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Mansion vacation rentals in Willowbrook

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Top-rated mansion rentals in Willowbrook

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Top guest favorite

A spacious outdoor patio area features a covered seating arrangement with comfortable furnishings. Lush ferns hang from the ceiling, and a green umbrella provides shade above a dining table. The brick paver floor creates a clean space, surrounded by greenery and colorful decorations.

Apartment in Albany Park

4.97 out of 5 average rating, 155 reviews

NorthSide Chicago duplex 5-BD,2King size-free park

5-BD, 2-BR duplex; a combination of first floor and garden units. Just a 3-minute walk from the train, our property is the perfect place for your big gathering. Sleeps up to 12 guests with indoor Jacuzzi, full kitchen, free indoor parking( 1 car), and private patio. Access to grill, fire pit with big screen TV, and sound system. Keyless check-in and 24/7 active security cameras. Don't miss out on experiencing the best of Chicago from our beautiful and convenient duplex unit. Book your stay now!

A bright kitchen area features modern appliances, including a stainless steel refrigerator and gas stove. A dining table with black chairs is positioned near a large window, allowing natural light to enter. The walls are painted in a soft grey, complementing the stylish décor.

Home in Des Plaines

4.9 out of 5 average rating, 107 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.

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

4.91 out of 5 average rating, 154 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!

A sliding glass door reveals a spacious deck overlooking the lake. Outdoor seating is arranged with black chairs and a table. Natural light fills the living area, highlighted by a cozy sofa and decorative elements on a white coffee table.

Home in Westmont

4.94 out of 5 average rating, 31 reviews

Westmont,Il 4/3 on the Lake

We may take a refundable deposit. We must say this because our direct booking site is linked. A lovely place on the lake in summer we rent entire house. This is a home that is split into a duplex. One side we have 3 bedrooms 2 baths. The other side is 1 bedroom and 1 bath. Both sides have separate entrances and decks. Enjoy the beautiful view while staying. You have access to entire house and yard except garage with this listing. This listing is for renting both sides. They do not connect.

Top guest favorite

An outdoor deck area features a built-in stone fire pit and a gas grill. A well-kept, spacious backyard is visible beyond the deck, bordered by a wooden fence, with a few trees strategically placed for added privacy.

Home in Westchester

4.97 out of 5 average rating, 102 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 (w/ complimentary Hulu & Disney+), 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!

A modern living area showcases a coffered ceiling and stylish furnishings. Plush sofas and accent chairs are arranged around a coffee table, with a large wall-mounted television and a decorative painting enhancing the aesthetic. Natural light enters through multiple windows, illuminating the space.

Condo in West Town

4.98 out of 5 average rating, 165 reviews

Spacious 4 Bedroom Condo

Located in West Town in the heart of Noble Square, just north of West Loop with access to all the best restaurants and only minutes away from River North and Old town, enjoy this 4 bedroom, 3.5 bath condo with private parking, 2 living spaces, heated floors throughout the entire lower level and steam showers. A gourmet kitchen stocked with everything you will need including an espresso maker. This home is perfect for families, couples, friends or traveling for business.

Top guest favorite

Apartment in Oak Park

4.98 out of 5 average rating, 115 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

Top guest favorite

Home in Lombard

5 out of 5 average rating, 12 reviews

Grand Retreat/5Brs/Game Room

Welcome to the Grand 5-bedroom, 2-bath home in Lombard, IL – perfect for families or groups seeking comfort and entertainment! Inside, enjoy 3 TVs and a heated garage transformed into a gaming room with a pool table, PAC-Man, basketball, and board games for endless fun. Step outside to relax in the fully fenced yard with a grill, ideal for outdoor dining. The kitchen is fully stocked for all your cooking needs. Conveniently located near highways, shopping, and dining.

The exterior of the lakefront home is showcased, featuring a spacious lawn with vibrant greenery and blooming flowers. A large tree provides shade in the foreground, while the structure’s multiple windows and patio areas are visible, emphasizing a welcoming outdoor space.

Home in Downers Grove

4.97 out of 5 average rating, 38 reviews

Lakefront View Getaway Home! Hot tub! Kayak!

INCREDIBLE 5,519 sq. LAKEFRONT HOME with GORGEOUS VIEWS. 30 Minutes Away From Downtown Chicago. 7 Bedrooms, 9 Beds, 2 Additional Sofa Beds & 4 Baths. Fits 20 guests by request. PRIVATE DOCK and PATIO/BACKYARD Right on BROOKERIDGE LAKE. UNICORN ISLAND FLOATING RAFT, KAYAK, PADDLE BOAT, FISHING & MORE. BrookeRidge Private Jet Airport in the Same Park. Indoor Entertainment Including POOL TABLE, AIR HOCKEY, PING PONG, DARTS, CARD GAMES, GAMING CONSOLE & KARAOKE 🎤

Top guest favorite

A cozy sleeping area is presented, featuring a spacious bed with white bedding and a decorative throw pillow. A nightstand with a minimalist design sits beside the bed, adorned with a lamp and a small vase containing flowers. Soft pink curtains frame a window.

