Babysitting and Nanny Jobs in Winthrop Highlands MA

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Found 109 babysitting and nanny jobs within 50mi of Winthrop Highlands MA 2152. Showing 1 to 24. Sorted by

NEW! Nurturing Infant Care in Chelsea - Full Days!

Chelsea, MA | 3 mi

Start Date: 01 Feb 26
Applications Close: 14 Jan 26

Posted by Jean a day ago

Job Details: Full-time

$30 per hour

Calling all experienced infant caregivers! 👶 We're seeking a compassionate and attentive childcare professional to join our family in Chelsea, MA. Job Highlights: • Full-time weekday position (Monday - Friday) • Hours: 9:00 AM - 4:00 PM • Competitive pay: $25-$30 per hour • Start Date: February 2, 2026 (flexible) Your Responsibilities: • Feeding and changing our infant • Engaging playtime activities • Ensuring constant safety and supervision • Supporting nap routines Ideal Candidate: • Loves working with infants • Patient and nurturing • Comfortable with full-day care • Reliable and consistent This is a fantastic opportunity for a dedicated caregiver who thrives on creating a warm, supportive environment for a young child. If you're passionate about early childhood development and provide exceptional care, we want to meet you! 🌟

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Playful Infant Care - Fri Afternoons in Everett

Everett, MA | 4 mi

Start Date: 16 Jan 26
Applications Close: 09 Jan 26

Posted 20 days ago

Job Details: Part-time

$22.5 per hour

Are you an energetic, caring nanny who loves supporting little explorers? We have an exciting opportunity for you! We're searching for a warm, attentive caregiver for our active 10-month-old boy who adores: • Reading books • Playing • Going on walks Job Details: • 3 Fridays per month (January - May) • Hours: 7am - 5:30pm • Hourly Rate: $20-25 Required Qualifications: • CPR Certified • Previous infant care experience • Comfortable with an active baby • Non-smoker • Comfortable around friendly pets (we have a cat and dog) If you're passionate about nurturing early childhood development and creating joyful learning experiences, we want to meet you! Help our little one grow, play, and discover the world around him.

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Fun Toddler Care - Reliable Friday Position

Everett, MA | 4 mi

Start Date: 23 Jan 26
Applications Close: 18 Dec 25

Posted by Lindsay 20 days ago

Job Details: Part-time

$27.5 per hour

Exciting opportunity to spend Fridays with an adorable toddler in a welcoming Everett, MA home! Looking for a dependable, engaging caregiver who loves spending time with little ones. Here's what you'll do: • Care for a lively toddler from 7:00 AM to 5:00 PM every Friday • Starting January 23, 2026 • Play, interact, and create fun learning experiences • Prepare nutritious meals • Manage nap times • Perform light child-related housekeeping • Must have reliable transportation for potential outings We offer a competitive hourly rate of $25-$30 and are comfortable with pets. The ideal candidate is: - Reliable - Enjoys child interaction - Comfortable with a family pet - Able to provide own transportation Interested in making a difference in a child's day? Apply now!

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Weekend & Date Night Sitter - Nahant Family

Nahant, MA | 4 mi

Start Date: 13 Nov 25
Applications Close: 13 Dec 25

Posted a month ago

Job Details: Part-time

$25 per hour

Calling all experienced and caring sitters! Our fun Nahant family needs a reliable weekend warrior for two adorable kiddos. Job Highlights: - Ages: Newborn (0-11 months) and Toddler (1-3 years) - Schedule: Mostly weekends & occasional date nights - Hours: Saturdays & Sundays, 8am-5pm - Pay: Competitive $20-30/hour What We Need: - Experience with infants and toddlers - CPR/First Aid certification (or willingness to get trained) - Comfortable with friendly Australian Shepherds - Reliable transportation - Warm, responsible personality Responsibilities: - Age-appropriate play - Light meal/snack preparation - Gentle bedtime routines - Occasional light housekeeping If you're a patient, energetic sitter who loves kids and dogs, we want to meet you! Share your background and availability with us.

