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Kid-friendly vacation rentals in Near North Side, Chicago

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Popular amenities for Near North Side, Chicago kid-friendly rentals

Kid-friendly house rentals

Superhost

Home in Roselle

4.8 out of 5 average rating, 15 reviews

Game Room | Fire Pit | Full Gym

TanyaRating, 5 stars1 month ago
We had a great stay. The house was in a good, safe neighborhood, and the house had everything we needed. The game area was a big hit with our 3 boys.
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, 124 reviews

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

TaylorRating, 5 stars2 months ago
Vic and Grace were very communicative and reinforced that we could always reach out to them with any questions, concerns, or necessities during our stay. The property was clean and welcoming, and perfect for our girls’ weekend!
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 Lake View

4.93 out of 5 average rating, 153 reviews

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

JulietRating, 5 stars3 months ago
Lovely place in a good location.
Guest favorite

Home in Lockport

5 out of 5 average rating, 19 reviews

Cozy 4 Bed Ranch w Fenced Yard *Netflix

StephanieRating, 5 stars1 week ago
Samantha’s home was a great landing spot in an easy location for us to visit with nearby family. Five adults and one toddler were very comfortable and enjoyed the space. The house is well appointed with everything we needed, and we appreciated the extra toys and high chair. The neighborhood is quiet and peaceful, while being near amenities and major highways. The listing description, Samantha’s instructions, and the posted instructions in the house made for a seamless stay.
Guest favorite
An air hockey table occupies the center of the game room, featuring a smooth white playing surface with red markings. Two orange paddles and pucks are positioned at either end. A retro yellow chair and a small table are visible in the corner, with natural light coming through large windows.

Home in Downers Grove

4.93 out of 5 average rating, 94 reviews

Games, Grounds, Goodness in DG

PeterRating, 5 stars4 days ago
Had a fantastic stay here with my girlfriend. House was clean, cozy, and full of fun things to do like Uno, air hockey, even an arcade machine with 500+ retro games. Had a few minor hiccups but hosts were very helpful and responsive, and overall very friendly and accommodating. You're not far from anything in the west burbs and a very short drive to the Belmont Metra station. Would definitely stay here again, ideal for couples, a family, or a small group.
Superhost
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

4.9 out of 5 average rating, 21 reviews

Bliss in Brookfield- 5BR, 3BA

VictoriaRating, 5 stars1 month ago
We celebrated our family Christmas dinner at Christine's house. We were extremely happy to find TWO leaves for the dining table and plenty of chairs so everyone could be together at the same table. The house was very comfortable. My aging Mom kept remarking how homey it felt. The rooms were cozy, the beds were comfortable, the bathrooms were pristine. We had a minor problem with one shower, but that was resolved immediately with a short visit from a plumber (thank you!). The kitchen worked well for us, and we appreciated access to the garage for our rental car. I would just note that the train stop is a long walk in cold weather. There's a closer stop, but it wasn't in use during our stay. In warmer weather, it would be a 20-minute walk. In December, we used Uber to get to the station. There's a 7-11 within a short walk, and the grocery store is about 1 mile away. The neighborhood is quiet. We really liked the location, and could not have asked for a better stay.
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, 30 reviews

The Blue House: Family Retreat

DavidRating, 5 stars1 week ago
Absolutely wonderful. Clean, freshly redone, and accommodating
Guest favorite

Home in Romeoville

5 out of 5 average rating, 11 reviews

Rejuvenate: 4BR, fenced yard

Fredy JavierRating, 5 stars2 months ago
The only thing I didn’t like was the smart lock due to having to download an app and creating an account , there is not an exterior pic of the place and the floor was to noise when walking, I would wake up in the middle of the night from my roommates waking up to the toilet or early in the morning . But everything else was perfect.

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 Lincoln Park

4.72 out of 5 average rating, 117 reviews

The Biddle House (#1)

SitaRating, 5 stars1 month 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 Austin

4.95 out of 5 average rating, 182 reviews

Flexible Apt. for 8 by Oak Park-CHI

LouiseRating, 5 stars2 months ago
Lois is an excellent host. She was flexible with check in and always quick to respond to messages. The apartment was great for our long term stay. It had all the things we needed from pots and pans in the kitchen to towels. Parking was easy and always to be found. Thanks Lois...
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 Lincoln Square

4.79 out of 5 average rating, 289 reviews

Cozy Garden-Subterranean Apartment

BenRating, 5 stars1 month ago
Great place and neighborhood. The place was definitely cozy and matched exactly what the listing described.
Superhost
A comfortable living area is fitted with a dark leather sofa and two patterned armchairs. Natural light enters through a large window, adorned with turquoise curtains. A round glass coffee table sits at the center, reflecting soft lighting from two nearby lamps.

Apartment in North Center

4.86 out of 5 average rating, 256 reviews

Family Friendly 3BR Duplex in Roscoe Village

RachelRating, 5 stars1 month ago
Wonderful rental. Quiet neighborhood and easy to get to Wrigleyville and Roscoe Village shopping. The place was very clean, warm (it was in the 20s while we were there), comfortable and a lovely view of downtown from the decks. There were five of us and there was plenty of room. Showers had great water pressure and we did not run out of hot water with all five of us showering in the morning. Plenty of street parking and Uber rides were there within two to three minutes. John was very quick to answer texts. We would stay there again with no hesitation.
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, 137 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

P DavidRating, 5 stars1 month ago
We really enjoyed Tish and Tom's upstairs flat. An older, but well-provisioned and pleasantly furnished place, with all of the conveniences of home. Bottom line: We will rent again for sure. The hosts are most welcoming and responsive to one's every need. The property is old but refurbished and in good shape. An upgrade in the shower (it's a little weak stream) would be a welcome addition, as would a wall switch for the center pull light/fan combo in the kitchen. But neither of these is a deal breaker, just suggestions for the next remodel of this delightful sunny flat. Thanks, Tish and Tom!!!! Barbara and David
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 Hyde Park

4.85 out of 5 average rating, 117 reviews

Garden Apartment in captivating Hyde Park

GregRating, 5 stars1 month ago
I had a really nice stay at Jon’s place. Very big space and well kept. Great hosts. Good location in Hyde Park near 53rd street restaurants and shops and the Whole Foods on Hyde Park Blvd
Guest favorite

Apartment in Evanston

4.84 out of 5 average rating, 245 reviews

Adorable 1BR apartment near Northwestern

BeckyRating, 5 stars1 month ago
This was a great home base for a weekend of activities in the north suburbs! The kitchen had been recently updated and there were nice homey touches throughout - extra blankets, coffee maker, etc. I might have to return in the summer just for the adorable backyard space!
Guest favorite
A cozy reading nook features a wooden bookshelf filled with various books. A comfortable yellow armchair sits beside the shelves, while a small table and chair provide a workspace. Natural light streams in, highlighting the warm wood floors.

Apartment in Logan Square

4.95 out of 5 average rating, 499 reviews

2nd floor of 1908 brick two-flat in Logan Square

TimothyRating, 5 stars5 days ago
A fantastic place to stay when visiting Chicago. Close to a great co-op, restaurants, record stores, thrift stores, public transportation. The apartment was clean and spacious, communication was easy and thorough. Would love to stay here again the next time we visit.

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

4.81 out of 5 average rating, 114 reviews

Evergreen Park Condo with balcony and Jacuzzi tub

KamronRating, 5 stars1 month ago
I had a great experience at Zirrell place. I stayed for a couple of days just to relax and get some peace. Place was clean and looked exactly like the photos. I’ll definitely be booking with her again
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 Bridgeport

4.95 out of 5 average rating, 122 reviews

Entire 3Bed/2Bath Condo Near McCormick & Metro

VeraRating, 5 stars2 months ago
Super apartment, very clean, bathroom good. Everything, especially kitchen, well equipped. John always responded immediately and guided you how to get in the apartment. 100% recommended
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 Bridgeport

4.9 out of 5 average rating, 107 reviews

Convenient & Spacious 3BR Condo w/Free Parking

DonnaRating, 5 stars1 month ago
I have stayed at Yuyi’s place multiple times. It’s big, airy and very comfortable. I had special circumstances this last trip and Yuyi was very accommodating. I highly recommend this place .
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 Wrigleyville

4.82 out of 5 average rating, 339 reviews

Dream Condo steps from Wrigley Field!

CarrieRating, 5 stars2 months ago
I’ve stayed at one of his places before and both times super clean, easy to get to. Josh was always so quick to reply. Bonus was it included parking! Will stay with him again
Superhost
A well-lit living area features modern furniture, including a light gray sofa and a dark blue throw pillow. A ceiling fan is mounted above, and a large area rug adds texture to the space. A dining table is visible in the background.

Condo in Lansing

4.82 out of 5 average rating, 103 reviews

The Broadway Special - 2 Bd/1 Bath Smart-Condo!

NatalieRating, 5 stars1 month ago
Beautiful Cozy and nice place! Host was great!
Guest favorite

Condo in River North

4.98 out of 5 average rating, 127 reviews

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

DaraRating, 5 stars1 month ago
This place was great and very accommodating for our for our family of 6 (parents & 4 young adult kids). We were able to walk everywhere. Hosts were very communicative and very responsive. And, what a surprise to wake up to a delivery of Stan's Donuts!!! Definitely would recommend this place to anyone visiting Chicago.
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 Chinatown

4.92 out of 5 average rating, 118 reviews

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

SunoakRating, 5 stars3 months ago
This location was perfect for our weekend trip. It was located right by the subway station and easily accessible by car. The space was clean and there were plenty of towels and the kitchen was stocked. We were there for the Chicago Marathon and the route went right through Chinatown. There is parking available on the street in front of the listing but there is also a public parking lot a couple blocks away.
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 Pullman

4.83 out of 5 average rating, 134 reviews

Gamers Getaway 20 minutes from downtown

Jakalia LRating, 5 stars4 months ago
The Airbnb was amazing, I had a few friends stay with me we had a nice time the host is very helpful and nice always responding fast if I needed anything . Overall stay was great.

Quick stats about vacation rentals that are kid-friendly in Near North Side, Chicago

  • Total rentals

    170 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    7.2K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    130 properties allow pets

  • Rentals with a pool

    90 properties have a pool

Destinations to explore

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