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Mansion vacation rentals in Wrigleyville, Chicago

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Top-rated mansion rentals in Wrigleyville, Chicago

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Top guest favorite

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 living room showcases a light green couch adorned with red decorative pillows. A wooden coffee table sits in front, displaying books and magazines. The wall behind features a textured brick design, complemented by a cityscape art piece above. Natural light filters through the windows.

Townhouse in Logan Square

4.86 out of 5 average rating, 251 reviews

Live Logan Square The Globally Loved Neighborhood

Discover your serene Logan Square oasis on a quiet cul-de-sac, just steps from Milwaukee Ave’s top restaurants, bars, Maplewood Brewery, Stan Mansion, Rosa’s Blues Lounge & The Whale. Explore the 606 Trail, hop the Blue Line to airports & downtown, Fullerton bus to Lincoln Park Zoo, and Lakefront or stroll to Bucktown, Wicker Park & the public library a block away. Enjoy self-check-in, free street parking, a fully equipped kitchen, 4 BR, 2 BA, washer/dryer & yard. (No parties per Chicago regs.)

A grand staircase with ornate wooden balusters ascends from a spacious foyer. Natural light floods the room through large windows, illuminating the polished hardwood floors. A comfortable seating area is visible to the right, complemented by light-colored furniture and a circular mirror on the wall.

Townhouse in Magnificent Mile

4.84 out of 5 average rating, 206 reviews

Historic lux Townhouse on Chicago's Gold Coast

Welcome to our stunning Townhouse located in the luxurious Gold Coast of Chicago. Perhaps the BEST location in Chicago! Located on one of the desirable & famous streets in Chicago, this property is a 5 min walk from the Gold Coast beach where you will see Lake Michigan in all of its glory. Not to mention the proximity of this property to the subway and within walking distance of Magnificent Mile. It is the perfect place to stay for the adventurous and also those who fancy a beach in the City!

The exterior of the building is illuminated at night, revealing its historic limestone façade and unique architectural details. A black iron fence encloses the landscaped front area, which features low shrubs. Soft lighting highlights the entrance, drawing attention to the doorway framed by large windows.

Apartment in Lake View

4.92 out of 5 average rating, 236 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.

Top guest favorite

A welcoming entrance is highlighted by two wooden doors with glass panels, set against a warm wooden porch. Potted greenery adds a touch of nature, while a doormat with a friendly greeting enhances the inviting atmosphere.

Home in Portage Park

4.97 out of 5 average rating, 117 reviews

Ultra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14

Treat yourself to this Chicago getaway with 14 of your friends & family. Be inspired to create culinary delights in our celebrated 5 stars outdoor kitchen. Reboot & relax in each of our thoughtfully designed powered by SOLAR ENERGY throughout. After a memorable night in OR an adventurous night out you will ask yourselves, 'Why don't we do this more often?' 15 mins to Downtown, O’Hare airport, West Loop. 20 mins to Lakeview, Wrigleyville, Boystown, Logan Square, Bucktown & Wicker Park.

The entrance of Wrigley Field is depicted, showcasing the iconic red marquee sign indicating the home of the Chicago Cubs. Flags flutter gracefully above crowds of fans, with a vibrant atmosphere highlighted by the greenery and historic architecture surrounding the entrance.

Home in Lake View

4.89 out of 5 average rating, 175 reviews

Lake View | Wrigley Designer House w/Patio

Between Wrigley Ville and Lincoln Park, our home is on a quiet street. We are surrounded by coffee shops, restaurants and nightlife. There is a Whole Foods less than a block away, a Target and other groceries stores within 5 minutes walk. The house is over 2,500 square feet spread over 3 floors, with 4 completely separate bedrooms. Extra tall ceilings in the common areas, artsy cathedral ceilings and skylights in the upstairs bedrooms and very comfortable mattresses will help you unwind.

Home in Roscoe Village

4.92 out of 5 average rating, 291 reviews

Duplex Home RoscoeVillage/Wrigley Free St Parking

Upgraded luxury 2000 sqf living in this beautiful walkable, desired and safe Roscoe Village/Wrigleyfield, surrounded by shops+restaurants. 5min walk to Brownline Paulina station, Divvy Bike rental; 20min walk to WrigleyField, 3 miles to beaches/Lake Michigan, 5 miles to downtown Chicago; fast WiFi, a dedicated office room with a 22" monitor for your work hours; smart 65" TV in the Living room, smart 50'TV in Master bedroom, walk-out deck. Chef's kitchen, complimentary premium coffee

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, 166 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.

An open dining area is furnished with a large wooden table set for multiple guests. Soft, natural light fills the space, reflecting off a decorative area rug. A cozy armchair and two accent tables complement the warm and inviting ambiance.

