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 spacious backyard features a circular stone fire pit surrounded by six blue adirondack chairs. In the background, a gazebo provides shade, while a well-maintained lawn with green grass and trees offers a relaxing outdoor space.
Home in Roselle
4.76 out of 5 average rating, 25 reviews

Game Room | Fire Pit | Full Gym

DuyenRating, 5 stars3 weeks ago
Great family friendly location. Kids loved the game room. Clean and comfortable with a responsive host.
Guest favorite
A single-story house features a welcoming entrance with a front step and decorative wreath. Inside, cozy sleeping areas include both a queen bed and twin bunk beds. A smart TV displays a cityscape, while a dining table with six chairs is ready for meals.
Home in Lombard
4.89 out of 5 average rating, 132 reviews

Comfy Home w Access to Major Roads/Hwys, Huge Yard

DanielRating, 5 stars3 weeks ago
Great place to Spend the night or even a week. Our fight to Miami got canceled and his place was the perfect place for our family of 5 to spend the night. Friendly and responsive would definitely recommend to anyone looking for a place to stay in Chicago.
Top guest favorite
The exterior of the duplex showcases a charming facade with large windows and a distinctive oval entrance. A well-maintained garden, framed by a black iron fence, adds a touch of greenery to the welcoming entrance. Stairs lead up to the front door, enhancing accessibility.
Home in Chicago
4.93 out of 5 average rating, 153 reviews

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

JulietRating, 5 stars6 months ago
Lovely place in a good location.
Superhost
A spacious bedroom features a large bed dressed in a patterned blanket and decorative pillows. A desk with a chair is positioned nearby, and daylight streams through oversized windows, illuminating the neutral-colored walls and soft carpet.
Home in Aurora
4.83 out of 5 average rating, 65 reviews

Family home on fescue

Dee DeeRating, 5 stars3 weeks ago
We loved it and we come to Aurora a few times a year. We will definitely be staying again.
Guest favorite
Home in Chicago
5 out of 5 average rating, 5 reviews

Birthday?Anniversary?Showers?3500 sq ft, sleeps 16

ArissRating, 5 stars1 week ago
Vince’s place was amazing, it was such a good location, easy to drive to anywhere in Chicago. Vince was very easy to contact and was responsive within minutes. He made our stay very comfortable. The house was amazing and there was a lot of space, and there was a lot of amenities available for use, for example kitchen utensils and shower amenities. Overall this stay was amazing and I would book this again if I came back in the future
Guest favorite
A finished basement features a spacious seating area, including a comfortable sectional sofa and a coffee table. A dining table accommodates six, and a television is positioned on the wall. Recessed lighting enhances the bright, open atmosphere.
Home in Brookfield
4.92 out of 5 average rating, 26 reviews

Bliss in Brookfield- 5BR, 3BA

DeanneRating, 5 stars2 weeks ago
Nice to have a spacious place to stay with family. Our toddlers were in heaven in the basement toy/family room. Bedrooms and closets were spacious as well. Communication with host was easy with prompt responses. We would stay at this property again.
Superhost
A well-maintained front yard of a modest house is surrounded by a decorative black fence. The landscaped garden features a variety of plants and flowers. A stone memorial with the name 'Michael J. Jackson' is visible, set against a backdrop of a colorful sunset.
Home in Gary
4.87 out of 5 average rating, 45 reviews

The Blue House: Family Retreat

AlexisRating, 5 stars6 days ago
Clean and kid friendly! Just as described. Perfect place to hang our Easter vacation with our group of 13!! Everyone felt comfortable and accommodated. Only thing I’d change if I could, more pillows! We’re a pillow loving family. Otherwise everything was great!!
Top guest favorite
Home in Aurora
5 out of 5 average rating, 22 reviews

Evergreen Retreat

LoreineRating, 5 stars6 days ago
This is a very beautiful house with TONS of space, big and perfect for my healing retreat, I hosted 9 ladies, the backyard is huge plus there was an outdoor event area. The place looked exactly like pictures, clean, host was responsive and polite. The house is very relaxing and peaceful. I would definitely recommend!