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NEW! Toddler Date Night Care in Cozy Malden Home

Malden, MA | 5 mi

Start Date: 12 Dec 25
Applications Close: 12 Jan 26

Posted by Jada a day ago

Job Details: Casual Babysitting

$20 per hour

Are you a caring, reliable sitter who loves working with toddlers? 🧒

We're seeking a dependable caregiver for occasional evening date night sitting in a warm, small home environment. Your key responsibilities include:

• Caring for our energetic toddler during evening hours (typically starting 6-7pm)
• Preparing light snacks and meals
• Engaging in fun playtime activities
• Helping with bedtime routine
• Tidying up toys and light housekeeping

Requirements:
• Must have reliable personal transportation
• Comfortable with late evening hours
• Experience and enjoyment working with toddlers

Compensation: $20-$25 per hour

If you're patient, playful, and punctual, we'd love to hear from you! Looking forward to finding the perfect occasional sitter who can provide loving care while we enjoy a rare night out. 💕

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NEW! Fun After-School Care for 2 Kids

Lynn, MA | 6 mi

Start Date: 11 Dec 25
Applications Close: 20 Dec 25

Posted by Felicia a day ago

Job Details: Part-time

$18 per hour

Looking for an awesome, engaging babysitter for our two fantastic kids! 🌟

Job Details:
• Ages: 5 and 7 years old
• Schedule: Monday, Wednesday, Friday, Saturday (2:00 PM - 6:30 PM)
• Flexible week schedule possible

Responsibilities:
• School pickup at 2 PM (must have reliable transportation)
• Supervise playful, intelligent children
• Help with homework
• Prepare tasty, healthy snacks
• Create a safe, fun environment

What We're Looking For:
• Someone who can keep up with silly, energetic kids
• Reliable driver with own car
• Warm, patient personality
• Enjoys interactive, engaging childcare

Compensation:
• $16 - $19 per hour
• Potential for ongoing, consistent work

Start Date: Flexible, beginning December 11, 2025

Ready to join our family's adventure? Let's connect! 😊

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NEW! Flexible Evening Infant Care & Decluttering Help

Saugus, MA | 6 mi

Start Date: 14 Dec 25
Applications Close: 14 Dec 25

Posted by Ramona a day ago

Job Details: Casual Babysitting

$22.5 per hour

Warm, reliable childcare needed for adorable 14-month-old! We're seeking a trustworthy caregiver to support our family during an exciting weekend project. Opportunities available: - Primary Date: December 14th, 5pm-12am - Optional Additional Dates: December 12th & 13th Responsibilities: - Play with energetic toddler - Manage diaper changes - Prepare and serve meals - Bedtime routine support Key Details: - One infant (14 months old) - Hourly Rate: $20-$25 - Flexible timing - Pet-friendly home - Potential for extended weekend work Ideal candidate is patient, nurturing, and comfortable engaging with a young child. If you're looking for a fun, flexible childcare opportunity, we'd love to hear from you!

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Growing Family Needs Caring Sitter

Melrose, MA | 6 mi

Start Date: 31 Dec 25
Applications Close: 14 Jan 26

Posted 15 days ago

Job Details: Part-time

$20 per hour

Exciting opportunity to support a family through a special transition! We're seeking a nurturing part-time babysitter to help with our 2-year-old son during a meaningful family period. Job Details: • Schedule: Tuesdays, Thursdays, and Fridays from 9am-12pm • Starting January 1st • $20/hour • Currently helping mom prepare for maternity leave • Will transition to supporting both a toddler and newborn Ideal Candidate: • Experience with children ages 0-6 years • Comfortable with family dynamics during a big transition • Reliable and patient • Non-smoker with own transportation Long-Term Potential: This role offers the opportunity to grow with our family beyond the initial maternity leave period. We're looking for someone who can build a lasting connection with our children. Our goal is finding a compassionate caregiver who can help our 2-year-old feel secure and supported as he becomes a big brother!

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Playful Preschool Sitter - Flexible Hours!

Lynn, MA | 6 mi

Start Date: 17 Nov 25
Applications Close: 16 Dec 25

Posted by Mio 20 days ago

Job Details: Casual Babysitting

$22 per hour

Calling all patient and energetic childcare providers! We're seeking a reliable and warm-hearted sitter for our three adorable preschool children. Job Details: • Start Date: November 17, 2025 • Hours: 3:00 PM - 5:30 PM • Occasional weekend/evening availability a plus! What We Need: • Experience with young children • Positive, attentive attitude • Ability to prepare simple snacks • Ensure children's safety and happiness Compensation: • $20 - $25 per hour • Flexible scheduling • Great opportunity for engaging childcare work! If you love spending time with preschoolers and can create a fun, safe environment, we want to hear from you!

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Weekend Toddler Care - Bilingual Needed!

