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!
Nov 14 – 21
Apartment in Near South Side
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Nov 15 – 22
Condo in Chicago
4.98 out of 5 average rating, 234 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Mar 18 – 25
Apartment in Chicago
4.81 out of 5 average rating, 26 reviewsThe Professional's Playground
Nov 17 – 24
Apartment in Chicago
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
Jul 5 – 12
Condo in Irving Park
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
Mar 21 – 28
Loft in West Town
4.81 out of 5 average rating, 278 reviewsArtist Loft Duplex in a 1904 Former Factory
Jun 13 – 20
Apartment in The Loop
5.0 out of 5 average rating, 3 reviewsThe Playwright's Palace
Oct 31 – Nov 7
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
Nov 5 – 12
Condo in Lincoln Park
4.83 out of 5 average rating, 308 reviewsChic and Charming Vintage Condominium in Lincoln Park
Oct 22 – 29
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Mar 6 – 13
Home in Wicker Park
4.93 out of 5 average rating, 326 reviewsAmazing Penthouse Skyline Views!
Jan 4 – 11
Apartment in Chicago
4.95 out of 5 average rating, 654 reviewsBest in Chicago, private, amazing garden space
Sep 14 – 21
Apartment in Chicago
4.87 out of 5 average rating, 304 reviewsUnwind in the Garden of an elegant, Modern Home
Mar 9 – 16
Home in Uptown
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
Dec 18 – 25
Condo in Wicker Park
4.87 out of 5 average rating, 239 reviewsSpacious & Stylish Home at the ♥ of Wicker Park
Feb 2 – 9
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 |
Nov 26 – Dec 3
Apartment in The Loop
5.0 out of 5 average rating, 8 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
Apr 12 – 19
Guest suite in Berwyn
4.74 out of 5 average rating, 31 reviewsMusic Hot Spot’s Main Level
Aug 8 – 15
Guest suite in Bridgeport
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
Dec 18 – 25
Apartment in Chicago
4.76 out of 5 average rating, 203 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Dec 14 – 21
Apartment in Chicago
4.61 out of 5 average rating, 49 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Mar 11 – 18
Place to stay in Berwyn
Beat-Town Flex Stays
Mar 4 – 11
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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