La pequeñita inquieta se tropieza con la casa de Oso en el bosque y después arruina sus planes para hibernar. Además, llega la Navidad al bosque.

Oso y Masha luchan contra un frasco de mermelada. Luego, los lobos quieren secuestrar a Masha, pero el plan les sale mal. Masha no deja que Oso conquiste a una osa.

Oso le enseña a Masha cómo leer huellas; luego, Oso no recuerda cómo se golpeó la cabeza, y un sombrero mágico concede deseos a Masha y a sus amigos del bosque.

Masha interrumpe el tranquilo viaje de pesca de Oso. Un tigre de circo visita a su viejo y peludo amigo. Masha usa el teléfono todo el tiempo y termina cansando a Oso.

Oso trata de ocuparse de la ropa sucia de Masha. Más tarde, los dos juegan a las escondidas. Por último, Masha y sus amigos ayudan a reparar la casa de Oso.

Masha convence a Oso de que le enseñe a patinar sobre hielo, también descubre su caja de trucos mágicos y, más tarde, se hace rival de Panda, el primo pequeño de Oso.

Masha hace un desastre cocinando crema de avena y luego contagia de hipo a todos sus amigos. Oso construye una casa para un bebé pingüino.

Masha y Oso juegan a la escuela, y le da lecciones de música a la niña después de encontrar un piano en el bosque. Oso le pide a Masha que aleje una liebre de su jardín.

Masha y sus amigos graban un video musical; Oso finge estar enfermo para que Masha lo deje en paz; Masha descubre que tiene un gran talento para el ajedrez.

Masha interrumpe el tranquilo viaje de pesca de Oso.

Un tigre de circo visita a su viejo y peludo amigo.

Bear and Bunny decide to grow some carrots in his garden. After Bunny eats some carrots before they are ready, Bear kicks him out of the garden. It’s hard work constantly watching out for Bunny, so a sleepy Bear asks Masha to help him play guard while he gets some sleep. Masha chases off the intruder, and Bear makes sure Bunny does not come back again.

Bear just wants to sit alone at home and do crosswords, but Masha won’t let that happen. As Bear always learns, when Masha wants to play, there’s no turning her down. Bear tries and tries to finish his crossword puzzles while playing hide-and-seek, but finds out that’s a very hard thing to do.

The Bear wakes up in his chair with an enormous bump on his head and a biathlon cup. But he can't remember how it all happened. Masha and the hare stand beside him with guilty looks on their faces. They tell their interpretations of the story. The Bear has to decide which one is true and which is false.

The Bear's little cousin, Panda, comes over to pay a visit. Masha immediately wants to pal up and spend time playing games. A competitive spirit arouses in our heroes as they can't share anything between each other. The Bear quickly figures out that if he leads their rivalry in peaceful direction, they could greatly help him around the house.

Tired from Masha's endless games, the Bear pretends to be sick so she will leave him alone. But the caring girl is determined to cure her friend. And after a series of failed attempts, she finally manages to do so.

The Bear plays checkers. Masha interrupts his game by asking him to feed her. He cooks some porridge and goes off in a huff. Masha decides to cook porridge herself. But soon it swells out and as a result all of the forest animals will remember this day for a long time…

It’s laundry day at Bear’s house. His fresh, clean laundry is hung on the line to dry, but it doesn’t stay that way for long as Masha dirties everything while getting into trouble. Bear spends all day washing Masha and trying to keep her clean. Bear’s own clothes slowly go missing as he sews Masha one new outfit after another when she runs out of clean things to wear.

The bear finds a beautiful black piano in the forest. He happily takes his find home, fixes and tunes it and begins to compose. When Masha decides to become a world famous pianist, she asks the Bear to teach her how to play the piano.

An old friend of our Bear - the Circus TIger - decides to pay his old circus friend a visit. The whiskered and stripped cat is utterly bewildered by Masha's behavior and tries everything to get rid of her. Nevertheless his opinion of the little girl changes when he gets lost in the woods and she and the Bear come and save him during the night.

On Christmas Eve Masha wants to make sure Bear has a wonderful day, but his tree and decorations are not looking very good. Hidden in a box at bear’s house, Masha discovers a top hat that magically grants wishes to all the forest animals. Masha gives all her friends the gifts they want, and most importantly helps Bear with his tree – making it a very special Christmas for him.

Bright summer day. Bear, while gathering berries, meets female bear in the woods and arranges a date. Returning home, he starts cleaning the house and baking a pie. Once the pie is done, bear decorates it with strawberries, and the notices that Masha has appeared out of nowhere to eat them before starting to hiccup. He tries all manner of remedies from a medical encyclopedia to stop the hiccups. In the end, hiccups spread to everyone: Masha, bear, female bear, and the other woodland creatures

Masha brings bear an egg, from which a penguin hatches. Bear suddenly has a lot on his hands, and the penguin is trying to peck at him all the time. Masha, on the other hand, loves the little guy, she's teaching him to fly, and to bear's great relief, he does so

Bear is once more visited by his distant relative - Panda. They start making Chinese dumplings, but then Masha appears, with her own methods of cooking. And thus a simple chore turns into a culinary master class.

There's rain outside, and bear, certain that Masha will stay home in such weather grabs a book. But soon Masha shows up on his doorstep and also wants to read. Bear thinks what to distract her with, and settles on a chest with various magic tricks. This turns out not to be the brightest idea because Masha starts testing all of the objects within on bear, from the wand to the gloves. To finish his book, bear decides to hide in a magic box, but because of Masha this idea has an unusual result.

Bear's idea to hang a new picture frame ends in a huge explosion. This necessitates some repair work. Masha and the other animals help Bear with this difficult job.