Mansion vacation rentals in Willowbrook

Find and book unique mansions on Airbnb

Top-rated mansion rentals in Willowbrook

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Guest favorite

A welcoming porch features a wooden deck with white railings and columns. Two chairs are positioned on the porch, accompanied by a barbecue grill nearby. Lush greenery is present, enhancing the outdoor space's natural appeal.

Home in Hyde Park

5 out of 5 average rating, 16 reviews

Amazing historic campus mansion!

This stylish campus mini mansion is perfect for group trips in the historic Hyde Park neighborhood. A cheerful, modern renovation of a historic home, with original woodwork, underfloor bathroom heating and leaded windows. Easy access to Uchicago, the lakefront, Chicago marathon, McCormick trade shows, the Museum of Science & Industry or exploring our vibrant city. Our spotlessly clean property helps you experience everything Chicago has to offer. Hosted by a very experienced all 5 star host.

Guest favorite

The historic stone façade of the building features intricate architectural details, with large arched windows and a welcoming entrance. Flower pots are displayed on the balcony, and a wrought iron fence surrounds the property, adding to the charm of the exterior.

Apartment in Lake View

4.92 out of 5 average rating, 226 reviews

Stone Mansion Sleeps 10-20 Free parking & TV

Giant, 4 bedroom, 2,300 square feet apartment on 2nd floor, near Red Line Train, bars, cafe's, shopping, restaurants, Lakefront and everything else Chicago has to offer. Large living room with bar area, TV and fridge for socializing before hitting the town. Dining room has a large table and 8 chairs. 4 bedrooms with 2 private rooms with king beds and one with a double bed. 4 futons for in the living room for extra sleeping space two (2) parking spots in the west facing garage on premises.

Superhost

A bright and open dining area features a wooden table surrounded by multiple white chairs. Large windows allow natural light to fill the space, highlighting a modern living room setup with a green sofa and a decorative plant.

Condo in Lincoln Park

4.8 out of 5 average rating, 160 reviews

Massive Old Town Home Steps to Wells St & Beach

Start your Windy City adventures in my spacious 3rd-floor duplex in the heart of Chicago's vibrant Old Town neighborhood! This 8 bed, 4 bath home comfortably sleeps up to 20 guests, making it perfect for large groups or families. Enjoy modern furnishings, a fully equipped kitchen and two cozy living areas to relax in after exploring the city. Steps from popular restaurants, bars, boutiques and the lake, you’ll be immersed in local charm. (Please note, parties and large events are not allowed)

Superhost

A cozy seating area is highlighted by two comfortable armchairs, one adorned with a decorative pillow. A coffee table sits centered, decorated with a small plant and decorative trays. Light drapes frame the windows, enhancing the warm atmosphere created by wooden flooring.

Apartment in Hermosa

4.77 out of 5 average rating, 13 reviews

2Level Duplex + Jaccuzi! Gem in Chicago 4BD/3BA

Welcome to our stunning getaway! This luxury duplex is designed to provide comfort & entertainment for your group of up to 8 guests; Indulge in the spacious entertainment area. The backyard is your private oasis, a beautifully landscaped space perfect for gatherings. With 4 lavish bedrooms, a fully equipped kitchen, & modern amenities throughout, your stay here promises both luxury and convenience. Our central location puts you just moments away from the city's finest attractions. Book now!

Top guest favorite

A welcoming foyer is highlighted by a grand staircase with wooden railings, leading to an upper level. The hardwood floor reflects natural light from the large front door and nearby windows. A neutral color palette enhances the open space, which connects to a cozy seating area.

Home in Plainfield

4.96 out of 5 average rating, 50 reviews

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT!

LUXURY HOME WITH A SPECTACULAR VIEW OF THE WATER. EXECUTIVE BRICK HOME WITH BRAZILIAN CHERRY-HARD WOOD FLOORS. FLOOR TO CEILING WINDOWS IN FAMILY ROOM WITH 14' CEILINGS/DECORATIVE BRICK FIREPLACE. GOURMET KITCHEN W/ MAPLE CABINETS/GRANITE & SS APPS/EATING ISLAND. SUNROOM WITH BEAUTIFUL VIEW OF POND. LUXURY MASTER SUITE W/ LUXURY BATH. FULL FINISHED BASEMENT WITH 9' FOOT CEILINGS INC FULL BATH & BED. TRANQUIL BRICK PAVER PATIO. (Plus 100-acre park, paths, soccer & baseball fields, & more).

