While cleaning the house after the pups made a mess, Dylan notices about his next-door neighbour Clarissa having a human doing chores, and he wishes that he had a human "pet" to do all of his chores for him. Dizzy and Dee Dee overhear, and decide to bring him one of whom they nicknamed "Mr. Fuzzy". They take him to 101 Dalmatian Street, much to Dylan's surprise as he tries to get him out of the house. He eventually warms up to the human and sees this as an opportunity to train him to do chores, but to no avail. The commotion from Mr. Fuzzy wakes Doug up, who discovers Dylan let a human into the house and he immediately lectures him. Later, after making a bigger mess of the household, Dylan follows his father's advice and brings him back "with his own kind". He lures Mr. Fuzzy outside by stealing his phone and bringing it to the park, where the human meets a vendor from a dating app he was using and the two look into each other's eyes.

Doug and Delilah are getting prepared for "Boom Night" by locking the house, and putting earmuffs on their children. They tell Dylan and Dolly to keep the pups safe as they head off to work. Dylan assists that he's in charge and commands the puppies to stay inside the house, but Dolly doesn't take him seriously and decides to hang out on the barge. Dorothy notices that Dolly left the door open as she left and follows her. When Dylan discovers that she's missing, he decides to leave the house to find her as Dolly arrives at the barge. Dylan finds Dolly and later spot Dorothy at the top of a building without any earmuffs. They attempt to save her by running up their building, but Dolly gets stuck in the entry to the top of the building. After she calls out a trigger word ("ball"), the onslaught of puppies is enough to break her free. When all the puppies land on the top, they realize that Boom Night isn't as bad as they thought as they are in awe at the fireworks, which was the source of the booming.

Part 1: Dylan enters a sniffing contest after training his nose but is shocked when Diesel, who has had absolutely no training and is not all that bright, easily beats him. To make matters worse, Pearl the Police Horse bans the dalmatians from going to the park after all the flowers have been ripped up and the statue defaced with paw prints. Dylan refuses to have Diesel help him and he scours the city looking for potential culprits all of whom turn out to be innocent. After some persuading from Dolly, Dylan finally has Diesel help, but he cannot identify a smell at the crime scene. Dylan and Dolly see flower petals in Diesel's bed and the former waits at night. He sees Diesel sneaking out of the house, but he is actually sleepwalking. Pearl arrives, believing that he was returning to the scene of the crime and promptly arrests him.

Part 1: The dalmatians rent out a double decker bus and head out to Cornwall, while singing a musical number called "Dogs Are Out for Summer Sun". Upon arriving, Dylan falls in love with a Border Collie named Summer and Dolly falls in love with a Doberman named Spike. They also meet a cow named Bessie who, after being insulted by Dylan, proceeds to do everything she can to ruin their day such as sending them all to certain doom with Dante being the only person aware of her misdeeds. They also encounter a "dumb" seagull named Chips who Dylan thinks was trying to eat Dorothy. Dylan obliviously continues to say negative things about "locals", upsetting Summer, but after getting help in rescuing Dizzy and Dee Dee from a cave, changes his tune and gets on Summer's good side. While Dylan, Summer, Dolly and Spike spend the night looking at the moon, the bus rolls down the hill and begins hanging off of a cliff.

Part 1: Shortly after the events of "Doggy Da Vinci", Dylan awaits the arrival of his Dog-Star 3000 Space Helmet so that he can do space training with his parents. Unfortunately, they are both called in for work despite it being the weekend; leaving Dylan to babysit his siblings with Dolly. He then meets Hunter, a human who "understands" him and shows an appreciation for his space fascination and promises to meet him later. Before he leaves, Hunter kidnaps Dorothy. Dylan is pushed to his limits on babysitting, especially when Dolly shows no restraint on how to take care of their younger siblings. After a full day of babysitting, Dylan and Dolly realize that Dorothy is missing and use the World Wide Woof to find her. With his plan set in motion, Hunter has Dorothy respond; knowing full well that Dylan will come directly to him and so that he can capture the puppies.

Diesel finds a shard from a Greek vase, intriguing Dylan enough to start an expedition. When they dig up a trio of buried skulls that could belong to Cerberus, Dante and Portia demand that they rebury them, but he refuses. Together, Dante and Portia proceed to frighten Dylan, Dolly and Dawkins via an elaborate practical joke with the intent to get Dylan to repent his actions. Dylan eventually loses his sanity to the point where Dante begins to feel guilty. After failing to tell him the truth, Dante breaks out into a song to snap Dylan back to his senses, angering Portia, who considered the practical joke a dramatic performance.

Dylan and Dolly prank Clarissa after she insults Dorothy. Later, Dorothy is seen chewing on Clarissa's prized diamond necklace and Dylan and Dolly believe that she somehow stole it. They decide to pull a "reverse heist" to put the necklace back into her home. Dylan, Dolly, Diesel and the Dmitri Trio break in with the help of the Canal Crew, but upon returning it, realize that Clarissa already has the necklace. Dolly accidentally triggers the alarm and the six siblings hide. Clarissa realizes that the necklace was not special when she sees other dogs wearing it, making her angry at Hugo. It turns out that Stanislav was selling them and decided to give one to Dorothy out of sympathy. After the Dalmatians escape, they decide that even though everything they just did was for nothing, it was worth it just to see Clarissa get mad.

