Babysitting and Nanny Jobs in Winchester Highlands MA

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Found 71 babysitting and nanny jobs within 50mi of Winchester Highlands MA 1890. Showing 49 to 71. Sorted by

After-School Buddy: Fun Elementary Companion

Beverly, MA | 15 mi

Start Date: 20 Nov 25
Applications Close: 15 Dec 25

Posted by Erika 12 days ago

Job Details: Part-time

$25 per hour

Looking for a friendly, reliable sitter to pick up my awesome elementary school son and provide warm, caring supervision! Key Details: • Days: Wednesdays, Thursdays, and every other Friday • Time: 2:00 PM - 3:30 PM • Pay: $20-$25 per hour • Start Date: Flexible, preferably November 20, 2025 Job Requirements: • Must have a reliable car • LGBTQIA+ friendly • Comfortable keeping a young elementary student safe and engaged My son needs someone who can: • Safely transport him after school • Provide friendly companionship • Create a positive, supportive environment Interested in being a positive role model for a great kid? This could be the perfect opportunity for you!

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Energetic Nanny Needed for 3 Playful Kids!

Lawrence, MA | 16 mi

Start Date: 30 Nov 25
Applications Close: 14 Dec 25

Posted by Patria 7 days ago

Job Details: Full-time

$24 per hour

Exciting full-time childcare opportunity for a dynamic caregiver in Lawrence, MA! We're seeking a compassionate and experienced nanny to care for our three wonderful children: an infant, toddler, and preschooler. Job Highlights: • Flexible start date (beginning December 2025) • Hours: Monday-Friday, 7:00 AM - 5:00 PM • Competitive hourly rate: $24 - $50 per hour Responsibilities Include: • Engaging children in fun, educational activities • Preparing healthy snacks and meals • Driving children to activities • Light housekeeping • Toilet training support • Providing loving care for all age groups Key Requirements: • Must have reliable transportation • Experience caring for multiple children • Energetic and dependable personality • Ability to manage diverse child care needs This is more than a job - it's an opportunity to make a meaningful impact in three young lives! Are you the nurturing, professional caregiver we're looking for?

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Evening Childcare for 3 Kids in Quincy

Quincy, MA | 16 mi

Start Date: 14 Jan 26
Applications Close: 24 Dec 25

Posted by Miho 7 days ago

Job Details: Part-time

$26 per hour

Seeking a warm and attentive caregiver for three wonderful children in a family-friendly Quincy home! We're looking for a reliable babysitter to join our family starting January 15th, supporting us with three adorable kids: an infant, toddler, and preschooler. Key Details: • Schedule: Monday-Friday, 5:00 PM - 9:00 PM • Occasional additional daytime/weekend hours possible • Competitive Pay: $25-$27 per hour • Parents often present to assist with childcare Responsibilities: • Supervise engaging playtime • Assist with bedtime routines • Perform light housekeeping • Ensure children's safety and comfort Family Perks: • On-the-books pay • Paid holidays and PTO • Friendly home with a small dog • Flexible start date Ideal candidates are patient, loving, and comfortable in a dynamic family environment. Come help us create wonderful memories with our children!

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Cozy Quincy Home: Infant Care Part-Time

Quincy, MA | 16 mi

Start Date: 15 Dec 25
Applications Close: 14 Dec 25

Posted 12 days ago

Job Details: Part-time

$18 per hour

Calling all infant care professionals! 🍼 We're seeking a warm, experienced nanny for our adorable 5-month-old daughter in Quincy, MA. Job Highlights: • Part-time schedule: Monday to Friday • Hours: 9 a.m. – 4 p.m. • Competitive pay: $18-23 per hour • Start Date: Mid-December 2025 What We're Looking For: • Gentle, attentive care for an infant • Experience with 0-12 month babies • Reliable and passionate about childcare • Non-smoker with own transportation Daily Responsibilities: • Feeding and diaper changes • Establishing nap routines • Engaging playtime • Light baby-related chores (bottle cleaning, laundry) • Optional: Light meal prep for dinner Bonus Points: • Strong infant care references • Clean background check • Comfortable in a family townhome setting If you're a nurturing, dependable caregiver who loves working with babies, we can't wait to meet you! 👶❤️

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Spanish-Speaking Toddler Care Needed

Quincy, MA | 16 mi

Start Date: 17 Nov 25
Applications Close: 13 Dec 25

Posted by Oscar 20 days ago

Job Details: Casual Babysitting

$20 per hour

Exciting Opportunity for a Bilingual Caregiver! 🇪🇸👶

We're seeking a warm, engaging babysitter who loves connecting with toddlers and can speak Spanish. Your mission is to create a fun, nurturing environment for our little one.

