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Vacation Babysitters Middle Island, NY (Contact for Free)

Hire a vacation babysitter to travel with you on holiday, so you can enjoy both family time and some grown-up relaxation. See our Pay Rates.

Show all babysitters in Middle Island


Jessie Kelly

Jessie Kelly
Wading River, NY

Activity summary

Member since: Nov 2024

Seasoned Sitter Looking for New Opportunities

Hi, my name is Jessie and I am 33 years old and work in a school office. I have great references for families I have been consistently working for, some as long as 8 years! I can provide great references! I was going to school to be a teacher before I came home to care for my mom. I live locally and will be around all year long. I have nearly 20 years of babysitting experience for children of all ages. I have six years of daycare experience for children 6 weeks- 5 years old. I worked in an infant room for two years and have experience with newborns. I am great with children of all ages. I have experience with twins, multiple children and children with disabilities including autism and ADHD. I have done before and after school care, overnight care, vacation coverage and so much more. I am CPR and First Aid Certified. I have transported children in the past as well, even as young as a few months old. I am reliable, respectful, fun, loving, caring, energetic, and so much more! I would much rather play outdoors, read, do crafts, play pretend, or anything else than sit in front of the TV. I do not text the whole time I am with your child(ren), but I have no issue if you would like to call or text to check in on them. I can even send videos and pictures throughout the day, so you can see your child(ren) enjoying their time. I absolutely love children and would love to help your family out. I have plenty of references I would be more than happy to provide to you and have no issues agreeing to have a background check done if you would like to. Feel free to reach out to me through here or on my cell, 631-375-2229.

Looking forward to hearing from you! Jessie

Vacation Babysitter, Babysitter, Parent helper, Nanny $25/hour

Child ages I'm comfortable caring for:

  • Newborns (0 - 2 months)
  • Babies (3 - 12 months)
  • Toddlers (1 - 2 years)
  • Preschoolers (3 - 4 years)
  • Small school kids (5 - 8 years)
  • Tweens (9 - 12 years)
  • Teenagers (13+ years)
  • Up to 6 children at once

Childcare duties I can do:

  • Light meals
  • Full meals
  • Bottle feeding
  • Transporting kids
  • Taking kids on outings
  • Toilet training
  • Changing diapers
  • Bathing kids
  • Help with homework
  • Care for twins/multiples

I'm available for events

  • Special event babysitting
  • Corporate functions babysitting
  • Wedding babysitting

I can provide special needs care

  • Care for special needs kids

Household duties I can do:

  • Housekeeping
  • Laundry / washing
  • Grocery shopping
  • Running errands

I can do tutoring

  • Tutoring

Pet sitting $25 / hour

Pets I'm comfortable caring for:

  • Dogs
  • Cats
  • Fish
  • Reptiles
  • Small animals (rabbits, ferrets, etc.)

Other pet duties I can do:

  • Feeding
  • Pet playtime

Dog walking $30 / hour

  • Small dogs (0—22lbs / 0—10kg)
  • Medium dogs (22—44lbs / 10—20kg)
  • Large dogs (44—88lbs / 20—40kg)
  • Giant dogs (+88lbs / +40kg)

Other pet services I can provide

  • Pet checker (home visits to check on pets)

I can do house sitting

  • House sitting

Other services I can provide

  • Cleaning

My availability

I'm looking for Casual/temporary, Part-time employment.

I can travel a few suburbs/towns away from Wading River for work.

Here's my weekly availability:

M T W T F S S

Morn

✓ ✓ ✓ ✓ ✓ ✓ ✓

Day

- - - - - ✓ ✓

Arvo

- - - - - ✓ ✓

Eve.

✓ ✓ ✓ ✓ ✓ ✓ ✓

Nite

✓ ✓ ✓ ✓ ✓ ✓ ✓

I'm available for:

  • Last minute bookings
  • School holidays
  • Public holidays
  • New Year's Eve
  • Valentine's Day
  • Overnight jobs
  • Full weekends
  • Vacations with the family

My credentials

I'm happy to provide written documentation of my qualifications and credentials:

  • 19 years experience working with children
    • CPR training
    • First aid training
    • First aid training for babies
  • 10 years experience working with pets
    • I'm comfortable with pets
    • Pet owner references
  • General credentials:
    • Email verified
    • 34 years old
    • Police check
    • Driver's license
    • Emergency car access
    • I have a car
    • Non-smoker / non-vaper
    • Permanent resident
    • Languages I can speak: English

My skills and interests:

  • Music
  • Reading / storytelling
  • Sports
  • Nature
  • Cooking

Contact Jessie For Free

Your job requirements will be sent with your message.

Select the services you need:

Childcare

How many kids need care?

