Mansion holiday rentals in Wrigleyville

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Top-rated mansion rentals in Wrigleyville

Guests agree: these mansions are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Lincoln Square

4.8 out of 5 average rating, 238 reviews

Spacious 4 bedroom North side Apt / Parking

Gather with friends and family in this 2-story 4 bedroom second floor apt. Where you will find plenty of space for your group to spread out and enjoy Chicago under one roof. The kitchen is spacious, loaded with amenities and the living room is a great space for a movie night or games. Its in a great location, too! Walkable to Lincoln ave with all the restaurants and bars Lincoln Square has to offer, and close to public trans Amazing location for a summer FAMILY TRIP or gathering of friends.

Guest favourite

Home in Wrigleyville

4.91 out of 5 average rating, 186 reviews

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

Say "WOW" in this top floor, DRAMATIC SPACIOUS Loft condo w/ PRIVATE ROOFTOP overlooking skyline! Open 2-story layout w/7 individual bed options, 3 full bathrooms, fully-stocked kitchen + huge island. Enjoy luxury flooring, soaring high ceilings, keyless entry, 2 HD TVs, & grill. Perfect for special occasions! Next to Wrigley bars & restaurants. Train to Downtown only 12 mins. Private parking spaces for rent. Awarded "GUEST FAVORITE" badge! Host carries over 1275 5-star reviews across listings!

Top guest favourite

Flat in Albany Park

4.97 out of 5 average rating, 162 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!

Superhost

Home in Logan Square

4.83 out of 5 average rating, 108 reviews

California Cottage/4br prime location Logan Square

Incredible location in Logan Square! Walking distance from dozens of restaurants, breweries, bars, nightlife, the square, the farmers’ market and much more. Free street parking in front. 2 blocks from 90/94 and close to the blue line train which goes to many of Chicago’s iconic neighborhoods, downtown, and directly to O’ Hare airport. Beautiful house with high ceilings on the 1st floor. Lovely kitchen with nice appliances. 2 cozy bedrooms upstairs. One with a queen and the other has 3 twins.

Guest favourite

Flat in Lake View

4.92 out of 5 average rating, 256 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

Flat in Wicker Park

4.89 out of 5 average rating, 111 reviews

Luxury Designer Penthouse Loft | Sleeps 20

Designer Penthouse in the heart of Wicker Park! Sleeps up to 20 people! Enjoy your own private loft in Chicago's hip and trendy Wicker Park-one of the city's centers nightlife, restaurants and cultural scene. This 4,500 square foot penthouse sits on an entire floor features 18 foot open vaulted ceilings, authentic loft feel, 4 bedrooms/3 bathrooms, and is perfect for families, professionals visiting the city on work trips, and everything in between. The cityscape views are truly unbeatable!

Top guest favourite

Home in Lake View

4.89 out of 5 average rating, 187 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

Apartment in West Town

4.98 out of 5 average rating, 178 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

Home in Avondale

4.84 out of 5 average rating, 132 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! 🌃🛏️🎮🔥

Superhost

Apartment in Lake View

4.83 out of 5 average rating, 102 reviews

Breathtaking Getaway In Prime Lakeview Location!

Prime location in Lakeview, steps from the Southport Corridor, only one mile from Wrigley! My fantastic four bedroom apartment is the perfect home base for any group of travelers staying in the magnificent Windy City. The best dining, shopping, and entertainment are abundant in this hot Chicago neighborhood, and downtown is just a train ride away. You'll love the gorgeous exposed brick walls throughout the home as well as the thoughtful design and furnishings.

Guest favourite

Apartment in Andersonville

4.92 out of 5 average rating, 182 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

Home in Logan Square

4.95 out of 5 average rating, 139 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.