Kid-friendly holiday rentals in Chicago

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Chicago family-friendly rentals

Kid-friendly house rentals

Guest favourite
Private room in Oak Park
4.94 out of 5 average rating, 304 reviews

Single bedroom with Asian decor in family home

JiantingRating, 5 stars6 days ago
Very friendly and accommodating hosts. Felt very welcome.
Guest favourite
Home in North Park
4.96 out of 5 average rating, 173 reviews

Chicago River House -BBQ Oasis now open!

ThomasRating, 5 stars1 week ago
Even more spacious than in the photos! Well-kept place, with a fully stocked kitchen, projector, BOSE speaker, and great backyard. Double shower in the master bedroom, and strong water pressure. Entry is easy with a code. Finally, the host is VERY accommodating, flexible, and responsive. Recommended!
Guest favourite
Home in Humboldt Park
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
Home in Berwyn
4.99 out of 5 average rating, 146 reviews

Retro Modern Bungalow | fire pit | free parking

JenniferRating, 5 stars3 days ago
This exquisite MCM GEM in Berwyn was the perfect home base for us while visiting Chicago. Every corner is curated with unique and authentic MCM touches, all with the contemporary creature comforts one could want and then some. Everything was sparkling clean and April was a superb host. We hope to come again, & highly recommend!!
Guest favourite
Home in Chicago
4.86 out of 5 average rating, 139 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

ShaniaRating, 5 stars2 weeks ago
I enjoyed my stay. It was clean and pleasant. Marilyn was very friendly and quick to respond to any questions I had. I would recommend staying at this Airbnb! Great time!
Guest favourite
Private room in Old Irving Park
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!
Home in Franklin Park
5 out of 5 average rating, 3 reviews

2QN bdrm+free parking by O’Hare/Rosemont/ Allstate

LauraRating, 5 stars6 days ago
I enjoyed my stay. The instructions were clear and communicated in a timely manner. The home was clean and lovely. I was very comfortable in the neighborhood and enjoyed walking around. Parking was easy. I just enjoyed my stay and would definitely book again!
Top guest favourite
Private room in Hyde Park
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.

Family-friendly apartment rentals

Top guest favourite
Flat in Chicago
5 out of 5 average rating, 27 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

PhilRating, 5 stars5 days ago
Dean was the best host my girlfriend and I have had! He is proactive, friendly, great with communication, and provides everything you need for a great stay. Not only this, but the place was extremely comforting and beautiful! We had an amazing stay and would love to stay here again! Not to mention this place is an amazing price for how nice the stay was! Thank you Dean! You rock😎
Guest favourite
Flat in Lake View
4.95 out of 5 average rating, 120 reviews

Chic retreat near the best of Lakeview & Wrigley

KortneyRating, 5 stars1 week ago
Great place to stay in a fantastic location! Will stay here again while in Chicago.
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.
Guest favourite
Flat in Pilsen
4.75 out of 5 average rating, 327 reviews

Bright & Spacious| Free Parking |Trendy Bridgeport

Jessica LeeRating, 5 stars1 week ago
Very nice stay! In a great neighborhood, would stay again. Was everything me and my group needed!
Guest favourite
Flat in Cicero
4.97 out of 5 average rating, 310 reviews

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

PatriciaRating, 5 stars1 day ago
5 star for sure! This place is a hidden gem, its so clean and has so many little extras to make you feel at home. I found seasoning to cook with,.coffee, tea, cream and sugar..and even a couple of pods for laundry. All of that plus an easy check-in, great parking space in the back (which you will need since street parking can be dicey) and the friendly neighbors made my stay wonderful. I stayed 7 nights and it is quiet at night so I felt very safe and got a good nights rest each night. I will definitely book again!!!
Superhost
Flat in Berwyn
4.81 out of 5 average rating, 52 reviews

Private Garden APT/ Cozy/Warm

SheralleRating, 5 stars6 days ago
This was a nice stay. I would definitely rent it again
Guest favourite
Flat in Belmont Gardens
4.96 out of 5 average rating, 26 reviews

Lovely Garden Studio Apartment.

JessicaRating, 5 stars5 months ago
Kasey and her husband were awesome host!!They were kind & responsive! My friend and I come during a time in winter and Kasey was very quick to keep us warm! Although they do have a child it was very rare when we were disruptive by noise! Love the vibes of the Airbnb and the fact that I felt like home says something! I definitely recommend staying here. Such a co beautiful and peaceful area as well.
Superhost
Flat in Logan Square
4.77 out of 5 average rating, 368 reviews

Private Logan Square Studio

MirandaRating, 5 stars5 months ago
very private and fit the description exactly!

Family-friendly apartment rentals

Guest favourite
Apartment in Avondale
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 Wicker Park
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 Mayfair
4.87 out of 5 average rating, 127 reviews

Newly updated 1BD/1B in Old Irving Chicago!

JoseRating, 5 stars1 month ago
The time spent here was wonderful. This place has everything you need to feel at home away from home. Everything was clean and comfortable. The area was also really nice with tons of food and drinks within walking distance. The blue line is a short walk away and the busses run on the corner. I would definitely stay here again when coming back to Chicago.
Superhost
Apartment in Hermosa
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 favourite
Apartment in South Side
4.91 out of 5 average rating, 163 reviews

Ultra clean/cozy condo, 10 mins south of Downtown!

AngeliqueRating, 5 stars2 weeks ago
Great host and great stay! Beautiful home. Thank you so much!
Guest favourite
Apartment in East Rogers Park
4.93 out of 5 average rating, 240 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

JenniferRating, 5 stars1 week 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
Apartment in Hyde Park
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.
Superhost
Apartment in River West
4.78 out of 5 average rating, 191 reviews

Cabin 301 at 747 Lofts

Tsz YuenRating, 5 stars4 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.

Quick stats about holiday rentals that are kid-friendly in Chicago

  • Total rentals

    1.3K properties

  • Total number of reviews

    98K reviews

  • Family-friendly rentals

    1K properties are a good fit for families

  • Pet-friendly rentals

    580 properties allow pets

  • Rentals with a pool

    120 properties have a pool

  • Rentals with dedicated workspaces

    1.1K properties have a dedicated workspace

Destinations to explore