Kid-friendly vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for North Side kid-friendly rentals
Kid-friendly house rentals
Home in Uptown
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
Apr 13 – 20
Home in Lake View
4.98 out of 5 average rating, 206 reviewsWrigleyville Southport Studio
Dec 1 – 8
Home in West Loop
4.88 out of 5 average rating, 372 reviewsPro Cleaned & Isolated West Loop Coach House
Feb 7 – 14
Home in Logan Square
4.97 out of 5 average rating, 356 reviewsGreystone Haven in Logan Square
Sep 1 – 6
Home in Bridgeport
4.95 out of 5 average rating, 121 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Apr 6 – 13
Home in West Town
4.95 out of 5 average rating, 171 reviewsParadise on the Park
Dec 6 – 13
Home in Chicago
4.96 out of 5 average rating, 316 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
Nov 12 – 19
Home in West Loop
4.97 out of 5 average rating, 318 reviewsCozy garden apartment historic Jackson Bvld.
Mar 10 – 15
Kid-friendly apartment rentals
Apartment in Irving Park
4.97 out of 5 average rating, 251 reviewsSpacious 1BR apartment in a central location
Sep 23 – 30
Apartment in Wrigleyville
4.93 out of 5 average rating, 187 reviewsTaj Ma-small at Wrigley
Feb 19 – 26
Apartment in Avondale
4.97 out of 5 average rating, 118 reviewsDesigner Avondale Attic
Jul 6 – 13
Apartment in Portage Park
4.99 out of 5 average rating, 181 reviewsNW Chicago Apartment in Safe Neighborhood
Sep 19 – 26
Apartment in Chicago
4.86 out of 5 average rating, 101 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apr 4 – 11
Apartment in Logan Square
4.93 out of 5 average rating, 207 reviewsCozy Private Coach House
Oct 1 – 8
Apartment in Logan Square
4.96 out of 5 average rating, 162 reviews2BR Centrally Located in Cozy Hip Logan Square
Dec 6 – 13
Apartment in Roscoe Village
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Jan 14 – 21
Kid-friendly condo rentals
Condo in West Town
4.87 out of 5 average rating, 107 reviewsSpacious Duplex in Great Location
Sep 18 – 25
Condo in East Rogers Park
4.93 out of 5 average rating, 187 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
Dec 26 – Jan 2
Condo in Humboldt Park
4.86 out of 5 average rating, 123 reviews3D Tour! Designer Condo near Logan Square
Jan 13 – 20
Condo in West Town
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
Sep 13 – 20
Condo in North Center
4.91 out of 5 average rating, 121 reviewsSpacious & Modern Family Friendly North Center Apt
Nov 2 – 9
Condo in Lake View
4.99 out of 5 average rating, 562 reviewsUrban Comfort in the Heart of Chicago
Jul 24 – 31
Condo in Jefferson Park
4.82 out of 5 average rating, 125 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Jun 15 – 22
Condo in Chicago
4.98 out of 5 average rating, 255 reviewsNorthside Chicago Favorite with parking!
Sep 13 – 20
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 Side Vacation rentals
- South Bend Vacation rentals
- New Buffalo Vacation rentals
- Chicago Vacation 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 washer 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
- 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