Dev tools · alternatives · 2026
24 alternatives to Stretch My Time Off
Optimize your vacation days with AI-powered planning
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. Stretch My Time Off launched in 2024; newer entries below may have overtaken it.
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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

Tool to help workers get the longest possible vacations
2018 · stretchyourannualleave.com · its alternatives →
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Let's stretch your time off from 20 to 54 days or more
2024 · calamari.io · its alternatives →
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- 5TT
Get maximum vacation days by taking into account public holidays using the lowest amount of actual vacation days.
2018 · stretchyourannualleave.com · its alternatives →
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Hey! In my last job I was constantly wondering when it would be best to take days off so I could enjoy the most days off in a row, so I made this tool! It tries to schedule PTO around holidays so that you get the most consecutive time off while spending as few days as possible. You can set some constraints, customize the holidays and define mandatory vacation days (in case your company mandates them). If you try for 2025, you should see results for the rest of the year. If there are unscheduled days, it's because there isn't a particularly good period to take them off. (I should make this…
2025 · vacation-maximizer.com · its alternatives →
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Vacation Tracker▲137The easiest way to track your team’s vacations and days off.
2019 · vacationtracker.io · its alternatives →
- 11A1
A free 15 min daily stretch routine to help desk workers avoid aches and pains
2023 · stretch15.com · its alternatives →
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Pause▲396A time-off tool that puts the team back in 'team planning'
2021 · getpause.com · its alternatives →
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LookAway 2▲281Hello, I'm Kushagra and I am the indie developer behind LookAway (I've posted about it earlier but it has received quite a lot of updates since the last time so I am posting it again). LookAway is a native break reminder for macOS that doesn't interrupt. I built it because I work from home and I spend a lot of time in front of my screens. It's very easy for me to get lost in the flow and I can end up sitting for hours. Due to this, I started facing issues like eye strain and back pain by the end of the day. The solution to this was simply taking enough breaks throughout the day. But…
Apr 2026 · lookaway.com · its alternatives →
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2019 · break45.com · its alternatives →
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StretchMinder▲111Work break timer with guided movement & breathing exercises
2020 · getmoova.app · its alternatives →
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Your AI assistant for your first day back
2024 · spoke.ai · its alternatives →
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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 →