Vacation rentals in Oak Brook

4.91 out of 5 average rating, 505 reviews

A spacious backyard is shown, featuring a well-maintained lawn surrounded by trees and shrubbery. A young deer can be seen grazing on the grass. The house, with its distinct roof, includes an outdoor seating area partially shaded by a patio awning.

Guest suite in Wood Dale

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 .

4.96 out of 5 average rating, 372 reviews

The entrance to the loft is seen through an open door marked with 'One.' A narrow hallway features warm hardwood flooring, exposed brick walls, and several framed art pieces on the walls. Natural light enters from windows at the end of the corridor.

Loft in West Dundee

Hip Urban Loft-Small Town Charm - 124 LOFTS #1

Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Book one Loft or all four.

4.91 out of 5 average rating, 156 reviews

A bright kitchen area is visible, featuring white cabinetry and a spacious island with seating for two. Natural light fills the space through large windows, and a small potted plant adds a touch of greenery. Stylish pendant lights hang above the island.

Home in Glen Ellyn

Home in Glen Ellyn

Beautiful 5 bedroom, 2.5 bath home in Glen Ellyn, fully furnished with everything you may need for a wonderful stay! Located in the peaceful suburbs of Glen Ellyn, the area is perfect for families or friends who would like a comfortable getaway. Located 40 minutes from downtown Chicago and Midway airport and 30 minutes from O'Hare airport. Located nearby major highways and shopping centers. Large, private and completely enclosed backyard perfect for kids to play in or a relaxed evening of BBQ!

4.89 out of 5 average rating, 112 reviews

The kitchen features sleek shelving showcasing glass jars and wine bottles, complemented by ambient light fixtures. A coffee machine and sink are positioned on a dark stone countertop, with a dishwasher integrated into the cabinetry for convenience.

Loft in Brookfield

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

4.93 out of 5 average rating, 806 reviews

A circular cedar hot tub is set on a wooden deck, surrounded by greenery and sunlight filtering through trees. Nearby, two chairs and a table are positioned beside a potted plant, providing a cozy relaxation space. Bamboo privacy screens add a touch of seclusion.

Treehouse in Schaumburg

Enchanted Garden Treehouse (Amenity*)

Summer is here, flowers are blooming, the treehouse is air conditioned and cozy, and the hot tub ready! Relax in our luxurious, very private, 4' deep cedar hot/cool tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

Guest suite in Brookfield

A lively indoor space is filled with patrons enjoying themselves. Exposed brick walls and wooden beams contribute to the ambiance, while various seating arrangements create a welcoming atmosphere. Dim lighting highlights a large television, with a vibrant bar area visible in the foreground.

5 out of 5 average rating, 107 reviews

Charming Chicago suburb! 1 bedroom apartment.

Enjoy your stay just west of Chicago in our 1880 updated 1st floor of a 2 flat. You get a one bedroom apartment with queen bed, private kitchen and bath, separate office for work, plus 2 porches for you to enjoy. Brookfield is a charming village with unique restaurants, bars, salon and day spa, coffee shops, library and the train to Chicago--all within a 5 minute walk. We want you to feel at home; but before you book understand that you may not smoke ANYTHING in the unit or on the property.

4.99 out of 5 average rating, 660 reviews

The exterior of the home features light-colored siding and red shutters, complemented by neatly trimmed shrubs. A stone pathway leads to a white front door, flanked by large windows that allow for ample natural light. Lush green grass surrounds the entrance.

Guest suite in Geneva

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

4.99 out of 5 average rating, 159 reviews

Apartment in Aurora

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

A circular brick fire pit occupies a grassy area in the backyard, with flames flickering at its center. Surrounding trees and greenery create a natural backdrop, while the sky features an array of clouds. The yard provides ample open space for outdoor activities.

4.87 out of 5 average rating, 143 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 bed & twin bunk beds) & 1 full bathroom, as well as a sleeper sofa with a pullout queen bed. Enjoy complimentary Netflix & Hulu with 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!

