Mansion holiday rentals in Willowbrook

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Top-rated mansion rentals in Willowbrook

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Top guest favourite
A spacious master bedroom features a large bed with a neutral-coloured duvet, accompanied by decorative pillows. A ceiling fan provides ventilation, and natural light filters through sheer curtains. A cozy chair offers additional seating, with framed art adorning the walls.
Home in Aurora
4.9 out of 5 average rating, 178 reviews

Large Family Home w/Garage-King beds, Fast Wi-Fi

Relax and enjoy this open, well lit piece of suburbia designed and furnished to be the fully outfitted home away from home. Before every reservation this home is throughly cleaned and given ozone and UV treatment to sanitize. This home includes amenities like the fire pit and grill on the back porch, the 2 car garage, and a finished basement with a ping pong table and PlayStation. Particular favorites also include the fully outfitted kitchen, and the large master bedroom with a private bath.

Guest favourite
An open living and dining area features a large table set for meals, surrounded by comfortable chairs. A cozy sectional sofa sits nearby, complemented by a ceiling fan and a wall-mounted TV. Natural light flows in from windowed areas towards the rear.
Home in Des Plaines
4.88 out of 5 average rating, 134 reviews

Entire house, close to O'Hare airport

You and your family will be close to all amenities when you stay at this centrally-located place. 5 miles from O'hare Airport, 1.3 miles from Allstate Arena, 4 miles from Rosemont Convention Center and 5 miles from Fashion Outlet of Chicago. Few mins from Rivers Casino, Shopping Centers, Restaurants, Express way. Easy access to I-90 & I-294. 15 miles away from Chicago Downtown. A newly renovated space with extremely fast WIFI up to 800mbps, suitable for WFH. Walking distance to a close by lake.

Guest favourite
A cozy living room features a brick fireplace as a focal point, surrounded by comfortable leather seating arranged for relaxation. Light-colored curtains frame large windows, while a plush area rug adds warmth to the wooden floor. A wooden door and wall decor complement the inviting space.
Home in Glen Ellyn
4.92 out of 5 average rating, 178 reviews

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!

Guest favourite
A modern living area is showcased with large windows allowing natural light to fill the space. A plush gray sofa and stylish chairs are arranged around a circular glass coffee table, complementing the dark wooden built-ins and fireplace that house decorative items.
Home in Wicker Park
4.96 out of 5 average rating, 123 reviews

UP-SCALE Wicker Park 4BD/3.5BA HOME (+garage)

Escape into this Wicker Park Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertainment on bustling Division St. - Close to every popular attraction that makes Chicago so great - Luxurious interior filled with natural light - Open-floor plan for entertaining! - City skyline views from top floor! - Fast WiFi (1,000 mbps) - Large attached garage! - Beautiful custom built-ins - Next to modern park and playground! - 10 minute walk from blue line (CTA L)

Guest favourite
Apartment in East Pilsen
4.94 out of 5 average rating, 144 reviews

The Urban Oasis | Outdoor Lounge • Sleeps 10+

Luxury 4BR/2.5BA residence featuring 3 private bedrooms and an open-concept bonus room with a queen bed and full-size bunk beds—perfect for upscale families or executive groups. The spa-inspired primary suite offers a soaking tub and rain shower with multiple settings. Enjoy a modern kitchen, stylish living room with a 76” smart TV, and a large covered patio. Located near UIC, West Loop, Chinatown, McCormick Place, the lakefront, and some of Chicago’s best dining and cultural attractions.

Top guest favourite
A spacious game room is illuminated by natural light through skylights. A red pool table is centered beneath bold black pendant lights. A cozy seating area with a red sofa is visible alongside a bar counter with seating. Wood accents add warmth to the modern design.
Flat in Oak Park
4.98 out of 5 average rating, 132 reviews

The Chicago Game Room (Oak Park, IL)

There is no other rental like this in the Chicago area! Located in the first suburb west of Chicago, this 4-bedroom, two-level private apartment is brand new and ready for your group to enjoy. It features an amazing game room/living room with cathedral ceilings, skylights, gas fireplace, bar seating, pool table, shuffleboard/bowling table, dart board, four bedrooms + sleeper sofa, full kitchen, spa-like bathrooms, in-unit washer/dryer, and private deck. GUESTS = 8 MAX

Guest favourite
The collage showcases various areas of the property, including a modern living space with a wall-mounted TV, a two-story exterior featuring stone details, an outdoor patio area with seating under a pergola, a game room equipped with a ping pong table, and a bathroom with a jacuzzi tub and neatly arranged towels.
Home in Westchester
4.97 out of 5 average rating, 113 reviews

Jacuzzi, King Beds, Easy Access to DT Chicago!

