Comparison of staff leave tracking software platforms for 2027

"Leave tracking software" covers two very different products wearing the same label. BambooHR, Rippling, Deel, Factorial, and Justworks are enterprise HR suites, where leave is one module inside a much bigger, pricier platform. Then there's a growing field of specialists that do one thing: leave requests, approvals, and balances, for a fraction of the cost.

We compared 11 tools across both groups on starting price and functionality, to work out which one actually fits a given business heading into 2027, including where SimpleLeave sits in that picture.

Quick summary
  • Not sure yet what you need: start with SimpleLeave, free up to 5 employees, no time limit
  • Already buying a full HR suite for other reasons: BambooHR, Rippling, Deel HR, Factorial, or Justworks bundle leave in for free
  • Live in Slack or Microsoft Teams already: Vacation Tracker is built around that workflow
  • Small team, tight budget, no need for SSO or an API: SimpleLeave and Day Off both have genuinely free entry tiers and paid tiers under £1.50/user/month

The Market at a Glance

Every tool below is plotted on two things: starting price per user per month in GBP, and a functionality score out of 10 built from our own research into policy customisation, integrations, compliance reach, and reporting. It's not a third-party index. Prices marked with a tilde (~) are approximate GBP conversions from the vendor's published USD pricing; Leave Dates and SimpleLeave price natively in GBP.

Price vs. functionality by tool

Bubble position = starting price (x) and functionality score out of 10 (y). Hover a point for detail; full figures are in the table below.

Established players Challengers SimpleLeave
Tool Group Starting price Functionality (/10)
SimpleLeave Specialist Free ≤5, then £0.60/user/mo 6
Leave Dates Specialist £0.75/user/mo 7
Day Off Specialist ~£0.75/user/mo (free tier available) 5
Timetastic Specialist ~£1.10/user/mo 6
Vacation Tracker Specialist ~£1.50/user/mo (free tier available) 6
Calamari Specialist ~£1.50/user/mo (Time Off module) 7
Deel HR Enterprise suite Free leave module, but paid platform from ~£11.10/employee/mo 8
Factorial Enterprise suite ~£5.90/user/mo 7
Justworks Enterprise suite ~£5.90/user/mo + ~£37 base 6
Rippling Enterprise suite From ~£5.90/user/mo 9
BambooHR Enterprise suite ~£7.40/employee/mo 8

The Top 5 Established Players

These are enterprise-grade HR platforms built for large, complex organisations. Payroll, benefits, compliance, and workforce planning all sit under one roof, with leave tracking as one module among many rather than the main event. They suit companies that need a single system of record for the whole employee lifecycle and have the headcount, and budget, to justify it. If you only need leave tracking done well, that breadth costs you: higher per-seat pricing, longer implementation, and features you'll likely never touch.

BambooHR: full HRIS with time-off built in

A full HRIS with time-off management built in rather than bolted on — approvals, accruals, and calendars sit alongside employee records and payroll sync.

Strength
Unlimited custom leave policies even on the entry (Core) tier, plus a built-in AI assistant for HR questions.
Weakness
Pricing isn't published transparently, a ~£185/month minimum applies under 25 employees, and some users report year-end leave-balance glitches.
Tiers
Core ~£7.40 · Pro ~£12.60 · Elite ~£18.50 per employee/month.
Best for
Companies that want one system for HR and leave, not just a calendar.

Deel HR: free leave tracking, bundled with global payroll

Leave tracking is the free on-ramp into Deel's much larger global payroll and Employer-of-Record business — built for compliantly managing distributed, multi-country teams.

Strength
Compliant leave tracking and holiday calendars across 100+ countries, plus burnout indicators most rivals lack.
Weakness
The free tool is a loss-leader for a much bigger platform; adjacent modules run ~£11.10–£14.80/employee/month, and PTO policy customisation is limited in some countries.
Tiers
Deel HR free · Compensation ~£11.10 · Workforce Planning ~£13.30 · Engage ~£14.80 per employee/month.
Best for
Global or remote-first teams already using, or considering, Deel for payroll and EOR.

