The short answer

At 20 to 50 people you need departments, per-team capacity rules, reporting and integrations, with admin tools to run it all. A dedicated tracker handles this well without HR-suite cost, and our pick is Book Time Off at a flat £1 per user / month: departments with their own manager and maximum-absent limit, per-person approvers, admin reports with charts and CSV export, Microsoft 365 sign-on, Slack and Teams, and bulk admin edits. A team of 50 is £50 a month, with a 30-day free trial and no card.

What changes approaching 50

The difference from a smaller team is structure. Three things become central:

The must-haves at this size

Per-department capacity is the difference-maker

One blanket limit cannot protect several teams at once. A maximum-absent limit set per department keeps each team covered without blocking the whole company.

Why Book Time Off fits

Book Time Off includes the admin and reporting a team of this size needs, in the same flat plan:

Compared with stepping up to a full HR suite, this keeps the cost low: see annual leave tracker vs HR software for when a suite is worth it instead.

Run leave across departments

Set per-team capacity limits, give each manager their own approvals, and pull a report in seconds. 30 days free, no card required.

Start free trial

What it costs

A flat £1 per user / month, no minimum, no contract, with departments, reporting, sign-on and integrations all included:

Team sizePer monthPer year
25 people£25£300
35 people£35£420
50 people£50£600

Best for and not best for

✓ Best for

  • UK teams of roughly 20 to 50 people
  • Multiple departments and approvers
  • Teams that need per-team capacity rules and reporting
  • Anyone who wants sign-on and integrations without HR-suite cost

Look elsewhere if you need

  • Contracts, documents, onboarding or performance (a full HR suite)
  • A separate counted-down balance for every leave type
  • Per-person working-day patterns (the week is company-wide)
  • A public API for two-way integration

Frequently asked questions

What is the best holiday planner for a team of 20 to 50?

At 20 to 50 people you need departments, per-team capacity rules, reporting and integrations, with admin tools to manage it all. A dedicated tracker handles this well, and our pick is Book Time Off at a flat £1 per user per month: departments with their own manager and maximum-absent limit, per-person approvers, admin reports with charts and CSV export, Microsoft 365 sign-on, Slack and Teams, and bulk admin edits. Timetastic Pro is the main established alternative.

What features does a holiday planner need at 50 people?

Departments with their own manager and approver, a maximum-absent limit per department to protect cover, reporting you can filter and export, integrations so leave shows up where people work (Outlook, Slack, Teams, calendar feeds), and admin tools like bulk edits and clear permissions. Single sign-on becomes useful at this size too, so staff use their existing work login.

Does Book Time Off support departments and multiple approvers?

Yes. You can create departments, each with a manager and its own maximum-absent limit, and set a specific approver per person. Admins can bulk-select people to change allowance, department or approver in one go. Approvals can happen by email or from a Slack or Teams message, so different managers handle their own team's requests.

Can I report on staff leave across departments?

Yes. Book Time Off has an admin reports view that summarises approved leave taken per person, per department and per month, broken down by leave type, over this leave year, last year, this calendar year or a custom range. You can filter by department, see month, type and department insight charts, and export the per-person view to CSV for payroll or records.

How much does holiday software cost for a team of 50?

Book Time Off is a flat £1 per user per month with no minimum, so a team of 50 is £50 a month, or £600 a year, with a 30-day free trial and no card. That single price includes departments, reporting, single sign-on, Slack and Teams and the Timetastic import, features some rivals reserve for a more expensive plan.

Do I need an HR system instead at 50 people?

Only if you need more than leave. If your problem is holiday and absence at 50 people, a dedicated tracker is cheaper and simpler. If you also need contracts, documents, onboarding and performance in one place, a full HR suite may be worth it. Our annual leave tracker vs HR software guide covers where the line falls.

About this guide

Written by the Book Time Off editorial team. We build Book Time Off, the tracker recommended here, and have been upfront about that, including a clear list of what it does not do and when a full HR suite is the better buy. Book Time Off features and pricing are verified in the live product as of 16 June 2026.