Movies Like Trent 2 Rent

If you liked Trent 2 Rent (2008), a movie directed by Cassius Matthias, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Merrily We Live (1938)
★ 7/10
Society matron Emily Kilbourne has a habit of hiring ex-cons and hobos as servants. Her latest find is a handsome tramp who shows up at her doorstep and ends up in a chauffeur's uniform. He also catches the eye of…
2
Poor Cow (1967)
★ 6.4/10
Joy lives a life filled with bad choices. At a young age, she marries and has a child–with an abusive thief who quickly ends up incarcerated. Left alone, she takes up with the guy's mate, another thief, who seems to…
3
Mammal (2016)
★ 6.3/10
After Margaret, a divorcée living in Dublin, loses her teenage son, she develops an unorthodox relationship with Joe, a homeless youth. Their tentative trust is threatened by his involvement with a violent gang and the…
4
The Last Black Man in San Francisco (2019)
★ 7/10
Jimmie Fails dreams of reclaiming the Victorian home his grandfather built in the heart of San Francisco. Joined on his quest by his best friend Mont, Jimmie searches for belonging in a rapidly changing city that seems…
5
Being Flynn (2012)
★ 6.2/10
Working in a Boston homeless shelter, Nick Flynn re-encounters his father, a con man and self-proclaimed poet. Sensing trouble in his own life, Nick wrestles with the notion of reaching out yet again to his dad.
6
Your Friends & Neighbors (1998)
★ 5.8/10
Restless and unhappy, two couples get caught up in infidelity and deception. Barry is a sullen businessman married to Mary, a writer who is unsatisfied with their relationship. Mary begins an affair with Jerry, a smug…
7
Midnight Cowboy (1969)
★ 7.5/10
Joe Buck is a wide-eyed hustler from Texas hoping to score big with wealthy New York City women; he finds a companion in Enrico "Ratso" Rizzo, an ailing swindler with a bum leg and a quixotic fantasy of escaping to…
8
Wendy and Lucy (2008)
★ 6.8/10
A near-penniless drifter's journey to Alaska in search of work is interrupted when she loses her dog while attempting to shoplift food for it.
9
The Lady in the Van (2015)
★ 6.4/10
The true story of the relationship between Alan Bennett and the singular Miss Shepherd, a woman of uncertain origins who ‘temporarily’ parked her van in Bennett’s London driveway and proceeded to live there for 15 years.
10
The Saint of Fort Washington (1993)
★ 6.6/10
Matthew, a young schizophrenic, finds himself out on the street when a slumlord tears down his apartment building. Soon, he finds himself in even more dire straits, when he is threatened by Little Leroy, a thug who is…
11
King Cobra (2016)
★ 5.8/10
It’s 2006, YouTube is in its infancy, and internet porn is still behind a paywall. Taking the stage name Brent Corrigan, a fresh-faced, wannabe adult video performer is molded into a star by Stephen, a closeted gay…
12
Same Kind of Different as Me (2017)
★ 6.8/10
International art dealer Ron Hall must befriend a dangerous homeless man in order to save his struggling marriage to his wife, a woman whose dreams will lead all three of them on the journey of their lives.
13
Walk of Shame (2014)
★ 6/10
A reporter's dream of becoming a news anchor is compromised after a one-night stand leaves her stranded in downtown L.A. without a phone, car, ID or money - and only 8 hours to make it to the most important job…
14
The Mortuary Collection (2020)
★ 6.7/10
In the phantasmagorical town of Raven's End, a misguided young girl takes refuge in a decrepit old mortuary. The eccentric undertaker chronicles the strange history of the town through a series of twisted tales, each…
15
Urchin (2025)
★ 6.8/10
Mike, a rough sleeper in London, is trapped in a cycle of self-destruction as he attempts to turn his life around. Along the way, he encounters unexpected chances for a fresh start.
16
Eating Out 2: Sloppy Seconds (2006)
★ 6.1/10
How far would you go to get the person of your dreams? With the help of Gwen and Tiffani, Kyle pretends to be heterosexual in order to land Troy, the new guy (and nude model) who's turning the heads of both men and…
17
Cardboard Boxer (2016)
★ 6.5/10
Gentle and broken, a homeless man fights others on video for money but soon finds comfort in an unlikely friend and the lost diary of a young girl.
18
SLC Punk (1998)
★ 7.1/10
Two former geeks become 1980s punks, then party and go to concerts while deciding what to do with their lives.
19
The Pursuit of Happyness (2006)
★ 7.9/10
A struggling salesman takes custody of his son as he's poised to begin a life-changing professional career.
20
The Super (1991)
★ 5.9/10
Louie Kritski is a heartless landlord who has been so negligent in keeping up his ghetto apartment that he is threatened with jail time. The judge gives him another option -- he must live in his rat-infested hell hole…