Kid-friendly holiday rentals in Chicago River

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Chicago River family-friendly rentals

Kid-friendly house rentals

Guest favourite
Private room in Chicago
4.85 out of 5 average rating, 390 reviews

The Red Room

JakeRating, 5 stars2 weeks ago
Erik was a phenomenal host, went above and beyond to ensure we had a comfortable stay at his house. His family were lovely people and helpful with any and all questions. Erik gave is good clear instructions on the best places to go to in the area, how to travel to the city and how to use all the appliances/facilities in the house. I couldn’t recommend him any more, he made our stay really more comforting and laid a great basis for our stay in Chicago. Cheers Erik!
Guest favourite
Private room in Chicago
4.91 out of 5 average rating, 446 reviews

Spacious & serene in hip spot. Sleeps 4.

EzekielRating, 5 stars4 weeks ago
Abby is a wonderful host! She is very respectful and is there if you ever need anything! The place was nice and clean. I would not hesitate to return again.
Guest favourite
Private room in Evanston
4.91 out of 5 average rating, 104 reviews

Room Mins to Downtown Chicago & Northwestern!

NataliaRating, 5 stars1 week ago
Musa was very friendly and helpful the entire time we stayed at his place. The house is big, neat and located in a nice and calm neighbourhood, ideal if you want to rest after a day in downtown. Good shops nearby so I recommend go for a walk around the beautiful Evanston.
Guest favourite
Home in Chicago
4.95 out of 5 average rating, 63 reviews

Private Logan Square Garden Apt

TiffanyRating, 5 stars2 days 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!
Top guest favourite
Private room in Chicago
4.91 out of 5 average rating, 242 reviews

Fresh and Sunny Bed & Bath by UofC

MuratRating, 5 stars3 weeks ago
Bennett's room was exactly what I needed for a few days in Hyde Park: it's located just steps from the University of Chicago campus, in a quite part of the neighborhood, and offers excellent privacy.
Superhost
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.
Home in Chicago
4.93 out of 5 average rating, 40 reviews

Entire lofted space in West Town

NeilRating, 5 stars2 weeks ago
This was a great space all to ourselves. brought the family to the city to go to the museums and it was super comfortable and felt like our own space. Great location and not far from about anywhere you wanna go.
Top guest favourite
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.

Family-friendly apartment rentals

Top guest favourite
Flat in Chicago
4.95 out of 5 average rating, 434 reviews

A Vintage Pink House in the Heart of Chicago

JessicaRating, 5 starstoday
Niki's place is located close to multiple bus and CTA lines which made exploring Chicago so easy. The bed was great - lovely sheets, great mattress and pillows were awesome. You don't always get that! Niki and her husband, Sean were so helpful and communicative. Being able to stay at their place really helped make our celebration weekend easy and fun.
Top guest favourite
Flat in Chicago
4.99 out of 5 average rating, 231 reviews

Modern Apt with style & comfort in Pilsen Chicago

BriannaRating, 5 starstoday
Absolutely amazing host. The space has everything you could think of and more, and he’s incredibly responsive/available. Bed is very comfortable and the apartment is easy to find/get in and out of.
Superhost
Flat in Chicago
4.78 out of 5 average rating, 144 reviews

McCormick Place Studio/parking/sleeps up to 4

KirstenRating, 5 stars1 week ago
Very responsive and helpful hosts. The place was exactly as described. Would definitely recommend!
Superhost
Flat in Chicago
4.92 out of 5 average rating, 63 reviews

Loop Loft-Subway & Art Institute

ClaudiaRating, 5 stars3 weeks ago
This apartment was exactly what we wanted for a week’s visit. It was spotless upon arrival and has every amenity you could need. The location is fabulous, super quiet and very secure. Claude is also a very responsive host. I highly recommend!
Superhost
Flat in Chicago
4.9 out of 5 average rating, 20 reviews

The Historic Hideaway

AnnRating, 5 stars2 weeks ago
Beautiful space in a beautiful building. very clean and comfortable. Very close to public transit, museums, restaurants, and other points of interest. Would definitely book again.
Superhost
Flat in Chicago
4.9 out of 5 average rating, 232 reviews

FREE PARKING Large 2BR2BA by Millenium Park

DaliaRating, 5 stars2 weeks ago
We had a wonderful stay! The apartment was located just across from Millennium Park. The free parking was a great addition for anyone driving into the city or renting a car. The apartment itself was very clean and accommodating!
Guest favourite
Flat in Chicago
5 out of 5 average rating, 13 reviews

Chicago Luxury Long Term 30+

BrianRating, 5 stars3 weeks ago
great location. very responsive. Definitely would book again
Superhost
Flat in Chicago
4.73 out of 5 average rating, 30 reviews

South Loop Studio Hotel(205)

EvaRating, 5 stars3 weeks ago
Perfect location for what we needed! Close to everything. The train was truly not very loud so that was not an issue for us. Great value for money!

Family-friendly apartment rentals

Guest favourite
Apartment in Chicago
4.96 out of 5 average rating, 115 reviews

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

EdwardRating, 5 stars5 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 favourite
Apartment 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.
Guest favourite
Apartment in Chicago
4.94 out of 5 average rating, 107 reviews

Your perfect place looks like?

RoyRating, 5 starstoday
Great location and property!
Guest favourite
Apartment in Oak Park
4.94 out of 5 average rating, 241 reviews

Picture Perfect 3Bed Steps from Train and FLW

GerryRating, 5 stars2 weeks ago
Great stay at Anne’s place. She was very communicative and went out of her way to ensure we were comfortable. We would definitely recommend to anyone coming to the Chicago area!
Top guest favourite
Apartment in Chicago
4.97 out of 5 average rating, 144 reviews

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

AnthonyRating, 5 stars5 days ago
This is our 3rd time staying at Thomas and Cynthia place. We would have it no other way. Home away from home every single time.
Superhost
Apartment 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!
Superhost
Apartment in Chicago
4.83 out of 5 average rating, 173 reviews

Modern Hyde Park Getaway | UChicago

JoãoRating, 5 stars1 month ago
The apartment was clean and spatious, better than in the pictures. It's located in a corner of Hyde Park, at a 15 minute walking distance from the University of Chicago. It is a very residential area, with not many shops or restaurants near by, but if you walk 15 minutes east you will find bars, grocery stores and a few restaurants. I came to do research in the library's archive so it was very convenient. I had some problems with the door code sequence, but Erika was very helpful and responsive. My only suggestion is that more detailed information about the check in is provided, because not everbody is familiarized with lockers and codes! But my general impression was very positive! I'd definitely stay there again.
Guest favourite
Apartment in Chicago
4.96 out of 5 average rating, 231 reviews

Updated Designer Duplex In Fulton Market W/parking

NicoleRating, 5 stars2 weeks ago
Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai

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