Our 4bd, 2.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful neighborhood. There is plenty of space for 10 people to sleep comfortably (4 beds), as well as 4 smart TVs, a deck w/ a pergola, built-in grill, & firepit, a large fenced backyard, a game room (w/ ping pong and more), a jacuzzi, an office space, & much more. Great access to City of Chicago by I-290, as it's directly west of Downtown!

Superhost
A modern dining area is highlighted by a sleek table surrounded by six white chairs with gold accents. A contemporary light fixture hangs above, and the space features a stylish fireplace on the wall. Large glass doors offer access to the outside.
Home in Downers Grove
4.86 out of 5 average rating, 42 reviews

Luxury Bliss: Opulent 5BR/3.5BA Delightful Escape

Welcome to our luxurious 5-bedroom, 3.5-bath oasis, accommodating up to 12 guests! Just 27 minutes from the airport and 35 minutes to downtown Chicago, this spacious retreat offers the perfect blend of convenience and comfort. Ideal for families and professionals alike, indulge in ample space, upscale amenities, and proximity to local attractions. Unwind in style, knowing every detail is tailored to ensure an unforgettable stay!

Guest favourite
An elegant 1890 Greystone building is presented, showcasing a symmetrical façade with decorative stonework. A tiered front staircase leads to a charming entryway, flanked by well-maintained landscaping. Large windows enhance natural light, while a vibrant green shrub adds a touch of color to the exterior.
Home in Chicago
4.94 out of 5 average rating, 118 reviews

Beautiful Chicago Greystone

Spacious, private, 4 bedroom condo 15 minutes directly west of the city center. Minutes away from the West Loop, Garfield Conservatory, Downtown, and United Center. Ideal public transportation access with multiple bus stops within 1 block radius, 2 blocks away from Blue Line CTA, 1 mile away from Pink Line CTA. Exquisite back porch and patio with access to grill and patio furniture. Onsite laundry per request Local hosts!

Guest favourite
A spacious living area features a large, comfortable sectional couch accompanied by a round coffee table. Natural light enters through tall windows, highlighting the neutral walls and soft area rug. A modern television is positioned on a wooden media console, creating a cozy entertainment space.
Home in Naperville
4.92 out of 5 average rating, 110 reviews

4 Bedroom House - Close to Everything - Naperville

Enjoy all Naperville has to offer with this spacious 4 bedroom 2.5 bathroom home. Minutes from shopping, dining, and entertainment, this home is situated in a quiet and cozy neighborhood just a 10 minute drive to Downtown Naperville. Fully stocked kitchen and bathrooms, comfortable beds, fast wifi, Smart TVs, 2 car garage, spacious fenced back yard - everything you need to feel right at home!

Guest favourite
A spacious living area features modern furnishings, including a black leather sofa and a round coffee table placed on a soft area rug. Natural light flows through large windows, illuminating a kitchen with sleek cabinetry and bar seating in the background.
Home in Willowbrook
4.86 out of 5 average rating, 14 reviews

Exceptional Willowbrook Retreat

Exceptional, freshly updated, spacious 5 bedrooms, 3 bathrooms home. Sleeps 10. The whole group will enjoy easy access to everything from this centrally located place. Close to restaurants, shopping, hwy and located in a quiet place surrounded by forest preserve. Tons of outdoor activities, walking trail, hiking, biking, rocky glen waterfall, waterfall glen, argonne park and much more.

Superhost
A modern living room features a grey sofa with decorative throws and pillows. Natural light flows through large windows adorned with sheer curtains. A round wooden coffee table sits on a textured area rug, accompanied by a pair of accent chairs. A stylish mirror complements the decor.
Flat in North Side
4.82 out of 5 average rating, 160 reviews

Stylish 2-Level Designer Home by DePaul w/ Parking

A design lover's dream! Spend your next trip to Chicago in a beautifully remodeled 4 bedroom, 3.5 bath apartment in Lincoln Park. ✔ Safe and vibrant neighborhood. ✔ Free parking - We have one spot directly behind the building. ✔ Easy self-check-in & keyless entry. ✔ Walk Score of 92 - Close to transit, dining, bars, shops, groceries, and DePaul University. ✔ Easy access to downtown

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