What You'll Do:
• Play and interact in Spanish and English
• Read stories and support daily routines
• Encourage curiosity and learning
• Provide loving, attentive care during flexible hours

Ideal Candidate:
• Fluent in Spanish and English
• Passionate about early childhood development
• Comfortable with flexible, as-needed schedule
• Starts mid-November 2025

Compensation:
• $10-$29 per hour
• Occasional, flexible babysitting

If you're a playful, responsible caregiver who can create magical moments with a toddler, we want to meet you!

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Bilingual Nanny for German Learning Fun!

Natick, MA | 17 mi

Start Date: 04 Jan 26
Applications Close: 15 Dec 25

Posted by Zach 12 days ago

Job Details: Part-time

$27 per hour

Calling all German-speaking childcare pros! 🇩🇪👶

We're seeking a language-loving nanny to care for our two adorable children (ages 3 and 5) in Natick, MA. This is a fantastic opportunity to support early bilingual development!

Details:
- Weekly schedule: Monday-Sunday
- Hours: 3:30pm - 6:30pm
- Start Date: January 5th, 2026
- Hourly Rate: $25-$29

Key Responsibilities:
- Engaging childcare for preschool and elementary-aged kids
- Speak German and help children learn the language
- Create fun, educational interactions

Required Skills:
- Fluent in German and English
- Comfortable with young children
- Passion for early childhood education

Join our family and make language learning an adventure! 🚀

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Creative Sitter Needed: Littleton Family

Littleton, MA | 19 mi

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

Posted by Catherine 12 days ago

Job Details: Part-time

$35 per hour

Exciting Opportunity for a Versatile Babysitter! We're a dynamic family in Littleton seeking a reliable and creative sitter for our two youngest children. Key Details: • Schedule: Tuesdays and/or Fridays, 11:30am-5:30pm • Potential to expand to 4-5 days/week • Competitive Pay: $25-$35 per hour Your Responsibilities: • Engaging play with 3-year-old in afternoons • Light interaction with 3 older children • Occasional household support • Potential light errands and driving • Meal preparation and snack help What We're Looking For: • Prior experience with multiple children • Adaptable and flexible personality • Comfortable in a work-from-home environment • Own transportation • Screen time is limited in our home Long-term potential with 1-2 trial sessions to ensure perfect match! If you're energetic, creative, and love working with children, we want to hear from you!

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Preschool Care in Framingham - Flex Hours!

Framingham, MA | 19 mi

Start Date: 24 Nov 25
Applications Close: 17 Dec 25

Posted by Sean 12 days ago

Job Details: Casual Babysitting

$30 per hour

Calling all engaging childcare professionals! We're seeking a reliable babysitter for two delightful preschoolers in a work-from-home environment. Job Highlights: • Competitive Pay: $25-$30 per hour • Occasional/Flexible Schedule • Start Date: November 24, 2025 • Work alongside parent occasionally What We Need: • Previous experience with multiple children • Reliable transportation • Ability to keep kids safe and creatively engaged Key Responsibilities: • Prepare kid-friendly snacks and meals • Provide basic sick care • Assist with bedtime routines Our family values a warm, nurturing caregiver who can support our children's growth and development. If you're passionate about early childhood care and have a positive, creative approach, we want to meet you!

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Playful Toddler Seeks Energetic Sitter w/ Car

Framingham, MA | 19 mi

Start Date: 29 Nov 25
Applications Close: 18 Dec 25

Posted by Lynn 12 days ago

Job Details: Casual Babysitting

$27 per hour

Are you a fun-loving caregiver ready for an exciting opportunity with an adorable toddler? 🚗👶

We're looking for a reliable babysitter to join our family starting late November. Your main role will involve:

• Engaging our toddler through creative play
• Preparing healthy snacks and meals
• Keeping play areas clean and organized
• Being available for occasional outings

Key Requirements:
- Must have reliable transportation
- Comfortable around pets
- Attentive and safety-focused
- Ability to commit to a consistent schedule

Compensation: $25-$29 per hour for a flexible, as-needed schedule

If you love spending quality time with young children and can bring energy and care to our home, we want to hear from you! Ideal candidate will be responsible, punctual, and genuinely enjoy early childhood interactions.

