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
4.9 out of 5 average rating, 334 reviewsPrivate 3rd Floor Apartment
Home in Roscoe Village
4.94 out of 5 average rating, 212 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Home in Bridgeport
4.95 out of 5 average rating, 123 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Home in Lake View
4.98 out of 5 average rating, 206 reviewsWrigleyville Southport Studio
Home in Logan Square
4.97 out of 5 average rating, 358 reviewsGreystone Haven in Logan Square
Home in West Loop
4.97 out of 5 average rating, 318 reviewsCozy garden apartment historic Jackson Bvld.
Home in Chicago
4.95 out of 5 average rating, 321 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
Home in West Town
4.95 out of 5 average rating, 173 reviewsParadise on the Park
Kid-friendly apartment rentals
Apartment in Chicago
4.99 out of 5 average rating, 231 reviewsA Whimsical Fairy-tale Loft in Ravenswood Chicago
Apartment in Lake View
4.97 out of 5 average rating, 331 reviewsCharming, Spacious 3BR Lakeview Apt Near Transit
Apartment in Chicago
4.96 out of 5 average rating, 485 reviewsStunning Retro Apartment in Andersonville
Apartment in Chicago
4.93 out of 5 average rating, 382 reviewsRavenswood Guest House Annex
Apartment in Portage Park
4.99 out of 5 average rating, 181 reviewsNW Chicago Apartment in Safe Neighborhood
Apartment in Roscoe Village
4.95 out of 5 average rating, 241 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Apartment in Lincoln Park
4.98 out of 5 average rating, 300 reviewsRedesigned Lower Level Studio in Historic Building
Apartment in Andersonville
4.82 out of 5 average rating, 440 reviewsLovely Andersonville Apt with Ideal Location
Kid-friendly condo rentals
Condo in Jefferson Park
4.82 out of 5 average rating, 125 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Condo in Chicago
4.98 out of 5 average rating, 256 reviewsNorthside Chicago Favorite with parking!
Condo in North Center
4.91 out of 5 average rating, 122 reviewsSpacious & Modern Family Friendly North Center Apt
Condo in Lincoln Park
4.95 out of 5 average rating, 441 reviewsUnique Lincoln Park Duplex Apt
Condo in Logan Square
4.98 out of 5 average rating, 235 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Condo in Chicago
4.81 out of 5 average rating, 445 reviewsCozy Apartment with Free On-Site Parking
Condo in East Rogers Park
4.93 out of 5 average rating, 187 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
Condo in Humboldt Park
4.86 out of 5 average rating, 125 reviews3D Tour! Designer Condo near Logan Square
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
- Smoking-friendly rentals North Side
- Guesthouse rentals North Side
- Rentals with a balcony North Side
- Rentals with lake access North Side
- Rentals with a fire pit North Side
- Rentals with beach access North Side
- House rentals North Side
- Rentals with outdoor seating North Side
- Waterfront rentals North Side
- Loft rentals North Side
- Monthly Rentals North Side
- Rentals with an EV charger North Side
- Townhouse rentals North Side
- Apartment rentals North Side
- Hotel rentals North Side
- Rentals with pools North Side
- Fitness-friendly rentals North Side
- Rentals with a patio North Side
- Rentals with a hot tub North Side
- Private suite rentals North Side
- Rentals with a washer and dryer North Side
- Rentals with breakfast North Side
- Bed and breakfasts North Side
- Pet-friendly rentals North Side
- Condo rentals North Side
- Family-friendly rentals North Side
- Beachfront rentals North Side
- Rentals with a fireplace North Side
- 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