Lynn, MA | 6 mi

Start Date: 23 Nov 25
Applications Close: 21 Dec 25

Posted by Katherine 20 days ago

Job Details: Part-time

$27 per hour

Exciting weekend childcare opportunity for a dedicated, multilingual caregiver in Lynn, MA! We're seeking a reliable babysitter for our energetic toddler during late-night weekend shifts. Key Details: • Schedule: Fridays, Saturdays, and Sundays • Hours: 5:00 PM - 5:30 AM • Hourly Rate: $27-$29/hour Essential Requirements: • Fluent in Portuguese and English • Must have personal transportation • Comfortable around pets • Experienced with toddler care Responsibilities: • Supervising and engaging our toddler • Preparing meals • Managing bedtime routines • Ensuring child's safety and happiness This is a perfect role for a responsible, multilingual caregiver who loves working with young children and doesn't mind late-night shifts!

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NEW! Fun Boston Night Sitting: Toddler & Baby Care

Boston, MA | 7 mi

Start Date: 12 Dec 25
Applications Close: 25 Dec 25

Posted by Olivia a day ago

Job Details: Casual Babysitting

$35 per hour

Exciting Babysitting Opportunity for a Caring Professional! Looking for an experienced sitter to care for two adorable children: • A mellow 6-month-old girl • An energetic 2.5-year-old boy who loves trucks, books, and music Job Details: • Date: Starting 12/12/2025 • Hours: Flexible evening shift (5:00pm - 12:00am) • Pay: $25 - $35 per hour Perfect for a sitter who: • Enjoys interacting with multiple children • Is comfortable around pets • Can handle bedtime routines Upcoming holiday events may provide additional sitting opportunities! If you're patient, playful, and love engaging with young children, this could be your perfect gig. Let's connect and discuss how you can become part of our family's care team!

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NEW! Fun Evening Sitter for Elementary Kid in Medford

Medford, MA | 7 mi

Start Date: 14 Dec 25
Applications Close: 21 Dec 25

Posted by Liz a day ago

Job Details: Casual Babysitting

$25 per hour

Exciting occasional babysitting opportunity for a caring, reliable sitter! Looking for a friendly caregiver to spend fun evenings with our elementary school-aged child in Medford, MA. Key Details: • Starting December 14, 2025 • Competitive pay: $25-$29 per hour • Must have reliable transportation • Duties include playtime supervision, simple meal prep, and bedtime routine Ideal Candidate: • Clean driving record • Comfortable around pets • Loves engaging with kids • Able to handle potential emergency outings This is a great chance to build a lasting connection with an awesome family. If you're energetic, responsible, and enjoy making children's evenings fun and safe, we want to meet you!

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NEW! Bilingual Toddler Care - Portuguese Welcome!

Medford, MA | 7 mi

Start Date: 11 Dec 25
Applications Close: 20 Dec 25

Posted by Anne a day ago

Job Details: Casual Babysitting

$32.5 per hour

Calling Portuguese-speaking caregivers! We need a warm, engaging babysitter for our energetic toddler in Medford, MA. Job Highlights: • Flexible, occasional babysitting schedule • $25-$40 per hour • Must speak Portuguese and English fluently What We're Looking For: - Experienced with toddler-age children - Ability to create a safe, fun environment - Comfortable preparing simple snacks - Warm, communicative personality Your Role: - Engage our child in age-appropriate activities - Ensure child's safety and happiness - Provide basic snack preparation - Communicate clearly with parents Start Date: Flexible, potentially December 11, 2025 If you love children, speak Portuguese, and enjoy creating joyful learning moments, we want to meet you!

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NEW! Fun After-School Care in Boston South End

Boston, MA | 7 mi

Start Date: 19 Dec 25
Applications Close: 26 Dec 25

Posted a day ago

Job Details: Part-time

$35 per hour

Exciting opportunity for a caring sitter to support a delightful 4-5 year old child in the South End! Daily Schedule: • Monday through Friday • 3:00 PM - 6:00 PM pickup Responsibilities include: • School pickup at 3 PM • Engaging afternoon activities such as: - Playground adventures - Library visits - Home-based play • Light housekeeping What We're Looking For: • Reliable and energetic • Non-smoker • Comfortable around pets • Passion for child development Compensation: • $30-40 per hour • Starts December 19th Join us for a rewarding after-school experience where you'll help a young child learn, play, and grow!