Let's create fun memories together! 🌟

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Playful Preschool Care - Flexible Hours

Norwood, MA | 20 mi

Start Date: 04 Jan 25
Applications Close: 23 Dec 25

Posted by Iren 7 days ago

Job Details: Part-time

$20 per hour

Are you a fun, responsible caregiver looking for a rewarding part-time position? We're seeking a warm, engaging babysitter for our delightful preschool child in Norwood, MA! Job Highlights: • Flexible scheduling with consistent evening hours • Regular shifts Monday, Tuesday, and Thursday • Time: 5:00 PM - 8:00 PM What We Need: • Reliable sitter with own transportation • Experience engaging with young children • Ability to supervise and interact playfully Responsibilities: • Supervising and entertaining our preschooler • Warming pre-prepared meals • Ensuring child's safety during playtime Compensation: • $18 - $22 per hour • Start date: January 5th, 2025 The ideal candidate is caring, dependable, and loves creating fun, enriching experiences for young children. Your positive energy and nurturing approach will make all the difference!

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Overnight Care for Preschooler on New Year's

Norwood, MA | 20 mi

Start Date: 22 Nov 25
Applications Close: 22 Dec 25

Posted by Iren 7 days ago

Job Details: Casual Babysitting

$20 per hour

Fun, One-Time Babysitting Opportunity! 🧒✨

We're seeking a responsible, caring babysitter for our preschool child during a special evening.

Job Details:
• Date: November 22, 2025 & January 1, 2026
• Time: Flexible, approximately 11:00 AM - 5:00 PM
• Hourly Rate: $18 - $22 per hour

Responsibilities:
• Engage child in fun, age-appropriate activities
• Ensure child's safety and comfort
• Prepare light snacks

Ideal Candidate:
• Experience with preschool-aged children
• Punctual and dependable
• Enjoys creating a positive, playful environment

Looking forward to meeting a wonderful caregiver who can make our child's day special!

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Fun Preschool Companion Needed - Hingham

Hingham, MA | 21 mi

Start Date: 08 Dec 25
Applications Close: 08 Dec 25

Posted by Margaret 12 days ago

Job Details: Part-time

$25 per hour

Exciting Opportunity for a Caring Childcare Professional! 🌟

We're seeking a warm and engaging babysitter for our delightful preschool child in Hingham, MA.

Key Details:
• Days: Mondays and Wednesdays
• Hours: 8:30 AM - 5:30 PM
• Flexible Start Date (Preferred: December 8, 2025)

Responsibilities:
• Prepare nutritious meals and snacks
• Assist with daily routines and toilet training
• Engage in fun, educational play activities
• Light housekeeping and laundry
• Transportation for outings (must have reliable car)

Ideal Candidate:
• Loves working with young children
• Responsible and energetic
• Comfortable around pets
• Enjoys creating memorable experiences

Compensation:
$25 - $32 per hour

Ready to make a difference in a child's life? Apply now and let's create magic together! 🚀👧

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Fun Bilingual Nanny Needed - Hingham Family

Hingham, MA | 21 mi

Start Date: 15 Dec 25
Applications Close: 15 Dec 25

Posted by Margaret 12 days ago

Job Details: Part-time

$25 per hour

Are you a loving, energetic nanny looking for a rewarding part-time opportunity? We're seeking a fantastic caregiver for our delightful 2.5-year-old boy in Hingham, MA! 🌟 Key Details: • Part-time: Mondays and Wednesdays • Hours: 8:30 AM - 5:30 PM • Starting: Mid-December 2025 • Hourly Rate: $25-$32 🌍 Bilingual Bonus: Portuguese or Spanish speakers preferred (must also speak English)! Responsibilities Include: • Driving child to activities (must have reliable transportation) • Preparing nutritious snacks and meals • Engaging in fun, interactive playtime • Light housekeeping and errands Perfect for a responsible, multilingual nanny who loves creating memorable experiences with children. Our little guy is amazing, and we're looking for someone special to join our family! Interested candidates: Please reach out to learn more about this exciting opportunity!

