Kid-friendly vacation rentals in Northwest Side

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Northwest Side kid-friendly rentals

Kid-friendly house rentals

Superhost
A charming raised brick ranch home with a welcoming front porch is displayed. The exterior features large windows, a wooden front door, and a neat landscaping area with greenery, enhancing the curb appeal along a tree-lined street.
Home in Chicago
4.96 out of 5 average rating, 91 reviews

City Cottage in Logan Square-Avondale

AshleyRating, 5 stars1 month ago
We loved this cute little house! Super walkable and close to lots of stuff in Logan Square; although we thoroughly enjoyed the peacefulness of hanging out in the private backyard. Would definitely stay again!
Superhost
A cozy living area features two light gray sofas adorned with decorative pillows in various shades of blue. A wooden coffee table sits in the center, accompanied by a decorative plant and a candle. Complementary artwork adorns the wall, and soft lighting enhances the space.
Home in Chicago
5 out of 5 average rating, 14 reviews

Spacious | 3 Beds | Free St. Parking

JenniferRating, 5 stars1 week ago
Glomery was a great host. Our first trip to Chicago, so we weren’t too sure about the safety of the neighborhood, but overall a very nice experience and had all the necessities. Very clean and tidy. Beds were so comfortable with fluffy pillows. Plenty of towels, coffee and extra pillows. Easy access in and easy street pick up for Ubers. We had a nice time and felt comfortable.
Superhost
A spacious bedroom is highlighted by a king-size bed with decorative four-poster frame. Blue walls create a calming atmosphere, while natural light filters through the large window. A mini fridge can be seen, alongside an elegant wooden dresser and a soft area rug beneath.
Private room in Franklin Park
4.96 out of 5 average rating, 126 reviews

Safe & Clean King size Bed Next to Ohare/Rosemont

PhoebeRating, 5 stars2 weeks ago
Joswe was so incredibly kind and accommodating! Being a solo traveler it felt like a home away from home. The space was clean and comfortable and felt very safe. Joswe even left freshly brewed hot coffee every morning along with breakfast! I couldn't recommend Joswe or his home enough! if I could give more stars, I would!
Superhost
A spacious sleeping area features a queen-size bed with layered white bedding and decorative pillows. Light fills the room from a nearby window, while a wooden dresser and nightstand provide storage. A textured stone wall adds visual interest to the overall decor.
Home in Chicago
4.95 out of 5 average rating, 63 reviews

Private Logan Square Garden Apt

TiffanyRating, 5 stars1 day ago
Was a very nice and relaxing place to stay after spending time in the city! Really close to multiple bus stops which made the public transport really easy to access. The inside was very clean and nice, the bed is extremely comfortable! Would stay again!
Superhost
An outdoor seating area features a wooden deck surrounded by green plants. Comfortable gray sofas are arranged around a central fire table, offering a cozy gathering space. A pergola provides partial shade, and hanging flower baskets add a splash of color to the environment.
Home in Chicago
5 out of 5 average rating, 9 reviews

Exquisite Chicago Modern Rooftop, Sleeps 9

GloriaRating, 5 stars1 week ago
I love everything about this home and all the e amenities, and the private rooftop was the greatest touch of the property Vince was amazing and very easy to reach in very fast responding.Thanks so much .
Superhost
A two-story stone house features large windows framed by lush greenery. The front garden showcases a variety of colorful flowers, including pink and white blooms, with a paved path leading to the entrance. The structure is flanked by neighboring homes, emphasizing its residential setting.
Private room in Chicago
4.83 out of 5 average rating, 210 reviews

Lovely Bedroom 3 in a New Renovated Apartment

AlyssaRating, 5 stars2 weeks ago
Tippi was a great host! The room was clean & comfortable. The area has a few gems and great transport options. Would definitely recommend to others to stay if you're looking for a place not too far out of the city!
Superhost
A welcoming exterior of a brick bungalow is showcased, featuring a set of steps leading to the entrance. Lush greenery surrounds the pathway, while flower pots add a touch of color to the front porch area.
Private room in Chicago
4.8 out of 5 average rating, 223 reviews