Rippling: leave tied directly into payroll and IT

A modular HCM platform: leave connects directly to payroll, benefits, and even device and IT management — the deepest automation of any tool in this comparison.

Strength
Leave data flows straight into payroll and benefits — the deepest automation of any tool researched.
Weakness
No fixed public tiers or free trial, so full pricing needs a custom quote, and the PTO calendar UI lags Rippling's other modules.
Tiers
From ~£5.90/user/month; modular add-ons quoted individually.
Best for
Fast-growing companies wanting HR, IT, and finance data unified in one system.

Factorial: design-forward HR for European SMBs

A modern, design-forward HR platform popular with European SMBs, with leave management as one of several core modules.

Strength
Clean interface with strong visual reporting and analytics for a mid-market HR tool.
Weakness
Advanced reporting and workflow customisation are gated to higher tiers.
Tiers
From ~£5.90/user/month.
Best for
Design-conscious SMBs, especially in Europe, wanting HR and leave together.

Justworks: leave tracking inside a PEO relationship

A PEO (professional employer organisation) — leave tracking rides alongside payroll, benefits administration, and compliance support handled by Justworks directly.

Strength
24/7 human HR support bundled in, which none of the other tools in this comparison offer.
Weakness
Leave-specific features are basic, with limited custom accrual rules and thin reporting, and the flat ~£37/month base fee adds fixed cost regardless of headcount.
Tiers
From ~£5.90/user/month + ~£37/month base fee.
Best for
Small companies wanting a full PEO relationship, not a specialist leave tool.

The Top Challengers

The established players bundle leave into a much bigger HR suite. This group does one thing: leave and absence tracking, built as a focused product rather than a module. That focus shows up in the pricing, a fraction of what the enterprise suites charge, and in how fast teams can get set up, often in a single afternoon rather than a multi-week rollout. The trade-off is scope: fewer of the payroll, benefits, and IT integrations that come bundled into a full HRIS. For companies that just need leave requests, approvals, and accurate balances handled well, that trade-off is usually worth making.

Tool Starting price Free plan Standout feature Best for
SimpleLeave £0.60/user/mo Yes, up to 5 employees, forever Heatmap reporting & TOIL/multi-country support at the cheapest price point researched Small businesses that want more than a calendar without a higher price point
Vacation Tracker ~£1.50/user/mo Yes, small teams Native Slack, Teams & Google Workspace apps Teams that live inside chat apps
Timetastic ~£1.10/user/mo No (30-day trial) Burnout board & SSO on Pro tier SMBs wanting simple, well-designed UX
Leave Dates £0.75/user/mo No (30-day trial) 230+ country holiday calendars Multi-country teams wanting a specialist tool
Day Off ~£0.75/user/mo (Lite) Yes, 1 approver/policy A free plan that's actually usable Very small teams / startups
Calamari ~£1.50/user/mo (Time Off module) Trial only Strong multi-country compliance Teams wanting HR/attendance modules alongside leave

Deeper detail on the other challengers — SimpleLeave gets a full section of its own next.

Vacation Tracker: leave requests inside Slack and Teams

Built to live inside the tools teams already use — leave requests and approvals happen natively in Slack, Microsoft Teams, or Google Workspace rather than a separate app.

Strength
Setup is fast (vendor claims under 30 minutes) and the chat-app integrations are the deepest of any tool researched.
Weakness
Reporting is limited and HRIS integrations are light compared to Leave Dates or Calamari.
Tiers
Free plan available · Paid from ~£1.50/user/month.

Timetastic: simplicity as the whole pitch

Positions itself on simplicity ("beautifully simple" is the vendor's own pitch), with a Business tier for the basics and a Pro tier that adds analytics.

Strength
Known for ease of use and responsive customer service; Pro tier adds a "burnout board" for absence-risk alerts.
Weakness
SSO, absence-trend insights, and integrations with Teams, QuickBooks, and Sage are all locked to the ~£1.85 Pro tier.
Tiers
Business ~£1.10 · Pro ~£1.85 · Rota & Time Clock ~£4.05 per user/month.

Leave Dates: the most policy depth of the specialists

A three-tier structure (Starter/Essential/Plus) that scales feature depth with price, aimed at teams that want a specialist tool with more policy depth than most.

Strength
230+ country bank-holiday imports, TOIL tracking, and pro-rated allowances give it more policy depth than most specialists.
Weakness
SSO, API/webhooks, and Zapier are reserved for the top "Plus" tier — the cheap entry tier is fairly bare.
Tiers
Starter · Essential · Plus, from £0.75/user/month, billed annually, native GBP pricing.

Day Off: a genuinely usable free tier

A genuinely free tier, not just a trial, for single-approver, single-policy setups, aimed squarely at very small teams.

Strength
A free plan that covers real usage, not just a demo.
Weakness
Hourly/daily accrual tracking, carry-over, and integrations (Teams, Outlook, Slack) all require the ~£1.50 Pro tier.
Tiers
Free · Lite ~£0.75 · Pro ~£1.50 per user/month.

Calamari: modular, compliance-focused

Sold as separate modules rather than tiers — Time Off is the entry point, with Core HR, Time & Attendance, and Performance available as add-ons.

Strength
Strong multi-country compliance support across its modules.
Weakness
Costs stack fast if you want more than leave tracking — each extra module is another ~£1.50–£1.85/user/month.
Tiers
Time Off ~£1.50 · Core HR ~£1.50 · Time & Attendance ~£1.85 · Performance ~£1.85 per user/month.

Where SimpleLeave Fits

SimpleLeave leads on price and value. Starter is free forever for up to 5 employees, and Business runs £0.60/user/month after that, the cheapest paid tier of any tool in this comparison, and one of the only ones with a permanent free plan rather than a time-limited trial.

It's not just a cheap calendar. Beyond the core essentials (one-click email approvals, multi-leave-type accrual tracking, team calendar, privacy controls on sensitive leave), it covers ground several challengers charge extra for: heatmap reporting to spot leave trends and plan workforce coverage, individual and group reports for fast manager-level visibility, and weekly digest emails so managers stay current without logging in. It supports multiple leave patterns, full-time, part-time, and TOIL, and works for businesses with employees across different countries. An iCal integration is on the roadmap for 2027.

Where it still trails the top challenger tiers is SSO, an API/Zapier connection, and native Slack/Teams integration, the features that separate Leave Dates' and Timetastic's top plans from their entry tiers. But the team behind it is small and responsive, and the roadmap is genuinely shaped by client requests, so a missing integration is a conversation rather than a dead end.

Given the free tier and no lock-in, SimpleLeave is a sensible first stop for most teams sizing up this category. Trial it against your actual workflow, and use anything it doesn't cover to decide whether you need a deeper specialist tool or a full HR suite instead.

Learn more about our leave management software

Bottom Line

Not sure yet what you actually need? Start with SimpleLeave. It's free to trial properly, not a time-boxed demo, covers the essentials plus reporting most challengers charge extra for, and gives you a real baseline to judge every other tool in this comparison against, including whether you need one at all.

Already buying, or considering, a full HR suite for payroll, benefits, or IT reasons? The leave tracking that comes with BambooHR, Deel, Rippling, Factorial, or Justworks is "free" in the sense that you're paying for the platform anyway.

Live in Slack or Teams already? Vacation Tracker is built around that workflow specifically.

Small team, tight budget, don't need SSO or an API? This is SimpleLeave's and Day Off's lane: genuinely free entry tiers, paid tiers under ~£1.50/user/month, and no contract.

Sources

Pricing and feature research for this comparison drew on vendor pricing pages and third-party review sites, including G2 and People Managing People.