Home in Avondale

4.84 out of 5 average rating, 120 reviews

The Logandale: HUGE Mid-Century Home, sleeps 15

Welcome to The Logandale! This 4 bed/3 bath mid-century modern home is ideal for families, professionals, and groups. Enjoy an open floor plan, private patio, game room, and bedrooms with memory foam mattresses. The fully-equipped kitchen, Smart TVs with Netflix, and a backyard fire pit ensure a comfortable stay. Located in the trendy Avondale/Logan Square, you're close to public transport, eateries, and attractions. Experience Chicago's best with us! 🌃🛏️🎮🔥

Top guest favorite

A bottle of Bear Flag wine is displayed alongside a wire basket filled with snacks, including organic plantain chips, flatbread, and assorted treats. A decorative 'cheers' sign adds a welcoming touch to the countertop, complemented by a glossy white tiled backsplash.

Home in Logan Square

4.98 out of 5 average rating, 120 reviews

The Hamlin In Logan Square 4BR/2BA w/Parking!

Welcome to The Hamlin House in Logan Square! Enjoy four bedrooms, two full bathrooms and complimentary two-car garage parking during your stay. This home is perfect for both family and group vacations in Chicago. Logan Square is a thriving neighborhood filled with amazing art, restaurants and architecture. The neighborhood provides easy access to downtown while avoiding downtown hotel pricing for larger groups.

Top guest favorite

A stacked washer and dryer are positioned against a beige wall. The front-loading dryer is situated above the washing machine, both featuring modern dials and knobs. A glass-paneled door is visible in the background, providing access to the outer space.

Condo in Andersonville

4.92 out of 5 average rating, 175 reviews

Warm & Comforting 4br/2ba In Andersonville

Our 4BR/2BA home offers the perfect balance of quiet and convenience. Step out the front door into the tree-lined streets and walk just minutes to the heart of Andersonville for some exciting and historic neighborhood culture or to the Red Line which grants access to everything the City has to offer! Whether you are in town as a tourist, visiting friends, or on business, you will feel right at home!

A clean and modern dining area features a glass table surrounded by four white chairs. Large windows allow natural light to fill the space, while a sleek black pendant light hangs above. The open floor plan leads towards a well-equipped kitchen, visible in the background.

Home in Logan Square

4.95 out of 5 average rating, 135 reviews

Modern, Fully Renovated Logan Square Coach House

Newly renovated and modern 4 br coach house designed to be your home away from home in Chicago! Comfortable furniture, clean decor, fresh linens / towels, Amazon Fire TV, and dining area allow for a great stay. You will be minutes away from some of the best restaurants and bars Chicago has to offer and only a 20 minute train ride from the Loop via CTA.

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Popular amenities for Wrigleyville, Chicago 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

The exterior of a multi-unit brick building is depicted, showcasing a sturdy façade with defined windows and decorative stone accents. A wrought-iron fence encloses a small landscaped area with bushes, while a rental sign is visible in the foreground.

Apartment in Lake View

5 out of 5 average rating, 4 reviews

Spacious Lakeview Hideaway near Wrigleyville!

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

Townhouse in Lincoln Park

4.75 out of 5 average rating, 217 reviews

Insta Worthy Prime Spot *Patio *Parking *Fireplace

An inviting entryway features two black doors adorned with detailed glass panes. A stylish staircase with wooden banisters leads upward. Artwork and photographs are displayed on the walls, while a small green plant adds a touch of life to the corner.

Condo in Lincoln Park

4.96 out of 5 average rating, 107 reviews

Large Remodeled Home in Lincoln Park, Sleeps 12!

A vibrant entrance to Old Town is framed by decorative ironwork, featuring the words 'Old Town' prominently. Lush green trees line the street, providing shade to pedestrians. Outdoor seating areas with diners can be seen along the sidewalk, enhancing the lively atmosphere of the area.

Townhouse in Old Town

4.93 out of 5 average rating, 134 reviews

Old Town/Lincoln Park Luxury Home Garage & Rooftop

An expansive kitchen and dining area features exposed brick walls and wooden beams. A large island stands in the center, surrounded by a mix of contemporary and rustic furnishings. Ample natural light floods the space through large windows, illuminating the warm wooden floors.

Home in Logan Square

4.95 out of 5 average rating, 152 reviews

The Grand Kimball Lodge, Logan Square, Sleeps 14

The dining area features a long wooden table surrounded by six white chairs. A large mirror reflects light, enhancing the openness of the space. A green potted plant adds a touch of nature. Warm wooden flooring complements the light walls, providing a bright atmosphere.