Home in Bridgeview

5 out of 5 average rating, 34 reviews

Lofty Urban Retreat

Welcome to our urban oasis, just minutes from the heart of Chicago! Discover comfort and style in our 4-bedroom retreat, each room boasting a queen bed for a restful stay. With 2 bathrooms and full privacy, it's ideal for families or groups. Need to catch up on work? We've got you covered with a desk for your laptop. Step outside to our fenced backyard, complete with a spacious deck, perfect for lounging or dining al fresco. Your city escape awaits!

An open living space features a large sectional sofa in soft blue, positioned towards a modern flat-screen TV on a white console. Natural light fills the area through large windows, with a dining space visible in the background, showcasing a round table with dark chairs.

Home in Brookfield

4.89 out of 5 average rating, 103 reviews

The Brookfield Breakaway w/ Game Room

This stylish place to stay is perfect for group trips. This split level home has an open concept living room and dining room combo. The gorgeous kitchen has exceptional attention to detail. There are three bedrooms and one bathroom upstairs. Downstairs you’ll find a master suite equipped with its own living space and en suite bathroom. Relax outside on our sectional and enjoy BBQ time with your loved ones. There’s enough space for everyone to enjoy.

Home in Elmhurst

4.93 out of 5 average rating, 165 reviews

The Ultimate Escape|Unpack|Relax|Enjoy!Sleeps10-14

Hit❤️N Save O'hare Airport - 7.2miles DWTN Chicago -17miles Outlet Mall/Bar/Restaurants/Entertainment District/Casino Shopping, Trains, City Center, Fast Food, Gyms, Parks, Golf and other recreational activities. (1-5mile) Easy access to Highway Free Dedicated Parking Space -2 Limit Street and Guest Parking ($$) 346mpg Speed, Dedicated Wifi 4K HDTV w Roku/Streaming -4rooms Fully Equipped + Stocked Kitchen w Coffee & Tea

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Popular amenities for Willowbrook mansion rentals

Free parking on premises

Air conditioning

Luxury mansion rentals

A well-furnished living room is displayed with a neutral color palette. Seating includes beige chairs and a cream-colored sofa around a coffee table. Natural light filters through plantation shutters on large windows, and decorative wall art and a textured area rug add interest to the space.

Townhouse in West Town

4.95 out of 5 average rating, 224 reviews

Luxury River West Townhome with Garage

A charming exterior of a two-story historic home is surrounded by lush greenery and colorful flower beds. The main entrance is highlighted by a welcoming porch with seating, while large windows enhance the façade, allowing natural light to fill the interior.

Home in Hyde Park

5 out of 5 average rating, 19 reviews

Amazing historic campus mansion!

A brightly colored bedroom showcases a spacious bed adorned with a vibrant duvet. Natural light filters through large windows, illuminating the minimalist decor featuring a ceiling fan and playful wall art.

Home in Wicker Park

4.9 out of 5 average rating, 203 reviews

ALOHA Penthouse in Wicker Park w/Backyard Patio

Home in Lincoln Park

4.85 out of 5 average rating, 172 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Condo in Pilsen Historic District

4.94 out of 5 average rating, 126 reviews

The Urban Oasis | Outdoor Lounge • Sleeps 10+

The spacious open-concept living area features a modern kitchen with a central island and bar seating. A cozy seating arrangement includes a black leather chair and a circular coffee table. Natural light floods the room through the overhead circular skylight, enhancing the inviting atmosphere.

Loft in West Loop

4.85 out of 5 average rating, 129 reviews

Luxury Penthouse Loft | Heart of Fulton Market

A spacious dining area is highlighted by a large wooden table surrounded by black chairs. The room is adorned with dark wooden beams across the ceiling, and natural light filters through the windows, enhancing the inviting aesthetic.

Home in Oak Park

4.86 out of 5 average rating, 37 reviews

Charming Oak Park 4bd/3.5ba and 2 Private Parking

Home in Logan Square

4.95 out of 5 average rating, 152 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

Pet-friendly mansion rentals

The exterior of the home is showcased, featuring a light-colored facade complemented by neatly trimmed shrubs. Stairs lead up to a welcoming entrance, while a well-kept lawn and mature trees provide shade. The roofline is distinctive, adding character to the overall appearance.