Skyline Room, near Medical Ctr, Upstairs

ThoRating, 5 stars5 months ago
Enjoyed my stay, very clean and comfortable. Very convenient and close to airport, train station, bus stop, etc. The host is amazing and responsive to guest’s needs.
Superhost
A cozy living room features a gray sofa with decorative pillows, a round dining table with chairs, and a stone fireplace. Natural light enters through windows adorned with decorative molding, while a few bookshelves provide a space for books and decor. A colorful area rug adds warmth to the hardwood floor.
Home in Oak Park
4.98 out of 5 average rating, 161 reviews

Clean, Cozy 1st Floor Flat, Kitchen, Parking

PariRating, 5 stars2 weeks ago
This was our second time staying here, and everything was as comfortable as the first time. We highly recommend this place.

Kid-friendly apartment rentals

Guest favorite
Apartment in Chicago
4.92 out of 5 average rating, 106 reviews

Non Smoking Private Apartment Wi-Fi Selfcheck-in

ReneRating, 5 stars1 month ago
Peaceful location! David was nice and responsive, and made sure that we were all comfortable in the space.
Guest favorite
A spacious living area features a gray sectional sofa arranged around a wooden coffee table. Soft lighting is provided by ceiling fixtures and wall-mounted sconces. The room leads to a set of stairs, while a TV is mounted on the wall for entertainment.
Apartment in Forest Park
4.86 out of 5 average rating, 118 reviews

City-Accessible Basement Retreat

KaylaRating, 5 stars1 week ago
Very clean space in a safe neighborhood! Street parking was easy and plentiful. Easy 20 minute Uber into the city. Perfect for our overnight stop :) Would be mindful of ceiling heights when booking if over 6ft tall.
Guest favorite
A living area features a dark leather sofa with red accent pillows, paired with two leather chairs. A wooden coffee table sits centrally, surrounded by warm-toned lighting. The space opens to a kitchenette with a retro red refrigerator and tall bar seating, creating an inviting atmosphere.
Apartment in Chicago
4.86 out of 5 average rating, 223 reviews

Cozy & Comfy 1bd In Historic Portage Park Bungalow

AbiRating, 5 stars1 month ago
Wonderful Bnb! Anna was very helpful and kind, 10/10 would recommend! My friend and I stayed for a girls vacation and even enjoyed staying in because the home was that peaceful. Thank you Anna!
Superhost
A well-lit living area features a comfortable sofa adorned with decorative pillows, facing a large screen television. A coffee table sits in front, accompanied by a small side table with a globe. Artwork enhances the walls, which are painted in a soft gray tone.
Apartment in Chicago
4.78 out of 5 average rating, 197 reviews

Welcome to The Mayfair Garden !

ChristineRating, 5 stars2 weeks ago
Margerita and Monique's place was exactly what we needed! In a calm and beautiful location, clean, beautifully furnished, private, and had the most comfortable bed! It was a short walk to the train and easy to get around! There was plenty of parking available! We will definitely reserve again when we visit Chicago in the future. Thank you both for opening your beautiful property to us!
Guest favorite
A bright and airy attic space is characterized by soaring white shiplap walls and rustic wood flooring. A comfortable sectional sofa and lounge chair are positioned around a glass coffee table. Natural light floods in through multiple skylights, illuminating the cozy bedroom area visible in the background.
Apartment in Chicago
4.97 out of 5 average rating, 160 reviews

Designer Avondale Attic

ChristopherRating, 5 stars3 weeks ago
One of our favorite Airbnbs in Chicago, it has a great central location and great street parking (with a permit). It's cute. clean, and quiet. I highly recommend!
Guest favorite
An inviting studio space features warm wooden paneling and a dark couch. A coffee table with magazines and guidebooks is centrally positioned. Soft lighting is provided by wall sconces, and a bed is visible in the background, accented by a colorful wall art piece.
Apartment in Chicago
4.91 out of 5 average rating, 425 reviews

