Family-friendly vacation rentals in Wrigleyville, Chicago

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Top-rated family-friendly rentals in Wrigleyville, Chicago

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Superhost

Apartment in Lake View

4.85 out of 5 average rating, 170 reviews

Private 2 Bedroom Malt Row, N Center, Wrigley Home

You're going to enjoy your stay in this rehabbed two bedroom home right in the heart of Malt Row, North Center, Ravenswood - a quick jaunt (or simple train, bus, or rideshare) to Wrigley Field. The spacious home features a brand new kitchen with granite countertops and stainless steel appliances. It is nestled on a great family block, but also 50 steps from Begyle Brewery, and the start of Malt Row. The apartment is adjacent to the "L" Brown Line station - access to the train couldn't be easier.

Nov 3 – 10

G$26,673 GYD per night

Superhost

Apartment in Roscoe Village

4.9 out of 5 average rating, 373 reviews

Relax and Enjoy Chicago in an Updated and Private Apartment in Roscoe Village

We converted our garden unit into a great space for travelers, we updated everything with you in mind, features high end appliances, full kitchen, 1 king and 1 queen pullout, heated floors, and free wifi. There are only 2 beds. We also have a landscaped backyard and grill access if requested If you need anything please let me know ahead of time Roscoe Village is often thought of as a small town inside the big city. It is one mile west of Wrigley Field and two miles west of the lakefront.

Oct 22 – 29

G$36,367 GYD per night

Guest favorite

Apartment in West Lake View

4.98 out of 5 average rating, 199 reviews

North Side Near Wrigley Lakeview Walk Everywhere!!

Located on a beautiful tree lined street one block from the thriving Southport Corridor, one of the hottest neighborhoods in Chicago. You'll love the convenience of being just steps from the Southport Brown Line "L" Stop, you can see the City without ever needing to drive. Steps to outstanding restaurants, bars and shopping. Going to Wrigley Field? Enjoy a 10 minute walk down some of the most beautiful streets in Chicago. Ideal for families seeking comfort, style and a convenient location.

Feb 28 – Mar 7

G$62,680 GYD per night

Guest favorite

Apartment in Lake View

4.97 out of 5 average rating, 244 reviews

The Garden on Wayne

Located in one of the top 3 neighborhoods in Chicago, a great spot for a couple, a small family, business travel or a weekend with the girls. Close to high end shopping, a world famous and historic theatre and dozens of restaurants, our quaint garden apartment offers a quiet spot in a great area for weekending - and is also the midpoint between O'Hare and Downtown. The Lakefront is a quick 20-minute walk; the Lincoln Park Zoo is 20 minutes in an Uber. Please see below for further detail

Mar 26 – Apr 2

G$36,612 GYD per night

Guest favorite

Guest suite in Lincoln Square

4.95 out of 5 average rating, 242 reviews

Great location, private entry and patio!

Large 1 bedroom space tastefully decorated and well equipped. Sleeps 4 (5 with available inflatable). Queen bed in BR, full size futon in LR. Spacious enough for 2 to work comfortably. Use of the patio, fire pit and grill. Located in vibrant Lincoln Square. Steps to the Rockwell brown line el station, restaurants, a bagel shop, and yoga/massage studio. A few blocks away are shops, restaurants and a movie theater! Easy street parking with free permits. Ask about winter specials!

Jan 10 – 17

G$23,421 GYD per night

Guest favorite

Apartment in Chicago

4.96 out of 5 average rating, 238 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

5 Star Reviews! 1 Bedroom Apartment,King Bed, queen sofasleeper, OwnOcc. Bldg. Featuring Central Air, Private Balcony, Deluxe Kitchen Stainless Steel Appliances, Microwave, & More. 55" TV, Direct TV.This outstanding Location is steps from the Roscoe Village Business District and a quick walk to the Train Stop & Bus stops, to Downtown Chicago & United Center(Hawks & Bulls).Walk to Bars, Restaurants & Shops.All stays over 30 days will require Guests to Complete additional "Lease".,

Oct 15 – 22

G$21,823 GYD per night

Guest favorite

Apartment in Lake View

4.86 out of 5 average rating, 201 reviews

Private Queen Bedroom and En Suite Bath

Visiting Chicago? Stay in true Windy City style by joining us in our historic 3-flat in the Lakeview neighborhood on Chicago's North Side within walking distance of Wrigley Field and the popular Southport Corridor of restaurants, bars and shops. We love hosting and can help you tailor an exploration of our city that is perfect for your interests or occasion. Walking access to the Red and Brown Elevated lines and buses at the end of the block can get you throughout Chicagoland.

Jul 12 – 19

G$26,360 GYD per night

Guest favorite

Apartment in Wrigleyville

4.8 out of 5 average rating, 385 reviews

'Secret Garden' Apartment in Wrigleyville

Small garden unit in the heart of Wrigleyville. Steps from both Wrigley and Boystown. The apartment has a queen bed in the bedroom and a sitting area with a TV and mini-dining area. In addition, the apartment has mini fridge, microwave, coffee machine w/ pods, and small dining table. There is no kitchen; fortunately Chicago has a multitude of amazing restaurants to choose from! Includes full bathroom with shower and linens.

Aug 20 – 27

G$33,902 GYD per night

Superhost

Condo in Lake View

4.92 out of 5 average rating, 294 reviews

Bright 2br Apt W/ Private Entrance & Laundry

This central location can't be beat! Situated near Wrigley Field, you'll be on the border of Lakeview and Wrigleyville, walking distance to tons of restaurants in the these vibrant Chicago neighborhoods and steps from the Addison Brown line train which goes right downtown. Our lovely apartment is bright, modern and spacious and has all of the essentials to make your stay easy and comfortable.

Feb 11 – 18

G$33,321 GYD per night

Guest favorite

Condo in Lake View

4.99 out of 5 average rating, 564 reviews

Urban Comfort in the Heart of Chicago

This is the PRIVATE first floor of our duplex condo, with your own entrance/exit, 75" flatscreen TV, central heat/air, and an en-suite bathroom. We are in the middle of Chicago's vibrant Northside while still having the benefit of coming home to a tree lined one lane residential street. Please contact us with any questions at all before you book your stay.

Jul 24 – 31

G$45,533 GYD per night

Guest favorite

Apartment in Chicago

4.92 out of 5 average rating, 492 reviews

2BR Bursting w/ Character in Hip Logan Square!

The unit sits on our extra wide city lot in the center of hip Logan Square! The apartment is eclectic and well decorated, with vintage touches and full of charm. For a garden unit it feels spacious, clean, bright and comes with all of the desired amenities, including access to our spacious side yard!

Jan 26 – Feb 2

G$17,149 GYD per night

Guest favorite

Guest suite in Chicago

4.9 out of 5 average rating, 421 reviews

Cozy, Quiet, Garden Getaway!

Quiet 1BD garden apartment in Northcenter/Lincoln Square. 10 minutes to the el and Lincoln Square, one of the best neighborhoods in Chicago. Full kitchen, bathroom, cable and internet. Tree lined street close to two parks and a river walk. ****WE DO NOT RENT TO FILM CREWS****

Jan 9 – 16

G$20,256 GYD per night