Kid-friendly vacation rentals in Downtown Chicago
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Downtown Chicago
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Downtown Chicago kid-friendly rentals
Kid-friendly house rentals
Home in Lombard
4.9 out of 5 average rating, 114 reviewsComfy Home w Access to Major Roads/Hwys, Huge Yard
Great place. Great location. Nice hosts. Normally I stay in the heart of downtown Chicago but this was a nice change of pace.
Home in Chicago
4.94 out of 5 average rating, 252 reviewsDuplex Home RoscoeVillage/Wrigley Free St Parking
Sharleen was a great host and very responsive. She mentioned there being a lingering smell from the previous tenants, which my party and I definitely noticed upon arrival, but left the windows open while we were there to air it out. The location is great and very walkable to locals shops and cafes/restaurants .
Home in Chicago
4.95 out of 5 average rating, 300 reviewsThe Roscoe House near Wrigley Field
Our family had a wonderful stay at The Roscoe House! They were super helpful and made sure we had everything we needed! The location was perfect, the neighborhood felt safe, and parking was a breeze. Very walkable, as well! We enjoyed several restaurants near by, especially Steingold’s Deli. The house was immaculate, roomy, and comfortable! We have family moving to the area, so we will be sure to stay there again!
Home in Glen Ellyn
4.96 out of 5 average rating, 100 reviews4bd house, Hot-tub, full-basement, pool table&yard
For our needs, this place was a great fit for the 8 of us. The keypad lock took some time to get in but once we figured that out, the rest was easy. We cooked breakfast only while there and had what we needed to do that. We used the hot tub which was nice to unwind. Our weekend was warm, we needed the A/C, and then a couple nights switched on the heat, which is boiler/radiant heat. The noise from that was concerning at first but got used to that. Might need to have that looked at. The location was great for our visit to Chicago. We would recommend checking this place out and thanks to Omar for a great weekend with family and friends.
Home in Blue Island
4.81 out of 5 average rating, 182 reviewsWarm and comfortable inviting Suburban home !
Rich's place was the perfect location for us. We needed to get to the city for the Chicago Marathon, but didn't want to stay IN the city. Check in and check out were easy. The place was clean, spacious, and comfortable. Thank you!!
Home in Bolingbrook
4.92 out of 5 average rating, 116 reviewsThe Sunshine Spot
House was perfect all around. Location was amazing being so close to stores and major highways!
Home in Chicago
4.94 out of 5 average rating, 178 reviewsWrigleyville Greystone
Stayed for the Chicago Marathon. Good place to stay as it is very close to a train stop to get downtown. Parking wasn't too bad. Mark was very kind. Would recommend this spot to others
Home in Justice
4.94 out of 5 average rating, 217 reviews3 Kng, 1 Qn, 1 Full, 3AirBd|Basktbll Crt|FreePrkin
The house was very nice and big. Everything was accessible for our needs. Over all a good stay!
Kid-friendly apartment rentals
Rental unit in Chicago
4.95 out of 5 average rating, 181 reviewsFlexible Apt. for 8 by Oak Park-CHI
Our stay at Lois’s apartment was wonderful! Everything went smoothly, and we felt right at home from the moment we arrived. The apartment was exceptionally well-equipped, especially the kitchen, which had everything we needed to cook comfortably. It truly made our stay enjoyable!
Rental unit in Chicago
4.78 out of 5 average rating, 286 reviewsCozy Garden-Subterranean Apartment
This was one of my favorite airbnbs I've every stayed in. I I had complete privacy and all the amenities, including breakfast and a shampoo/conditioner combo that actually left my hair soft. Her homemade scones were better then the ones I had in Italy! This place has charm and is in a quiet area. If Jenny isn't already a superhost, she should be! I'd recommend her place in a heartbeat.
Rental unit in Chicago
4.86 out of 5 average rating, 248 reviewsFamily Friendly 3BR Duplex in Roscoe Village
Lovely location for those who don’t need to be in the most touristy areas of the city. Beautiful homes all around the neighborhood and very family friendly. And good food just a walk away—and the grocery store is super close. The place was a great size and layout for our needs. Not the most stocked in terms of toiletries, but a well stocked kitchen for those who want to stay in and hang out at the place. And over all super cozy place.
Rental unit in Chicago
4.84 out of 5 average rating, 111 reviewsGarden Apartment in captivating Hyde Park
Great hosts. Very friendly and helpful. We had a rental car and the private parking was helpful! The location was fantastic. Everything was very comfortable and exactly as described.
