FirstHR

Time Off Management Software: 12 Tools Compared

Time off management software compared: all-in cost at 5, 15, 25, and 50 employees, which minimums bite, and standalone tools vs HR suites.

TL;DR
Under ten people, start free: LeaveBoard covers 9 employees, Connecteam 10. Timetastic at $1.50 per user has no minimum, while Vacation Tracker has a $50 monthly minimum and Calamari a 10-seat floor. BambooHR's $250 flat rate means $50 a head at five. Already running payroll or scheduling? Time off is usually included, and a separate tool duplicates the record.
Updated
Oct
10
2026
Reading time
22min

Most comparisons of this category quote a per-employee rate and move on. That rate is close to meaningless below about fifteen people, because more than half the products here carry a minimum charge, a base fee, or a seat floor, so a small team ends up paying on the vendor's terms rather than its own.

This page compares twelve tools across three genuinely different product types, then models what each one actually bills at 5, 15, 25, and 50 employees with every minimum included, so you can see what a team your size would really pay. Pricing verified September 2026.

The numbers are stark once you do the arithmetic. A five-person business pays $50 a month for a tool advertised at $2 per user, or $250 a month for one advertised at $10 per employee. Two other products cost that business nothing at all.

None of this arithmetic appears in a features table, yet it is the difference between a sensible purchase and a bill five times larger than it needed to be.

My TeamPam BeeslyFull-timeJim HalpertFull-timeRyan HowardPart-time
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Three kinds of product, one search term

Every product here handles requests, approvals, and balances. What differs is how much else comes with it, and that decides both the price and how long you spend setting it up.

Definition
Time off management software
A tool that stores your leave policy, accepts employee requests, routes them for approval, and maintains a running balance for each person, usually alongside a shared calendar of who is away. Also searched as time off tracking software, time off request software, PTO tracking software, a PTO manager or time off manager, and leave management systems. It sits next to but apart from time and attendance software, which records hours worked rather than days away.
Dedicated toolScheduling comboHR suite module
What it isOne job, done properlyTime off attached to a rosterTime off inside a wider platform
Typical price per employeeAbout $1 to $2Flat or per location, sometimes free for a small teamAbout $8 to $10, or bundled
Also gives youVery little elseShifts, time clock, messagingRecords, payroll, reporting, org chart
Time to first requestSame dayAbout a weekWeeks
Buy it whenTime off is the only broken processYou are already scheduling shiftsYou need the rest of the suite anyway
Skip it whenYou already own a suite that does thisYour team has no shifts to scheduleTime off is genuinely all you need

The mistake worth avoiding is buying up a level. An HR suite will absolutely manage time off, and it will also ask you to configure employee records, permissions, and an org structure before it does. If the problem is that nobody knows their balance, that is a solved problem for a dollar an employee.

12 time off tools at a glance

All twelve tools are grouped by type, then sorted by entry price within each group, with flat and per-location plans ahead of per-user ones. The last column is the one to read first if your team is small.

ProductTypePriced byEntry priceFree planAlso tracks hoursMinimum or base fee
LeaveBoardDedicated time offPer employeeAbout $1.13/employee
TimetasticDedicated time offPer user$1.50/user
CalamariDedicated time offPer employee, modular$2/employee
Vacation TrackerDedicated time offPer active user$2/user
HomebaseScheduling comboPer location$24/location
ConnecteamScheduling comboFlat per hub$29/hub
Buddy PunchScheduling comboPer user plus base$4.99/user plus $19
DeputyScheduling comboPer user$6.50/user
GustoHR suite moduleBase plus employee$49 plus $6
FactorialHR suite modulePer user, quotedFrom $8/user
RipplingHR suite moduleModular, quotedFrom $8/employee plus $40
BambooHRHR suite modulePer employee$10/employee
Entry price is the lowest paid tier with time off capability, on annual billing where the vendor discounts it, verified September 2026 against each vendor's own pricing page. Free plan marks a free tier that includes time off; Homebase has a free plan, but time off requests start on its paid tiers. The last column marks products that charge a base fee, enforce a minimum monthly spend, or refuse to sell below a seat count, which is the single most distorting factor at small headcounts and the one almost no comparison table shows. Deputy's $30 minimum applies to its monthly plans. Factorial publishes only a starting rate and sells on a tailored quote. Rippling also sells on a quote: its blog starts the base HRIS module, which includes time off tracking and approvals, at $8 per employee per month, and its small-business page lists a $40 monthly base fee (both read October 2026).

How we evaluated these tools

We evaluated for a US small business, where whoever approves leave also does several other jobs, and applied the same four tests to all twelve tools.

Questions for time off tools
What does it bill at a real headcount?Every product was modeled at 5, 15, 25, and 50 employees with minimum charges, base fees, and seat floors included, rather than quoting the per-user rate the vendor advertises. This is the single largest gap in the published comparisons for this category, and at the small end it changes the answer completely rather than reordering it slightly.
Which of the three types is it?Products were grouped as dedicated tools, scheduling platforms with leave attached, or HR suites with a time off module, rather than ranked in one list. A tool that costs a dollar an employee and one that costs ten are not competitors; they are answers to different questions, and most buyers only need to answer the cheaper one.
Is the free plan real, and where does it end?Two products here have free plans that genuinely cover a small team’s time off rather than functioning as trials, and their caps sit at nine and ten users. A third, Homebase, has a free plan that leaves time off out. We stated where each one ends, because a free plan is a decision about the next year rather than about today, and the ceiling matters more than the feature list.
What does the price not include?Every product carries a cons block naming specific limits. Several of these tools handle requests and balances but not accrual complexity, multi-state sick leave rules, or payout at termination, and several of the cheaper ones export to payroll rather than syncing with it. We did not rank by review score, since this category spans very large and very small review bases.

Dedicated time off tools

Dedicated tools are built to do one job. If your only broken process is leave, this group solves it for roughly a dollar or two an employee and asks almost nothing of you in return.

LeaveBoard
Best free option for a team under ten
LeaveBoard logo
Pricing
Free for up to 9 employees; PRO $1.35 per employee per month, or $13.50 per employee a year on annual billing. 14-day trial
At 5 and 25 employees
Free, and about $28 a month
Best for
Very small teams replacing a spreadsheet for the first time

LeaveBoard is the cheapest credible route out of a spreadsheet. Nine employees free covers a great many businesses outright, and the paid rate above that cap is the lowest here, so a team crossing ten people pays about $11 a month on annual billing rather than facing a step change. Requests, approvals, balances, and a shared absence calendar all work as expected.

It is a smaller product than the better-known names and the depth reflects that: reporting is basic, the integration list is short, and complicated accrual arrangements are handled less flexibly than by tools built around accrual. For a business with a straightforward policy that wants balances to stop being a guess, none of that matters much. For one juggling several leave types across states, it will.

Pros
Free for up to 9 employees, the most usable free tier for a very small team
About $1.13 per employee on annual billing is the lowest paid rate in this comparison
No minimum charge, base fee, or seat floor
Requests, approvals, balances, and shared calendar all on the free plan
Cons
Reporting is basic compared with the larger dedicated tools
Short integration list, including for payroll
Complex or multi-policy accrual arrangements are handled rigidly
Smaller vendor with a thinner support and documentation footprint
Timetastic
Best paid tool with no minimum charge
Timetastic logo
Pricing
No free plan; Business $1.50, Pro $2.50 (adds leave accruals), and Rota and Time Clock $5.50 per user per month, 30-day trial. Half price for charities and certified B Corps
At 5 and 25 employees
About $8 and $38 a month
Best for
Teams that want the advertised rate to be the actual rate

Timetastic is the clearest example on this page of pricing that behaves the way buyers expect: $1.50 per user, no minimum, no base fee, no seat floor. At five employees that is under $8 a month against $50 for Vacation Tracker, and the gap is narrowest around twenty-five people.

The product itself is deliberately narrow, built around a shared calendar of who is off and a request flow that takes seconds. Narrow is the trade: the Business and Pro plans are leave and nothing else, accruals need Pro, and scheduling and a time clock arrive only on the Rota and Time Clock plan at $5.50 per user. There is no payroll module.

Timetastic has no permanent free plan, only a 30-day trial, which makes it a poor fit for a five-person team that could use a free tier instead. The vendor is UK-based, and its pricing page switches currency by visitor location, showing pounds in the UK and Ireland and dollars elsewhere, so confirm you are reading the dollar figures.

Pros
No minimum charge, base fee, or seat floor at any size
Cheapest real cost at 5 employees among the paid tools here
Deliberately simple, so adoption needs almost no explanation
Half-price plans for charities and certified B Corps
Cons
No permanent free plan, only a 30-day trial
Accruals need Pro, and scheduling needs the $5.50 Rota and Time Clock plan
Pricing page shows pounds or dollars depending on where you browse from
Reporting and integration depth trail the larger tools
Vacation Tracker
Best for teams that live in Slack or Teams
Vacation Tracker logo
Pricing
No free plan, 14-day trial; Core $2 per active user per month with a $50 minimum charge; Complete $4 per active user with a $100 minimum and the accrual policies. Annual Core is $550 a year up to 25 users
At 5 and 25 employees
$50 at both on monthly billing, because the minimum governs
Best for
Distributed teams already working inside a chat platform

Vacation Tracker puts requests and approvals where the work already happens. Employees request leave in a chat message, managers approve from a notification, and the team sees who is away without opening another application. For a remote team, removing the extra tool from the loop is genuinely the difference between a process people follow and one they forget.

The $50 monthly minimum is the thing to weigh. On monthly billing, any team under twenty-five users pays it in full, so a product advertised at $2, spread across a five-person business, costs $10 a head. The Complete plan, which holds the accrual policies, raises the floor to $100.

Above twenty-five people the minimum stops binding and Vacation Tracker's pricing becomes competitive. The product is also chat-first by design, so a workforce without Slack, Teams, or Google Workspace loses the main reason to choose it.