Dylan excitedly begins playing Poodlewolf, which Dolly finds "tragic", and makes fun of him. When Hansel comes over to hang out with Dylan, Dolly sets Dylan's playtime longer than usual so that she can hang out with him in his stead. Unfortunately, Dylan plays too long and believes he is Poodlewolf and that Dolly is the Feline Princess. With Dawkins' help, they convince Constantin to pretend to be the evil Furball and have Dylan finish the game. Dolly overcomes the embarrassment and helps Dylan "defeat" Furball which impresses Hansel, but Dolly must clean Constantin's pool as payment.

After having Dylan take the wrap for a damaged family photo, Dolly becomes entranced with landing on top of a crate that was then picked up by a crane. When the worker leaves for lunch, Dolly finds herself hanging high with a rainstorm coming in. Dylan does everything he can to try to keep her balanced as the crane keeps shifting. Eventually, Dylan decides to hop on top so that they can stay balanced. Learning humility, Dolly admits that she was the one who damaged the photo, as well as admitting to several other past incidents. Dylan forgives her just in time for the worker to come back and lower them on the roof of their house.

Dolly joins Dylan's Poodlewolf gameplay session so that she can be with Hansel. Due to her disregard for the rules, she accidentally gets Poodlewolf "killed", traumatizing Dylan. The whole family turns on Dolly and Dawkins explains to her, how important Poodlewolf is to Dylan, resulting in her deciding to try and revive Poodlewolf with the Resurrection Bone. Dolly, Dawkins and Hansel go on a quest to retrieve it, but learn that the game piece ordered is at Constantin's house. Dolly breaks in and outwits Constantin and gets the game piece back in time to resurrect Poodlewolf, pleasing Dylan.

In this take of the "Cinderella" story, Dolly accidentally injures Hugo using a tennis-ball machine. This results in Doug and Delilah making her be Clarissa's "maid" to pay her back in Hugo's place. In addition, Clarissa bans her from going to the "fetch-ball finals", so Dylan and the canal crew take her place and disguise Dolly so she isn't seen by Clarissa. Dolly ends up hiding under a bench and is approached by the hidden Prince Corgi, and they bond over their love of skateboarding. As Clarissa and her friends leave, Dolly runs back home, leaving her skateboard behind. Prince Corgi goes around Camden to find the owner and eventually tracks down Dolly, and the two go skateboarding together, whilst Clarissa is arrested for "pet cruelty" at Dylan's insistence when she accidentally hits Hugo, injuring him more when she tries riding on Dolly's skateboard and lost control of it. After that, Doug and Delilah let Dolly off the hook as soon as Hugo recovers.

Part 1: At night, all of Doug & Delilah's pups are asleep. Dreams that the pups had include:

• Diesel's Dream: Dylan tries cleaning up Diesel so he wouldn't make the place a mess.
• Dolly's Dream #1: Dolly and Snowball try to get Roxy to dance.
• Fergus's Dream: Fergus tries to eat a dinosaur bone, which Dylan doesn't allow.
• Triple D's Dream: Triple D are having a competition in order to decide which one of them is cute.
• Dylan's Dream #1: Dylan plays a prank on Hugo, which then turns into a disaster.

After his dream, Dylan is having a nightmare all thanks to Hugo ringing his phone.

Part 2: More dreams include:

• Dawkins's Dream: Dawkins tries to shoot kibble into a bowl, with Dylan being his assistant.
• Dylan's Dream #2: Dylan was going to Mars in his spaceship, but Dorothy interrupts his trip.
• Deepak's Dream: After his balloon got popped, Deepak gets Dolly skateboard for a replacement. However, Dolly is not happy.
• Dolly's Dream #2: Dolly is being annoyed by Clarissa because of her singing, resulting in Dolly and Clarissa both fighting with each other.

After Dolly wakes up from her nightmare, it's almost morning. As Dorothy nearly falls down to Dylan, Dylan luckily catches her, and with that Dolly is now fine after waking up from her nightmare and goes back to sleep.

Six months after the events of "London, We Have a Problem", Dante becomes depressed after his predictions are proven false, so Dolly and Dylan act along with his predictions to make him feel better. Meanwhile, Hunter is freed and decides to get revenge on the dalmatians. Hunter attacks the family and captures Dante, who welcomes "doomsday.” However, he freaks when it is revealed that Hunter can understand the dogs. Dolly and Dylan rescue him and attack Hunter and Cuddles. During the battle, Dylan realizes that Hunter has a dog-like personality when it's activated. They defeat Hunter and Dylan apologizes for doubting Dante, who warns them that Hunter will return.

Part 1: Following the events of "Better the De Vil You Know", the dalmatians relax knowing that Hunter is no longer a threat. However, they are shocked to find that Cruella De Vil has moved in next door. Doug and Delilah tell Dylan and Dolly about their family history with Cruella and how she plans to kill them and turn them into fur coats. Cruella and Hunter proceed to perform many tactics to weaken the dalmatians' defenses and starve them out. At Dylan's indirect suggestion, Diesel ends up digging a tunnel all the way to the park. However, the De Vils catch onto their scheme by accident and attack them from both fronts using Dizzy and Dee Dee's childlike innocence. The dalmatians escape to the park, only to be captured by Cruella's hired goons and entrapped in a shipping container to be flown away by helicopter. Doug and Delilah try to fend off Cruella who instead captures the two of them.