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Flexible Toddler Care - Cozy South Weymouth Home

South Weymouth, MA | 22 mi

Start Date: 31 Dec 25
Applications Close: 23 Dec 25

Posted by Bridget 7 days ago

Job Details: Part-time

$23 per hour

Are you a nurturing, experienced childcare professional looking for a rewarding part-time opportunity? We're seeking a caring babysitter/nanny for our energetic toddler in a pet-friendly home! 📅 Schedule: Mondays, Thursdays, and Fridays ⏰ Hours: 7:30 AM - 4:00 PM 💰 Compensation: $20 - $26 per hour Starting January 2026, this role is perfect for someone who loves working with young children and wants a consistent, reliable position. Our home welcomes a warm, engaging caregiver who can provide loving supervision and age-appropriate activities. Ideal candidate will be comfortable around family pets and have a genuine passion for early childhood care. If you're ready to make a difference in a toddler's day, we can't wait to hear from you!

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Fun Family Seeks Experienced Childcare Pro

South Weymouth, MA | 22 mi

Start Date: 19 Jan 26
Applications Close: 24 Dec 25

Posted by Meghan 7 days ago

Job Details: Part-time

$25 per hour

Looking for an amazing, reliable childcare professional to join our family! We need a caring, experienced sitter for our two wonderful children (toddler and preschool ages). Job Details: • Schedule: Tuesdays and Thursdays • Hours: 8:00 AM - 5:00 PM • Start Date: January 20, 2026 • Compensation: $25-$30 per hour What We're Looking For: - Experience caring for multiple young children - Comfortable driving kids - Ability to prepare simple, healthy meals - Engaging personality for age-appropriate activities Must-Haves: - Own reliable transportation - Flexibility and positive energy - Passion for supporting children's growth and development If you love creating fun, nurturing experiences for kids and want a consistent, rewarding part-time position, we want to meet you!

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Fun Preschool & Elementary Sitter Needed ASAP!

South Weymouth, MA | 22 mi

Start Date: 06 Nov 25
Applications Close: 06 Dec 25

Posted by Jenna a month ago

Job Details: Casual Babysitting

$25 per hour

Looking for an energetic and caring sitter to join our family! We need help with our two wonderful children in preschool and elementary school. You'll be responsible for: • Supervising engaging playtime • Helping with homework • Preparing delicious snacks • Managing smooth bedtime routines • Keeping kids safe indoors and outdoors What we're looking for: • Comfortable around pets • Loves creating fun, calm environments • Can commit to flexible schedule Compensation: $25-$29 per hour Start Date: November 7, 2025 If you enjoy working with kids and can bring positive energy to our home, we want to hear from you!

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Loving Care for Adorable Baby in Walpole

Walpole, MA | 23 mi

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

Posted by Kayce 12 days ago

Job Details: Casual Babysitting

$20 per hour

Are you a nurturing and reliable infant caregiver? We're seeking a compassionate babysitter for our little one!

Job Highlights:
• Occasional, flexible hours starting November 18, 2025
• Competitive pay: $19-$21 per hour
• One sweet infant to care for

What We're Looking For:
• Experienced in infant care
• Enjoy playing and reading age-appropriate books
• Ability to prepare simple meals and assist with feeding
• Commitment to maintaining a safe, clean environment

Responsibilities:
• Engaging playtime
• Meal preparation
• Feeding support
• Creating a nurturing atmosphere

Requirements:
• Ready to provide references
• Comfortable with occasional, as-needed schedule

If you're passionate about infant care and looking for a rewarding opportunity, we want to hear from you!

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Fun Family Seeks Awesome After-School Companion!

Norwell, MA | 26 mi

Start Date: 01 Dec 25
Applications Close: 15 Dec 25

Posted by Katherine 12 days ago

Job Details: Part-time

$31 per hour

Are you a dynamic, caring professional who loves working with kids and keeping a household running smoothly? We have an exciting opportunity for you! Our family is seeking a reliable, energetic individual to support our two amazing girls (ages 8 and 10) during their after-school hours. Job Highlights: • Schedule: Monday - Friday, 2-6 PM • Competitive Pay: $25-$31 per hour • Located in beautiful Norwell, MA Your Responsibilities: • School pick-up and safe transportation • Driving to extracurricular activities • Supporting homework time • Preparing healthy snacks and light meals • Managing light household tasks and errands Ideal Candidate Requirements: • Reliable personal vehicle • Clean driving record • Passion for supporting busy families • Organized and nurturing personality If you're ready to become an essential part of our family's daily life, we can't wait to hear from you! This is more than a job—it's a chance to make a meaningful difference in two young lives.

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Flex Babysitter Needed: 3 School-Age Kids

Rockland, MA | 26 mi

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

Posted by Nick 12 days ago

Job Details: Casual Babysitting

$20 per hour

Looking for a reliable, energetic babysitter to support our family's occasional childcare needs! 🏠👧👦👦

We have three wonderful children - one in elementary school and two in junior high - who need a caring, responsible caregiver.