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NEW! Loving Nanny Needed for Sweet Boston Baby

Boston, MA | 7 mi

Start Date: 26 Jan 26
Applications Close: 09 Feb 26

Posted a day ago

Job Details: Full-time

$30 per hour

Calling all nurturing nannies! We're seeking an amazing caregiver for our adorable 11-month-old daughter in the vibrant Seaport area. Exciting Opportunity Details: • Full-time position (Monday-Friday, 8am-6pm) • Competitive hourly rate: $30-35 • Start date: January 26, 2026 What We're Looking For: • Experienced with infants 0-24 months • Non-smoker • Fully vaccinated • CPR/First Aid certified • Comfortable with light housekeeping Bonus Points: • Spanish or Tagalog language skills • Previous nanny or daycare experience Our family values safe, enriching, and loving childcare. If you're passionate about nurturing early childhood development, we want to meet you! Ideal candidate will provide: • Feeding and meal preparation • Developmentally appropriate play • Engaging outings • Positive, supportive environment This is a W-2 employee position for a dedicated professional who loves working with infants.

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NEW! Reliable Driver Needed for Middle Schooler

Medford, MA | 7 mi

Start Date: 05 Jan 26
Applications Close: 19 Dec 25

Posted by Sarah a day ago

Job Details: Part-time

$22 per hour

Looking for a dependable transportation companion for our middle school student! We need a responsible driver to help our child navigate after-school activities in the Cambridge area. Job Details: • Days: Tuesday and Thursday • Hours: 3:00pm - 6:00pm • Location: Medford to Cambridge round trip • Compensation: $22-$29 per hour Key Responsibilities: • Safe transportation to French classes • Potential additional after-school activity support • Approximately 90 minutes of flexible downtime during class Ideal Candidate: • Reliable personal vehicle • Clean driving record • Comfortable with junior high student Flexible options available: • Full shift on both days preferred • Can also consider one-day or drop-off only schedules Start Date: January 6th, 2026 Join our family and help support our child's educational journey!

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NEW! Boston Kids Need Playful Holiday Sitter!

Boston, MA | 7 mi

Start Date: 13 Dec 25
Applications Close: 20 Dec 25

Posted by Olivia a day ago

Job Details: Casual Babysitting

$35 per hour

Hey awesome sitters! We have two sweet children looking for a caring companion: • A mellow 6-month-old girl • An energetic 2.5-year-old boy who loves trucks, music, and reading Job Details: ✨ Location: Boston, MA ✨ Schedule: One-time babysitting (full week availability) ✨ Hours: Flexible, 3pm-12am start time ✨ Date: Starting 12/13/2025 Compensation: 💰 $25-$35 per hour Special Notes: • Comfortable with household pets • Experience with multiple children preferred • Potential additional holiday event support Looking for a warm, engaged sitter who can handle bedtime routines and enjoy playing with curious, loving little ones. Are you our perfect match? Let's chat!

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NEW! Fun Boston Evening Care for Playful Preschooler

Boston, MA | 7 mi

Start Date: 13 Dec 25
Applications Close: 20 Dec 25

Posted by James a day ago

Job Details: Casual Babysitting

$25 per hour

Exciting evening babysitting opportunity for a delightful 2.75-year-old girl in South Boston!

Job Highlights:
• Date: December 13, 2025
• Time: 6:00 PM - 10:30 PM
• Location: Near Castle Island (excellent public transit access)
• Hourly Rate: $25-$30

About Our Daughter:
• Very social and friendly preschooler
• Loves reading, music, and building towers
• Enjoys interactive play

Job Details:
• Bedtime routine around 8:00 PM
• Dinner and snacks pre-prepared
• Street parking available
• Close to bus routes 7, 9, 10, and 11

Ideal candidate will be warm, engaging, and enjoy spending time with an energetic young child!

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Friday Fun: Bus Pickup Near Boston Aquarium

Boston, MA | 7 mi

Start Date: 05 Dec 25
Applications Close: 19 Dec 25

Posted 8 days ago

Job Details: Part-time

$30 per hour

Exciting after-school opportunity in beautiful Beacon Hill! We're looking for a friendly, responsible sitter to: • Pick up our energetic 6-year-old son from his bus stop • Safely transport him home near the Boston Aquarium • Supervise and care for him until 6:30 PM Job Highlights: • Every Friday from 3:30 PM - 6:30 PM • Starting Winter 2025 • $30 per hour • No car required - transportation can be arranged Ideal Candidate: • Experienced with school bus pickups • Comfortable with young children • Reliable and safety-focused Perfect for a college student, education major, or childcare professional looking for consistent weekly work in a charming Boston neighborhood!

