center Mall, cultural sites like the Frank Lloyd Wright Historic District, and entertainment venues such as the United Center.
2br Near Ohare Oak Park Coffee Nook - Oak Brook, IL
Oak Brook, IL
09/16 – 10/20
$212/nighttotal: $7208 (34 )

2br Near Ohare Oak Park Coffee Nook

2 1
apartment , Elmwood Park
This Elmwood Park condo rental is conveniently located near O'Hare International Airport (5 miles) and within a 9-11 mile radius of Chicago attractions such as the United Center, Lincoln Park Zoo, Wrigley Field, and 360 Chicago.
This 5,380-square-foot apartment sleeps 10 guests and features two bedrooms, one bathroom, a fully equipped kitchen, in-unit laundry, free Wi-Fi, a garden, and proximity to major Chicago attractions.
Curated For Cozy Longer Stays - Oak Brook, IL
9.5 2 reviews
Oak Brook, IL
09/16 – 10/20
$206/nighttotal: $7004 (34 )

Curated For Cozy Longer Stays

2 1
apartment , Westmont
This Westmont apartment rental is conveniently located about 12 miles from Midway International Airport and within a 20-22 mile radius of Chicago attractions including the United Center and Willis Tower.
The 900-square-foot, two-bedroom unit sleeps seven guests and features a fully equipped kitchen, in-unit laundry, private patio, garden access, and free Wi-Fi.

Frequently Asked Questions about vacation rentals in Oak Brook, IL

  • What sports or outdoor activites can visitors enjoy in and around Oak Brook, IL?

    Oak Brook has a lot to offer for outdoor enthusiasts. You can play golf at one of the many courses in the area, like the Oak Brook Golf Course. If you're looking for something more active, you can go for a hike or bike ride at the Morton Arboretum or Mayslake Forest Preserve. And if you're visiting in the winter, you can go ice skating at the Oak Brook Ice Arena.
  • What are the best Airbnb and vacation rentals in Oak Brook, IL?

    Sunny Easy-access Spacious Townhouse Ord, Westmont - il Duplex - Side B - In Law Suite 1/1 and Easy - Cool - Safe Place To Stay are the most popular Airbnb and vacation rentals in Oak Brook, IL among travelers.

  • What other towns or cities can be easily accessed from Oak Brook, IL?

    Oak Brook is conveniently located near several other towns and cities. You can easily get to Chicago, which is about 20 miles away, and you can also visit nearby suburbs like Downers Grove, Naperville, and Hinsdale. All of these places are easily accessible by car or public transportation.
  • What are the most popular Airbnbs in Oak Brook, IL?

  • What amenities are commonly available in vacation rentals in Oak Brook, IL?

    Vacation rentals in Oak Brook typically offer a range of amenities, depending on the property. You can expect to find things like kitchens, laundry facilities, Wi-Fi, and parking. Some rentals may also have amenities like swimming pools, hot tubs, or fireplaces. You can find options for all budgets and preferences.
  • What are the best vacation rentals with a pool in Oak Brook, IL?

    Highland Hills Deluxe, Luxurious 1bdr - Wfh Equipped and Upscale - Washer Dryer - Smoke Free - Pet Free - are the best vacation rentals with a pool in Oak Brook, IL.

  • What time of year is best to rent a vacation rental Oak Brook, IL?

    Oak Brook is a great place to visit year-round, but the best time to rent a vacation rental depends on your interests. If you want to enjoy the warm weather and outdoor activities, summer is a great time to visit. If you're looking for a more relaxed experience, spring or fall can be great options. And if you want to experience the winter wonderland, you can visit during the winter months.
  • What are the best rentals for families and kids in Oak Brook, IL?

  • What are the best rentals or Airbnbs with a jacuzzi in Oak Brook, IL?

    The best vacation rentals or Airbnb with a jacuzzi in Oak Brook, IL are Luxurious 1bdr - Wfh Equipped, Affordable Luxurious 1br Apt 25 Mins To Downtown and Your Spring Time Getaway.

Destinations nearby

Top Vacation Rentals with Balconies in Oak Brook, IL

Wake up to breathtaking views at these Oak Brook, IL vacation rentals with balconies, perfect for your morning coffee.