Kid-friendly apartment rentals

Superhost
An inviting dining area features a simple wooden table accompanied by two benches and a chair. A cozy seating arrangement includes a sofa and coffee table, framed by large windows dressed in light curtains. A ceiling fan and decorative accents add to the space.
Apartment in Chicago
4.72 out of 5 average rating, 117 reviews

The Biddle House (#1)

SitaRating, 5 stars3 months ago
We really enjoyed staying at this place - it was clean and comfortable, and the location is fantastic. Elizabeth was very responsive and a great host. We would stay here again!
Guest favorite
The living area displays a spacious futon-style sofa adorned with red cushions, accompanied by a wooden rocking chair. A dark coffee table sits centrally, with a TV positioned on a cabinet. The carpeted floor enhances the cozy ambiance, while recessed lighting brightens the space.
Apartment in Chicago
4.95 out of 5 average rating, 186 reviews

Flexible Apt. for 8 by Oak Park-CHI

MatthewRating, 5 stars1 week ago
Lois is a great host! The accommodations were perfect for what we needed. Her space was clean and essentially everything you need from your airbnb. I will mention the beds are very uncomfortable:/ but that's the only thing I could complain about! thanks for having us :]
Top guest favorite
The living area is furnished with a striped sofa and a colorful accent chair, complemented by a small side table and a lamp. A neat dresser and a glimpse of the kitchen area are visible. A green area rug enhances the cozy atmosphere.
Apartment in Chicago
4.79 out of 5 average rating, 294 reviews

Cozy Garden-Subterranean Apartment

MorganRating, 5 stars1 week ago
Jenny went above and beyond! She was super communicative & very friendly. She even let me check in before checkin time, which I greatly appreciated. The apartment has literally everything you need. All the little details and small things you could want, are there. I would highly recommend staying here for a longer extent of time, as you would feel as if you’re in your own home.
Superhost
Apartment in Chicago
4.83 out of 5 average rating, 293 reviews

Archways at the Lincoln Park Zoo 2bed/2ba

ChangRating, 5 stars5 days ago
I had an amazing time staying at this adorable Airbnb in Lincoln Park! The space was just as cute and cozy as the photos, and everything was super clean and well-maintained. Jessica was incredibly welcoming and responsive, which made the whole experience even better. The location was perfect—tucked into a charming neighborhood but still super convenient for exploring the city. I was able to catch a Cubs game at Wrigley Field and stroll through Millennium Park to see the Cloud Gate (the Bean), all without any hassle. I’d absolutely stay here again next time I’m in Chicago. Highly recommend!
Guest favorite
A cozy seating area is highlighted by a plush sofa, complemented by a textured throw draped over the arm. A vintage-inspired painting hangs above, depicting a pier, while a lamp and a low wooden console table enhance the warm atmosphere. A vibrant area rug adds color beneath.
Apartment in Evanston
4.94 out of 5 average rating, 140 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

PreetiRating, 5 stars1 month ago
The place was clean and well kept .Letitia was very helpful and personable with local recommendations. I checked in late and there was a banana and apple waiting for me which really helped as it was too late for dinner but I was hungry. The kitchen is well equipped and the place is exactly as described. I had a wonderful stay.
Guest favorite
A cozy living area features a red couch and a plaid armchair, providing comfortable seating options. A small table stands beside a lamp, illuminating the space softly. Foliage adds a touch of nature, and large windows allow natural light into the room while being partially covered.
Apartment in Chicago
4.83 out of 5 average rating, 123 reviews

Garden Apartment in captivating Hyde Park

ThongLengRating, 5 stars1 week ago
Nice location with nearby supermarket, cafes and restaurants. The nearby busstop to go downtown is also very nice and near. Great apartment with all the necessary amenities for short stay. 😁
Guest favorite
Apartment in Evanston
4.85 out of 5 average rating, 248 reviews

Adorable 1BR apartment near Northwestern

TaraRating, 5 stars6 days ago
Nice place to stay in a good neighborhood! Would stay here again, thank you!
Guest favorite
A well-lit studio apartment features a spacious bed and a comfortable seating area with a sofa and coffee table. Natural light fills the room through multiple windows, and a collection of decorative pillows adds a splash of color. A wooden dresser and striped rug enhance the interior.
Apartment in Chicago
4.93 out of 5 average rating, 218 reviews

Spacious, light-drenched studio-private entrance!

StasiaRating, 5 stars2 months ago
We had the privilege of a long stay at Wendy’s studio. The space is SO sweet and cozy, and the layout feels larger than it appears in photos—there is a fair amount of built-in separation between each area. The kitchen is well-equipped for actual cooking, the bed is heavenly, and the shower feels like a spa! It is an incredible retreat in a residential Chicago neighborhood that is a bit tucked away while still being accessible. What a lovingly crafted space and considerate host! We hope to stay again and will absolutely recommend to friends and family.