Rental unit in Evanston
4.84 out of 5 average rating, 237 reviewsAdorable 1BR apartment near Northwestern
Our stay was fantastic! The property was spotless and located in a great spot, making it convenient for our trip. The host was very responsive, providing quick communication. Overall, a wonderful experience!”
Rental unit in Chicago
4.95 out of 5 average rating, 477 reviewsLogan Square Apartment - 2nd floor brick two-flat
Great amenities, (that toaster oven is incredible,) a gorgeous place (I’d live there in a heartbeat,) and easy to check in and out of. What more could you ask for?
Rental unit in Chicago
4.98 out of 5 average rating, 192 reviewsBridgeport Garden Apartment
Such a wonderful stay in Bridgeport!! Thanks to Juan and Nelly for their hospitality and personal touches around the unit. They went above and beyond to make us feel at home. It was a great location with plenty of restaurants within walking distance. We will be back for sure!!
Rental unit in Chicago
4.97 out of 5 average rating, 132 reviewsInviting 2 Bedroom Apartment in Roscoe Village
Laura’s place was perfect! Very walkable to shops and restaurants in Roscoe Village. Quiet, safe neighborhood. Easy check in with key pads. Two bikes were available on the back patio for use with locks. She provided extras such as a few Kuerig coffee pods, board games, a brita water filter filled on arrival, and several ice trays already frozen. Very clean, comfortable beds. We would definitely stay here again!
Kid-friendly condo rentals
Condo in Chicago
4.84 out of 5 average rating, 338 reviewsChic and Charming Vintage Condominium in Lincoln Park
Our group of 5 cousins from Iowa, London and New York enjoyed staying in this lovely apartment for a week as we reunited and explored all the great things to do in Chicago and the neighborhoods near Lincoln Park. We could walk to many restaurants and parks. The apartment has lots of natural light, a great layout and is very well stocked. Access to two off the street parking spots was a bonus. Colin was an excellent communicator. We will definitely be staying here again in the future.
Condo in Chicago
4.9 out of 5 average rating, 218 reviewsA Stones Throw from U Chicago South Campus!
The place is literally next to the University. Very clean well stocked and super Comfortable. Luke made sure to let me know there might be an internet outage due to maintenance which didn’t even affect us. The beds were super Comfortable. What I would say is if you have never slept in a city type apt you might have to get use to the upstairs walking and noise but nothing crazy. I will definitely recommend this place and I will definitely stay here again when coming back.
Condo in Evergreen Park
4.8 out of 5 average rating, 109 reviewsEvergreen Park Condo with balcony and Jacuzzi tub
Had a great stay!!! Felt right at home and enjoyed having a nice quiet place to stay after a long day in the city. The condo is so cute and was exactly what we were looking for!!
Condo in Chicago
4.95 out of 5 average rating, 117 reviewsEntire 3Bed/2Bath Condo Near McCormick & Metro
Excelente alojamiento para quedarse más de 3 días, recomiendo el uso de transporte público para moverse. El departamento estuvo impecable así como las almohadas, sabanas y demás. En la cocina suficientes utensilios para preparar comida o para comer en casa. El departamento queda a aproximadamente a 30 minutos del centro de Chicago.
Condo in Chicago
4.9 out of 5 average rating, 101 reviewsConvenient & Spacious 3BR Condo w/Free Parking
Outstanding place! The property was exceptionally clean, comfortable, and exactly as described. We had no issues at all during our stay, and the host’s communication was excellent—quick, clear, and very helpful. The space felt welcoming, and everything we needed was provided. We’d definitely stay here again and highly recommend it to others looking for a worry-free experience. Thank you for a fantastic stay!
Condo in Chicago
4.82 out of 5 average rating, 335 reviewsDream Condo steps from Wrigley Field!
Really good place. Can’t thank you enough, this place really left a good image as well as visiting Chicago for a first. Would 100% request this place again for future visits
Condo in Chicago
4.99 out of 5 average rating, 124 reviewsLuxurious River North 3BR/2BA- Free Onsite Parking
We had a great time and really enjoyed our stay! Plenty of space, beautiful and clean, nice touches throughout the unit, comfortable beds, a gated parking space right there, convenient to so many things… the list goes on and on. Our hosts even dropped some fantastic donuts off on our last morning. We highly recommend this airbnb!
Condo in Chicago
4.91 out of 5 average rating, 117 reviews1 #33 - 4 Bdrm Condo - McCormick Place, Chinatown
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.
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