4.97 out of 5 average rating, 116 reviews

The modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and oven. An island with seating for two is positioned centrally, while large windows provide natural light. A gray rug adds warmth to the wooden floor, contributing to the welcoming atmosphere.

Home in Elmhurst

Elmhurst NEW - Super Clean Modern Farmhouse!

Not your average Air BNB!!! 🏡 Newly renovated - CLEAN modern farmhouse in a great location! ✨ ✅Pet Friendly! 🐕 ✅15 min from O'hare. ✈ ✅25 min to Downtown Chicago 🏦 ✅Close to Grocery, restaurants, coffee, shopping, golf, expressways, down town Elmhurst ,Train and Oakbrook and Fashion Outlet Mall. ✅3 great sized bedrooms, 2 living area sofas converts into sleepers ✅Smart TV in family room and Master. ✅ Back patio with dining and seating ✅Large fenced in yard.

4.92 out of 5 average rating, 107 reviews

A small kitchenette is featured with wooden countertops and modern appliances. A coffee maker, blender, and toaster are arranged on the counter. Above, open shelving holds cups, glasses, and a bowl, against a striking hexagonal tiled wall.

Apartment in Maywood

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

4.92 out of 5 average rating, 124 reviews

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

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!

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Popular amenities for Oak Brook vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Oak Brook

4.97 out of 5 average rating, 30 reviews

A modern kitchen and dining area features a spacious table surrounded by gray chairs. The kitchen is fully equipped with appliances, including an oven and refrigerator. Natural light fills the room through a nearby doorway, enhancing the bright, clean appearance of the tiled flooring.

Apartment in Westchester

Short Drive to Hospitals/Airports/Downtown Chicago

A spacious living area is anchored by a gray sofa adorned with patterned cushions. A world map made of natural materials is displayed on the wall, adding an element of global exploration. Potted plants provide a touch of greenery, complementing the light-colored floor and geometric rug.

5 out of 5 average rating, 29 reviews

Spacious Home in Chicago Suburbs

5 out of 5 average rating, 5 reviews

The kitchen features sleek white cabinetry and modern appliances, including a stainless steel refrigerator and black oven. Natural light enters through a window above the sink, illuminating the clean countertops and minimalist decor.

Apartment in Berwyn

NEW Jade Haven in Berwyn/Riverside

4.91 out of 5 average rating, 11 reviews

A modern bathroom sink area is showcased, featuring a sleek faucet and an amber glass soap dispenser. The counter is made of speckled white material, with a rectangular sink and a large mirror reflecting the space. Soft green curtains hang nearby.

Apartment in Lombard

Free Parking, Workdesk, King Bed

5 out of 5 average rating, 87 reviews

A newly renovated kitchen features modern appliances with a spacious island at its center. Two stylish pendant lights hang above the island, while a dining area with wooden chairs is visible within the open layout. Sleek cabinetry complements the contemporary design.

Condo in Clarendon Hills

Apartment in Clarendon Hills.

4.87 out of 5 average rating, 23 reviews

An outdoor balcony is featured, showcasing two white wicker chairs and a small round table on a green rug. The area is framed by a wooden fence and is designed for relaxation, with sunlight illuminating the space.

Home in Elmhurst

Mini Golf & Game Room + Grill | LCP Collection

A heated game room is highlighted by a vibrant red pool table positioned on a patterned black and white rug. A large TV is mounted on the wall, while a relaxing hammock chair is visible, providing comfortable seating for leisure activities.

5 out of 5 average rating, 13 reviews

Grand Retreat/5Brs/Game Room

A rustic wooden console table is positioned against a wall, complemented by a large round mirror above it. Decorative elements, such as a framed art piece, cotton stems, and candles, are neatly arranged. Two woven baskets serve as seating, enhancing the welcoming atmosphere of the entryway.