Pros
Requests and approvals happen inside Slack, Teams, or Google Workspace
Setup is genuinely fast for a team already on those platforms
14-day free trial with no credit card required
Competitive per-user pricing once you are past 25 people
Cons
$50 monthly minimum means a 5-person team pays $10 a head
Accruals need the Complete plan, which raises the minimum to $100
Value depends on the team using a supported chat platform
Leave only; no time tracking or scheduling capability
Calamari
Best modular option as needs grow
Calamari logo
Pricing
No free plan; Time Off $2 per employee per month, Time and Attendance $2.50, Core HR $2 on annual billing ($2.50, $3, and $2.50 month to month), with a 10-seat minimum, so a $20 monthly floor for Time Off. 14-day trial
At 5 and 25 employees
$20 and $50 a month for Time Off
Best for
Teams that want leave now and attendance later without switching

Calamari sells its capabilities as separate modules, which means you can buy leave management alone at $2 an employee and add time and attendance or core HR later without migrating to a different product. For a business that knows leave is the immediate problem but expects clock-in to follow, that path is worth something concrete.

The ten-employee minimum is the catch at the small end: a five-person team buys ten seats and pays $20. There is no free plan and the trial runs fourteen days. Each module is separately priced, so a business that eventually wants leave, attendance, and records is paying three line items and should compare that total against a suite rather than against the entry rate.

Pros
Modular, so leave can be bought alone and extended later
Time and attendance available in the same product when needed
Chat-based and hardware clock-in options supported
Competitive per-employee rate once past the seat minimum
Cons
10-employee minimum means a 5-person team buys 10 seats
No permanent free plan and only a 14-day trial
Modules are separately priced, so a full configuration adds up
A $20 monthly floor for Time Off applies regardless of size
Everyone in one list, with who they report to
Position, department, type, manager and status for each person. People who have left move to a separate list.

Time off inside a scheduling platform

For hourly and shift businesses, leave and the roster are the same problem: an approved day off is a hole in Saturday. These products treat them together, and for that audience buying them separately makes little sense.

Homebase
Best for a single-site hourly business
Homebase logo
Pricing
Free Basic for one location and up to 10 employees, without time off; Essentials $24, Plus $56, All-in-One $96 per location per month on annual billing ($30, $70, and $120 month to month). Time off requests start on Essentials; accruals and balances need Plus
At 5 and 50 employees
$56 a month on Plus at one location, either way
Best for
One restaurant, shop, or clinic with a large hourly roster

Homebase charges per location rather than per person, which at these headcounts is the most consequential pricing fact on this page. Fifty employees at one address cost exactly what fifteen cost, so the bill does not move as you hire. Time off sits alongside the schedule, so an approved day is already reflected when the manager builds next week.

The tiers matter more than the headline price. Time off requests and availability start on Essentials at $24 a location, while PTO policies that track accruals and balances, blackout dates, and advance-notice rules need Plus at $56. The free Basic plan covers scheduling and time tracking for up to ten employees but no time off requests at all.

The model inverts across sites: you pay the full location fee again for each one regardless of headcount there, so five small sites cost five times over. As a pure leave tool it is more product than you need, and a business with no shifts to schedule is buying a scheduling platform for its leave module.

Pros
Per-location pricing means the bill does not rise as you hire
Plus holds accruals, balances, and blackout dates at $56 a location for any headcount
Free Basic plan covers scheduling and time tracking for up to 10 employees
Leave and the schedule live together, so approvals reflect coverage
Cons
Per-location model becomes expensive across several small sites
Free plan leaves out time off requests entirely
Accruals and balances need Plus, not the $24 Essentials tier
Considerable overhead if you have no shifts to schedule
Connecteam
Best free option for a deskless team
Connecteam logo
Pricing
Free Small Business plan for up to 10 users across all hubs; paid hubs Basic $35 monthly or $29 on annual billing, Advanced $59 or $49, Expert $119 or $99 per hub, each covering the first 30 users. Time off sits in the HR & Skills hub
At 5 and 25 employees
Free, and $29 a month on HR & Skills Basic
Best for
Field crews, cleaners, and staff without company email

Connecteam is the strongest free offer here for a deskless team: every hub is free up to ten users, with only a few advanced items such as payroll integration and API access held back. Requests come through a mobile app built for staff who have no work email address.

Above ten users, Connecteam's $29 flat fee covering thirty users works out to about $1.16 a head at twenty-five people and under a dollar at thirty. Annual billing is charged as ten months rather than twelve, which is where the annual discount comes from.

The structure to understand is the hub. Time off sits in the HR & Skills hub with documents and training, scheduling and time tracking sit in the Operations hub, and communication has a third, so a shift business wanting leave and the roster together pays two base fees. As with Homebase, a desk-based team with no shifts is buying a workforce platform to get a leave module.

Pros
Free for up to 10 users across every hub
$29 flat covers up to 30 users, under a dollar a head at 30
Mobile-first design suits staff without company email
Time off, scheduling, and time tracking in one app
Cons
Time off and scheduling sit in separate hubs, so wanting both doubles the base fee
Per-user charges resume above 30 users
Far more platform than a leave-only need requires
Setup takes longer than a dedicated time off tool
Deputy
Best for shift work with rules to enforce
Deputy logo
Pricing
No free plan; Lite $5, Core $6.50, Pro $9 per user per month on annual billing ($5.50, $7.25, and $10 month to month), with a $30 minimum monthly spend on monthly plans. HR is a paid add-on, and so is analytics below Pro
At 5 and 25 employees
About $33 and $163 a month on Core
Best for
Retail, hospitality, and healthcare with leave and coverage rules

Deputy is the most compliance-mature option in this group. Leave, availability, and the roster interact properly, so an approved absence updates coverage rather than sitting in a separate list, and the platform handles break rules and overtime thresholds that the cheaper schedulers approximate. For a business where a mishandled absence creates a legal exposure rather than an inconvenience, that depth is what the premium buys.

Deputy is also the most expensive scheduling option here for pure leave management. At twenty-five employees Core is about $163 a month against $29 for Connecteam's HR & Skills Basic, and that gap only pays off if the compliance and forecasting features get weekly use. The $30 minimum on monthly plans binds below five users, HR is a separately priced add-on, and analytics costs extra below the Pro plan.

Pros
Leave, availability, and the roster interact rather than sitting apart
Deepest break and overtime compliance handling in this group
Published per-user tiers with no sales call required
Well-regarded mobile app with high frontline adoption
Cons
About $163 a month at 25 employees, several times the flat-fee options
$30 minimum spend on monthly plans hits very small teams
HR is a paid add-on, and so is analytics below Pro
Compliance depth goes unused in a simple single-site business
Buddy Punch
Best when leave sits next to a verified time clock
Buddy Punch logo
Pricing
No free plan; Starter $4.99, Pro $6.99, Advanced $12.99 per user per month on annual billing ($5.99, $7.99, and $13.99 month to month), plus a $19 monthly base fee on all plans
At 5 and 25 employees
About $44 and $144 a month on Starter
Best for
Hourly teams that need accruals tied to actual hours worked

Buddy Punch handles the case where leave accrues from hours worked rather than from a fixed annual allowance, which is common in hourly businesses and handled badly by tools designed around a salaried leave year. Accruals sit on the same record as the punch, so the balance reflects what somebody actually worked, and clock-in verification through facial recognition, QR codes, and geofencing is the strongest here.

The $19 monthly base fee lands hardest on the smallest teams: at five employees it is 43 percent of the bill. There is no free plan and the trial runs fourteen days.

Buddy Punch's tiers also hold back several features. QR codes and geofencing start on Pro, scheduling costs extra on Starter, and real-time GPS costs extra on Starter and Pro, so a business wanting leave, scheduling, and verification together pays well above the entry rate. If accrual is a simple annual allowance, cheaper tools cover it.

Pros
Accruals tied to hours actually worked, not a fixed annual allowance
Strongest clock-in verification in this comparison
Named payroll connectors rather than export alone
Configurable rules rather than fixed accrual assumptions
Cons
$19 monthly base fee is 43 percent of the bill at 5 employees
No permanent free plan and only a 14-day trial
Scheduling and real-time GPS cost extra on lower tiers
Overkill if leave accrues as a simple annual allowance

Time off inside an HR suite

HR suites are not time off products. Each is a platform, often called an HRIS (human resources information system), where time off is one module among many, which makes these suites excellent value if you need the rest and poor value if you do not.

Gusto
Best when you are buying payroll anyway
Gusto logo
Pricing
Simple $49 a month plus $6 per employee, with basic PTO policies and holiday pay; Plus $80 plus $12; Premium $180 plus $22. The Simple base rose from $40 to $49 during 2025
At 5 and 25 employees
About $79 and $199 a month on Simple
Best for
Small businesses that need payroll and get time off with it

Gusto is payroll software with time off tracking included rather than a leave tool with payroll attached, and that ordering shapes the decision entirely. Approved leave is already inside the system that runs the pay cycle, so paid time off is costed correctly and payout at termination is handled without moving data between products. Pricing is published on Gusto's own site, so the model below uses list rates.

As a leave purchase alone it is the wrong shape: roughly ten times what Timetastic charges at five employees. The $49 base fee dominates small bills; it was $40 before an increase during 2025.

Gusto makes sense when payroll is on your list this year. Then the marginal cost of time off is effectively zero, and buying a separate tool creates two records of who is away. If payroll already works elsewhere, you can skip Gusto.

Pros
Approved leave is already inside the system that runs payroll
Paid time off is costed correctly with no data transfer
Published list pricing, with basic PTO policies on the entry plan
Marginal cost of time off is effectively zero if you need payroll
Cons
Requires buying payroll; not available as a leave tool alone
$49 base fee dominates the bill at small headcounts
Simple base rose from $40 to $49 during 2025, so older quotes are stale
Weakest option here for shift scheduling and deskless work
BambooHR
Best when you need the whole HRIS
BambooHR logo
Pricing
Core $10, Pro $17, Elite $25 per employee per month. Teams of 25 or fewer pay a monthly flat rate starting at $250. Time off is included in every plan
At 5 and 50 employees
$250 and about $500 a month
Best for
Growing companies buying a full HR system, not a leave tool

BambooHR is the most complete HR platform in this comparison and time off is included at every tier rather than sold as an add-on. Requests, approvals, balances, and reporting sit alongside employee records, onboarding, and performance, so there is one source of truth about people rather than several. For a company that has outgrown spreadsheets across the board, that consolidation is the point.

The flat rate below twenty-six employees is where small buyers get caught. A five-person team pays $250 a month, which is $50 an employee for a capability available elsewhere for a dollar.

Above twenty-five employees, BambooHR's published per-employee rates apply, with automatic volume discounts as headcount grows. Buying it just to manage leave is the clearest example on this page of buying up a level.

Pros
Time off included at every tier rather than a paid add-on
One record for people, leave, onboarding, and performance
Mature reporting well beyond what dedicated leave tools offer
Scales without replatforming as the company grows
Cons
$250 flat rate for any team of 25 or fewer, so $50 a head at 5
Payroll, benefits, and time and attendance are paid add-ons
Weeks of setup before the first request can be approved
Substantially more platform than a leave problem requires
Factorial
Best mobile experience among the suites
Factorial logo
Pricing
Tailored quote built from the modules you pick, starting at $8 per user per month; no plan tiers or free plan published
At 5 and 25 employees
From $40 and from $200 a month
Best for
Distributed teams that will use HR software from a phone

Factorial has the strongest mobile experience of the suites here, which matters more for leave than for most HR functions: requests are made and approved on phones, often away from a desk. The platform covers records, documents, time tracking, and reporting alongside time off, and every plan includes the core toolkit with document sending and e-signature.

Pricing is a tailored quote: Factorial publishes a starting rate of $8 per user a month and builds the plan from the modules you choose, which makes budgeting harder than with the self-serve tools. At that floor a five-person team pays at least $40 a month.

Factorial publishes no free plan, so it is not a route to free leave management. As with the other suites, it only makes sense if you want the platform.

Pros
Best mobile experience among the HR suites compared here
Records, documents, time tracking, and leave in one platform
Document sending and e-signature included in every plan
Modular plans built from the tools you actually pick
Cons
Tailored-quote pricing with only a starting rate published
At least $40 a month at 5 employees, even at the $8 floor
No published free plan for time off management
Considerable setup before the first request can be approved
Rippling
Best for teams consolidating HR, IT, and payroll
Rippling logo
Pricing
Quoted and modular. Each product is bought on top of the required Rippling Platform, mostly billed per employee per month and some with a monthly base fee. The pricing page is a quote form, but Rippling's blog starts the base HRIS module, which includes time off tracking and approvals, at $8 per employee per month, and its small-business page lists a $40 monthly base fee
At 5 and 25 employees
From $80 and from $240 a month, with the final price set by quote
Best for
Companies already buying the wider platform

Rippling is the deepest consolidation option here, connecting leave to payroll, benefits, device management, and app provisioning on one employee record. For a company that already wants that stack, time off is a checkbox rather than a procurement exercise, and the data consistency across modules is genuinely better than an integration achieves.

The structural point is that time off is not purchasable on its own. It comes inside Rippling's base HRIS module, so evaluating it means evaluating the whole thing, and a company that only wanted to manage leave ends up pricing a platform. Rippling's own figures set only a floor of $8 per employee a month plus a $40 monthly base fee, so the real number is the one in your quote.

Pros
Leave, payroll, benefits, and IT provisioning on one employee record
Strongest data consistency across modules in this comparison
Scales without replatforming as the company grows
Removes coordination work well beyond leave management
Cons
Time off cannot be purchased without the core platform
Only a starting figure is public, $8 per employee plus a $40 monthly base fee
Total cost is known only after a sales quote
Far more platform than a leave management need requires

What this costs at 5, 15, 25, and 50

One table, four headcounts, every minimum and base fee included. This is the arithmetic the category rarely publishes and the reason the advertised rates mislead.

OptionHow it is pricedAt 5At 15At 25At 50
LeaveBoard$13.50 per employee a year, free to 9$0$17$28$56
Connecteam HR & Skills Basic$29 flat per hub, free to 10$0$29$29$39
Timetastic$1.50 per user$8$23$38$75
Calamari Time Off$2 per employee, 10-seat minimum$20$30$50$100
Vacation Tracker Core$2 per active user, $50 minimum$50$50$50$100
Homebase Plus$56 per location$56$56$56$56
Deputy Core$6.50 per user$33$98$163$325
Buddy Punch Starter$4.99 per user plus $19 base$44$94$144$269
Gusto Simple$49 base plus $6 per employee$79$139$199$349
FactorialFrom $8 per user, quotedFrom $40From $120From $200From $400
BambooHR Core$10 per employee, $250 flat to 25$250$250$250$500
RipplingFrom $8 per employee plus $40 base, quotedFrom $80From $160From $240From $440
Monthly cost at four headcounts, one location, on annual billing where the vendor discounts it, verified September 2026 and rounded to the nearest dollar. Vacation Tracker is shown month to month, because its annual plan is priced in user tiers, starting at $550 a year for up to 25 users. Figures cover the time off capability specifically: Homebase is modeled on Plus, the tier that tracks accruals and balances, and Connecteam on the HR & Skills hub, where its time off feature sits. Where a product is an HR suite or a scheduling platform, the same subscription buys a great deal more, which is noted per product above.
Rippling and Factorial sell on a quote, so each is shown at its starting rate as a floor: Factorial at its published $8 per user, and Rippling at the $8 per employee its blog gives for the base HRIS module, which includes time off, plus the $40 monthly base fee on its small-business page, read October 2026. Homebase is per location, so a second site doubles every column.

Three things fall out of it. Below ten people, two products cost nothing and BambooHR costs $250 a month for the same job. Between fifteen and fifty, the flat and per-location options hold still while per-user bills climb: Connecteam stays at $29 up to thirty users and Homebase at $56 a location, while Deputy passes $160 at twenty-five.

Third, the ordering is not stable. Vacation Tracker looks expensive at five and reasonable at fifty, while Deputy looks reasonable at five and expensive at fifty.

Why minimums decide the small end

Divide each monthly bill by five employees and the advertised rates stop describing anything real.

ProductEffective cost per employee at 5Why the advertised rate does not apply
LeaveBoard$0.00Free plan covers up to 9 employees
Connecteam$0.00Free plan covers up to 10 users
Timetastic$1.50No minimum, so the advertised rate is the real rate
Calamari$4.0010-employee minimum, so you buy 10 seats for 5 people
Deputy$6.50Annual Core rate applies; the $30 minimum on monthly plans does not bind at 5
FactorialFrom $8.00Quoted plans start at $8 per user
Buddy Punch$8.79$19 base fee is 43 percent of the bill at 5 people
Vacation Tracker$10.00$50 minimum charge against $10 of actual usage
Homebase$11.20Balances need Plus at $56 a location; the free plan has no time off
Gusto$15.80$49 base fee dominates; buys full payroll
RipplingFrom $16.00$40 base fee is half the bill at 5, and the final price comes by quote
BambooHR$50.00$250 flat rate applies to any team of 25 or fewer
Monthly bill divided by five employees, verified September 2026. The spread from nothing to $50 a head is not a spread in product quality. It is what happens when minimums, base fees, seat floors, and tier gates designed for larger buyers are applied to a five-person team, and it is why the advertised per-user rate is close to meaningless below about fifteen people. Rippling is shown at its starting figure, read October 2026, since its final price comes by quote.
Warning
The advertised per-user rate is not the rate you pay
Seven of the twelve products here carry a minimum charge, a base fee, or a seat floor, and every one of them was designed with a larger buyer in mind. A minimum charge means you pay for headcount you do not have. A base fee means a fixed amount before the first employee is counted. A seat floor means the vendor will not sell you fewer than ten licenses. None of these appear in a features comparison and all of them dominate the bill below about fifteen people. Before shortlisting anything, work out the total at your actual headcount rather than multiplying the advertised rate, and check again at the headcount you expect in a year.

What setup actually involves

Vendors in this category advertise setup in minutes. That is broadly true of the software and misleading about the project, because the slow part is not configuration.

Product typeWhat you configureRealistic time to first requestWhat actually slows it down
Dedicated time off toolAccrual rules, holiday calendar, approver chain, staff invitesSame day to a few daysAgreeing on the accrual policy internally, not configuring it
Scheduling comboEverything above plus shifts, locations, and how leave interacts with the rosterAbout a weekBuilding the first schedule and getting staff to adopt the app
HR suite moduleEverything above plus employee records, org structure, permissions, and often payrollWeeksData migration and deciding who can see what
The times are our estimates for a single-location small business, not vendor figures, and they include the time it takes to agree the leave policy internally.

The policy questions are the same whichever product you buy: how much leave accrues and on what schedule, whether unused days carry over and with what cap, how much notice a request needs, who approves whose absence, and what happens to a balance when somebody leaves. Answer these before the trial and the leave settings in any of these tools can be configured in an afternoon.

What happens to a balance when somebody leaves is not purely a policy choice, because several states treat accrued vacation as earned wages that must be paid out at termination. The California Labor Commissioner, for one, holds that earned vacation vests (becomes the employee's to keep) as the work is performed and must be paid at the final rate of pay when employment ends.

Good to know
Multi-state teams have a harder problem than a tool alone solves
According to a Congressional Research Service report (April 2026), 17 states and the District of Columbia require private employers to provide paid sick leave, and Illinois, Maine, and Nevada require paid leave usable for any reason. Those state laws, along with a number of city ordinances, set their own accrual rates, carryover caps, and usage rules, and the obligations follow where the employee works rather than where the company is registered. A business with staff in three states may be operating under three sets of rules at once, and the software question becomes whether the product supports separate policies per person rather than one company-wide policy. Several of the cheaper tools here assume a single policy. If you are hiring across state lines, check the rules that apply to each location first, then check the tool against them, because discovering the limitation after migration is expensive.
Departments
Dwight SchruteSales3 people
Darryl PhilbinWarehouse1 person
Kelly KapoorCustomer Service1 person
Core HR
Who works here and who does what
Profiles, departments and an org chart, with every change kept on record.

PTO schedule: the three shapes an accrual rule takes

A PTO schedule is the shape of the accrual rule, and there are only three common ones. A flat annual grant on a fixed date. An amount that accrues each pay period, which prorates a mid-year hire automatically. And an hourly rate, where a set number of hours worked earns one hour of leave.

The hourly shape is also the one state sick leave laws use. California's paid sick leave rules set a floor of one hour for every 30 hours worked. They also require the available balance to appear on the pay stub or in a written statement issued the same day, and records of hours earned and used to be kept for three years.

The shape decides which tools fit. Buddy Punch is built for the hourly version, since accruals sit on the same record as the punch. The dedicated tools and the free plans handle a flat annual grant cleanly and get rigid once tenure tiers, separate sick and vacation banks, or a carryover cap enter the picture.

Phones, overlaps, and blackout dates

Two things decide whether a leave tool survives its first year, and neither appears on a pricing page: whether staff can use it from a phone, and whether it can stop two people booking the same week. Both take ten minutes to check in a trial and are expensive to discover afterwards.

Requesting time off from a phone

A PTO tracker app usually means one specific thing in practice: whether an employee can do this without a laptop. The answer splits three ways across this list. Some products ship a native mobile app, some put the request inside Slack or Teams, and some offer a mobile web page that works without feeling like an app.

What an employee needs on a phone is short. See the balance, submit the request, find out the answer. What a manager needs is shorter still, which is to approve from the notification without opening anything else. Connecteam and Homebase are built for staff with no work email at all, Factorial has the strongest mobile experience among the suites here, and Vacation Tracker moves the whole flow into chat.

Run the awkward test during the trial rather than the easy one. Submit a request from a phone on mobile data, approve it from a different phone, and confirm the balance moved in both places. A desktop demo never exercises that handoff between two phones.

Vacation scheduling: who can be off at the same time

A leave tool answers whether a person has the days left. Vacation scheduling is the other half of the question, which is whether the team can spare them that week. Most products here publish a shared calendar, and for a salaried team of ten that is genuinely enough.

Past that size, three settings are worth asking about by name before the trial ends: a cap on how many people from one team can be away at once, blackout periods around a busy season or a month-end close, and whether the approver is shown the clash at the moment of approving rather than on a calendar somebody has to remember to open.

Ask which of these three settings a product enforces and which it merely displays, because the answer varies more across this list than the feature names suggest.

The verdict by team type

A single ranking assumes every small business has the same problem. Across this audience the right answer changes seven times.

Your situationWhat usually fitsWhat to avoid
Under 10 people, simple policyLeaveBoard free, or Connecteam free if desklessAnything with a minimum charge; you are paying for absent headcount
A salaried team past the free plan caps, leave onlyTimetastic at $1.50 with no minimumHR suites; you are buying a platform to solve one process
Distributed team living in Slack or TeamsVacation Tracker, once past about 25 peopleBuying it below 25, where the $50 minimum dominates
Hourly staff, one locationHomebase Plus, $56 a location at any headcountPer-user pricing, which climbs as you hire
Deskless crew across job sitesConnecteam, flat at $29 per hub to 30 usersPaying per user for staff who request leave twice a year
Shift work with coverage and break rulesDeputy, despite costing several times the alternativesCheap tools that treat leave as separate from the roster
Buying payroll or an HRIS this yearGusto or BambooHR, where leave arrives includedA separate leave tool, which creates two records of who is away

The uncomfortable summary is that the smallest teams are usually served completely by a free plan, and a team that needs leave management alone can stay under $40 a month up to about twenty-five people with LeaveBoard, Timetastic, or Connecteam's HR & Skills Basic hub. Spending more pays off when the same bill also buys a roster, as with Homebase Plus at $56 a location or Deputy, or when it also buys payroll or an HR system, as with Gusto or BambooHR.

Before you choose

FirstHR does not manage time off. There is no request flow, no accrual engine, and no absence calendar, and for those you need one of the twelve tools above. What it covers is the employment record around them: an HR platform for US small businesses handling onboarding, employee files, e-signature, training records, and document management at a flat $98 to $198 a month.

One connection is worth naming before you buy. The leave policy you configure in whichever tool you pick is also a document the employee has to receive, and California, for one, requires an individual written notice that covers paid sick leave.

Each of these products can hold the balance, but whether it also holds a signed acknowledgment that the policy was communicated is a separate question to check. Decide where that acknowledgment lives at the same time you decide where the balance lives, rather than discovering the gap during a dispute.

How to choose time off management software

Five questions settle this, and the first two eliminate most of the market before you open a trial.

Questions before choosing time off software
Are you buying anything else this year?If payroll, scheduling, or an HRIS is already on the list, time off almost certainly arrives with it and the marginal cost is close to zero. Buying a dedicated leave tool alongside means maintaining two records of who is away, which fails in the same way a spreadsheet does. If nothing else is planned, buy the dedicated tool and ignore the suites entirely.
What does it cost at your actual headcount?Do not multiply the advertised rate by your headcount. Look up the minimum charge, the base fee, and the seat floor, then compute the total at the number of people you actually have. At five employees the products here range from nothing to $250 a month, and the ordering has very little to do with the advertised per-user rates. Then repeat the calculation at the headcount you expect in a year, because several of these change ranking as you grow.
Do your staff work shifts?If an approved day off leaves a hole in a roster, leave and scheduling are one problem and should live in one product. Homebase, Connecteam, and Deputy all treat them together, and approving an absence without seeing coverage is how understaffed Saturdays happen. If your team is salaried and desk-based, none of that applies and a scheduling platform is overhead you will not use.
How complicated is your accrual policy?A single annual allowance for everyone is handled by every product here, including the free ones. Complexity arrives with tenure-based accrual, hours-based accrual for hourly staff, separate sick and vacation banks, carryover caps, and different policies for people in different states. Write your actual rules down first, then check them against the tool during the trial rather than assuming flexibility that may not exist.
Where does approved leave need to go afterwards?Approved time off eventually has to reach payroll, whether as paid hours, unpaid deductions, or a payout at termination. Leave tracked inside a payroll platform needs no integration. Larger tools offer named connectors. The smallest dedicated tools frequently offer an export, which is fine if paid leave is straightforward and awkward if you regularly pay out balances. Confirm against your specific payroll product rather than a general compatibility claim.

Before you commit to an annual plan, run a real request through your two finalists, ideally an awkward one such as a half day or a request that crosses a carryover date. Most of these are free or on trial long enough to allow it, and an awkward request surfaces rigid accrual logic far faster than a feature list does.

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Key takeaways
1Minimum charges, base fees, and seat floors make the advertised per-user rate meaningless below about fifteen people. Seven of the twelve products here carry one.
2At five employees the effective cost per head ranges from nothing to $50 a month for the same core job. LeaveBoard and Connecteam are free at that size; BambooHR applies a $250 flat rate to any team of 25 or fewer.
3Three product types share this search term. Dedicated tools cost about $1 to $2 an employee, scheduling platforms bundle leave with the roster, and HR suites include it at roughly $8 to $10 an employee alongside everything else.
4If you are buying payroll or an HRIS anyway, time off arrives included and the marginal cost is near zero. Buying a separate leave tool in that situation creates two records of who is away.
5Setup time is a policy problem, not a software problem. Accrual rate, carryover, notice period, and approver chain take longer to agree internally than any of these tools take to configure.
6Multi-state teams need per-person policies, not one company policy. States with paid sick leave laws set their own accrual and carryover rules, and several of the cheaper tools assume a single policy.

Frequently Asked Questions

What is time off management software?

Software that holds your leave policy, accepts employee requests, routes them to an approver, and keeps a running balance for each person, usually with a shared calendar of who is away. It replaces the spreadsheet most small businesses start with, and what it fixes is accuracy rather than effort: a balance calculated the same way every time and visible to the employee.

How much does time off management software cost?

A dedicated tool runs about $1 to $2 per employee a month, so fifteen people costs roughly $15 to $30. Minimums complicate the small end: Vacation Tracker's monthly plans carry a $50 minimum, Calamari requires ten seats, Buddy Punch adds $19, and BambooHR charges a $250 flat rate up to 25 employees. At five employees the effective per-head cost ranges from nothing to $50.

Is there free time off management software?

Yes. Two genuinely free plans cover a very small team: LeaveBoard up to nine employees and Connecteam up to ten users. Homebase's free Basic plan leaves out time off requests, and Vacation Tracker sells only paid plans after its trial. Above roughly ten people these caps run out, but a team of five should exhaust the free tier before paying a minimum designed for a larger buyer.

Should I buy a dedicated time off tool or an HR suite?

Buy the dedicated tool unless you already need the rest of the suite. If leave is the only broken process, a purpose-built tool at $1 to $2 an employee solves it in an afternoon. The calculation flips if you are already buying payroll or an HRIS, where time off arrives included and a separate tool means two sources of truth about who is away.

Does time off software integrate with payroll?

It depends on the type. Time off inside a payroll platform needs no integration, since approved leave already sits where the checks are cut. Scheduling platforms and larger dedicated tools generally offer named connectors. The smallest tools often offer an export rather than a sync, which matters if you regularly pay out accrued balances.

How long does time off software take to set up?

A dedicated tool can be live the same day, a scheduling platform takes about a week, and an HR suite takes weeks. The variable is rarely the software. What slows things down is the policy work: accrual rate, carryover, notice period, and approver chain. Teams that arrive with those written down configure any of these products quickly.

Do small businesses have to track time off by law?

There is no general federal requirement to offer paid time off. The Department of Labor states that the Fair Labor Standards Act does not require payment for time not worked, leaving vacation and sick pay to agreement.

Once you do offer it, record-keeping obligations arrive. Several states and cities require paid sick leave with specific accrual and carryover rules and require you to show balances to employees. Some states treat accrued vacation as earned wages payable at termination. A business in more than one state may be under more than one set of rules.

Can I manage time off in a spreadsheet instead?

For a handful of employees on a simple policy, yes, and many businesses do it for years. It breaks predictably: nobody knows their balance without asking, two people book the same week unnoticed, and the record lives in one file on one machine. A tracking spreadsheet delays the purchase rather than removing the need for it.

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