Apartment in West Town

4.88 out of 5 average rating, 110 reviews

Comfy&Spacious | Close 2 Downtown | Parking +Patio

Pet-friendly mansion rentals

Top guest favorite

The exterior of a charming brick home is seen, framed by vibrant green foliage and colorful autumn leaves. A wrought-iron fence surrounds a landscaped front yard, featuring shrubs and flowers. Flags hang proudly from the windows, adding a welcoming touch to the façade.

Home in North Center

4.97 out of 5 average rating, 73 reviews

Beautiful 4 BR Family Home near Wrigley

An open concept living and dining area features a blue sectional sofa paired with a round coffee table on a patterned rug. A sleek TV stand displays a scenic image. A dining table with black chairs and a chandelier is visible in the background, enhancing the space.

Home in Brookfield

4.88 out of 5 average rating, 104 reviews

The Brookfield Breakaway w/ Game Room

An open living and dining area is shown, featuring a flat-screen TV mounted on a light wood unit. Comfortable seating includes a gray sofa, teal chairs, and a pink armchair. A wooden dining table is set for six. Decorative elements include wall art and a wall clock.

Home in Logan Square

4.83 out of 5 average rating, 104 reviews

California Cottage/4br prime location Logan Square

An open-concept living area features high wooden beams and a large flat-screen TV mounted on a dark accent wall. A stylish dining table accommodates six, while the kitchen showcases modern cabinetry and stainless steel appliances. Natural light fills the space through nearby windows.

Home in Illinois Medical District

4.86 out of 5 average rating, 110 reviews

Casa PLZN Location | Entire Home | Garage Parking

An open patio space features a light blue sofa adorned with decorative pillows in vibrant colors. A round wooden table sits nearby, complemented by a stylish green side table. Soft lighting from large windows enhances the cozy atmosphere of the room.

Condo in Pilsen Historic District

4.94 out of 5 average rating, 128 reviews

The Urban Oasis | Outdoor Lounge • Sleeps 10+

A spacious living room features a plush sectional sofa adorned with decorative pillows and a coffee table at the center. Natural light floods the area through large windows, and a modern chandelier hangs above. Artwork is displayed on the wall, enhancing the room's inviting atmosphere.

Apartment in Humboldt Park

4.89 out of 5 average rating, 122 reviews

Spacious & Modern 4BR Near Downtown and Night-Life

Home in Lake View

4.86 out of 5 average rating, 28 reviews

The Grand Vic: Large 5BD/3BA Home (+Garage)

A fully equipped kitchen features modern appliances, including a stainless steel refrigerator and microwave. A large island with two metal stools offers additional seating. Natural light streams in through the window near the sink, illuminating the sleek countertops and cabinetry.

Apartment in West Town

4.85 out of 5 average rating, 161 reviews

*Comfortable & Spacious Home Close to Downtown*

Mansion rentals with a pool

A spacious backyard features a shimmering pool surrounded by landscaped greenery. The log-sided home showcases large windows and a deck with yellow umbrellas, offering a welcoming outdoor space. A stone wall and carefully arranged rocks enhance the natural setting.

Villa in McHenry

4.92 out of 5 average rating, 26 reviews

Fabulous Cabin

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 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

A spacious living area features a green sectional sofa with decorative cushions, complemented by a wooden coffee table on a circular-patterned rug. The well-lit space includes a dining area with white chairs and a kitchen visible in the background, enhancing a comfortable setting for gatherings.

Villa in Ringwood

4.9 out of 5 average rating, 171 reviews

Living the High Life Pool House

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

4.93 out of 5 average rating, 14 reviews

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

A serene pool area features a heated in-ground pool surrounded by lush greenery. Lounge chairs with red umbrellas provide shaded seating. Colorful flowers and tropical plants enhance the peaceful outdoor setting, creating an inviting place for relaxation.

4.93 out of 5 average rating, 138 reviews

Bayless Dune Lodge at West Beach - Indiana Dunes!

The exterior of a spacious two-story home is shown, featuring a mixture of brick and siding. Lush green landscaping surrounds the house, with trees casting shade across the front yard. A paved driveway leads to a garage, and a clear blue sky provides a bright backdrop.

Home in Carol Stream

4.86 out of 5 average rating, 7 reviews

Spacious 4 Bed/3.5 Bath Sleeps 8+

A bright living area features a light-colored sofa set and a wooden coffee table. A large television displays scenic nature visuals. Soft lighting accentuates neutral-toned walls, while a window with sheer curtains allows natural light to enter the space. Green plants add a touch of nature.

Home in Schaumburg

4.96 out of 5 average rating, 23 reviews

Paradise 4BR w/ Pool & Games

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