![](https://a0.muscache.com/im/pictures/de6fe07f-2515-4a23-b929-aad2853c6fa9.jpg)
Kid-friendly vacation rentals in South Side
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in South Side
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for South Side kid-friendly rentals
Kid-friendly house rentals
![](https://a0.muscache.com/im/pictures/b019cd4b-025c-454b-96d4-49a18cbe5834.jpg?im_w=720)
Home in Whiting
4.8 out of 5 average rating, 231 reviewsWhiting Getaway
![](https://a0.muscache.com/im/pictures/hosting/Hosting-47077568/original/0d5e7570-19c7-4f3a-a641-f5341f38507f.jpeg?im_w=720)
Home in Berwyn
4.91 out of 5 average rating, 262 reviewsPrivate apartment with retro vibe
![](https://a0.muscache.com/im/pictures/airflow/Hosting-14741430/original/ff7d02df-1f73-40bd-8eb2-52ffffda3048.jpg?im_w=720)
Home in Chicago
4.98 out of 5 average rating, 322 reviewsCozy garden apartment historic Jackson Bvld.
![](https://a0.muscache.com/im/pictures/airflow/Hosting-53022734/original/7c944f12-3909-4d6e-9413-87e386b5cf29.jpg?im_w=720)
Home in Wilmette
4.98 out of 5 average rating, 101 reviewsUnique porcelain-enamel paneled "Lustron" home
![](https://a0.muscache.com/im/pictures/92bc372c-4ef5-4f2b-aff8-7dbdd7964d3b.jpg?im_w=720)
Home in Chicago
4.95 out of 5 average rating, 179 reviewsParadise on the Park
![](https://a0.muscache.com/im/pictures/98319528-a2d3-40ab-a9ca-69266cb35df4.jpg?im_w=720)
Home in Chicago
4.93 out of 5 average rating, 221 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
![](https://a0.muscache.com/im/pictures/5f8b7424-9265-4ce4-b27a-92e87cadb780.jpg?im_w=720)
Home in Chicago
4.97 out of 5 average rating, 362 reviewsTop Floor Escape | Modern Amenities | Lush Garden
![](https://a0.muscache.com/im/pictures/airflow/Hosting-3979385/original/d81c3fc9-6b1e-4ae8-9365-6d6591dc1c28.jpg?im_w=720)
Home in Chicago
4.9 out of 5 average rating, 339 reviewsPrivate 3rd Floor Apartment
Kid-friendly apartment rentals
![](https://a0.muscache.com/im/pictures/5e85de30-11ee-46c6-99fd-33cd018069a4.jpg?im_w=720)
Apartment in Chicago
4.89 out of 5 average rating, 250 reviewsModern
![](https://a0.muscache.com/im/pictures/be6b8d96-5487-4148-9e9d-8bd7aced5330.jpg?im_w=720)
Apartment in Forest Park
5.0 out of 5 average rating, 232 reviewsLike a Treehouse!
