Mansion vacation rentals in Wrigleyville

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Top-rated mansion rentals in Wrigleyville

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Top guest favorite
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.
Condo in Lincoln Park
4.97 out of 5 average rating, 133 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.

Top guest favorite
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.
Apartment in Albany Park
4.97 out of 5 average rating, 193 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 favorite
A cozy living area is shown with large windows allowing natural light to fill the space. Two green armchairs and a brown leather sofa are arranged around two circular coffee tables. A mounted flat-screen TV is positioned above a decorative fireplace, accompanied by exposed brick walls.
Apartment in Wrigleyville
4.91 out of 5 average rating, 116 reviews

Stunning 5 Bedroom Gem Steps from Wrigley Field!

One of a kind, beautiful 5 bed, 2 full bath two-level condo inside of an amazingly well-appointed all brick building, just steps from Wrigley Field. Exposed brick in the living area, incredible kitchen with all new appliances, island, and top of the line cabinets & countertops. A large group can comfortably enjoy the their time together spreading out in the two living spaces with large smart TV's, five bedrooms, two full baths, a back deck, and secure, private garage parking for two vehicles!

Top guest favorite
A three-story brick structure features a decorative entrance and multiple windows allowing natural light to enter. A small garden area is visible in front, framed by a wrought-iron fence. The overall setting includes green foliage, enhancing the charming exterior.
Condo in Wrigleyville
4.94 out of 5 average rating, 102 reviews

2-story condo / 3-Minute walk to Wrigley Field

Just one block from Wrigley Field! Includes air hockey, ping-pong, foosball, and oversized Connect 4 in the basement game room called "The Dugout". Enjoy the Chicago Cubs and an array of entertainment including bars, nightlife, and concerts at "The Metro Concert Hall", all steps away from the home. For a more sophisticated evening, walk just 10-minutes to the Southport Corridor for high-end, affordable dining and shopping. BR 1: queen BR 2 & 4: bunk-top 2- full, bottom- twin BR 3: king

Guest favorite
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, 210 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 favorite
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
4.97 out of 5 average rating, 203 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 favorite
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.
Apartment 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 favorite
The main level showcases an open living space with rich hardwood flooring. A cozy seating area is highlighted by stylish modern chairs, complemented by a neutral area rug. The kitchen is visible in the background, featuring a spacious island with seating and elegant cabinetry.
Home in Lake View
4.92 out of 5 average rating, 104 reviews

Large LUX 6BD/4BA Home (+garage/patio)

Escape into this Chicago Masterpiece! Guests love this home because: - Surrounded by top-notch restaurants/retail on Southport Ave! - Close to all popular attractions that make Chicago so great - Luxurious, newly-renovated interior filled with natural light - Just a few blocks from Wrigley Field!! - Easy in/out access on one of Chicago's safest streets - Fast WiFi (800+ mbps) - Comfy memory foam mattresses - Oversized, 2-car garage! - Steps to (CTA-L) train station

Top guest favorite
A cozy living room features a warm fireplace with a flat-screen TV mounted above. Comfortable leather chairs and a plush sofa surround a coffee table, while large windows allow natural light to fill the space. Potted plants add a touch of greenery.
Bungalow in Lake View
4.95 out of 5 average rating, 155 reviews

Chicago Bootlegger House Sleeps 10-20

Walk to restaurants, groceries, shopping, Wrigley Field, Lake Michigan, Beaches, Boat Harbor, Lincoln Park Zoo, night life, bars, clubs, Red Line Train, Lakeshore Drive and more; all just a few blocks from your door. Giant house on 2 levels with over 3,500 square feet of living space and 6 bedrooms. Nicely decorated and lots of places to sit and mingle or watch one of the 85" TVs. Private 2 spot parking in garage and a parking pad for oversized vehicles.

Top guest favorite
Condo in Edgewater
4.93 out of 5 average rating, 201 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 favorite
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, 152 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.

Top guest favorite
A bright living area showcases a cozy seating arrangement with a light blue and white sofa set. A modern fireplace is centered beneath a wall-mounted TV. Decorative shelves feature various items. Natural light filters in through the windows, enhancing the spacious feel.
Home in Lake View
4.95 out of 5 average rating, 114 reviews

Entire house w/ free parking, close to Wrigley!

We are located in prime Lakeview location, minutes to Wrigley Field, Lincoln Park, and downtown Chicago. Lakeview Chicago is one of the most coveted areas in Chicago. While close to these top visited areas, we are also on a quiet street in one of the most safest neighborhood.

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