Kid-friendly vacation rentals in Northwest Side

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Northwest Side

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Chicago

4.95 out of 5 average rating, 109 reviews

Comfortable, modern apartment 20 Min from Downtown

Welcome to Chicago! Whatever reason brings you to my lovely city, I'm sure my house will suit your every need. There are three units with separate entrees, out of which the first unit is for your own use; second unit is rented occasional. I live in the garden apartment, but will be rarely home. This modern unit has: -2 bedrooms 1 queen & 1 double bed -2 full bathroom -washer and a dryer -fully equipped kitchen - Wi Fi -50'' flat screen TV -central Air/Heat - back yard with porch -free parking

Feb 1 – 8

ﺩ.ﺇ425 per night

Guest favorite

Guest suite in Chicago

4.93 out of 5 average rating, 354 reviews

Peaceful Portage Park Apartment

You have the entire apartment all to yourself (kitchen, bathroom, 2 bedrooms and an office). Shared backyard. Portage park is located about halfway between O’hare airport and downtown. It is one of the safest neighborhoods in Chicago. Parking is easy! We’re 2 blocks away from a park (dog park, playground, walking/running path, tennis courts, indoor and Olympic sized outdoor pool). Fairly close to coffee shops and good places to eat We are family friendly House trained dogs are ok : $10/night

Mar 29 – Apr 5

ﺩ.ﺇ395 per night

Guest favorite

Guest suite in Chicago

4.98 out of 5 average rating, 112 reviews

Gorgeous Studio 15 Minutes From Ohare!

Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

Dec 23 – 30

ﺩ.ﺇ284 per night

Guest favorite

Apartment in Chicago

4.97 out of 5 average rating, 119 reviews

Designer Avondale Attic

Soak in the beauty of this professionally designed and newly-renovated minimalistic attic in the heart of Chicago's most hip neighborhoods! Every detail of this home was thought through extensively to provide the perfect experience for our guests. Designer furniture, luxury soaps and amenities, a smart TV, high speed wifi, free laundry on site! A quick walk brings you to amazing coffee shops, trendy restaurants, or hop on the Blue Line train to help you get to any part of the city with ease.

Jul 8 – 15

ﺩ.ﺇ442 per night

Guest favorite

Guest suite in Logan Square

4.97 out of 5 average rating, 226 reviews

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln

Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prking. 4 min walk to Blue Line. Brightly lit / high ceiling. Adjustable Tempupedic memory foam QUEEN bed plus futon in lvng rm. Kitchenette w/ mini-frig, Nespresso & Keurig, toastr ovn, microwv, and waffle maker w/maple syrp. Designer bath. 30+ restaur/bar nearby (see GUIDE BK in LOCATION). Self check-in. Flexible cancel. Early lugg. drop. A space to unwind in -- art-filled and artistic in design, NOT bland or IKEA like!

Sep 10 – 17

ﺩ.ﺇ422 per night

Guest favorite

Apartment in Chicago

4.86 out of 5 average rating, 184 reviews

Cozy & Comfy 1bd In Historic Portage Park Bungalow

Make yourself at home in my comfortable Portage Park one bedroom garden apartment. This spacious condo is bright and airy with warm furnishings, a kitchenette with an island, private bedroom with a full bed and a modern bathroom with a glass walk-in shower. Portage Park is Chicago’s largest Polish neighborhood and is home to vintage charm, heaps of history and classic Chicago-style bungalows. The National Veterans Art Museum is a poignant must-see while you’re here with its combat-era art.

Mar 17 – 24

ﺩ.ﺇ515 per night

Guest favorite

Guest suite in Chicago

4.99 out of 5 average rating, 137 reviews

BnB on Grace Street - Modern 2-Bedroom Guest Suite

Welcome to Bnb on Grace Street in the charming Old Irving Park neighborhood, in one of the original homes built in 1893! Our private guest suite is modern and recently renovated while highlighting original features of the home such as the exposed brick walls. It's just 2 blocks from a major highway and from the El Train blue line, from which you can travel into downtown or out to O'Hare Airport. The suite includes 2 bedrooms, 1 bathroom, a kitchenette/dining area, and living room.

Oct 14 – 21

ﺩ.ﺇ451 per night

Guest favorite

Guest suite in Chicago

4.95 out of 5 average rating, 120 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

Private entrance apartment on the 2nd floor of this historic bungalow. Free street parking! Medicinal & recreational smokers permitted... outdoor ONLY. This comfortably cozy quiet get-away is nestled in NW Portage Park in a family neighborhood. Dog and kids park nearby. Fenced yard for Fido. Backyard patio w/ BBQ grill. High-speed internet. Front porch swing Easy access to buses & Jefferson Park Transit train station to Downtown & Museum Campus NO PARTIES

Apr 24 – May 1

ﺩ.ﺇ410 per night

Guest favorite

Apartment in Oak Park

4.86 out of 5 average rating, 248 reviews

Cosmopolitan Nest in Oak Park North Side

Whether visiting Oak Park's historic district or exploring the Windy City for the renowned museums and its nightlife, we welcome you into our home. You are guaranteed a peaceful stay in your own apartment with private entrance on the first floor in our single family home. We are a professional family who maintain a quiet residence. CTA public transportation just steps away.

Oct 26 – Nov 2

ﺩ.ﺇ287 per night

Guest favorite

Bungalow in Portage Park

4.84 out of 5 average rating, 153 reviews

Your Cozy 2nd Home!/Near Rosemount /O'Hare Airport

O'Hare Airport 14 mins/6 miles to downtown/9+mins-All-State Arena, D.Stephen Convention Rosemont Theater & Village Park Entertainment District.Bus stop 25 ft. Free street Parking. If you love a cozy place & a well-spaced single-family home w/ an excellent neighborhood this place is for you. Free parking is available along the street and is never an issue.

Oct 20 – 27

ﺩ.ﺇ569 per night

Guest favorite

Apartment in Portage Park

4.99 out of 5 average rating, 181 reviews

NW Chicago Apartment in Safe Neighborhood

We have a lower level apartment available located on the northwest side of Chicago. Our neighborhood is mostly Chicago style brick bungalows with plenty of free street parking available. We have easy access to public transportation, including a night owl bus (runs 24 hours) only 3 blocks away. We welcome guests from every culture and background.

Aug 29 – Sep 5

ﺩ.ﺇ446 per night

Guest favorite

Apartment in Logan Square

4.93 out of 5 average rating, 208 reviews

Cozy Private Coach House

This is a cozy 1 bedroom unit in a private coach house. Excellent location in the middle of trendy Logan Square! Please Inquire about winter time longer stays! Stays 30+ days avoid local taxes! I have a 28 night minimum in the winter, until the end of February or possibly March. But I recommend putting in at least 30 days to avoid those taxes!

Sep 2 – 9

ﺩ.ﺇ525 per night