Superhost

Home in Algonquin

4.88 out of 5 average rating, 17 reviews

Luxury 5BR Mansion, Gym, & Backyard Oasis

Welcome to our luxurious 5-bedroom, 4.5-bathroom mansion. You'll fall in love with the elegance of this 8800 sft property, which comfortably accommodates up to 10 guests. With a gym, a garage for your convenience, a backyard fire pit for cozy evenings, and a basement designed for entertainment, this Airbnb offers the ultimate retreat for relaxation and fun. Whether you're seeking a family reunion, a getaway with friends, or a peaceful escape, this mansion is your perfect destination.

Guest favorite

Home in West Town

4.94 out of 5 average rating, 34 reviews

Huge Restored Humboldt Park Mansion - Park Views!

Located directly across the street from the huge and gorgeous 200 acre Humboldt Park. This recently restored mansion is an amazing place to bring the whole family with lots of room for gathering together. 5 bedrooms and 3.5 bathrooms ensures that there is plenty of space for all and with a massive public park across the street you can stroll through the park, take a swan boat out on the pond or join a game of soccer or basketball. Easy public transportation and plentiful ubers.

Superhost

A bright living space features a sectional couch positioned around a glass coffee table. Large skylights and windows allow natural light to fill the room, which is accented by a decorative rug and a modern electric fireplace. A television hangs on one wall, displaying a scenic landscape.

Apartment in Logan Square

4.92 out of 5 average rating, 12 reviews

2-level PH w/ 2 Luxe Suites Combined; Spa Access

The top floor sprawling ranch with duplex down offers sky & outdoors views, privacy, & cathedral ceilings, it is connected to your rear 2nd floor suite with 10ft ceilings. A burgeoning neighborhood next to the 606 Trail Amenities: - Uber-fast Wifi streaming, - Hot tub house - 80" + 75" hi-def tv's - 3 sectional couches - European decor - 2 kitchens - The popular 606 Trail access is 100 ft away, - YMCA across the street with indoor Olympic size & kiddie-pools!

Guest favorite

A private deck is highlighted by comfortable seating arrangements, surrounded by soft string lights that provide a warm glow. A patterned rug lies beneath the furniture, creating an inviting space for relaxation. Nearby, a potted plant adds a touch of greenery to the outdoor area.

Home in Lincoln Park

4.85 out of 5 average rating, 167 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Lovely Historic 4 Bedroom, 3 bathroom home in Old Town, walking distance of restaurants, boutiques, coffee shops, the lake front and excellent public transportation. 2nd Fl. Master Bedroom has a King size bed and Twin plus private bath with bathtub, walk in shower, w/d; 2nd Fl. two room "suite" with a Queen size bed in each room and private bathroom. 1st Fl. bedroom with Queen bed and private bathroom. Off Street Parking and Private Deck! License Pending.

Top guest favorite

The spacious living room features large windows that allow natural light to fill the space, showcasing a stone fireplace and a comfortable leather sectional. A coffee table sits centrally on a soft area rug, complemented by a chair massager next to a sleek piano.

Home in Geneva

4.98 out of 5 average rating, 106 reviews

Luxurious Home - Golf Courses, Theater, Spa & Gym

See Video Tour with VR Code in Photo. Area Luxurious custom home on Tanna Farms Golf Course with stunning views and upscale features. Enjoy a gourmet kitchen, home theater, game room, steam shower, and spa-like primary suite. Relax in the 8–10 person hot tub or entertain in the spacious family room. Includes full gym, smart home tech, and new HVAC. Near METRA, trails, tennis, and two 18-hole golf courses. Perfect for families, golf getaways, and group stays.

Top guest favorite

A putting green mat is positioned against a tropical-themed mural featuring palm trees and a serene beach. Several golf clubs and three orange practice balls are arranged alongside the mat, creating an inviting space for leisure activities.

Home in Elmhurst

5 out of 5 average rating, 45 reviews

Big Family Home with 4 King Beds

Experience ultimate luxury at our exclusive property. Nestled in a prime location, this meticulously designed retreat offers opulent furnishings, panoramic views, and bespoke amenities. Ideal for discerning travelers and work travelers seeking sophistication and comfort, indulge in a private sanctuary where every detail exceeds expectations. Discover the epitome of elegance with us and create unforgettable memories in this exquisite haven.

Guest favorite

A spacious living area features comfortable leather seating and a modern fan overhead. A sleek entertainment center with a wall-mounted screen is complemented by ambient lighting. Large windows are adorned with deep blue curtains, allowing natural light to filter in, while decorative plants add a touch of greenery.

Apartment in South Shore

5 out of 5 average rating, 17 reviews

Lux 4BR Lakeshore: W/Rftop Book Now!

Indulge in luxury with a 4-bed, 3-bath short-term stay. Enjoy spacious living, serene bedrooms, and elegant bathrooms. Private rooftop oasis for coffee, work functions, or enjoying the night sky. Near Obama Library, immerse in culture, history, golf, and boat outings. Book now for upscale urban living and relaxation in a dynamic locale.