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Fun Holiday Toddler Care - Medford Winter Break

Medford, MA | 7 mi

Start Date: 26 Dec 25
Applications Close: 24 Dec 25

Posted by Nadia 8 days ago

Job Details: Casual Babysitting

$25 per hour

Are you a nurturing and energetic caregiver looking for a rewarding short-term opportunity? We need a skilled babysitter for our adorable toddler during the winter daycare break!

Job Details:
• Dates: 6 weekdays between Dec 26th and Jan 1st 2026
• Hours: 9:00 AM to 5:00 PM
• Location: Medford, MA

What We're Looking For:
• Experience with toddlers
• Ability to engage in age-appropriate learning activities
• Enthusiastic and reliable personality
• Recent local references required

Responsibilities:
• Plan and lead fun, educational activities
• Prepare healthy meals and snacks
• Perform light child-related housekeeping

Compensation:
• $20-$30 per hour
• Potential for continued occasional sitting in the new year

Ideal candidates will bring creativity, patience, and a genuine love for working with young children!

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Awesome Toddler Care - Flexible Days & Evenings

Boston, MA | 7 mi

Start Date: 03 Dec 25
Applications Close: 17 Dec 25

Posted by Leigh 8 days ago

Job Details: Part-time

$27 per hour

Do you love working with energetic toddlers and creating fun, safe experiences? We're seeking a patient, trustworthy childcare professional for our little one!

Job Highlights:
• Pay Range: $25-$29 per hour
• Schedule: Flexible nights, weekends, and occasional weekdays
• Hours: 8:00am - 5:00pm

Key Responsibilities:
• Toilet training support
• Preparing healthy snacks and meals
• Engaging in developmentally appropriate activities
• Ensuring child's safety and well-being

What We're Looking For:
• Experience with toddlers
• Positive, patient attitude
• Strong communication skills
• Reliable and trustworthy

Start Date: December 4, 2025

If you're passionate about childcare and creating memorable moments, we want to hear from you!

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Infant Care: Sweet Boston Family Seeks Sitter

Boston, MA | 7 mi

Start Date: 11 Dec 25
Applications Close: 18 Dec 25

Posted 8 days ago

Job Details: Casual Babysitting

$25 per hour

Calling caring nannies and babysitters! 👶 We're a Boston family looking for a warm, responsible caregiver for our adorable 0-11 month old baby. Key Details: • One-time babysitting opportunity • Hourly rate: $20-30 per hour • Start date: December 12th What We're Looking For: • Non-smoker preferred • Comfortable around pets • Loving, attentive childcare style Our little one needs a gentle, patient sitter who can provide nurturing care during our scheduled time. If you're reliable, kind, and enjoy spending time with infants, we'd love to hear from you!

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Cuddly Infant Care - Fenway Boston

Boston, MA | 7 mi

Start Date: 03 Dec 25
Applications Close: 17 Dec 25

Posted 8 days ago

Job Details: Full-time

$25 per hour

Seeking a loving caregiver for our adorable 8-month-old bundle of joy in the vibrant Fenway neighborhood! Key Details: • Full-Time Opportunity: Monday-Friday • Hours: 6am-6pm • Competitive Pay: $20-30/hour • Start Date: December 4th About the Role: We're looking for a dedicated, non-smoking babysitter who can provide warm, attentive care to our little one. Our work schedules are flexible, and we're eager to find the perfect match. What We're Looking For: • Experienced with infants 0-11 months • Reliable and adaptable • Comfortable with dynamic family schedules If you're passionate about infant care and ready to make a difference in a little one's life, we can't wait to meet you!

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Cozy Newborn Care - One-Time Boston Gig

Boston, MA | 7 mi

Start Date: 04 Dec 25
Applications Close: 14 Dec 25

Posted 15 days ago

Job Details: Casual Babysitting

$25 per hour

Seeking a caring and attentive babysitter for a precious newborn in Boston! 🍼

Job Highlights:
• One-time babysitting opportunity
• Hourly rate: $20-30
• Start Date: December 5th
• Care for a sweet baby (0-11 months old)

Bonus: Comfortable working in a pet-friendly home

Ideal candidates are gentle, patient, and experienced with infant care. If you love snuggles and have a nurturing touch, this job is perfect for you!

Quick apply now and help make this family's day a little easier! ❤️

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