Most of these are based on nostalgia from the Disney Channel & video tapes, personal favorites, and even a few I've never seen until some years ago that I've enjoyed.
Any omissions (though there's several favorites that didn't make the cut), or any shorts that should've been ranked higher/lower, or shouldn't be on the list?
Not included: cartoons that were part of package films like "Mickey & The Beanstalk" ("Fun & Fancy Free")
Disney's Have A LaughFeatures full versions of a few classic cartoons.
50. "
The Pointer " (1939)
Mickey & Pluto goes hunting, Pluto trying to stand still, and Mickey encounters a bear
49. "
Bone Trouble" (1940)
Pluto & a bulldog fights over a bone at a fun house.

48."
Lucky Number" (1951)
The nephews decide to pick up a car Donald won (in disguise)...
47. "
Hawaiian Holiday" (1937)
Mickey, Donald, & Goofy in vacation in Hawaii with Goofy surfing and Pluto meeting a crab.
46. "
Susie the Little Blue Coupe" (1952)
A story about a blue car. Known to be one of the very, very few Disney shorts (that was) in the public domain.

45. "
Three For Breakfast" (1948)
Chip & Dale steals Donald Duck's pancakes
44. "
Orphan's Benefit" (1941)
Color remake with Donald trying to recite "Little Boy Blue" and a dance number with Goofy, Horace Horsecollar, and Clarabelle Cow.
43. "
The Moose Hunt" (1931)
Early '30's cartoon with Mickey and Pluto trying to hunt a moose. Also a rare time when Pluto actually speaks ("Kiss Me").
42. "
Toby Tortoise Returns" (1936)
The tortoise & the hare are back again, this time for a boxing match.
41. "
Clown Of The Jungle" (1947)
Donald encounters the Aracuan bird, which he tries to take a picture, but ends in a wacky situation when it interrupts.
40. "The Mad Doctor" (1933)
Mickey has a nightmare, which he tried to save Pluto and encounters skeletons in a spooky castle.

39. "
Fall Out, Fall In" (1943)
Donald Duck marches throughout the night and tries to sleep in the Army.
38. "
Mr. Mouse Takes A Trip" (1940)
Mickey tries to bring Pluto aboard a train, which doesn't allow pets.
37. "
Woodland Cafe" (1937)
A Silly Symphony featuring a club featuring insects dancing to big band music.
36. "
Cured Duck" (1945)
After Donald got upset after trying to open Daisy window, Daisy asks Donald to watch his temper, which he buys machine to control himself. Though turns out that Daisy also has one once Donald laughs at her hat

35. "
Mickey's Rival" (1936)
Mickey Mouse tries to win the affection of Minnie Mouse from Mortimer at a picnic.
Note: One of the original names to be given to Mickey was Mortimer. Also Mortimer's only theatrical appearance though was often featured in "House of Mouse"
34. "
The Autograph Hound" (1939)
Donald tries to get autographs in Hollywood, but gets chased from a security guard that doesn't recognize the duck until he gets noticed by Shirley Temple.
A few classic scenes: When the guard asks a chef about the where-abouts of the duck

33. "
Peculiar Penguins" (1934)
Silly Symphony about two penguins courting and saving his mate from a shark. While not exactly funny, I'm actually fond of the cartoon.
32. "
Pantry Pirate" (1940)
Pluto tries to seal a ham from the kitchen, but comes across soap, which causes him to sneeze bubbles.
31. "
Mickey's Christmas Carol" (1983)
One of my childhood favorites, which is basically a retelling of the classic Dickens story with real emotional scenes and a great cast of characters and cameos.
Note: Clarence Nash's final role as the voice of Donald and also probably popularized Scrooge McDuck outside of comic books.
30. "
Out Of Scale" (1952)
Chip N' Dale messes around Donald's mini-railroad set. Also the only cartoon where they settled thier battle when Donald turns the tree into a tunnel and the chipmunks refers it as a "Giant Redwood".
Classic scene: when Donald uses "weather" (basically a lamp and fake snow) to lure the chipmunks out of a model house