Pet sitting

Other pet services you need:

Dog walking

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Madison Romaine

Madison Romaine
Holbrook, NY

Activity summary

Member since: Nov 2024

Maddys babysitting

Hi! I’m Madison! I’m a senior in high school and Im graduating this June. I have a lot of experience with kids and a very flexible schedule. I’ve been babysitting for my sister since I was in 5th grade and I’m also a student teacher through school! I’m very reliable and have a lot of experience. I also have a very easy schedule with school so I can do bus pick ups if needed!

Vacation Babysitter, Babysitter, Parent helper $20/hour

Child ages I'm comfortable caring for:

  • Newborns (0 - 2 months)
  • Babies (3 - 12 months)
  • Toddlers (1 - 2 years)
  • Preschoolers (3 - 4 years)
  • Small school kids (5 - 8 years)
  • Up to 4 children at once

Childcare duties I can do:

  • Light meals
  • Bottle feeding
  • Transporting kids
  • Taking kids on outings
  • Changing diapers
  • Bathing kids
  • Help with homework
  • Care for twins/multiples

I'm available for events

  • Special event babysitting
  • Corporate functions babysitting
  • Wedding babysitting

Household duties I can do:

  • Housekeeping
  • Laundry / washing
  • Running errands

Pet sitting $15 / hour

Pets I'm comfortable caring for:

  • Dogs
  • Cats
  • Small animals (rabbits, ferrets, etc.)

Other pet duties I can do:

  • Feeding
  • Pet playtime
  • Care for puppies
  • Care for kittens

Dog walking $15 / hour

  • Small dogs (0—22lbs / 0—10kg)
  • Medium dogs (22—44lbs / 10—20kg)
  • Large dogs (44—88lbs / 20—40kg)

Other pet services I can provide

  • Pet checker (home visits to check on pets)
  • Pet daycare (at my place during the day)

I can do house sitting

  • House sitting

Other services I can provide

  • Cleaning

My availability

I'm looking for Casual/temporary employment.

I can travel to neighboring suburbs/towns of Holbrook for work.

Here's my weekly availability:

M T W T F S S

Morn

- - - - - - -

Day

✓ ✓ ✓ ✓ ✓ - ✓

Arvo

✓ ✓ ✓ ✓ ✓ - ✓

Eve.

✓ ✓ ✓ ✓ ✓ - ✓

Nite

- - - - - - ✓

I'm available for:

  • Last minute bookings
  • School holidays
  • Valentine's Day
  • Vacations with the family

My credentials

I'm happy to provide written documentation of my qualifications and credentials:

  • 7 years experience working with children
  • 1 month experience working with pets
    • I'm comfortable with pets
    • I have pets
  • General credentials:
    • Email verified
    • 18 years old
    • Driver's license
    • I have a car
    • Languages I can speak: English

I’m currently a senior in high school. I’ve been babysitting since I was in 5th grade and I’m also currently a student teacher!

My skills and interests:

  • Music
  • Drawing / painting
  • Arts / crafts
  • Swimming
  • Cooking

Contact Madison For Free

Your job requirements will be sent with your message.

Select the services you need:

Childcare

How many kids need care?

Pet sitting

Other pet services you need:

Dog walking

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Ashlynn

Ashlynn
Middle Island, NY

Activity summary

Member since: Oct 2023

Welcome message:

Ashlynn I am the second mom you wish you have ❤️❤️❤️

Vacation Babysitter, Nanny $15/hour

Child ages I'm comfortable caring for:

  • Toddlers (1 - 2 years)
  • Preschoolers (3 - 4 years)
  • Tweens (9 - 12 years)
  • Teenagers (13+ years)
  • Up to 3 children at once

Childcare duties I can do:

  • Light meals
  • Full meals
  • Bottle feeding
  • Transporting kids
  • Taking kids on outings
  • Toilet training
  • Bathing kids
  • Help with homework
  • Care for twins/multiples

I can provide special needs care

  • Care for special needs kids

Household duties I can do:

  • Housekeeping
  • Laundry / washing
  • Grocery shopping

I can do tutoring

  • Tutoring

Pet sitting $15 / hour

Pets I'm comfortable caring for:

  • Dogs
  • Cats
  • Birds
  • Fish
  • Small animals (rabbits, ferrets, etc.)

I can do house sitting

  • House sitting

Other services I can provide

  • Yard work
  • Cleaning
  • Elderly care / companionship

My availability

I'm looking for Casual/temporary, Part-time, Full-time employment.

I can travel a few suburbs/towns away from Middle Island for work.

Here's my weekly availability:

M T W T F S S

Morn

✓ ✓ ✓ ✓ ✓ ✓ -

Day

✓ ✓ ✓ ✓ ✓ ✓ -

Arvo

✓ ✓ ✓ ✓ ✓ ✓ ✓

Eve.

