Kid-friendly holiday rentals in Woodlawn, Chicago
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Top-rated family-friendly rentals in Woodlawn, Chicago
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Woodlawn, Chicago family-friendly rentals
Kid-friendly house rentals
Home in Whiting
4.8 out of 5 average rating, 231 reviewsWhiting Getaway
Home in West Loop
4.98 out of 5 average rating, 322 reviewsCozy garden apartment historic Jackson Bvld.
Home in Roscoe Village
4.93 out of 5 average rating, 221 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Home in Chicago
4.97 out of 5 average rating, 362 reviewsTop Floor Escape | Modern Amenities | Lush Garden
Home in Wilmette
4.98 out of 5 average rating, 101 reviewsUnique porcelain-enamel paneled "Lustron" home
Home in West Town
4.95 out of 5 average rating, 179 reviewsParadise on the Park
Home in Uptown
4.9 out of 5 average rating, 339 reviewsPrivate 3rd Floor Apartment
Home in Berwyn
4.91 out of 5 average rating, 262 reviewsPrivate apartment with retro vibe
Family-friendly apartment rentals
Flat in Chicago
4.85 out of 5 average rating, 168 reviewsYour brand new Chicago suite (unit 1F)
Flat in Chicago
4.98 out of 5 average rating, 139 reviewsModern Apt with style & comfort in Pilsen Chicago
Flat in West Loop
4.87 out of 5 average rating, 221 reviewsGarden Apartment in the Historic Heart of the City
Flat in Chicago
4.89 out of 5 average rating, 303 reviewsVintage Bridgeport Apartment
Flat in Little Italy
4.98 out of 5 average rating, 203 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
Flat in West Town
4.95 out of 5 average rating, 368 reviewsA Vintage Pink House in the Heart of Chicago
Flat in Chicago
4.82 out of 5 average rating, 146 reviewsThe Posh Apt. Mins to Downtown & Hyde Park
Flat in Chicago
4.84 out of 5 average rating, 178 reviewsLa Cottage
Family-friendly apartment rentals
Apartment in Chicago
4.9 out of 5 average rating, 102 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Apartment in Chicago
4.86 out of 5 average rating, 341 reviewsNear McCormick Place and Minutes from Downtown!
Apartment in Lincoln Square
4.97 out of 5 average rating, 338 reviewsLincoln Square Gem!
Apartment in Little Italy
4.96 out of 5 average rating, 131 reviewsPrivate hot tub - King bed suite - Free parking
Apartment in West Town
4.97 out of 5 average rating, 719 reviewsGreat location. Free parking.
Apartment in Lincoln Park
4.96 out of 5 average rating, 448 reviewsUnique Lincoln Park Duplex Apt
Apartment in Chicago
4.87 out of 5 average rating, 130 reviews3D Tour! Designer Condo near Logan Square
Apartment in Chicago
4.82 out of 5 average rating, 126 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Quick stats about holiday rentals that are kid-friendly in Woodlawn, Chicago
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
£39 before taxes and fees
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