Games like Vacation: dayOFF
Games like Vacation: dayOFF include LoveChoice, Doki Doki Literature Club Plus!, Gaokao.Love.100Days, ATRI -My Dear Moments-, and Volcano Princess. We matched them by the tags players give Vacation: dayOFF on Steam (Visual Novel, Multiple Endings, Cute, Choices Matter, and Romance): closest matches first, and among equally close ones the better-known games.

LoveChoice
Shared: Visual Novel · Romance · Choices Matter

Doki Doki Literature Club Plus!
Shared: Visual Novel · Cute · Dating Sim

Gaokao.Love.100Days
Shared: Visual Novel · Multiple Endings · Dating Sim

ATRI -My Dear Moments-
Shared: Visual Novel · Cute · Romance

Volcano Princess
Shared: Multiple Endings · Choices Matter · Visual Novel

Tricolour Lovestory
Shared: Visual Novel · Dating Sim · Sexual Content

Senren * Banka
Shared: Visual Novel · Cute · Dating Sim

Our Life: Beginnings & Always
Shared: Visual Novel · Romance · Choices Matter

Love Is All Around
Shared: Visual Novel · Dating Sim · Multiple Endings

Date Everything!
Shared: Dating Sim · Romance · Simulation

Lucy -The Eternity She Wished For-
Shared: Visual Novel · Cute · Romance

NEKOPARA Vol. 2
Shared: Cute · Visual Novel · Sexual Content

NEKOPARA Vol. 1
Shared: Visual Novel · Cute · Sexual Content

CLANNAD
Shared: Visual Novel · Multiple Endings · Romance

Knowledge, or know Lady
Shared: Visual Novel · Dating Sim · Sexual Content

If My Heart Had Wings
Shared: Visual Novel · Cute · Romance

NEEDY STREAMER OVERLOAD
Shared: Visual Novel · Cute · Multiple Endings

Sakura Spirit
Shared: Visual Novel · Cute · Dating Sim

Dream Daddy: A Dad Dating Simulator
Shared: Visual Novel · Romance · Dating Sim

9-nine-:Episode 1
Shared: Visual Novel · Cute · Multiple Endings

Magical Princess
Shared: Multiple Endings · Choices Matter · Visual Novel

BAD END THEATER
Shared: Visual Novel · Multiple Endings · Choices Matter

DATE A LIVE: Rio Reincarnation
Shared: Visual Novel · Romance · Dating Sim

Kinkoi: Golden Loveriche
Shared: Visual Novel · Romance · Dating Sim