Kid-friendly holiday rentals in North Side
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in North Side
Guests agree: These kid-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for North Side kid-friendly rentals
Child-friendly house rentals
Home in Uptown
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
13–20 Apr
Home in Lake View
4.98 out of 5 average rating, 206 reviewsWrigleyville Southport Studio
1–8 Dec
Home in West Loop
4.88 out of 5 average rating, 372 reviewsPro Cleaned & Isolated West Loop Coach House
7–14 Feb
Home in Logan Square
4.97 out of 5 average rating, 356 reviewsGreystone Haven in Logan Square
1–6 Sep
Home in Bridgeport
4.95 out of 5 average rating, 121 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
6–13 Apr
Home in West Town
4.95 out of 5 average rating, 171 reviewsParadise on the Park
6–13 Dec
Home in Chicago
4.96 out of 5 average rating, 316 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
12–19 Nov
Home in West Loop
4.97 out of 5 average rating, 318 reviewsCozy garden apartment historic Jackson Bvld.
10–15 Mar
Kid-Friendly apartment rentals
Apartment in Irving Park
4.97 out of 5 average rating, 251 reviewsSpacious 1BR apartment in a central location
23–30 Sep
Apartment in Wrigleyville
4.93 out of 5 average rating, 187 reviewsTaj Ma-small at Wrigley
19–26 Feb
Apartment in Avondale
4.97 out of 5 average rating, 117 reviewsDesigner Avondale Attic
6–13 Jul
Apartment in Portage Park
4.99 out of 5 average rating, 181 reviewsNW Chicago Apartment in Safe Neighborhood
19–26 Sep
Apartment in Chicago
4.86 out of 5 average rating, 101 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
4–11 Apr
Apartment in Logan Square
4.93 out of 5 average rating, 207 reviewsCozy Private Coach House
1–8 Oct
Apartment in Logan Square
4.96 out of 5 average rating, 162 reviews2BR Centrally Located in Cozy Hip Logan Square
6–13 Dec
Apartment in Roscoe Village
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
14–21 Jan
Child-Friendly Holiday Condos
Condo in West Town
4.87 out of 5 average rating, 107 reviewsSpacious Duplex in Great Location
18–25 Sep
Condo in East Rogers Park
4.93 out of 5 average rating, 187 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
26 Dec – 2 Jan
Condo in Humboldt Park
4.86 out of 5 average rating, 123 reviews3D Tour! Designer Condo near Logan Square
13–20 Jan
Condo in West Town
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
13–20 Sep
Condo in North Center
4.91 out of 5 average rating, 121 reviewsSpacious & Modern Family Friendly North Center Apt
2–9 Nov
Condo in Lake View
4.99 out of 5 average rating, 561 reviewsUrban Comfort in the Heart of Chicago
24–31 Jul
Condo in Jefferson Park
4.82 out of 5 average rating, 125 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
15–22 Jun
Condo in Chicago
4.98 out of 5 average rating, 255 reviewsNorthside Chicago Favorite with parking!
13–20 Sep
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Kid-friendly rentals United States
- Kid-friendly rentals Chicago
- Kid-friendly rentals Downtown Chicago
- Kid-friendly rentals Milwaukee
- Kid-friendly rentals Illinois
- Beachfront rentals North Side
- Rentals with a balcony North Side
- Family-friendly rentals North Side
- Bed and breakfasts North Side
- Waterfront rentals North Side
- Rentals with a fire pit North Side
- Smoking-friendly rentals North Side
- Condo rentals North Side
- Guesthouse rentals North Side
- Rentals with a hot tub North Side
- Monthly Rentals North Side
- Loft rentals North Side
- Rentals with an EV charger North Side
- Rentals with a fireplace North Side
- Townhouse rentals North Side
- Rentals with pools North Side
- Private suite rentals North Side
- House rentals North Side
- Pet-friendly rentals North Side
- Rentals with breakfast North Side
- Apartment rentals North Side
- Rentals with outdoor seating North Side
- Rentals with beach access North Side
- Hotel rentals North Side
- Rentals with lake access North Side
- Fitness-friendly rentals North Side
- Rentals with a patio North Side
- Rentals with a washing machine and dryer North Side
- 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
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- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom