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Top Rated Leave Management System Software with Microsoft outlook

Last updated: June 2026

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55 software options

TalentHR logo

A fresh, intuitive tool for your HR needs.

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A fresh take on leave management. TalentHR streamlines day-to-day time-off with custom policies, automated approvals, and accurate balances, no IT skills required. Built for busy teams that want clear, reliable leave tracking at a reasonable price.

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HiBob logo

All-in-one HR payroll and finance platform

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Managers to approve with ease. Real-time tracking ensures policy compliance and payroll accuracy, while customizable workflows simplify the process for HR teams.

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edays logo

World-class workforce management system based in the UK

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edays is a global, world-leading online staff holiday planner and leave management software. The online app covers holiday planning, sickness leave, and absence tracking in one customisable and easy-to-use system.

edays is widely acknowledged to be the best-in-class choice for absence & leave.

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Calamari logo

Time off, attendance, performance & employee data

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Calamari simplifies leave management with flexible policies, custom approval workflows, and automatic balance tracking. Configure leave types per team or country and stay compliant with local labor law across 100+ countries. Integrates with Slack, Microsoft 365, and Google Workspace.

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HR Partner logo

Simple, all-inclusive online HR Management system

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HR Partner is a purpose built HRIS for businesses with 20-500 employees. Providing you with everything you need to automate your HR Admin, all in one place. It includes; employee personnel records, time off requests, recruitment, and performance reviews.

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TimeOut logo

Web-based leave tracking solution for SMBs

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Automate time off tracking with a self-service system configured precisely to your needs.

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Day Off logo

Vacation Tracker | PTO Tracker | Leave Tracker | Time Off

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Join 50,000+ companies already simplifying time-off tracking with Day Off. Our intuitive platform makes managing vacations, sick days, and PTO effortless—whether you’re a small startup or a large enterprise.

Affordable & Scalable – Pro package at just $2.

Designed for All Teams – Perfect for start

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Journyx logo

Simple time tracking for complex businesses.

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Journyx provides powerful time tracking solutions for organizations that need to easily and accurately track employee time for projects, billing, and payroll. We also offer state-of-the-art physical time clocks, web-based time clocks, resource allocation tools, and scheduling software.

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Rippling logo

Workforce management across HR, finance, and IT. 

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Automated leave tracking: Manage your workforce seamlessly with Rippling Leave Management when employees need to unplug.

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Leave Dates logo

Clear, intuitive and flexible leave management for SMEs.

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Simplify leave management with Leave Dates. No more errors - just streamlined HR. Make your holiday planning seamless on all devices.

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Timetastic logo

Simple & elegant staff leave planner. Beautiful mobile app.

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Looking to keep of holidays and absence without those messy spreadsheets?

Yes off course you are, who wouldn't!

Timetastic is exactly what you need.

Get on board with 170,000 other people who've moved on from the spreadsheets. No more forgetting who has what holiday and how much left!

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HRnest logo

Human resource management system with leave tracking

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HRnest is a human resource management software designed to help assist businesses with employee scheduling, leave requests, time tracking, onboarding, document circulation, and more from within a unified platform. Staff members can receive email notifications about changes in time off requests statuses and track their holiday allowances.

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Built logo

Cloud Based Solution for Time Off Tracking, Org Chart & More

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The Built for Teams PTO Tracking platform delivers a way for employees to request time off and view their remaining balance at any time. Managers can approve time off and employees notified via email of approval. Notifications can also show any overlapping requests and who will cover while gone.

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Projectworks logo

Run a More Profitable, Scalable Firm

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Grow your business with all-in-one professional services automation software for engineering, architecture, management consulting, & software services. Projectworks is easy to use, connects with your ecosystem, and gives you time back to focus on the real work that drives your success.

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Planleave logo

Leave management platform for teams and HR professionals

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Planleave is a cloud-based leave management platform designed to help teams and HR professionals manage absences in your company. Features include calendar view, insights, time-off management, and more.

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Resource Guru logo

Resource management solution for busy teams

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The blissfully simple resource management tool that helps busy teams keep projects on track. See team availability and find the perfect person for every job. Schedule at speed and keep everyone aligned on upcoming work. Get insights on forecast vs actuals and utilization across projects and clients.

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Combo logo

The workforce management system for frontline businesses

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Combo is the all-in-one workforce management system for frontline businesses.
We connect scheduling, payroll, and performance so you cut the admin grind and build a thriving workplace.
Our mission is to modernize underserved, frontline workplaces, so people thrive, businesses grow,

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TIMEOFF.GURU logo

Absence management software to manage employee time-off

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TIMEOFF.GURU is a cloud-based absence management software, which helps organizations track, manage, and approve employees' leave requests. Features include customizable branding, data export, remote access, multi-language, secure data storage, two-factor authentication, and reporting.

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absentify logo

Absence management tool in Microsoft 365, Outlook, and Teams

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absentify is a leave management system designed to help businesses streamline time off processes through integration with Microsoft 365, Teams, and Outlook solutions. It automates and streamlines the entire absence planning process, enabling organizations of all sizes to add multiple users, access single sign-in via Microsoft, customize work schedules, and configure absence rules and policies based on organizational requirements from within a unified platform.

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Vacation Tracker logo

Streamline PTO: Easy, Automated Leave with Vacation Tracker

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Vacation Tracker simplifies leave management by replacing spreadsheets with an automated system, offering real-time visibility, accurate tracking, and self-managed PTO for your team.

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Lucca logo

HR management solution for automating internal processes

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Lucca is a cloud-based suite of tools designed to help businesses of all sizes automate processes for employee leave & absence tracking, interview campaigns, and payslip distribution. Managers can monitor timesheets, track employee work hours, & estimate margin & turnover on billable projects.

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HoorayHR logo

The all-in-one HR platform for SMEs.

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HoorayHR is the all-in-one HR tool for SMEs. Streamline the HR process and manage all personnel administration and documents in one place, including digital signing.

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absence.io logo

Staff holiday and leave planner

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absence.io is a time off and absence management solution designed to simplify data entry, improve communication, and track multiple leave and absence types

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eSchedule logo

Employee scheduling & absence management software

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eSchedule's FREE Absence Management module is easy-to-use, yet powerful enough to customize time-off types, send automated notifications & view reports.

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SafeHR logo

Easy to use, powerful HR and payroll for small UK businesses

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Quickly and easily log absences and leave, view an employee calendar and view powerful reports on who's off when.

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