Job Highlights:
• Flexible scheduling
• Hourly rate: $10-$30/hour
• Start date: November 2025

Key Responsibilities:
• Supervise homework time
• Prepare simple meals
• Create a safe and engaging environment
• Occasional evening/bedtime support

Required:
• Must have own reliable transportation
• Comfortable with children ages 6-14
• Bonus points if you speak Portuguese!

If you enjoy working with kids and can be adaptable, we'd love to hear from you! Ideal for a responsible sitter looking for occasional work with a great family. 🌟

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After-School Care for Active Elementary Girls

Norwell, MA | 26 mi

Start Date: 01 Dec 25
Applications Close: 15 Dec 25

Posted by Katherine 12 days ago

Job Details: Part-time

$25 per hour

Calling all energetic and nurturing caregivers! We're seeking a reliable and fun companion for our two vibrant girls (ages 8 & 10) during their after-school hours. Job Highlights: • Monday - Friday, 2:00 PM - 6:00 PM • Competitive pay: $25-$31 per hour • Located in beautiful Norwell, MA Your Exciting Responsibilities: • School/bus pick-ups • Transportation to activities • Homework support • Meal preparation and light snacks • Light laundry and home organization • Occasional family errands Must-Haves: ✓ Reliable car ✓ Clean driving record ✓ Organized and nurturing personality ✓ Love for supporting active kids We're looking for someone who will feel like an extension of our family—someone who can bring warmth, structure, and fun to our daughters' after-school routine! Ready to make a difference in two young lives while earning great pay? We can't wait to hear from you!

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Elementary Kids After-School Care in Norwell

Norwell, MA | 26 mi

Start Date: 30 Nov 25
Applications Close: 14 Dec 25

Posted by Katherine 12 days ago

Job Details: Part-time

$28 per hour

Fun Part-Time Opportunity for Energetic Caregiver! 🚗

We're seeking a responsible babysitter to care for our two awesome elementary school children after school.

Details:
• Days: Monday - Friday
• Hours: 2:00 PM - 6:00 PM
• Pay: $28-$31 per hour
• Start Date: Flexible (Preferably December 1st)

Responsibilities:
• School pickup and transportation
• Supervise playtime and carpools
• Help with homework
• Prepare light snacks
• Light housekeeping and laundry

Key Requirements:
• Must have reliable personal vehicle
• Love working with elementary-age kids
• Dependable and organized

Ideal candidate will enjoy an active, supportive role in our children's after-school routine. If you're passionate about childcare and have a positive attitude, we want to meet you!

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Playful Toddler Care in North Easton

North Easton, MA | 28 mi

Start Date: 07 Dec 25
Applications Close: 17 Dec 25

Posted by Michelina 7 days ago

Job Details: Part-time

$24 per hour

Exciting opportunity for a patient and energetic caregiver to join a loving family in North Easton! We're seeking a reliable babysitter for two adorable children (ages 2 & 3) with consistent weekly hours: • 2 days per week (Mondays + every other Tuesday/Friday) • Work hours: 8am-4/4:30pm • Start date: December 8th, 2025 Compensation: • $24-$29 per hour • Long-term position for the right candidate Job Responsibilities: • Caring for two young children • Light housekeeping (tidying toys, kids' laundry) • Preparing lunch and snacks • Creating a fun, nurturing environment Ideal Candidate: • Enthusiastic and patient • Loves working with toddlers and preschoolers • Reliable and committed to long-term care If you're passionate about childcare and creating memorable moments with little ones, we can't wait to hear from you!

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Fun Toddler Care - Flexible Hours in Marshfield

Marshfield, MA | 32 mi

Start Date: 15 Nov 25
Applications Close: 15 Dec 25

Posted by Ryan 20 days ago

Job Details: Casual Babysitting

$27 per hour

Exciting opportunity to engage with an adorable 13-month-old explorer in Marshfield! We're seeking a warm, reliable babysitter for occasional care of our curious toddler. Key Responsibilities: • Play and learning activities • Meal preparation • Bedtime routine • Ensuring a safe, nurturing environment What We Need: • Comfortable with active toddlers • Effective communication skills • Reliable transportation • Flexibility for as-needed care Compensation: • $25-$29 per hour • Start Date: November 15, 2025 Our daughter loves to babble and discover her world. If you're patient, energetic, and love supporting a child's growth, we want to meet you!

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