- - - - - - ✓

Nite

- - - - - - -

I'm available for:

  • Last minute bookings
  • School holidays
  • New Year's Eve
  • Valentine's Day
  • Overnight jobs
  • Full weekends
  • Vacations with the family
  • Live-in with the family

My credentials

I'm happy to provide written documentation of my qualifications and credentials:

  • 1 year experience working with children
  • Pet credentials:
    • I'm comfortable with pets
  • General credentials:
    • Email verified
    • 32 years old
    • Driver's license
    • Languages I can speak: English, French, German, and Spanish

My skills and interests:

  • Music
  • Singing
  • Dance
  • Drawing / painting
  • Fitness
  • Swimming
  • Nature
  • Gardening
  • Cooking
  • Design
  • Computers
  • Writing
  • Foreign languages

Contact Ashlynn For Free

Your job requirements will be sent with your message.

Select the services you need:

Childcare

How many kids need care?

Pet sitting

Other pet services you need:

Dog walking

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Select the Services You Need

Do you need childcare services?

How many kids need care?

Do you need pet sitting services?

Other pet services you need:

Do you need dog walking services?

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Babysitting Pay Rates Middle Island, NY, United States (Updated 21 Sep 2025)

Middle Island babysitters are paid an average of $21.90 per hour as of September 2025, which is 0.8% higher than the New York average of $21.73, and 19% higher than the United States average of $18.40. A fair pay rate depends on babysitter credentials, specific job requirements, and local demand for babysitting services in Middle Island.
1 Kid 2 Kids 3+ Kids
Middle Island:
$19.91 $21.90 $23.89
New York:
$19.75 $21.73 $23.70
United States:
$16.73 $18.40 $20.08

Rates are calculated weekly from our live member data. Prices are shown in United States dollars (USD). If you republish our rates please credit kidsit.com 😊

Don't know how much to pay? See our parents' guide to babysitting pay rates


Top 10 Tips For Hiring A Vacation Babysitter

Follow these handy tips when hiring a vacation babysitter so everyone can get the most out of your family holiday.

1. Start your search early

Traveling babysitters are in high demand, so begin looking several months before your trip.

2. Choose someone with travel experience

Ask if they’ve traveled with families before and are comfortable with airports, hotels, and long days.

3. Check passports and paperwork

Ensure the babysitter has a valid passport, visas (if needed), and is comfortable with any travel requirements.

4. Discuss schedules and expectations

Be clear about when you’ll need childcare versus family time, so boundaries are understood.

5. Cover all expenses upfront

Agree on who pays for flights, accommodations, meals, and any extras before the trip.

6. Set pay rates clearly

Holiday babysitting often involves long hours; discuss a fair daily or weekly rate plus overtime if needed.

7. Review responsibilities

Clarify whether the sitter will supervise only in the hotel/villa or accompany your children on excursions.

8. Do a trial run at home

Have the sitter spend time with your kids before the trip to build trust and routine familiarity.

9. Check adaptability

Make sure they’re flexible with changes, new environments, and possible travel hiccups.

10. Trust and comfort are key

Since you’ll be spending extended time together, choose someone you not only trust with your children but also feel comfortable traveling with.

See our parents' guide to vacation babysitting for more detailed information.

Vacation Babysitter Interview Questions

Ask the following questions when interviewing vacation babysitter candidates to narrow down your list.

Travel Readiness

  • Have you ever traveled with a family before? What was your role?
  • Do you have a valid passport (and visas if required)?
  • Are you comfortable with airports, flights, and adjusting to new environments?
  • How do you handle long travel days or jet lag?

Childcare Experience

  • What ages of children have you cared for while traveling?
  • How do you keep kids entertained in hotels, airplanes, or on long car rides?
  • Are you comfortable supervising children at pools, beaches, or tourist attractions?
  • How would you handle a child becoming homesick or overwhelmed on vacation?

Responsibilities & Flexibility

  • Are you open to both daytime and evening shifts while traveling?
  • How do you balance giving parents alone time with including you in family activities?
  • What types of activities or outings are you comfortable managing on your own with the kids?
  • How flexible are you if plans change last minute?

Safety & Health

  • Are you certified in CPR and first aid?
  • How would you handle a medical emergency in a foreign country?
  • Are you comfortable administering medication if needed?
  • How do you ensure children’s safety in unfamiliar environments?

Pay & Expenses

  • What is your preferred rate for travel babysitting (daily/weekly)?
  • Are you comfortable with travel arrangements (flights, accommodations, meals) being covered by the family?
  • Do you expect overtime pay for late-night care?
  • How do you prefer payments to be handled during the trip?

Personality & Fit

  • What do you enjoy most about traveling with children?
  • How do you keep calm and positive when travel gets stressful?
  • Why are you interested in traveling as a babysitter?
  • What makes you a good fit for our family and this trip?