![](https://images.contentstack.io/v3/assets/blt00454ccee8f8fe6b/blt2d6ad9bc010e8492/61810c9e11a78376f7141d6a/US_Chicago_US_Header.jpg)
Family-friendly vacation rentals in Chicago
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chicago
Guests agree: these family-friendly homes 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 Chicago family-friendly rentals
Family-friendly home rentals with a hot tub
![](https://a0.muscache.com/im/pictures/10405702/c6bbb968_original.jpg?im_w=720)
Home in West Town
4.85 out of 5 average rating, 296 reviewsLux Urban 3BR/3BA Duplex + Parking!
![](https://a0.muscache.com/im/pictures/95535076/dbb73f55_original.jpg?im_w=720)
Condo in Logan Square
4.98 out of 5 average rating, 237 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
![](https://a0.muscache.com/im/pictures/miso/Hosting-10452642/original/d21015f4-c6a1-40b5-93e5-d3d568917f7b.jpeg?im_w=720)
Rental unit in Near South Side
4.87 out of 5 average rating, 175 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
![](https://a0.muscache.com/im/pictures/miso/Hosting-23658333/original/bd27a8d6-bc2e-45ca-9394-181c957aba4a.jpeg?im_w=720)
Rental unit in The Loop
4.73 out of 5 average rating, 33 reviewsThe Professional's Playground
![](https://a0.muscache.com/im/pictures/f06ba4b3-8e18-4ef3-9239-ba86e785fbfa.jpg?im_w=720)
Loft in West Town
4.81 out of 5 average rating, 280 reviewsArtist Loft Duplex in a 1904 Former Factory
![](https://a0.muscache.com/im/pictures/14d4f042-4361-425d-96c0-87477bfc16d5.jpg?im_w=720)
Condo in Irving Park
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
![](https://a0.muscache.com/im/pictures/5f7c9403-1a6d-435b-b301-8d79ed728c0d.jpg?im_w=720)
Rental unit in Bronzeville
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1163030673993454198/original/7dac10e5-b2c3-4f2d-826a-dd4b2f102659.jpeg?im_w=720)
Rental unit in Near South Side
5 out of 5 average rating, 4 reviewsLux Loop Retreat: Amazing Views, Free Parking
Family- and pet-friendly home rentals
![](https://a0.muscache.com/im/pictures/hosting/Hosting-25238570/original/b87230ab-fd04-407d-b2a1-39258d7f4d68.jpeg?im_w=720)
Townhouse in Old Town
4.84 out of 5 average rating, 156 reviewsDowntown Elegance ✨ Private Yard Parking
![](https://a0.muscache.com/im/pictures/202823f9-cb3b-4613-be41-ea421cc4ec8e.jpg?im_w=720)
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 304 reviewsa SIMPLE place
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-17992895/original/56c0c0df-d7d2-4e36-8f6b-9da2f8ec3088.jpeg?im_w=720)
Rental unit in Roscoe Village
4.76 out of 5 average rating, 169 reviewsBright Converted Storefront In Roscoe Village
![](https://a0.muscache.com/im/pictures/miso/Hosting-19747110/original/30b259ee-b2b4-4012-8d01-64e4c2cdc104.jpeg?im_w=720)
Guest suite in Portage Park
4.94 out of 5 average rating, 131 reviewsCozy Home Living, Dogs, Kids, Free Parking, 420 OK
![](https://a0.muscache.com/im/pictures/a0639ae3-09a7-495f-9a38-b9f0db0c0e55.jpg?im_w=720)
Rental unit in River North
4.89 out of 5 average rating, 271 reviewsRiver North's Rock N Roll
![](https://a0.muscache.com/im/pictures/miso/Hosting-20586078/original/1248e7e1-cf12-45d5-90de-e050bc8c157c.jpeg?im_w=720)
Rental unit in Logan Square
4.9 out of 5 average rating, 359 reviewsSunny Logan Square Artists' home
![](https://a0.muscache.com/im/pictures/c891a2f4-fb22-4b5f-8aca-ca677be03621.jpg?im_w=720)
Rental unit in Andersonville
4.92 out of 5 average rating, 408 reviewsAndersonville Living
![](https://a0.muscache.com/im/pictures/5e2ed68c-3710-4697-a7bf-c0a79aba28a0.jpg?im_w=720)
Rental unit in Chicago
4.83 out of 5 average rating, 260 reviews4BDRM Gorgeous Apt Pilsen Private Parking avail
Family-friendly home rentals with a pool
![](https://a0.muscache.com/im/pictures/2b8e4eaf-eb00-488a-a4cb-8d86850063c0.jpg?im_w=720)
Rental unit in The Loop
4.76 out of 5 average rating, 194 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
![](https://a0.muscache.com/im/pictures/738313ec-289e-4dbf-8ea6-f7c6abbff0a1.jpg?im_w=720)
Rental unit in The Loop
5 out of 5 average rating, 11 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
![](https://a0.muscache.com/im/pictures/miso/Hosting-24335220/original/e49ab81d-ec85-446a-b1de-31d41a3b0e95.jpeg?im_w=720)
Guest suite in Bridgeport
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
![](https://a0.muscache.com/im/pictures/miso/Hosting-17785847/original/1205180d-1ec4-46ce-abcf-c912827b7289.jpeg?im_w=720)
Guest suite in Berwyn
4.71 out of 5 average rating, 34 reviewsMusic Hot Spot’s Main Level
![](https://a0.muscache.com/im/pictures/77582c38-f6b5-45b7-8fc1-28ebfaa0a1f3.jpg?im_w=720)
Rental unit in The Loop
4.77 out of 5 average rating, 213 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
![](https://a0.muscache.com/im/pictures/miso/Hosting-17785847/original/db942452-2bed-40d0-b104-39cd8e7e217b.jpeg?im_w=720)
Place to stay in Berwyn
Beat-Town Flex Stays
Quick stats about vacation rentals that are family-friendly in Chicago
Total rentals
4.8K properties
Total number of reviews
250K reviews
Pet-friendly rentals
1.7K properties allow pets
Rentals with a pool
320 properties have a pool
Rentals with dedicated workspaces
3.3K properties have a dedicated workspace
Wifi availability
4.8K properties include access to wifi
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
- Holland Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Side Vacation rentals
- South Bend Vacation rentals
- Schaumburg Vacation rentals
- Family-friendly rentals United States
- Fitness-friendly rentals Chicago
- Rentals with lake access Chicago
- Rentals with a home theater Chicago
- Rentals with outdoor seating Chicago
- Rentals with a patio Chicago
- Rentals with a sauna Chicago
- Kid-friendly rentals Chicago
- Smoking-friendly rentals Chicago
- Beachfront rentals Chicago
- Rentals with a balcony Chicago
- Mansion rentals Chicago
- Rentals with a washer and dryer Chicago
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- House rentals Chicago
- Private suite rentals Chicago
- Rentals with beach access Chicago
- Rentals with breakfast Chicago
- Rentals with a fire pit Chicago
- Waterfront rentals Chicago
- Rentals with pools Chicago
- Rentals with an accessible height bed Chicago
- Monthly Rentals Chicago
- Boutique hotel rentals Chicago
- Hotel rentals Chicago
- Pet-friendly rentals Chicago
- Rentals with an EV charger Chicago
- Rentals with a fireplace Chicago
- Apartment rentals Chicago
- Loft rentals Chicago
- Townhouse rentals Chicago
- Lakehouse rentals Chicago
- Bed and breakfasts Chicago
- Family-friendly rentals Downtown Chicago
- Family-friendly rentals Lake Geneva
- Family-friendly rentals Illinois
- Family-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