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Best Vacation rentals and Airbnb offers in Oak Brook, IL
9.6 14 reviews
Oak Brook, IL
09/16 – 10/20
$231/nighttotal: $7854 (34 )
Wonderful Willowbrook Escape: Hinsdale Schools
1 1
apartment , Willowbrook
This Willowbrook house rental, located in the Hinsdale school district, offers easy access to the Willowbrook Wildlife Center and Waterfall Glen Forest Preserve, with proximity to shopping and dining at The Promenade Bolingbrook and other attractions in Naperville. The three-bedroom, two-bathroom home features a spacious open-concept layout, accommodating up to eight guests and including a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning, a garden, parking, and internet access.
8.4 6 reviews
Oak Brook, IL
09/16 – 10/20
$180/nighttotal: $6120 (34 )
Sunny 2 Br Apartment West Of Chicago In Quaint Forest Park Center
2 1
apartment , Forest Park
This Forest Park apartment rental, located eight miles from the United Center and ten miles from Union Station, offers easy access to Chicago attractions while providing a peaceful retreat in a quiet West Chicago neighborhood. The 1000-square-foot, two-bedroom unit comfortably sleeps six guests and features a fully equipped kitchen, private patio, free Wi-Fi, and free parking.
8.4 5 reviews
Oak Brook, IL
09/16 – 10/20
$174/nighttotal: $5916 (34 )
Curated For Cozy Stays -2 Parking Spaces, Sleeps 4
2 1
apartment , Westmont
This Westmont apartment is conveniently located steps from the Westmont Metra station, close to cultural attractions like Graue Mill and Museum and Lizzadro Museum of Lapidary Art. The neighborhood offers a peaceful and residential feel, ideal for a relaxing getaway. The apartment has two bedrooms and one bathroom, spanning 900 square feet and comfortably accommodating up to four guests. Enjoy amenities like a fully equipped kitchen, in-building laundry, a private balcony, and free parking.
9.7 50 reviews
Oak Brook, IL
09/16 – 10/20
$173/nighttotal: $5882 (34 )
Cozy Home | King Bed | 10p | Metra |Chicago Suburb
1 1
apartment , Lombard
This Lombard apartment is conveniently located in a quiet neighborhood, close to the Metra and expressway, making it easy to reach both downtown Chicago and other attractions in the area. The apartment has consistently received excellent ratings for cleanliness, location, and overall user experience. This 3-bedroom, 2-bathroom home can comfortably accommodate up to 10 guests. Enjoy a spacious backyard with a grill, fire pit, and dining area, perfect for outdoor gatherings. The apartment also features a fully equipped kitchen, modern furnishings, and a relaxing living room with a Smart TV and high-speed Wi-Fi.
10 5 reviews
Oak Brook, IL
09/16 – 10/20
$214/nighttotal: $7276 (34 )
Chicago Burbs Gem | Garage, King Beds, Gym, Pool!
2 1
apartment , Elmhurst
This 2-bedroom, 2-bathroom luxury condo in downtown Elmhurst offers direct access to the Metra train station, placing you just steps away from convenient travel to Chicago and minutes from Oakbrook and O’Hare International Airport. This family-friendly residence features a fully equipped kitchen with stainless steel appliances, dedicated workspaces with monitors in each bedroom, and access to resort-style amenities including a swimming pool, fitness center, and secure heated garage parking.
10 4 reviews
Oak Brook, IL
09/16 – 10/20
$97/nighttotal: $3298 (34 )
2bedroom Apartment In Fantastic Chicago Near Ohare And Quick Drive Into The City
2 1
apartment , Norridge
This Norridge apartment offers convenient access to O'Hare International Airport (10-minute drive), Allstate Arena, and the Rosemont Convention Center (7 minutes). The two-bedroom, one-bathroom unit sleeps four guests and includes WiFi, AC, a washer, and a cozy living room with a futon; enjoy nearby family-friendly activities and a peaceful neighborhood setting after exploring Chicago.
8.6 2739 reviews
Oak Brook, IL
07/16 – 07/21
$1811/nighttotal: $9055 (5 )
Hilton Chicago Oak Brook Hills Resort & Conference Center
8 8
resort , Westmont
The Hilton Chicago Oak Brook Hills Resort & Conference Center is located in Oak Brook Hills, a short drive from the Morton Arboretum, Brookfield Zoo, and Wheaton College. This resort has received very good ratings for its location, cleanliness, and overall experience. The hotel offers spacious rooms with comfortable lounge chairs and cable TV. Guests can enjoy a variety of amenities, including a championship golf course, multiple dining options, an indoor and outdoor pool, a fitness center, a spa, and tennis courts.
9.6 37 reviews
Oak Brook, IL
09/16 – 10/20
$113/nighttotal: $3842 (34 )
Home Away From Homecondo Comfort
2 1
apartment , Westmont
This two-bedroom apartment in Westmont is conveniently located near ample free parking behind the building and is within easy walking distance of the town's attractions. The apartment features a fully equipped kitchen with a refrigerator, freezer, microwave oven, and dishwasher, as well as air conditioning and coin-operated laundry facilities on-site.
10 5 reviews
Oak Brook, IL
09/16 – 10/20
$2229/nighttotal: $75786 (34 )
Gym, Steam Room, Sauna Jacuzzi & Pickleball Court
7 1
apartment , Oak Brook
This luxurious Oak Brook residence, located on the corner of York and Canterbury Roads, offers convenient access to Oak Brook's upscale shopping and dining, and major expressways. The 7-bedroom, 8-bathroom home boasts a private guest house, lower-level entertainment area with a bar, wine cellar, and golf simulator, fitness center, swimming pool, and Jacuzzi, comfortably accommodating up to 10 guests.
9.8 13 reviews
Oak Brook, IL
09/16 – 10/20
$156/nighttotal: $5304 (34 )
Ranch Retreat
3 1
apartment , Downers Grove
This Downers Grove farm is located on a quiet suburban street, conveniently close to the BNSF train station, Interstate 88 and Ogden Avenue. The three-bedroom ranch, which can accommodate up to four guests, features a dedicated office space, high-speed internet, a full kitchen, a shared laundry and workbench, and a large deck with a wooded fenced area.
9.7 198 reviews
Oak Brook, IL
09/16 – 10/20
$219/nighttotal: $7446 (34 )
Promo 15% Monthly Discount!\ncozy House, Close To Benedictine & North Central
2 1
apartment , Lisle
This vacation home in Lisle is within walking distance of Lisle Station, making it easy to explore the surrounding area. The home has excellent user, location and cleanliness ratings. The home has 3 bedrooms, a sofa bed, and can accommodate up to 6 guests. The kitchen is fully equipped with a refrigerator, oven, stovetop, and microwave. The home also has air conditioning, a swimming pool, a terrace or balcony, a garden, and parking. Guests can enjoy the water park and barbecue grills.
10 1 review
Oak Brook, IL
09/16 – 10/20
$147/nighttotal: $4998 (34 )
Modern Condo Safe Chicago Stay Near Ohare
2 1
apartment , Chicago
This 2-bedroom, 1-bathroom condo in Cook County offers convenient access to Rosemont, Rivers Casino, and O'Hare Airport, located just 1 mile from the Blue Line for easy travel to Chicago attractions. This pet-friendly rental accommodates up to 4 guests and features free Wi-Fi, a full kitchen with high-end appliances, an electric fireplace, and is situated near forest parks, trails, and entertainment venues like Parkway Bank Park Entertainment District.
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.
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.
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.
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.
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
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.
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.
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.
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?
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?
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?
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.
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.
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!
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.
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.
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.
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.
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.
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.