Season 1
But I Just Took an Ambien
After getting rejected from her dream summer program, Annie Jacobson discovers she and her twin brother, Connor, have inherited Sterling Point - a small island in the Muskoka…
2026-08-05 · 51 min
She's Giving Single & Bi
Annie's arrival in Muskoka takes a surprise turn when she finds the cabin she's inherited is already occupied by Ramona, a stranger with an uncanny resemblance to her…
2026-08-05 · 44 min
My Lifelong Debilitating Wolf Phobia
As Annie and Ramona clash, a revealing mixtape, an impulsive cottage party, and an unexpected kiss begins to thaw their tension-until Connor arrives with a bombshell that could…
2026-08-05 · 47 min
Take Me to the Cliffs
Desperate to convince Connor against selling Sterling Point, Annie spends the day showing him the island's charm, but tensions peak during a chaotic night at an outdoor movie.…
2026-08-05 · 45 min
I'm Not a Shots Girl Either
It's Annie and Connor's 18th birthday, and they're spiraling in opposite directions - Connor throws an over-the-top birthday party, while Rory decides to take Annie for a night…
2026-08-05 · 47 min
I Still Bleed Through My Pants All the Time
Unable to hide from his past, Steven returns to Muskoka hoping to repair broken relationships and bring Annie and Connor home. Meanwhile, Annie, Ramona, Oona, Ellis, and Connor…
2026-08-05 · 51 min
Maybe It's Mackerel
As tensions rise around the potential sale of Sterling Point, Ramona grapples with her decision to sell, while Annie, Ellis, Oona, and Sully struggle to sway her. When…
2026-08-05 · 47 min
I'm the Kid
Annie and Ramona confront hard truths about their families and themselves, forcing each woman to decide what truly matters as they navigate the tensions between their past choices…
2026-08-05 · 51 min