The Grotto of Logan Square

CassandraRating, 5 stars2 weeks ago
Ben and Karen's place is tucked into a quiet, beautiful block of the city. The space was a clean and nicely decorated retreat. They made check in and getting into the apartment super easy.
Guest favorite
A spacious living area is highlighted by a black sofa facing a light-colored coffee table. A vibrant area rug adds color underfoot. The walls are adorned with colorful vinyl records and framed artwork, while original woodwork details frame the open layout leading to the dining area.
Apartment in Oak Park
4.87 out of 5 average rating, 653 reviews

Rockin' 2Bed steps to shops/food/train

AudreyRating, 5 stars2 weeks ago
We really enjoyed our time here! There were plenty of parking spots around the apartment. We were able to park right in front and we greatly appreciated the instructions on how to get an overnight pass for the car. One note on this - if the website does not work, download the app and get the pass through that. There are also so many restaurants walking distance from that apartment and it’s such a cute neighborhood to explore the many Frank Lloyd Wright houses scattered around. As a Runner, I also appreciated Anne’s suggested running route to see all the notable landmarks around the neighborhood!
Guest favorite
A spacious basement entertainment area features a comfortable sectional sofa and a large coffee table. A pool table is positioned in the center, while a wall-mounted TV and an electric fireplace create a relaxed atmosphere. Light-colored walls and flooring enhance the space's openness.
Apartment in Chicago
4.86 out of 5 average rating, 109 reviews

Logan’s Cozy Inn.

SandraRating, 5 stars3 weeks ago
Great location with lots of nice bars and restaurants locally and easy access also to the CTA blue line to Downtown and O’Hare. Apartment was ideal and was just as described. Would recommend and if ever back in Chicago would look to stay here again.

Kid-friendly condo rentals

Guest favorite
The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.
Condo in Chicago
4.96 out of 5 average rating, 115 reviews

Lovely top floor 2BR/2BA, steps from everything!

EdwardRating, 5 stars4 days ago
When we were first looking for a place to stay, none of the available AirB&Bs looked great. A week later, we looked again, and suddenly Julia's place popped up. It was so much better looking, and with a fairer price, than any others I could find in the list. A two-bedroom that is a *real* two-bedroom, for the price that others were charging for a pull-out bed in the living room. It was just as beautiful in-person. We felt immediately at-home and comfortable. I'm someone who has insomnia, especially while traveling, but there, I had no problem sleeping somehow. Also, it truly is a short walk to the Blue Line, or even a just few steps from the 77 bus route, which goes to the Blue Line, or all the way right into downtown Chicago.
Guest favorite
An open kitchen and dining area features exposed wooden beams and stylish light fixtures. A modern dining table with black chairs provides seating, while a lounge chair is positioned nearby. Decorative plants and art add warmth to the contemporary space.
Condo in Chicago
4.95 out of 5 average rating, 107 reviews

Modern Izakaya Studio in Wicker Park

KariRating, 5 stars1 week ago
My daughter and I stayed at Izakaya Studio on a recent visit to Chicago. The studio is great and Brett made it so easy to locate everything we needed to make our stay enjoyable. The next time we stay I hope to spend more time exploring the neighborhood because there were so many restaurants and shops to choose from (lots of open-air patios and decks which would be so nice during the summer season). The walk to the blue line El stop felt safe and quick. We loved the studio's layout. The kitchen and bedroom areas were separate and Brett has two big, comfy chairs for relaxing, and ample island space for eating or using as a work space. My daughter had some virtual work meetings and the Wi-Fi was reliable. The kitchen was well stocked with everything you'd need for meal prep. We ate out each day, but our delicious breakfast take-out came from a place right up the street called Yolk. I highly recommend the Izakaya Studio for a relaxing and fun visit to Chicago.
Top guest favorite
A bright living area is showcased with large windows allowing natural light. Red and orange artwork adorns the walls, while a gray ottoman centers the room. Seating consists of a gray sofa and an armchair with a geometric pattern, accompanied by decorative lamps on either side.
Condo in Chicago
4.97 out of 5 average rating, 412 reviews

Lincoln Square Gem!

