Mansion holiday rentals in Wrigleyville

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Top-rated mansion rentals in Wrigleyville

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Top guest favourite
The exterior of a historic building showcases large glass windows framed by green trim. Natural light streams into the space, illuminating various items displayed inside. The backdrop features a view of a nearby architectural structure, adding visual interest to the streetscape.
Apartment in Chicago
4.97 out of 5 average rating, 131 reviews

Private Lincoln Park Condo with 2 Parking Spots

Built in 1895 and updated in 2025, the condo provides historic charm with modern convenience. The unit is light filled with ample space to spread out and relax. The bathroom has been fully remodeled and the kitchen is updated. The unit has a private balcony deck and a landscaped common patio. The unit includes 2 free off-street parking spots. Amenities include 60" 4K Smart TV, fiber internet, Nest Thermostat & Tuft & Needle/ Casper mattresses. Enjoy living in the heart of Lincoln Park.

Guest favourite
A private outdoor patio space is presented, featuring a metal table with four matching chairs under a canopy. A grill is positioned nearby, and vibrant flower arrangements adorn the area. Lush green grass is visible, bordered by a wooden fence and trees, creating a tranquil setting.
Flat in Chicago
4.8 out of 5 average rating, 247 reviews

Spacious 4 BR northside retreat sleeps 12/ Parking

Gather with friends and family in this 2-story 4 bedroom second floor apt. Where you will find plenty of space for gathering of unwinding in style. The fully equipped kitchen has an open layout, while the private bedrooms offer a peaceful retreat. The Patio is designed for comfort and calm. Located in one of Chicagos most sought after neighborhoods, your minutes from Lincoln square with its dining, vibrant nightlife and close proximity to public transportation- with easy access to downtown.

Top guest favourite
A comfortable living area showcases a modern design with a large flat-screen TV mounted on a stone feature wall. Soft lighting highlights a cozy seating arrangement, including a plush sofa and two armchairs. A decorative coffee table sits in the center, contributing to a welcoming atmosphere.
Flat in Albany Park
4.97 out of 5 average rating, 191 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!

Guest favourite
A modern living area features two grey sofas placed opposite each other, with a glass coffee table in between. Soft natural light enters through full-length windows. A dining area is visible in the background, adorned with a mirror and floral decor.
Home in Albany Park
4.85 out of 5 average rating, 151 reviews

Stunning 6 BR Home * Chicago * Centrally Located

Welcome to a newly built luxury 6 bedroom house in Chicago’s family friendly Albany park neighborhood. Centrally located - close to downtown (25 min), Wrigley Field (15 min) and O'Hare (15 min) Large common areas and a chefs kitchen with a 5 person island allows large parties and families to stay comfortably. The house offers spacious rooms and a full laundry room on the second level. The home also includes a 2 car garage and the convenience of not having to worry about parking in Chicago!

Top guest favourite
A spacious living room features polished hardwood floors and elegant decor, including wall art and plants. Two futons, a traditional armchair, and a dining area are present. A television is mounted on the wall, with a fireplace adding character to the space.
Flat in Lake View
4.92 out of 5 average rating, 281 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.

Guest favourite
A spacious living room features a large navy sofa adjacent to a modern coffee table on a textured rug. Colorful artwork adorns the walls, and a flat-screen TV is mounted for entertainment. Light streams through windows, enhancing the open, airy atmosphere.
Home in Lake View
4.88 out of 5 average rating, 209 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.

Guest favourite
Flat in Lake View
4.86 out of 5 average rating, 342 reviews

Comfy/Elegant Home by Wrigley, Garage Spot & Yard

This chiq duplex home near Wrigley Field is a hidden gem. It features 6 beds, a garage parking spot; and a fenced yard; with 5 bedrooms, 3 baths, a spacious living & dining area and fast gigabit internet. In an unbeatable location close to many popular attractions, this home is the perfect base for your Chicago adventures. 6 min drive to: -Wrigleville -Andersonville & Boystown -Montrose Beach -Uptown, Green Mill, Riviera / Aragon Theaters 15-20 min drive: Cloudgate, Downtown, Loop!

Guest favourite
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.
Apartment in West Town
4.97 out of 5 average rating, 202 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.

Guest favourite
A spacious living area is highlighted by a circular rug under a coffee table. A large sectional sofa with decorative pillows faces a modern light fixture and dining space. The open layout allows natural light to fill the room, with sleek bar stools by the kitchen counter in the background.
Flat in Lake View
4.91 out of 5 average rating, 106 reviews

The Broasis • 4BR W/ Parking Near Wrigley

Headed to Chicago with a crew that likes their personal space? This large nautical flavored space has room for everyone to manspread, unwind, and still like each other afterward. Spread across two full floors, it’s a spacious, design-forward home in Ravenswood. Minutes from Wrigley Field, Andersonville, and the Brown Line. White walls, black trim, Norwegian maritime banners, comfortable beds, great light, and....plenty of room for big groups to actually breathe.

Top guest favourite
Apartment in Chicago
4.93 out of 5 average rating, 200 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!

Guest favourite
Flat in Lake View
4.75 out of 5 average rating, 123 reviews

Lucky Green/3-Level 9BR/Parking/Sleeps 19/Wrigley

A spacious 9BR/5BA setup in Lakeview, just a 7-minute walk from Wrigley Field. Spread across three private units, the property offers three living rooms, three kitchens, and ample room for large groups to gather comfortably while still having space to spread out. The home includes 10 beds, five full bathrooms, fast Wi-Fi, smart TVs, in-unit laundry, central air, and one included parking space.

Guest favourite
A modern living area features a gray sofa with orange accent cushions positioned in front of a low glass coffee table. Framed artwork adorns the white walls, complemented by a standing lamp and a potted plant. A patterned area rug adds warmth to the space.
Home in Logan Square
4.95 out of 5 average rating, 151 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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