Landing | Spectacular 2bd, Gym, Pool - Oak Brook, IL
Oak Brook, IL
09/16 – 10/20
$135/nighttotal: $4590 (34 )

Landing | Spectacular 2bd, Gym, Pool

2 1
apartment , Willow Springs
This 1040 sq ft, 2-bedroom, 2-bathroom apartment in Willow Springs is located near Graue Mill and Museum, Mayslake Peabody Mansion, Flagg Creek Golf Course, and PGN Jump N' Fun Entertainment.
This fully-furnished residence accommodates up to 4 guests and features resort-style amenities including a pool, clubroom, and virtual spin fitness studio, with pet-friendly options and a dedicated dog run.
70 M² House ∙ 4 Bedrooms ∙ 8 Guests - Oak Brook, IL
Oak Brook, IL
09/16 – 10/20
$679/nighttotal: $23086 (34 )

70 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 1
house , Westmont
Accommodation for 8 guests. Your accommodation will be located in Westmont.
Facilities and services: air conditioning, a washing machine and a dish washer. Take advantage of the Free Parking with this accommodation in Westmont!
Landing Chic 2bd Gym Clubhouse - Oak Brook, IL
Oak Brook, IL
09/16 – 10/20
$184/nighttotal: $6256 (34 )

Landing Chic 2bd Gym Clubhouse

1 1
apartment , Willow Springs
Landing Apartments - Willow Glen Lofts in Willow Springs offers convenient access to Chicago attractions, located 8.1 miles from Midway International Airport, 16 miles from Guaranteed Rate Field, 17 miles from the United Center, and 18 miles from the Museum of Science and Industry.
This apartment complex provides units with a private entrance, full kitchens, desks, TVs, private bathrooms, and complimentary WiFi, with select accommodations featuring a balcony and access to a fitness center, and is pet-friendly.
New Luxuriously Detailed 4 Bedroom/2ba Home Minutes Away From Attractions&ohare - Oak Brook, IL
Oak Brook, IL
07/16 – 07/21
$886/nighttotal: $4430 (5 )

New Luxuriously Detailed 4 Bedroom/2ba Home Minutes Away From Attractions&ohare

4 8
apartment , Bensenville
This Bensenville apartment rental is conveniently located near major roadways providing easy access to the Rosemont Theatre and Drury Lane Theatre, and is within driving distance of the Bloomingdale Park District Museum and the Frank Lloyd Wright Historic District.
This spacious four-bedroom home features a king-size master bed, queen and double beds, a jetted jacuzzi tub, in-unit laundry, multiple smart TVs including a 65-inch 144hz screen, a private terrace/balcony, a garden, fitness center access, and sleeps up to 12 guests, with nearby ice arenas and recreational opportunities for fishing and swimming.

Find the Best Dog-Friendly Vacation Rentals in Oak Brook, IL

Stay in a pet-friendly vacation rental in Oak Brook, IL situated near dog parks and city walks, ensuring a comfortable stay for both you and your pet.

Modern, Updated, And Centrally Located, Townhouse Retreat. - Oak Brook, IL
Oak Brook, IL
09/16 – 10/20
$150/nighttotal: $5100 (34 )

Modern, Updated, And Centrally Located, Townhouse Retreat.

1 1
apartment , Bolingbrook
This Bolingbrook townhouse is situated 15 minutes from downtown Naperville's dining and shopping, and 45 minutes from downtown Chicago.
This pet-friendly rental offers a relaxing outdoor living space with a deck and English garden, a modern interior with AC and heat, a fully equipped kitchen, and a spacious basement with a large TV and child's play area, accommodating up to two guests with one bedroom and one bathroom.
King Bed Studio | 60" Hdtv | Safe | Close To Metra - Oak Brook, IL
Oak Brook, IL
09/16 – 10/20
$141/nighttotal: $4794 (34 )

King Bed Studio | 60" Hdtv | Safe | Close To Metra

1 1
studio , Elmwood Park
This studio apartment is located in Elmwood Park, a top-rated, safe neighborhood offering a 35-minute Metra train ride to downtown Chicago and close proximity to iconic Chicago restaurants and local dining options.
This modern, cozy condo accommodates up to 4 guests, features a fully equipped kitchen with high-end appliances including an air fryer and rice cooker, a spacious living area with a large Smart TV, and includes free private on-site parking.
* Modern Parkside Stay | Lombard | 4 Beds * - Oak Brook, IL
Oak Brook, IL
09/16 – 10/20
$174/nighttotal: $5916 (34 )

* Modern Parkside Stay | Lombard | 4 Beds *

1 1
apartment , Lombard
This Lombard apartment, located directly adjacent to a park with pond views, offers a peaceful retreat with convenient access to local amenities and major highways.
This 2-bedroom, 2-bathroom rental accommodates up to 4 guests, featuring a fully equipped kitchen, smart TVs in every room, complimentary Wi-Fi, and direct park access.
Bright & Spacious Duplex- Heart Of Brookfield - Oak Brook, IL
10 3 reviews
Oak Brook, IL
09/16 – 10/20
$150/nighttotal: $5100 (34 )

Bright & Spacious Duplex- Heart Of Brookfield

3 1
apartment , Brookfield
This Brookfield, Illinois apartment rental is located north of Ogden Avenue, one block east of Prairie Avenue, offering easy walking access to downtown Brookfield's shops, restaurants, train station, and the Brookfield Zoo.
The freshly renovated 3-bedroom, 2-bathroom unit sleeps six guests, features hardwood floors, a fully equipped kitchen, and is available for short-term leases (minimum 30 days), making it ideal for travelers exploring Chicago and its western suburbs.
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