EvanRating, 5 stars6 days ago
Great location, and easy access to all main streets. The neighborhood is quiet, and very safe. The people in the neighborhood were very welcoming. The condo was nice, very spacious and a great value for the cost.
Guest favorite
A bright living area features large windows allowing natural light to flow in. A comfortable gray sofa and matching armchairs are arranged around a coffee table on an area rug. A flat-screen TV is mounted on a white media console, enhancing the inviting space.
Condo in Chicago
4.81 out of 5 average rating, 286 reviews

Renovated 3br Duplex In Logan Square W/parking

OlgaRating, 5 stars2 days ago
We enjoyed a week of comfortable stay at Matt’s place! We were a family of 5 people and had enough space for everyone! We came for my daughter’s wedding and it was great to have lots of things/amenities that helped us prepare for the wedding! Garage spot was helpful! Backyard peaceful and we spent some time relaxing on the deck! Adorable cozy duplex with everything you need for the relaxed and comfortable stay! Matt was respectful, helpful and very responsive! Area is great as well! Thank you so much!!
Top guest favorite
An open kitchen and dining area are visible, featuring dark cabinetry and a large island with seating. Natural light fills the space through numerous windows, highlighting a wooden dining table and a cozy seating area, accented by a plush sofa and decorative pillows.
Condo in Chicago
5 out of 5 average rating, 103 reviews

Inspired, luxe living in Logan Square on BLVD #1

PamelaRating, 5 stars1 week ago
Heather provided everything in this lovely, spacious, and comfortable place. It was deluxe, and it felt like home all at once. The driveway to park our car was so convenient! Access to Chicago's famous sights was easy, and when we returned from our adventures, there were neighborhood restaurants and venues within walking distance. We could also watch a movie on our favorite streaming services to end the evening. Whatever questions we had, Heather answered immediately and helpfully. We were grateful that we could check in early and sightsee on our first afternoon.
Superhost
A vibrant living area is highlighted by a deep blue sofa and a colorful area rug. A large wall-mounted television is positioned across from the seating, and modern artwork decorates the walls. The adjoining kitchen is visible in the background, showcasing sleek cabinetry and new appliances.
Condo in Chicago
4.84 out of 5 average rating, 195 reviews

3D Tour! Designer Condo near Logan Square

ChristinaRating, 5 stars2 weeks ago
I had an amazing stay! Place was very accurate to the post on Airbnb and the host was very polite with clear instructions, and check in! Thank you for providing such an amazing Chicago experience for me and my husband!
Guest favorite
A well-lit living area features a striped sofa accompanied by two modern armchairs. A wooden coffee table sits in the center, complemented by a patterned rug. Shelves display an array of silverware and decorative items, adding character and visual interest to the space.
Condo in Chicago
4.93 out of 5 average rating, 240 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

JenniferRating, 5 stars6 days ago
This is a WONDERFUL one bedroom apartment that is both private and spacious! The owner/host has the space fabulously decorated with an eclectic mix of original contemporary artwork and antiques. Nothing is generic about the space and it has been outfitted for guests with loving care. The host, Kaye, clearly puts much trust in her guests with her charming decor and furnishings. The amount of space, the privacy and the home-y feel make it a place we'd love to return to.
Superhost
A bright studio apartment features large windows allowing natural light to fill the space. A cozy bed is positioned beside a small dining table and chairs, while a comfortable sofa is present for relaxing. A television is mounted on the wall for entertainment.
Condo in Chicago
4.78 out of 5 average rating, 191 reviews

Cabin 301 at 747 Lofts

Tsz YuenRating, 5 stars3 days ago
The room is great. You get everything you see on the photos. The kitchen is clean and well-equipped. The location is very close to CTA Chicago train station and you get easy access to downtown. What's more, there's a CVS and Asian supermarket nearby, you can easily get everything you need.

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