AI · alternatives · 2026

24 alternatives to AI Time Off

AI-Powered time off management simplified

Below are 24 products that do a similar job, ranked by how close each is in meaning and then by launch-day votes. Prices are shown for the 1 we have checked on their own sites, 1 of them free or with a free tier. AI Time Off launched in 2023; newer entries below may have overtaken it.

1. 1
   Stretch My Time Off – An Algorithm to Optimize Your Vacation Daysfree▲358

   Hey HN! I built StretchMyTimeOff as a quick experiment using Cursor (Anysphere's AI code editor) and GPT-4o to see how far AI could go in building a simple, functional site. What it does: The site helps you get the most out of your vacation by suggesting optimal days to take off around national holidays, maximizing long breaks with minimal vacation days, anywhere in the world and for any calendar year. It's an idea I've had for a while, and building the algorithm with GPT was a fun challenge. Any feedback or ideas I'm all ears :)

   2024 · stretchmytimeoff.com · its alternatives →

2. 2
   TimeTo by Morgen▲175

   AI-powered time management to unleash team productivity

   2023 · morgen.so · its alternatives →

3. 3
   Time▲413

   An AI-powered time-tracking app

   2017 · its alternatives →

4. 4
   Memory AI▲563

   Fully automatic time tracking powered by deep learning

   2018 · timely.com · its alternatives →

5. 5
   TeamOut AI ▲412

   Book everything for your offsite in one place

   Jan 2026 · app.teamout.com · its alternatives →

6. 6
   Timetics.ai▲180

   Scheduling solution for online & offline meetings businesses

   2023 · timetics.ai · its alternatives →

7. 7
   Slack Holiday Mode by Spoke.ai▲262

   Your AI assistant for your first day back

   2024 · spoke.ai · its alternatives →

8. 8
   Mayday▲198

   The AI-assisted calendar that helps you make time to thrive.

   2023 · mayday.am · its alternatives →

9. 9
   Handoff AI▲140

   Generate instant construction estimates with AI

   2025 · handoff.ai · its alternatives →

10. 10
    Todo.is▲161

    Supercharge your productivity with AI-driven efficiency

    2023 · todo.is · its alternatives →

11. 11
    MindGenie▲181

    AI powered task scheduling

    2023 · its alternatives →

12. 12
    Mayday▲188

    Your AI scheduling co-pilot

    2023 · mayday.am · its alternatives →

13. 13
    Time Off Calendar▲102

    Accurate and simple PTO calendar

    2021 · tmetric.com · its alternatives →

14. 14
    AI Scheduling ▲4

    Helps automate creating and modifying scheduling with AI.

    2024 · its alternatives →

15. 15
    HR Cloud Time-Off Management▲6

    Simplify leave, PTO, and absence management

    2020 · hrcloud.com · its alternatives →

16. 16
    Clockwork▲127

    AI powered bot to track action items within Slack

    2022 · its alternatives →

17. 17
    Crammer▲112

    Save time using AI

    2019 · chromewebstore.google.com · its alternatives →

18. 18
    Day Off Leave Tracker▲69

    PTO and vacation tracking software

    2021 · day-off.app · its alternatives →

19. 19
    Busy - AI Calendar Assistant▲77

    Smart and simple scheduling on iOS

    2022 · apps.apple.com · its alternatives →

20. 20
    Atomic▲83

    Save time planning your Google calendar using AI

    2022 · hastingsbandsboosters.org · its alternatives →

21. 21
    Kiku ▲69

    Time off tracking and leave management in Slack

    2022 · its alternatives →

22. 22
    Less is More - Save time w/ AI▲8

    Set up recurring tasks and receive AI-driven recommendations

    2024 · apps.apple.com · its alternatives →

23. 23
    TimeClout private beta▲4

    TimeClout: AI-powered workforce scheduling

    Nov 2025 · its alternatives →

24. 24
    Timely – Scheduling and Time Tracking, Simultaneously▲62

    2014 · timelyapp.com · its alternatives →

Ranked by how close each launch is in meaning, then by votes. Prices were read from each product’s own site when checked and can change. Refine with your own description →