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.

Time Off Management Software Compared

Minimum charges, base fees, and seat floors mean the advertised per-user rate is close to meaningless below about fifteen people, so this compares what twelve tools actually bill a team of 5, 15, 25, and 50

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

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 that appears in a features table, and it is the difference between a sensible purchase and a bill five times larger than it needed to be.

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. Pricing verified August 2026.

TL;DR
Under about ten people, start with a free plan: LeaveBoard is free to 9 users, Connecteam free to 10, Homebase free at one location. Paying for a dedicated tool: Timetastic at $1.50 per user has no minimum, while Vacation Tracker is $2 per user but charges $50 a month regardless and Calamari requires 10 seats. If you already run payroll or scheduling, time off is usually included and buying separately means two sources of truth. BambooHR applies a $250 flat rate to any team of 25 or fewer, which is $50 a head at five people.

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, 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, often free smallAbout $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

Grouped by type, then sorted by entry price within each group. 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 userAbout $1/user
TimetasticDedicated time offPer user$1.50/user
CalamariDedicated time offPer employee, modularAbout $2/employee
Vacation TrackerDedicated time offPer active user$2/user
HomebaseScheduling comboPer location$24.95/location
ConnecteamScheduling comboFlat per hub$29/hub
Buddy PunchScheduling comboPer user plus base$4.49/user plus $19
DeputyScheduling comboPer user$6.50/user
GustoHR suite moduleBase plus employee$49 plus $6
FactorialHR suite modulePer userAbout $8/user
BambooHRHR suite modulePer employee$10/employee
RipplingHR suite moduleModular, quotedQuote only
Entry price is the lowest paid tier for time off capability, on annual billing where the vendor discounts it, verified August 2026 against vendor pricing pages and Capterra and G2 listings. 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 free tier is capped by monthly shifts rather than by users.

How we evaluated these tools

We evaluated for a US business of 5 to 50 people, where whoever approves leave also does several other jobs. Four tests, applied identically to all twelve.

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?
Three products here have free plans that genuinely cover a small team rather than functioning as trials, and their caps sit between nine and ten users. 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.
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Dedicated time off tools

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
Pricing: Free for up to 9 users; paid from about $1 per user per monthAt 5 and 25 employees: Free, and about $25 a monthBest for: Very small teams replacing a spreadsheet for the first time

LeaveBoard is the cheapest credible route out of a spreadsheet. Nine users 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 $10 a month 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 users, the most usable free tier for a very small team
About $1 per user 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
Pricing: No permanent free plan; $1.50 per user per month, Pro $2.50 per user, 30-day trial. Discounts available for charities and B CorpsAt 5 and 25 employees: About $8 and $38 a monthBest 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 the nearest comparable tool, and the gap only closes 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. There is no time tracking, no scheduling, and no payroll module, so this is leave and nothing else. The vendor is UK-based with a US-facing site, and pricing appears in both currencies across its properties, so confirm you are reading the dollar figures. There is 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.

Pros
No minimum charge, base fee, or seat floor at any size
Cheapest real cost at 5 and 15 employees among paid tools here
Deliberately simple, so adoption needs almost no explanation
Discounted pricing available for charities and B Corps
Cons
No permanent free plan, only a 30-day trial
Leave only; no time tracking, scheduling, or payroll
Pricing appears in both currencies across the vendor sites
Reporting and integration depth trail the larger tools
Vacation Tracker
Best for teams that live in Slack or Teams
Pricing: Free version available; Core $2 per active user per month with a $50 minimum charge; Complete $4 per active user with a $100 minimumAt 5 and 25 employees: $50 at both, because the minimum governsBest 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. Any team under twenty-five users pays it in full, so a five-person business is paying $10 a head for a product advertised at $2, and the Complete plan raises the floor to $100. Above twenty-five people the minimum stops binding and the 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
Free version available for evaluation before committing
Competitive per-user pricing once you are past 25 people
Cons
$50 monthly minimum means a 5-person team pays $10 a head
Complete plan raises the minimum charge 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
Pricing: No free plan; Time Off about $2 per employee per month, Time and Attendance about $2.50, Core HR from about $1.50, with a 10-employee minimum and roughly a $15 to $20 monthly floor. 14-day trialAt 5 and 25 employees: About $20 and $50 a month for Time OffBest 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 about $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 about $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
Roughly a $15 to $20 monthly floor applies regardless of size

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
Pricing: Free Basic covering time off for a small single-location team; Essentials about $24.95, Plus about $59.95, All-in-One about $99.95 per location per month, lower on annual billingAt 5 and 50 employees: Free, and about $25 a month at one locationBest 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 pays exactly what fifteen pays, so the bill does not move as you hire. Time off requests, approvals, and balances sit alongside the schedule, so an approved day is already reflected when the manager builds next week.

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. The free tier is genuinely useful for a small single-location team but limited beyond that, and the deeper HR features sit on the higher tiers. 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
About $25 a month at 50 employees is the cheapest paid option here
Free tier covers time off for a small single-location team
Leave and the schedule live together, so approvals reflect coverage
Cons
Per-location model becomes expensive across several small sites
Free plan is limited to a single location
Deeper HR features sit on the higher-priced tiers
Considerable overhead if you have no shifts to schedule
Connecteam
Best free option for a deskless team
Pricing: Free for up to 10 users with full feature access; Basic $35 monthly or $29 on annual billing, Advanced $59 or $49, Expert $119 or $99 per hub, each covering the first 30 usersAt 5 and 25 employees: Free, and $29 a month on BasicBest for: Field crews, cleaners, and staff without company email

Connecteam is the strongest free offer here for a deskless team: full feature access up to ten users with nothing gated inside the cap. Above that, $29 flat covering thirty users works out under a dollar a head at twenty-five people, which no per-user tool in this comparison approaches, and requests come through a mobile app built for staff who have no work email address.

The structure to understand is the hub. Time off sits with scheduling and time tracking in one hub, communication in another, HR and training in a third, so wanting two means paying two base fees. Annual billing is charged as ten months rather than twelve, which is where the discount comes from. 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 with full feature access
$29 flat covers 30 users, under a dollar a head at 25 people
Mobile-first design suits staff without company email
Time off, scheduling, and time tracking in the same hub
Cons
Per-hub pricing means two hubs double 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
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Deputy
Best for shift work with rules to enforce
Pricing: Lite $5, Core $6.50, Pro $9 per user per month, with a $30 minimum monthly spend. HR and analytics are paid add-onsAt 5 and 25 employees: About $33 and $163 a month on CoreBest 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.

It 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 Basic, and that gap only repays if the compliance and forecasting features get weekly use. The $30 monthly minimum binds below about five employees, and HR and analytics are separately priced add-ons rather than included.

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 monthly spend applies to very small teams
HR and analytics are separately priced add-ons
Compliance depth goes unused in a simple single-site business
Buddy Punch
Best when leave sits next to a verified time clock
Pricing: No free plan; Starter about $4.49 to $5.49, Pro about $5.99 to $6.99, Enterprise about $10.99 to $11.99 per user per month, plus a $19 monthly base fee on all plansAt 5 and 25 employees: About $41 and $131 a month on StarterBest 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 46 percent of the bill. There is no free plan and the trial runs fourteen days. Scheduling and real-time GPS cost extra on the lower tiers, 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 46 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

These are not time off products. They are platforms where time off is one module among many, which makes them excellent value if you need the rest and poor value if you do not.

Gusto
Best when you are buying payroll anyway
Pricing: Simple $49 a month plus $6 per employee; Plus $80 plus $12; Premium $180 plus $22. The Simple base rose from $40 on March 1, 2026At 5 and 25 employees: About $79 and $199 a month on SimpleBest 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, which is unusual among payroll providers.

As a leave purchase alone it is the wrong shape and roughly forty times the price of the cheapest dedicated tool at five employees. The $49 base fee dominates small bills, and the base rate increased in March. The honest framing is that if payroll is on your list this year, 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, this is not the page section for you.

Pros
Approved leave is already inside the system that runs payroll
Paid time off is costed correctly with no data transfer
Published pricing, unusual among payroll providers
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
Base rate increased in March, so older quotes are stale
Weakest option here for shift scheduling and deskless work
BambooHR
Best when you need the whole HRIS
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 planAt 5 and 50 employees: $250 and about $500 a monthBest 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, and the rate does not fall until you are large enough for per-employee pricing to beat it. Pricing is otherwise quote-led, with third-party analysis putting most buyers between $12 and $22 all-in per employee. Buying this to manage leave is the clearest example 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
Quote-led pricing above that band with limited transparency
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
Pricing: Quote-based from about $8 per user per month, with aggregators citing roughly $5.75 to $19.45 across tiers; Starter for up to 10 employees around $80 a month. Free plan limited to documents and e-signatureAt 5 and 25 employees: About $80 and $200 a monthBest 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 the free tier gives access to documents and e-signature for evaluation.

Pricing is quote-based and the published figures vary widely across aggregators, which makes budgeting harder than with the self-serve tools. The Starter plan for up to ten employees lands around $80 a month, so a five-person team pays $16 a head. The free plan does not include time off, so it is not a route to free leave management. As with the other suites, this 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
Free tier available for evaluating documents and e-signature
Competitive per-user rate once past the starter band
Cons
Quote-based pricing with figures varying widely across sources
Starter plan is about $80 a month for up to 10 employees
Free plan does not include time off management
Considerable setup before the first request can be approved
Rippling
Best for teams consolidating HR, IT, and payroll
Pricing: Quote only and modular. Third-party reporting cites about $8 per employee per month for the core platform plus a base fee around $35 to $40, with each module priced separately and most buyers landing around $20 to $35 all-in per employeeAt any headcount: Not modelable; time off cannot be bought on its ownBest 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 is a module on a quote-priced platform, so evaluating it means evaluating the whole thing, and the total lands far above every dedicated option for a company that only wanted to manage leave. Nothing is published, and the figures circulating come from third-party reporting rather than the vendor, so treat them as directional.

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 standalone
No published pricing for any component
Reported all-in cost is many times the dedicated tools
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
LeaveBoardAbout $1 per user, free to 9$0$15$25$50
Homebase Essentials$24.95 per location$0$25$25$25
Connecteam Basic$29 flat per hub, free to 10$0$29$29$39
Timetastic$1.50 per user$8$23$38$75
Calamari Time OffAbout $2 per employee$20$30$50$100
Vacation Tracker Core$2 per active user, $50 minimum$50$50$50$100
Deputy Core$6.50 per user, $30 minimum$33$98$163$325
Buddy Punch Starter$4.49 per user plus $19 base$41$86$131$244
Gusto Simple$49 base plus $6 per employee$79$139$199$349
FactorialAbout $8 per user, $80 starter to 10$80$120$200$400
BambooHR Core$10 per employee, $250 flat to 25$250$250$250$500
RipplingQuoted, modularQuoteQuoteQuoteQuote
Monthly cost at four headcounts, one location, on annual billing where the vendor discounts it, verified August 2026 and rounded to the nearest dollar. Figures cover the time off capability specifically; 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 is quote-only and modular with no self-serve figure to model, so it is shown as such rather than estimated. Homebase is per location, so a second site doubles every column.

Three things fall out of it. Below ten people, three products cost nothing and several cost more than a hundred dollars a month for the same job. Between fifteen and twenty-five, the flat and per-location options pull ahead sharply because they simply stop rising. And 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 users
Connecteam$0.00Free plan covers up to 10 users
Homebase$0.00Free tier covers time off for a small single-location team
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$6.60$30 monthly minimum is just cleared at this size
Buddy Punch$8.29$19 base fee is 46 percent of the bill at 5 people
Vacation Tracker$10.00$50 minimum charge against $10 of actual usage
Gusto$15.80$49 base fee dominates; buys full payroll
Factorial$16.00$80 starter plan is priced for up to 10
BambooHR$50.00$250 flat rate applies to any team of 25 or fewer
Monthly bill divided by five employees, verified August 2026. The spread from nothing to $50 a head is not a spread in product quality. It is what happens when minimums, base fees, and seat floors 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 omitted because it is quote-only with no self-serve figure to divide.
The advertised per-user rate is not the rate you pay
Seven of the eleven priced 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 licences. 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 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
Vendors in this category advertise setup times measured in minutes, and for a dedicated tool with a simple policy that is broadly fair. What the claim leaves out is the part that is not software: writing down how much leave accrues, when it accrues, whether it carries over, and who approves what. Businesses that arrive with those answers configure any of these tools quickly. Businesses that do not spend their first week in a policy discussion regardless of which product they bought.

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. That last one is not purely a policy choice, because several states treat accrued vacation as earned wages that must be paid out at termination. Answer these before the trial and any of these tools is configured in an afternoon.

Multi-state teams have a harder problem than a tool alone solves
A growing number of states and cities require paid sick leave with their own accrual rates, carryover caps, and usage rules, and those 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.

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
15 to 50 salaried staff, 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 peopleIt below 25, where the $50 minimum dominates
Hourly staff, one locationHomebase, free small and about $25 at any sizePer-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 a business under about ten people is usually served completely by a free plan, and a business under fifty rarely needs to spend more than about $30 a month on this. The products that market hardest in this category are largely priced for a stage past this audience.

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 teams of 5 to 50 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, in several states, acknowledge in writing. Every one of these products holds the balance; none of them holds the signed acknowledgment that the policy was communicated. Decide where that record 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.

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?
Multiply nothing. 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. Time off 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.

A closing note on sequencing: run a real request through your two finalists before committing to an annual plan, 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. Our guide to managing absence at small scale covers what usually goes wrong in the first month.

Key Takeaways
Minimum charges, base fees, and seat floors make the advertised per-user rate meaningless below about fifteen people. Seven of the eleven priced products here carry one.
At five employees the effective cost per head ranges from nothing to $50 a month for the same core job. LeaveBoard, Connecteam, and Homebase are free at that size; BambooHR applies a $250 flat rate to any team of 25 or fewer.
Three 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.
If 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.
Setup 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.
Multi-state teams need per-person policies, not one company policy. Several states set their own paid sick leave 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 charges $50 regardless of size, Calamari requires ten seats, Buddy Punch adds $19, and BambooHR applies a $250 flat rate to any team of 25 or fewer. At five employees the effective per-head cost ranges from nothing to $50.

Is there free time off management software?

Yes. LeaveBoard is free for up to nine users, Connecteam free with full features for up to ten, and Homebase has a free tier covering time off for a small single-location team. Vacation Tracker offers a free version alongside its paid plans. 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, but record-keeping obligations arrive once you do. 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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