Family-friendly vacation rentals in Wicker Park, Chicago
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wicker Park, 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 Wicker Park, Chicago family-friendly rentals
Family-friendly home rentals with a hot tub
Home in West Town
4.85 out of 5 average rating, 293 reviewsLux Urban 3BR/3BA Duplex + Parking!
Condo in Logan Square
4.98 out of 5 average rating, 237 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Rental unit in Chicago
4.87 out of 5 average rating, 165 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Rental unit in The Loop
4.83 out of 5 average rating, 30 reviewsThe Professional's Playground
Condo in Irving Park
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
Rental unit in Bronzeville
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
Loft in West Town
4.81 out of 5 average rating, 278 reviewsArtist Loft Duplex in a 1904 Former Factory
Rental unit in Chicago
Lux Loop Retreat: Amazing Views, Free Parking
Family- and pet-friendly home rentals
Condo in West Town
4.88 out of 5 average rating, 240 reviews2 King Bed Condo Easy Downtown Free Street Parking
Home in Wicker Park
4.93 out of 5 average rating, 330 reviewsAmazing Penthouse Skyline Views!
Rental unit in Logan Square
4.95 out of 5 average rating, 659 reviewsBest in Chicago, private, amazing garden space
Rental unit in Irving Park
4.86 out of 5 average rating, 330 reviewsThe Avondale Garden Unit
Condo in Lincoln Park
4.83 out of 5 average rating, 314 reviewsChic and Charming Vintage Condominium in Lincoln Park
Home in Uptown
4.9 out of 5 average rating, 339 reviewsPrivate 3rd Floor Apartment
Rental unit in Lincoln Park
4.83 out of 5 average rating, 134 reviewsChicago Lincoln Park Getaway
Rental unit in West Town
4.87 out of 5 average rating, 307 reviewsUnwind in the Garden of an elegant, Modern Home
Family-friendly home rentals with a pool
Rental unit in The Loop
4.77 out of 5 average rating, 191 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Guest suite in Berwyn
4.75 out of 5 average rating, 32 reviewsMusic Hot Spot’s Main Level
Guest suite in Bridgeport
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
Rental unit in The Loop
4.77 out of 5 average rating, 208 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Rental unit in The Loop
4.6 out of 5 average rating, 52 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Place to stay in Berwyn
Beat-Town Flex Stays
Quick stats about vacation rentals that are family-friendly in Wicker Park, Chicago
Total rentals
90 properties
Wifi availability
90 properties include access to wifi
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Total number of reviews
6.1K reviews
Nightly prices starting at
$60 before taxes and fees
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