![](https://a0.muscache.com/im/pictures/airflow/Hosting-599101808911768002/original/78e4e3fe-6e81-4ec1-9a4a-0af9d906e071.jpg?im_w=720)
Apartment in Chicago
4.98 out of 5 average rating, 140 reviewsModern Apt with style & comfort in Pilsen Chicago
![](https://a0.muscache.com/im/pictures/75c73f30-a530-49a7-ae18-4479f83818d6.jpg?im_w=720)
Apartment in Chicago
4.84 out of 5 average rating, 178 reviewsThe Cottage
![](https://a0.muscache.com/im/pictures/miso/Hosting-30539151/original/23b46ee5-d8fe-45d5-a829-d997eceb717f.jpeg?im_w=720)
Apartment in Chicago
4.87 out of 5 average rating, 221 reviewsGarden Apartment in the Historic Heart of the City
![](https://a0.muscache.com/im/pictures/1b1912d4-4c98-4b65-80ba-ee41d5e82ec3.jpg?im_w=720)
Apartment in Chicago
4.83 out of 5 average rating, 155 reviewsUniversity Retreat
![](https://a0.muscache.com/im/pictures/miso/Hosting-566954028269623503/original/6465b93b-ad11-46da-a347-9da9b32380f6.jpeg?im_w=720)
Apartment in Chicago
4.96 out of 5 average rating, 103 reviewsCute, Clean, Cozy Apartment in Pilsen
![](https://a0.muscache.com/im/pictures/f7b0fc52-89b5-42c1-88a4-855ed2a0f9b7.jpg?im_w=720)
Apartment in Chicago
4.89 out of 5 average rating, 303 reviewsVintage Bridgeport Apartment
Kid-friendly condo rentals
![](https://a0.muscache.com/im/pictures/miso/Hosting-42197468/original/50aa6985-bcca-4ceb-9512-2eab2f4cd11c.jpeg?im_w=720)
Condo in Chicago
4.86 out of 5 average rating, 123 reviewsQuiet, Modern, Convenient 2 bedroom condo
![](https://a0.muscache.com/im/pictures/d7b2bf50-c74b-4c10-942e-ec7763a3a404.jpg?im_w=720)
Condo in Chicago
4.86 out of 5 average rating, 341 reviewsNear McCormick Place and Minutes from Downtown!
![](https://a0.muscache.com/im/pictures/10a3946a-1582-4720-86ec-93d5f679bb58.jpg?im_w=720)
Condo in Chicago
4.9 out of 5 average rating, 103 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
![](https://a0.muscache.com/im/pictures/miso/Hosting-671015054572757157/original/55e9b6c5-1607-40b7-abbe-f43b87aa5717.jpeg?im_w=720)
Condo in Chicago
4.96 out of 5 average rating, 131 reviewsPrivate hot tub - King bed suite - Free parking
![](https://a0.muscache.com/im/pictures/90da5459-016c-4fc4-97fa-76e09d42b706.jpg?im_w=720)
Condo in Chicago
4.97 out of 5 average rating, 338 reviewsLincoln Square Gem!
![](https://a0.muscache.com/im/pictures/d9fe2ffa-1e08-47a5-a5fd-383d104287b3.jpg?im_w=720)
Condo in Chicago
4.96 out of 5 average rating, 448 reviewsUnique Lincoln Park Duplex Apt
![](https://a0.muscache.com/im/pictures/336130e8-7510-4bcd-a67b-3c21fcc72647.jpg?im_w=720)
Condo in Chicago
4.87 out of 5 average rating, 130 reviews3D Tour! Designer Condo near Logan Square
![](https://a0.muscache.com/im/pictures/7eb5a42a-34be-4460-ba01-ce745de064eb.jpg?im_w=720)
Condo in Chicago
4.99 out of 5 average rating, 578 reviewsUrban Comfort in the Heart of Chicago
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Saugatuck Vacation rentals
- Evanston Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Bend Vacation rentals
- Schaumburg Vacation rentals
- New Buffalo Vacation rentals
- Chicago Vacation rentals
- Kid-friendly rentals United States
- Kid-friendly rentals Chicago
- Kid-friendly rentals Chicago
- Kid-friendly rentals Downtown Chicago
- Condo rentals South Side
- Rentals with a washer and dryer South Side
- Private suite rentals South Side
- Rentals with breakfast South Side
- Waterfront rentals South Side
- Apartment rentals South Side
- Rentals with lake access South Side
- Rentals with outdoor seating South Side
- Fitness-friendly rentals South Side
- Rentals with a fireplace South Side
- Townhouse rentals South Side
- Rentals with a hot tub South Side
- Pet-friendly rentals South Side
- Family-friendly rentals South Side
- Rentals with an EV charger South Side
- Rentals with a fire pit South Side
- House rentals South Side
- Rentals with beach access South Side
- Monthly Rentals South Side
- Rentals with pools South Side
- Rentals with a patio South Side
- Smoking-friendly rentals South Side
- Kid-friendly rentals Milwaukee
- Kid-friendly rentals Illinois
- Kid-friendly rentals Cook County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes