You’ve searched for a babysitter and found someone you like: they’ve got good references, a warm manner, and your child gave them a shy smile during the interview. But now comes the part nobody really talks about: actually helping your child get used to them.

The first few sessions can be bumpy — tears at the door, clinginess, a child who was perfectly fine five minutes ago suddenly refusing to let go of your leg. It doesn’t mean you made the wrong choice. It just means your child is adjusting, and that takes time.

Here’s how to make it easier for them, and for you.

Step 1: How to introduce a babysitter to your child before the first day

Giving your child time to get used to a new babysitter gradually makes all the difference. Some children might need fewer steps than others, but none like to be rushed.

First, start with a visit where everyone is home together. No pressure, no departure, just time to get acquainted. Let your child lead the pace. Some kids will be chatting away within ten minutes while others watch from a safe distance for the whole visit, and that’s fine too. Every child is different, but as their parent, you know when your child is at ease.

Once your child seems comfortable, try leaving them alone together for a short while. Just a few minutes at first, while you’re still in the house. Leave the room for a little bit and see how that goes. If that went well, then leave a little longer, maybe for a stroll around the block. You’re not testing anyone; you’re just letting the relationship build at a natural pace.

When the time comes for the first proper session, ask the babysitter to arrive a little early. Let them start a game or activity with your child before you leave. Saying goodbye is always easier when your child is mid-activity and having fun, rather than standing at the door watching you put your coat on.

And one thing that helps throughout all of this is to let your child see that you’re calm and comfortable around this person. They’re watching you more closely than you realise.

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Step 2: What to tell your babysitter before the first session

If your babysitter is prepared, they will feel more confident, and children pick up on that confidence quickly. Before the first babysitting session, walk them through the essentials:

  • Your child’s daily routine (meals, naps, activities)
  • Any allergies or medical needs
  • House rules and off-limits areas
  • Emergency contacts and your full address
  • What your child loves, what unsettles them, and any comfort objects worth knowing about
  • Any words or phrases your child uses that the babysitter might not understand: their word for water, food, or the name of their favourite toy 

What else to include depends on what your babysitter will be doing: school pick-ups, sports runs, and after-school activities all add their own layer of detail.

Write it down rather than saying it all at the door in a rush. Your babysitter will thank you for it, and knowing all the important information is readily available to them will put you at ease, as well.

Step 3: Saying goodbye: what to do when separation anxiety kicks in

Here’s the thing about goodbye tears: they’re normal, they’re healthy, and they almost always stop within a few minutes of you leaving. They don’t mean your child dislikes the babysitter. They mean your child loves you, and that is exactly as it should be.

A few things that genuinely help to make things easier for your child:

  • Keep it short. A long goodbye doesn’t soften the transition but stretches it out. Say goodbye warmly, clearly, and then go. Every time you hover or come back to check, you’re telling your child there’s something to worry about.
  • Don’t sneak out. It’s tempting, especially when your child is distracted. But children who don’t get a proper goodbye often feel more anxious afterwards, not less. A real goodbye, even a hard one,  builds trust.
  • Give them a time anchor. “Two hours” means nothing to a four-year-old. “I’ll be back before dinner” or “after your afternoon snack” is something they can hold onto.

Most children settle faster than their parents expect. The goodbye is usually harder for you than it ends up being for them.

Step 4: If you’re working from another room

This one catches a lot of parents off guard. You’re at home, just in the next room, so it should be fine, right? In practice, it’s often harder than leaving altogether, for both you and your child.

It is natural for you to want to go and check on your child if you hear them crying in the other room. But if your child cries and you appear every time, they learn very quickly that crying brings you back. It’s not manipulation, it’s just how children figure out the world. But it does mean the babysitter never quite gets the chance to build their own relationship with your child, and every session starts from scratch.

The rule of thumb: trust the babysitter to handle it. If they need you, they’ll come and find you. Otherwise, stay out of sight, resist the urge to pop in, and let them get on with it. It gets easier faster than you’d think.

Step 5: Start with play — don’t rush naps and mealtimes

For the first few sessions, keep it simple. Afternoons work best: low stakes, no tired grumpiness, no hunger in the mix. Let the babysitter and your child just spend time together, play, get comfortable with each other.

If possible, nap times and mealtimes can wait. These are the moments children feel most connected to their parents, and handing them over too soon can unsettle an adjustment that was otherwise going well. There’s no rush. Once your child is genuinely comfortable with their babysitter — usually after several sessions — you can start introducing the trickier parts of the day, one at a time.

When you get home, check in with your child and your sitter

Before your babysitter leaves, take a few minutes to hear how it went. A good sitter won’t just say “fine”, but they’ll tell you what your child enjoyed, what came up, and what you should know about. That kind of handover is important. Read more on what makes a good babysitter.

With your child, keep it light. “Did you have fun?” is plenty for toddlers. Older kids will often share more if you ask something specific: “What did you play?” or “What was the best part of your afternoon?”

And then pay attention over the next few days. If your child talks about the babysitter or asks for them, or mentions something they did together, pay attention to their tone. This is often more telling than anything that happens on the day itself.

Helping your child adjust to their new babysitter

Getting used to a new babysitter takes time. Sometimes, a few sessions are all it takes and sometimes it may be a few weeks. There’s no shortcut, and more often than not there’s no single moment when it suddenly clicks. It tends to happen gradually, and then one day you realise your child is running to the door when the babysitter arrives.

Be patient with your child. Be patient with your babysitter. And be patient with yourself because letting go, even for just an afternoon, is a harder part of parenting than it looks.

Find a babysitter you can trust on Sitly

On Sitly, you can browse profiles, read reviews from other parents, and get in touch with sitters in your area, so you can find someone who feels right before the first day even begins. Find a babysitter near you