Games like Holidays
Games like Holidays include The Stanley Parable, Firewatch, Tangle Tower, Jazzpunk: Director's Cut, and There Is No Game: Wrong Dimension. We matched them by the tags players give Holidays on Steam (Visual Novel, Funny, Point & Click, Exploration, and Comedy): closest matches first, and among equally close ones the better-known games.

The Stanley Parable
Shared: Comedy · Funny · Walking Simulator

Firewatch
Shared: Story Rich · Exploration · Walking Simulator

Tangle Tower
Shared: Point & Click · Visual Novel · Exploration

Jazzpunk: Director's Cut
Shared: Comedy · Funny · Surreal

There Is No Game: Wrong Dimension
Shared: Point & Click · Funny · Comedy

Disco Elysium - The Final Cut
Shared: Story Rich · Point & Click · Visual Novel

Lost in Play
Shared: Point & Click · Funny · Surreal

The Henry Stickmin Collection
Shared: Funny · Comedy · Point & Click

Deponia
Shared: Point & Click · Comedy · Funny

Detective Grimoire
Shared: Point & Click · Exploration · Visual Novel

Undertale
Shared: Funny · Story Rich · Comedy

Broken Age
Shared: Point & Click · Funny · Comedy

Return to Monkey Island
Shared: Point & Click · Funny · Comedy

Tales from the Borderlands
Shared: Comedy · Point & Click · Story Rich

What Remains of Edith Finch
Shared: Story Rich · Exploration · Walking Simulator

Phoenix Wright: Ace Attorney Trilogy
Shared: Visual Novel · Story Rich · Point & Click

Botanicula
Shared: Funny · Point & Click · Exploration

Thank Goodness You're Here!
Shared: Funny · Comedy · Exploration

Otaku's Adventure
Shared: Funny · Visual Novel · Story Rich

Dispatch
Shared: Story Rich · Comedy · Funny

The Exit 8
Shared: Exploration · Walking Simulator · Funny

Marco & The Galaxy Dragon
Shared: Visual Novel · Funny · Story Rich

Kentucky Route Zero: PC Edition
Shared: Point & Click · Surreal · Story Rich

Maize
Shared: Exploration · Point & Click · Hidden Object