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, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
Apartment in Near South Side
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Condo in Chicago
4.98 out of 5 average rating, 234 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Apartment in Chicago
4.81 out of 5 average rating, 26 reviewsThe Professional's Playground
Apartment in Chicago
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
Condo in Irving Park
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
Loft in West Town
4.81 out of 5 average rating, 278 reviewsArtist Loft Duplex in a 1904 Former Factory
Condo in Chicago
4.46 out of 5 average rating, 79 reviewsCozy 2bd unit,10mins 4m dwntwn,IDEAL FOR LONG STAY
Family- and pet-friendly home rentals
Condo in Chicago
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
Home in Wicker Park
4.93 out of 5 average rating, 327 reviewsAmazing Penthouse Skyline Views!
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Apartment in Chicago
4.95 out of 5 average rating, 654 reviewsBest in Chicago, private, amazing garden space
Apartment in Lincoln Park
4.89 out of 5 average rating, 145 reviewsChicago Lincoln Park North Pond 2 Bedroom Pied-à-Terre
Home in Chicago
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
Apartment in Chicago
4.87 out of 5 average rating, 304 reviewsUnwind in the Garden of an elegant, Modern Home
Condo in Wicker Park
4.87 out of 5 average rating, 239 reviewsSpacious & Stylish Home at the ♥ of Wicker Park
Family-friendly home rentals with a pool
Apartment in Chicago
4.78 out of 5 average rating, 188 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Apartment in The Loop
5.0 out of 5 average rating, 9 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
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
Apartment in Chicago
4.76 out of 5 average rating, 203 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Apartment in The Loop
4.61 out of 5 average rating, 49 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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