4.93 out of 5 average rating, 15 reviews

Spacious Designer Oasis: Game Room - Yard - Garage

A spacious living area is furnished with two comfortable sofas and an armchair. A central coffee table rests on polished wooden floors. A built-in bookshelf displays decorative items, and a fireplace adds character, complemented by a wall-mounted television above.

Apartment in Hyde Park

4.94 out of 5 average rating, 525 reviews

Hyde Park 5 Bed/3 Full Bath Condo- Travelers Only!

A recreation area is presented with a vibrant red pool table, adorned with balls neatly arranged in a triangle formation. A dartboard is mounted on the wall, complemented by an artwork featuring colorful billiard balls displayed above.

Apartment in West Town

4.98 out of 5 average rating, 49 reviews

4 br/3ba, Great for Large Groups, Garage Parking

Top guest favorite

The exterior of a charming, multi-story house features a welcoming front porch with white railings and steps. Flanking the entrance are two neatly trimmed shrubs and a small patch of greenery. A decorative wreath hangs on the front door, indicative of a homey atmosphere.

4.91 out of 5 average rating, 23 reviews

Grove House: Vintage/Antique 5 BR, 2.5 Bath

A spacious living area is shown, featuring a large sectional sofa with decorative pillows. A glass coffee table occupies the center of the room, while a television sits on a wooden stand. The kitchen is visible in the background, with modern appliances and a dining area.

Condo in North Lawndale

4.89 out of 5 average rating, 95 reviews

Spacious 5-BR Apt next to transit Free Parking

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

4.93 out of 5 average rating, 107 reviews

Beautiful Chicago Greystone

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.

4.89 out of 5 average rating, 167 reviews

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

A spacious living area is furnished with comfortable seating, including a mix of armchairs and sofas. A large ottoman is located at the center, while a decorative mirror reflects natural light from the windows. The open layout connects to a modern kitchen in the background.

Home in Andersonville

4.97 out of 5 average rating, 74 reviews

Andersonville Home for Groups! Hot Tub Yard Garage

Mansion rentals with a pool

A spacious living area is presented with a large, U-shaped sectional sofa and a matching armchair. A coffee table sits in the center, complemented by light hardwood floors and a patterned area rug. Natural light filters through a nearby dining space, featuring a table set for meals.

Home in Montgomery

5 out of 5 average rating, 4 reviews

5 bdrm/2.5 bth/Fenced Yard/Quiet St /Pet friendly

A spacious living room is featured with a cream-colored sectional couch facing a mounted flat-screen TV. Natural light pours in through large windows adorned with blinds. A stone accent wall adds texture, complemented by two decorative pieces and a ceiling fan.

Home in Munster

5 out of 5 average rating, 11 reviews

Munster hide away

A sunny backyard features a round in-ground pool surrounded by lush green grass and vibrant flower pots. The house showcases a two-story design with a balcony and large windows, providing views of the serene outdoor space and nearby landscaping.

Home in Des Plaines

5 out of 5 average rating, 4 reviews

Rosemont 4BD2BA house with Pool

A spacious basement game area features a classic pool table with a vibrant green felt surface, complemented by cues and an arranged set of colored balls. Nearby, a seating area with leather couches and an arcade machine is visible along the wooden-paneled wall.

Home in Bloomingdale

4.92 out of 5 average rating, 51 reviews

Now Open: Heated Pool with Entire House

An indoor heated pool is surrounded by large windows and glass doors, allowing natural light to fill the space. The vaulted ceiling features skylights and ceiling fans. A blue bench lines one side of the pool, creating a relaxed environment with views of the outdoor area.

New place to stay

Luxe heated indoor pool/hot tub

An above-ground pool is visible in the backyard, surrounded by greenery. Colorful floating loungers are placed in the water. A spacious deck with seating overlooks the pool area, while a grassy lawn provides additional space for outdoor activities.

4.83 out of 5 average rating, 36 reviews

Entire House With Pool - Backyard Beach Getaway

A modern living room features a vibrant orange sofa with two decorative pillows, accompanied by a green armchair. A glass coffee table holds a wooden tray and a decorative item. Large windows allow natural light to fill the space, revealing an urban view.

Apartment in The Loop

4.5 out of 5 average rating, 4 reviews

Two Units: Seamless Stay, Downtown Convenience

An aerial view captures a landscaped amenity yard featuring an indoor hot tub house and multiple lounge seating areas. A mix of patio furniture in shades of blue is arranged over green grass. The outdoor space is surrounded by trees and includes access to the rear deck.

Apartment in Logan Square

4.92 out of 5 average rating, 13 reviews

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

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