Most Similar Movies to The Ranger, the Cook and a Hole in the Sky (1995)
If you are looking for movies like The Ranger, the Cook and a Hole in the Sky (1995), you might like movies tagged with keyword : ranger, boss, cardsharp, friend, love interest, heartwarming, gripping, montana, wilderness, cabin, banishment, friendship, nature, rite of passage, idolization, rise, transformation, love, 1910s .
The Intouchables (2011), Venus (2006), Global Player: Wo wir sind isch vorne (2013), Summer Night (2019), Ghost World (2001), The Kings of Summer (2013), Smoke Signals (1998) ... Let's take a look at the following list...

The Intouchables (2011)
After he becomes a quadriplegic from a paragliding accident, an aristocrat hires a young man from the projects to be his caregiver.
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Venus (2006)
Life for a pair of veteran actors gets turned upside down after they meet a brash teenager.
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Global Player: Wo wir sind isch vorne (2013)
A family, middle-class and entrepreneurial, in times of globalization.
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Summer Night (2019)
A coming-of-age story about the complexities of young romantic relationships.
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Ghost World (2001)
With only the plan of moving in together after high school, two unusually devious friends seek direction in life. As a mere gag, they respond to a man's newspaper ad for a date, only to find it will greatly complicate their lives.
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The Kings of Summer (2013)
Three teenage friends, in the ultimate act of independence, decide to spend their summer building a house in the woods and living off the land.
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Smoke Signals (1998)
Arnold rescued Thomas from a fire when he was a child. Thomas thinks of Arnold as a hero, while Arnold's son Victor resents his father's alcoholism, violence and abandonment of his family.
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Flirting (1990)
A white preppie (Noah Taylor) loves a Ugandan girl (Thandie Newton) in 1965 Australia in this sequel to "The Year My Voice Broke."
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Fandango (1985)
Five college buddies from the University of Texas circa 1971 embark on a final road trip odyssey across the Mexican border before facing up to uncertain futures, in Vietnam and otherwise.
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The Sisterhood of the Traveling Pants (2005)
Four best girlfriends hatch a plan to stay connected with one another as their lives start off in different directions: they pass around a pair of secondhand jeans that fits each of their bodies perfectly.
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Roll Bounce (2005)
In the summer of 1978, a teenager and his group of friends face new challenges when their neighborhood roller-skating rink closes, forcing them to visit a different rink.
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Uptown Girls (2003)
A grown-up woman, who kept her childish instincts and behavior, starts working as a nanny of a 8-year-old girl, who actually acts like an adult. But in the end everything turns to its right places.
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Youth in Oregon (2016)
A man is tasked with driving his embittered 80-year-old father-in-law cross country to be legally euthanized in Oregon, while along the way helping him rediscover a reason for living.
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Last Night at the Alamo (1983)
Barflies rally round a modern cowboy (Sonny Carl Davis) who claims he can save their condemned Houston bar.
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Sister (2012)
A poor boy (Kacey Mottet Klein) steals from wealthy patrons at a posh ski resort to support himself and his irresponsible older sister (Léa Seydoux).
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The Sandlot (1993)
In the summer of 1962, a new kid in town is taken under the wing of a young baseball prodigy and his rowdy team, resulting in many adventures.
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Truman (2015)
Terminally ill actor Julián wants to spend his final days tying up loose ends. When childhood friend Tomás pays him an unexpected visit, the two men set out to finalize funeral arrangements, settle accounts and find a home for Julián's beloved dog.
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Conversations With My Gardener (2007)
A man returns to his country home and finds a childhood friend.
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