Kid-friendly condo rentals

Superhost
A living area features a dark sofa adorned with cushions in blue and brown tones. A glass side table stands beside the sofa. Double doors lead to a balcony, while a window with blinds allows natural light to enter the space. Two closet doors are visible.
Condo in Evergreen Park
4.8 out of 5 average rating, 116 reviews

Evergreen Park Condo with balcony and Jacuzzi tub

KindallRating, 5 stars3 months ago
The stay was nice and clean and very convenient location.
Guest favorite
A cozy living area features a gray sectional sofa adorned with patterned cushions. A white coffee table sits on a soft area rug, while a vase of flowers adds a touch of elegance. An open kitchen with wooden cabinets is visible in the background.
Condo in Chicago
4.95 out of 5 average rating, 128 reviews

Entire 3Bed/2Bath Condo Near McCormick & Metro

AudreyRating, 5 stars5 days ago
We enjoyed our stay. John works hard to offer the best experience to his guests. The place was super clean and welcoming. Photos are matching. Close to everything with UBER. Some restaurants are located in the block. I recommend this appartement.
Guest favorite
A modern living area features a light-colored sectional sofa adorned with blue accent pillows. A round black coffee table is positioned in the center, resting on a decorative rug. Two lamps and a piece of coastal-themed artwork complement the bright, airy atmosphere.
Condo in Chicago
4.89 out of 5 average rating, 111 reviews

Convenient & Spacious 3BR Condo w/Free Parking

RachelRating, 5 stars1 week ago
Convenient stay right outside of the heart of downtown Chicago! Easy to drive into town for the day. Very comfortable beds and very clean as well. Would recommend
Guest favorite
A view overlooking a vibrant urban landscape featuring Wrigley Field in the background. Rooftops, utility units, and modern buildings create an interesting skyline. The image captures the spirit of the neighborhood, with hints of greenery and construction highlighting the area's dynamic atmosphere.
Condo in Chicago
4.83 out of 5 average rating, 343 reviews

Dream Condo steps from Wrigley Field!

AnitaRating, 5 stars2 days ago
I would definitely stay here again! Walking distance from Wrigleyville bars, restaurants and stadium. Comfortable, clean and quiet.
Guest favorite
A spacious living area is arranged with a large sectional sofa facing a wall-mounted television. A decorative area rug lies beneath a low coffee table. Adjacent, a dining area features a wooden table surrounded by chairs, with an open kitchen visible in the background.
Condo in Chicago
4.98 out of 5 average rating, 133 reviews

Luxurious River North 3BR/2BA- Free Onsite Parking

JoelRating, 5 stars1 day ago
Neel went above and beyond for my family and I during our stay. The unit was quiet, fun to hang out in, extremely clean, great layout for a family, very convenient parking, and quiet. I would highly recommend staying here! Thank you Neel!
Guest favorite
A modern living area features a black leather sectional sofa adorned with colorful accent pillows. A sleek coffee table sits in front, and a dining table with white chairs is positioned nearby. Natural light streams through large windows, highlighting the neutral color palette.
Condo in Chicago
4.92 out of 5 average rating, 120 reviews

1 #33 - 4 Bdrm Condo - McCormick Place, Chinatown

TehranRating, 5 stars1 month ago
Very great for a large group.
Superhost
A living area features a white upholstered sofa and a contemporary glass coffee table on a geometric area rug. Natural light filters through multiple windows, while a stylish light fixture is mounted on the ceiling, creating a bright and welcoming atmosphere.
Condo in Chicago
4.83 out of 5 average rating, 137 reviews

Gamers Getaway 20 minutes from downtown

KaylinRating, 5 stars1 month ago
Loved The Space! Everything Was Perfect! Any Problems Or Any Questions Daniel Was Very Helpful! THANK YOU DANIEL
Guest favorite
A spacious living area features a modern sectional sofa in dark tones, accompanied by a light coffee table. Natural light filters through neatly arranged window coverings, illuminating the space. A unique hanging chair adds a touch of style, while sleek flooring complements the minimalist décor.
Condo in Mount Prospect
4.88 out of 5 average rating, 206 reviews

Lovely 3-bedroom condo, free parking, Unite 1

MelvinaRating, 5 stars1 week ago
This place was awesome. Felt very homie and comfortable. I love the decor and that there was a TV in each room. This place was beautiful and i wouldn’t mind staying again.

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