Family-friendly vacation rentals in Oak Park
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oak Park
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 Oak Park family-friendly rentals
Family-friendly home rentals with a hot tub
Home in West Town
4.85 out of 5 average rating, 306 reviewsLux Urban 3BR/3BA Duplex + Parking!
Loft in West Town
4.81 out of 5 average rating, 283 reviewsArtist Loft Duplex in a 1904 Former Factory
Rental unit in The Loop
4.74 out of 5 average rating, 43 reviewsThe Professional's Playground
Home in Logan Square
4.9 out of 5 average rating, 86 reviewsLOFT606: Gigantic Sunlit Former Factory Home
Condo in Logan Square
4.98 out of 5 average rating, 257 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Rental unit in Bronzeville
4.58 out of 5 average rating, 12 reviewsSpacious 2bdm unit 15min to Dwtn
Family- and pet-friendly home rentals
Rental unit in Logan Square
4.9 out of 5 average rating, 377 reviewsSunny Logan Square Artists' home
Rental unit in Lincoln Park
4.87 out of 5 average rating, 177 reviewsChicago Lincoln Park North Pond 2 Bedroom Pied-à-Terre
Guest suite in Portage Park
4.95 out of 5 average rating, 149 reviewsCozy Home Living, Dogs, Kids, Free Parking, 420 OK
Townhouse in Old Town
4.84 out of 5 average rating, 161 reviewsDowntown Elegance ✨ Private Yard Parking
Rental unit in Andersonville
4.93 out of 5 average rating, 420 reviewsAndersonville Living
Rental unit in Roscoe Village
4.77 out of 5 average rating, 179 reviewsBright Converted Storefront In Roscoe Village
Rental unit in Logan Square
4.95 out of 5 average rating, 479 reviews2nd floor of 1908 brick two-flat in Logan Square
Rental unit in Logan Square
4.94 out of 5 average rating, 258 reviewsExplore Hip Logan Square from a Modern Apartment
Family-friendly home rentals with a pool
Rental unit in The Loop
4.77 out of 5 average rating, 204 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Guest suite in Bridgeport
4.96 out of 5 average rating, 82 reviewsSweet Home Chicago-9min downtown/pool/free parking
Guest suite in Berwyn
4.67 out of 5 average rating, 42 reviewsMusic Hot Spot’s Main Level
Rental unit in The Loop
4.77 out of 5 average rating, 226 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Quick stats about vacation rentals that are family-friendly in Oak Park
Total rentals
150 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
8.8K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Wifi availability
150 properties include access to wifi
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