In the Rider-Waite Tarot deck, the Fool (Card 0 of the Major Arcana) carries a bindle stick.
In The Sandman, when Destruction is leaving again, after being found the first time, he asks to borrow Morpheus' handkerchief expressly for the purpose of changing it to a polka-dotted design and carrying his belongings on a stick.
A comic by Michael Kupperman shows a woman who has a tendency to date hobos getting romantic help from a small robot. In one panel, the robot advises her, "Ask him, if he is not a hobo, why does he have a bindle?"
There was a literary character called Bindle, but he doesn't carry one. He's a cockney Lovable Rogue with a wife and home, but he still subsists on odd jobs and tweaking the nose of authority like any self-respecting hobo would.
Lazarus Long has one packed for him in the 1910s by a kindly doctor's wife in Time Enough for Love, though he re-packs it soon afterward, as it's actually a liability on the road to look like a "bindle stiff."
Live Action TV
When Vince Noir tried to run away from home as a child, he didn't get very far, as he was using a bindle stick to carry stuff several times his own body weight.
On It's Always Sunny in Philadelphia, when Charlie and Mac decide to fake their own deaths and wander the streets, one of the first things we see Charlie do is attempt to assemble a bindle stick and lament its limited carrying capacity.
One strip lampshaded it—Linus was going to pack a suitcase before Lucy corrects him and points out that every little boy running away from home always carries his things wrapped up on the end of a stick. He then walks away holding the stick in front of him and feeling "somewhat akin to a fool."
In the next strip, Charlie Brown sees Linus and asks, "Carrying everything on your back?" Linus responds with, "Just my bowling ball."
In another Peanuts strip, Snoopy carried a bindle stick after he yawned and lost Lucy's balloon: "Make one mistake, and you pay for it the rest of your life."
In yet another strip, Charlie Brown himself puts one of these together in order to run away from home. He gets halfway down the sidewalk before the knot fails, sending all his belongings flying.
Chance Cards that advance you in Monopoly show Uncle Pennybag carrying one of these.
In "What If (There Was No Big Blue House)" from Bear in the Big Blue House, Tutter the mouse imagines being homeless and carrying his possessions in one of these.
This has become something of a Dead Horse Trope in Real Life, as most hobosnote (specifically those who are "professionally" homeless vagabonds by intent, as opposed to those who are merely unfortunate enough to have no place to live) use backpacks and other camping bags these days. Actual poor people are more likely to use discarded plastic shopping bags. Or entire shopping carts if they can get one.
In Germany there is a tradition still practiced today called "auf die Walz gehen" originating to medieval times. After completing apprenticeship as a craftsman people wander the country for a certain time in a special outfit, carrying all their possessions in a kerchief called "Charlottenburger" attached to a walking stick.
In Japan the equivalent is called a Furoshiki. Largely forgotten after WWII due to the ease of the plastic bag, although there are folks trying popularize them again as a more ecologically sound method of carrying things.
Any pantomime or stage play featuring characters Setting Out into the World to Seek Their Fortune will include a bindle stick. Especially Dick Whittington. The hankies used as bindles are almost always red-and-white polka dots, for some reason.
There's a mode in both Sonic Adventure games (and their remakes) to raise small cute creatures called Chao. You can, however, "Say Goodbye" to a Chao, whereupon it leaves with a bindle stick to a faraway forest where it will never see you again.
In Anachronox, the logo for the Democratan "Planet Abroad" project (that is, shrinking it down to fun-size and have it follow the main character around) is the planet, with a bindle stick and a beaten hat.
In Kingdom of Loathing, most of the hobo enemies in the Hobopolis zone will drop bindle sticks, which can be used as weapons. You can also get a miniature bindle stick for the hobo monkey familiar you can get in the zone.
The Nano Kitty and Nano Puppy virtual pets would walk offscreen carrying one of these with a "Bye Bye" text if you neglected to take care of them for a long time (or if you used the "Discipline" option excessively.)
In Psychonauts, Razputin carries one of these when he leaves home, despite wearing a backpack. How else would we know he's a gypsy?
Portal 2 makes a brief reference to this in the 70's era test chambers, when Aperture Laboratories was reduced to hiring hobos due to impending bankruptcy.
Cave Johnson: You could leave here with a hundred and twenty [dollars] weighing down your bindle if you just let us take you apart, install some science stuff in you, then put you back together.
One of the signs also depicts a test subject still carrying one while in his orange jumpsuit.
In Final Fantasy IX, Steiner's plan to smuggle Princess Garnet through the South Gate border crossing involves carrying a bag of stinky gysahl pickles... and her using one of these. It works. (A concept art can be seen here◊.)
In one episode, SpongeBob prepared one of these when he ran away in "Life of Crime". Patrick was unable to carry his, as it had his entire house inside.
Later, in "Have You Seen This Snail?", Gary packs one when he leaves SpongeBob due to his negligence.
In some episodes of Futurama we see homeless robots whose bindles are actually part of them, replacing one of their arms.
Bender: Hey chief, someone's stealing your handkerchief full of crap.
Chuckie in Rugrats, in the Wonderful Life episode, packs his toys in a bindle when he attempts to run away after his dad's favorite music CD was stolen.
Thrice in My Little Pony: Friendship Is Magic: Once during a flashback sequence in "The Cutie Mark Chronicles" when young Applejack goes to meet her relatives in Manehatten. How she manages to carry it over her shoulder despite her lack of hands is a question best not asked, as she looks utterly adorable doing it. The subsequent episode, "Owl's Well That Ends Well", showed Spike carrying one after running away from home. Then seen again with Spike in the second season when he decided to join the Great Dragon Migration.
Blinky Bill often carries one around, using it in place of a backpack.
The cover artwork of the DVD release Kaboom! Back to School (which features installments of Franklin, George Shrinks, Elliot Moose, Timothy Goes to School and Pippi Longstocking) has an image of Franklin holding one of these in one hand and a book in the other.
In "Beauty Queen for a Day", Darla carries a bindle stick, intending to leave home with Pete when she feels that most of the boys have abandoned her, but reconsiders after hearing about the upcoming beauty pageant.
In "King of the Hobos", Porky does this after being exiled from the treehouse.
When Flick fantasizes about running away in "Ducking Out on Valentine's Day" on PB&J Otter, a bindle stick is sitting next to him in the train he's riding on.
Chuck Wagon arrived to the Seville residence with one in The Alvin Show.
The 1939 Popeye cartoon Never Sock a Baby: After Swee'Pea gets a (very gentle) spanking from Popeye, he runs away from home with a bindle — full of stuffed animals.