Vacation rentals in Oak Brook

4.91 out of 5 average rating, 503 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 .

4.91 out of 5 average rating, 155 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

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, 105 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, 659 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.

4.85 out of 5 average rating, 127 reviews

An outdoor seating area features a circular firepit surrounded by sectional seating in bright red and dark wicker. A grassy yard extends beyond the patio, complemented by trees and a shed in the background. The sky is clear, enhancing the inviting outdoor space.

Home in Naperville

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

4.99 out of 5 average rating, 158 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.

4.86 out of 5 average rating, 139 reviews

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.

Home in Lombard

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!

4.98 out of 5 average rating, 234 reviews

Apartment in Forest Park

Walk to Oak Park from this Newly Remodeled Gem

This is an open, bright and comfortable home that has been fully renovated, but still has the historic charm of an older house (early 1900s). With a completely updated kitchen you have everything you need to fix a good meal or you can choose to eat out at one of the many restaurants and bars/brew pubs within close proximity. The apartment has an office nook with a desk and chair for getting your work done, or you can kick back and relax in the living and dining spaces.

4.96 out of 5 average rating, 114 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, 106 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!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Oak Brook vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Oak Brook

4.9 out of 5 average rating, 41 reviews

A staircase is seen descending, adorned with a patterned runner. The oak handrail complements the light wood of the steps. Decorative vases in shades of blue and clear glass are placed on the top ledge. A framed artwork adds character to the wall.

Home in Clarendon Hills

3 Bedroom+Office*Huge Sofa*Chic Decor*Garden*5 TVs

4.88 out of 5 average rating, 8 reviews

A bright kitchen features white cabinetry with gold hardware, designed for functionality. A large island provides ample counter space, while stainless steel appliances, including a refrigerator and oven, add a modern touch. Natural light filters in through nearby windows, illuminating the space.

Home in Villa Park

Family Friendly Stylish Villa Park Home!

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

5 out of 5 average rating, 29 reviews

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.

Home in Lombard

Spacious Home in Chicago Suburbs

5 out of 5 average rating, 4 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

4.9 out of 5 average rating, 10 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, 13 reviews

A heated game room is depicted with a pool table in the center, surrounded by a green rug featuring various golf and game elements. Wall-mounted screens display entertainment options, while comfortable seating and playful decor enhance the space's gaming ambiance.

Home in Lombard

Grand Retreat/5Brs/Game Room