Family-friendly holiday 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.
Holiday 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!
Flat in Near South Side
4.87 out of 5 average rating, 159 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Apartment in Chicago
4.98 out of 5 average rating, 235 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Flat in The Loop
4.81 out of 5 average rating, 26 reviewsThe Professional's Playground
Apartment in Irving Park
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
Flat in Chicago
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
Flat in Chicago
5.0 out of 5 average rating, 4 reviewsThe Playwright's Palace
Family- and pet-friendly home rentals
Apartment in Chicago
4.88 out of 5 average rating, 236 reviews2 King Bed Condo Easy Downtown Free Street Parking
Flat in Irving Park
4.86 out of 5 average rating, 326 reviewsThe Avondale Garden Unit
Apartment in Lincoln Park
4.83 out of 5 average rating, 308 reviewsChic and Charming Vintage Condominium in Lincoln Park
Flat in Chicago
4.95 out of 5 average rating, 654 reviewsBest in Chicago, private, amazing garden space
Home in Uptown
4.9 out of 5 average rating, 335 reviewsPrivate 3rd Floor Apartment
Flat in Irving Park
4.76 out of 5 average rating, 300 reviewsITALIAN garden apt/kids friendly/great location!!
Home in Wicker Park
4.93 out of 5 average rating, 327 reviewsAmazing Penthouse Skyline Views!
Flat in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Family-friendly home rentals with a pool
Flat in Chicago
4.78 out of 5 average rating, 189 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Flat 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
Flat in Chicago
4.77 out of 5 average rating, 205 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Flat in The Loop
4.62 out of 5 average rating, 50 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Place to stay in Berwyn
Beat-Town Flex Stays
Quick stats about holiday 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
£48 before taxes and fees
Destinations to explore
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