Winter has arrived and so has this group of friends on vacation, ready to ski and party for 17 straight days! The trip starts off with a bang as the housemates battle it out for bedrooms, leaving Kyle and Amanda in the dust. Paige starts falling for a chiseled model, while Ciara begins catching feels for a certain housemate’s Southern charm. Eager to get the party started in Stowe, the housemates throw a hot and steamy a spring break themed party.
Love triangles start to form as Jason sets his eyes on Gabby… who is laser-focused on Luke. Meanwhile, Kyle’s entrepreneurial spirit makes it challenging for him to shut off work, much to Amanda’s annoyance. Lindsay finally arrives, full of energy and ready to party. Excited to see where things may lead romantically with her best friend Austen, only time will tell whether Austen turns his attention to Lindsay or back to Ciara.
A heartbroken Lindsay tries to take her mind off Austen, while Gabby tries to make it known that she’s into Luke. Meanwhile, Kyle gets his priorities in check when he can’t find Amanda, afraid she’s left the house for good. Finally, sparks continue to fly as Austen and Ciara go on their first official date, making Paige green with envy.
Things heat up when Andrea takes Paige out for their first date, but their housemates question Andrea's intentions. Meanwhile, sparks fly between Jason and Lindsay during the house's Low Country Boil. Luke needs a detention after passing Julia a flirtatious note during a high school theme party.
The housemates gear up to hit the slopes with Kyle's parents, but Amanda is nervous that she isn't a good enough skier to become a Cooke. The Nordic Games pit the housemates against each other for an epic winter showdown. Austen gets a shocking text, which makes Ciara question where they stand and what the future holds for them.
Before vacation is over, the housemates shred the gnar in their most insane outfits yet. The flame between Jason and Lindsay ignites in surprising ways. With only one day left in Stowe, all the new couples must decide if this is a vacation fling or the real thing - with shocking results.
As the snow returns to Vermont, the Winter House crew arrives to heat things up. While Kyle and Amanda enjoy their newlywedded bliss, Luke quickly becomes mesmerized by a new girl in the house. Reality sets in for Paige when, after living with Craig for two weeks, the house dynamic explodes at a costume party.
As a snow squall covers the house, relationships begin to shatter. Craig takes a firm stance on shared house chores. Ciara, Luke and Jason flirt with the newcomers. As some housemates bring the party to a local bar in town, tensions rise back at the house and take a shocking late-night turn.
After a heated argument, one housemate remains in exile. Paige grows frustrated with Craig’s behavior. Kory’s attraction to one of the housemates starts to grow stronger. Jason still struggles to read Rachel as the group gets to know each other better through a round of speed dating. Austen arrives in the middle of chaos and quickly learns from Ciara that all his sins may not be forgiven.
Tom Schwartz and Tom Sandoval arrive in Stowe just in time to ease the growing tension in the share house and participate in the Arctic Games. Rachel makes the first move with Jason as Paige confides in Amanda on the slopes. While the housemates play games at a bar in town, Jessica questions where her friendships stand in the house.
To celebrate the Toms' last night, the housemates throw a euphoric party that turns up the heat. Austen misses his girl back in Charleston, S.C., but his history with Ciara gets in the way of bringing her to Stowe. Jessica is feeling ignored by the other girls in the house as Schwartz dreads returning home to face the reality of his changed relationship.
With Lindsay and Carl’s arrival to Stowe, Kyle, Amanda and Luke are excited to see their besties. Jason hopes to find closure. Austen focuses on mending his broken friendship with Lindsay, but a late-night rant has the rest of the housemates questioning her relationship timeline.
While some housemates attempt to ice fish, others find drama at a local bar. Jess confesses her love for Kory, but he’s unsure if he can commit. After months of strained friendship, Austen takes Lindsay aside for an unusual conversation.
Up on Stowe Mountain, Jason woos Rachel. Paige ponders her next steps with Craig. As Austen finds himself in hot water with Lindsay, he also finds himself at odds with Ciara, jeopardizing both friendships. Jessica seeks some much-needed advice from Kyle about her feelings for Kory, but her compliments for Rachel leave much to be desired.
As winter comes to an end, Rachel confronts Jess about insulting her looks. Jason sets up a date with Rachel back in New York. Paige and Craig celebrate six months together with excitement for their future. Kyle and Amanda bask in the final hours of their first stress-free vacation. Jess holds Kory’s feet to the fire about wanting to be exclusive as the group gets ready to throw a “stages of life” themed party for her 25th birthday.
Kyle arranges a ski vacation with friends from all around the globe; a newly single Danielle is ready to move on from heartbreak; Malia and Katie are quickly intrigued by Kory’s Charm; Kyle drops the bomb that Tom Schwartz will be joining them.
Kyle rallies the house to brighten Tom's spirit and help him become vibe worthy again; while Kyle, Casey and Malia hit the slopes, a grocery run becomes a bonding experience for Katie and Tom.
Tom hosts an ex-hour cocktail game where the group makes drinks that represent their exes; Danielle's mojo seems to have returned after a steamy hot tub makeout; Jordan feels empowered by the other women in the house to shoot her shot on her crush.
It is revealed to Kory that Casey has been talking trash about his sorta-kinda-girlfriend, Sam; Amanda makes her way to the house; Tom struggles with making a move on a love interest with the same name as his ex-wife. Brian hosts a Bollywood night.
A backseat makeout leaves Tom confused just days before the "Vanderpump Rules" reunion; Alex continues his flirtatious ways leaving Danielle feeling uncertain; the house throws a Wild West Party, which helps one housemate get his mojo back.
Danielle is saddled with frustration at the end of the Wild West party; Tom pushes Katie to her breaking point.
Malia and Katie invite Capt. Sandy and Leah to join the gang for Gaper Day; a visit from Kory's parents puts even more pressure on him; Amanda's nausea has her and Kyle wondering if starting a family could be here sooner than expected.
Things heat up in Steamboat when Kory's unofficial girlfriend, Sam, comes for a visit and is immediately threatened by a yachtie's friendship with her man; Tom's return to the house can't come soon enough for Alex.
Tom must decide whether to remove Katie from the friendzone; Casey charts new territory with a housemate; Danielle’s jealously hits a breaking point.
