Babysitting and Nanny Jobs in Winchester MA

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Found 71 babysitting and nanny jobs within 50mi of Winchester MA 1890. Showing 25 to 48. Sorted by

Infant Care: Flexible Boston Weekend Support

Boston, MA | 10 mi

Start Date: 06 Dec 25
Applications Close: 05 Dec 25

Posted by Wei 7 days ago

Job Details: Casual Babysitting

$28 per hour

Exciting Opportunity for Experienced Infant Caregiver! 🍼

We are seeking a compassionate and reliable babysitter for our precious infant during a short-term assignment in Boston.

Key Details:
β€’ Dates: December 7-13, 2025
β€’ Hourly Rate: $25-$31 per hour
β€’ One adorable infant

Responsibilities:
β€’ Ensure infant's safety and well-being
β€’ Engage in age-appropriate activities
β€’ Prepare nutritious meals
β€’ Diaper changes and nap time support
β€’ Light household tasks

Ideal Candidate:
β€’ Strong infant care experience
β€’ Patient and adaptable
β€’ Excellent communication skills
β€’ Comfortable with flexible schedules

This is a unique chance to provide loving, professional care for a wonderful family. If you're passionate about infant care and can commit to our schedule, we want to hear from you! πŸ‘Άβ€οΈ

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Cozy Newborn Care - One-Time Boston Gig

Boston, MA | 10 mi

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

Posted 7 days ago

Job Details: Casual Babysitting

$25 per hour

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

Job Highlights:
β€’ One-time babysitting opportunity
β€’ Hourly rate: $20-30
β€’ Start Date: December 5th
β€’ 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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After School Care - Reliable Driver Needed

Billerica, MA | 10 mi

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

Posted by Linda 7 days ago

Job Details: Casual Babysitting

$24 per hour

Do you love working with preschoolers and have a reliable car? πŸš—πŸ‘§

We need a dependable sitter for our adorable 3-year-old daughter!

Job Details:
β€’ Pick up from daycare at 5pm
β€’ Care for her until 7pm
β€’ Occasional/flexible schedule
β€’ MUST have own transportation

Compensation:
β€’ $20-$29 per hour
β€’ Starting February 2026

Ideal for responsible, car-owning sitter who enjoys spending time with young children and can provide safe, fun afternoon care.

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Evening Care for Twin Toddlers & Baby

Boston, MA | 10 mi

Start Date: 23 Dec 25
Applications Close: 22 Dec 25

Posted 7 days ago

Job Details: Casual Babysitting

$25 per hour

Seeking a caring babysitter for a special evening with my little ones! Job Details: β€’ One-time evening babysitting opportunity β€’ Care for twin 2-year-old girls and one infant β€’ Hourly rate: $25-30 per hour What We're Looking For: β€’ Non-smoker β€’ Reliable and attentive caregiver β€’ Comfortable with multiple young children Date: December 23rd Looking forward to finding the perfect sitter who will bring warmth and energy to our family's evening!

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Cozy Beacon Hill Baby Care - Afternoons Only!

Boston, MA | 10 mi

Start Date: 30 Nov 25
Applications Close: 18 Dec 25

Posted 7 days ago

Job Details: Part-time

$30 per hour

Adorable 6-month-old girl needs a loving nanny for afternoon adventures in beautiful Beacon Hill! Job Details: β€’ Part-time: 20 hours/week (1pm-5pm, Monday-Friday) β€’ Competitive Pay: $25-35/hour (W2 position) β€’ Start Date: December 1st (potential extension possible) Your Responsibilities: β€’ Nurturing infant care - feeding, changing, playtime β€’ Supporting baby's developmental milestones β€’ Gentle park walks in nearby neighborhood β€’ Light household help (laundry, deliveries) β€’ Occasional dog care & food prep What We're Looking For: β€’ Comfortable around friendly family dog β€’ Energetic and attentive caregiver β€’ Near public transportation (no car required!) This is a perfect opportunity for a passionate, detail-oriented nanny who loves creating warm, engaging experiences for little ones!

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After-School Care for Boston Kiddos 🏫

Boston, MA | 10 mi

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

Posted 7 days ago

Job Details: Part-time

$22 per hour

Calling caring sitters! We need a warm, responsible caregiver for our family in Boston. Exciting Part-Time Opportunity: β€’ Schedule: Monday-Thursday, 3:30 PM - 6:30 PM β€’ Hours: Approximately 12 hours/week β€’ Pay: $20-24 per hour 🌟 Your Awesome Responsibilities: β€’ Pick up children from school (no driving needed!) β€’ Escort kids to after-school activities β€’ Provide loving supervision until 6:30 PM β€’ Create a positive, safe environment What We're Looking For: β€’ Reliable and communicative β€’ Comfortable with flexible schedules β€’ Previous childcare experience preferred β€’ Non-smoker Start Date: January 1st Perfect for a student, early career professional, or experienced sitter looking for steady afternoon work. Join our family and make a difference in children's lives! πŸ’–

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Bilingual Russian Nanny for Playful 5-Year-Old

Boston, MA | 10 mi

Start Date: 10 Dec 25
Applications Close: 24 Dec 25

Posted 12 days ago

Job Details: Part-time

$30 per hour

Fun Family Seeks Engaging Russian or Polish Speaking Nanny!

We're looking for a warm, energetic nanny to spend quality time with our delightful 5-year-old daughter. Your mission? Create magical moments through play, learning, and exploration!

Job Highlights:
β€’ Fluency in Russian or Polish required
β€’ Activities include reading, arts & crafts, board games, and outdoor walks
β€’ Flexible schedule with consistent hours

Schedule Details:
β€’ Tuesday: 12 pm - 7 pm
β€’ Thursday: 12 pm - 7 pm
β€’ Sunday: 12 pm - 7 pm

Compensation:
β€’ Hourly rate: $20-$40
β€’ Part-time position

Requirements:
β€’ Non-smoker
β€’ Loves children
β€’ Enjoys creative play and interaction

Start Date: December 10th

Ready to make a difference in a child's life while speaking your native language?

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Caring Nanny Needed for Adorable Boston Toddlers

Boston, MA | 10 mi

Start Date: 07 Jan 26
Applications Close: 07 Jan 26

Posted 12 days ago

Job Details: Part-time

$28 per hour

Looking for a warm, reliable caregiver to join our family! We need a compassionate babysitter for two sweet little boys: β€’ One infant (0-11 months) β€’ One toddler (1-3 years old) Job Details: β€’ Part-time schedule: Wednesdays or Fridays β€’ Hours: 8:00 AM - 1:00 PM β€’ Hourly Rate: $20-$35 Additional Responsibilities: β€’ Light housekeeping β€’ Non-smokers preferred Start Date: January 7th This is a great opportunity for a nurturing caregiver who loves working with young children and doesn't mind helping keep the home tidy. If you're patient, energetic, and enjoy creating a positive environment for little ones, we'd love to hear from you!

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Playful Toddler Night Care in Boston

Boston, MA | 10 mi

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

Posted by Tessa 12 days ago

Job Details: Casual Babysitting

$25 per hour

Calling all energetic and caring sitters! We need a fun, responsible babysitter for our adorable almost-2-year-old son in Boston. Job Highlights: β€’ Occasional evening shifts from 4:00-10:00 PM β€’ Flexible start time available β€’ Competitive pay: $25-$29 per hour β€’ Start date: December 13, 2025 About Our Little One: β€’ Sweet and silly toddler who loves: - Coloring - Building blocks - Dancing - Reading books β€’ Friendly family dog in the home Your Responsibilities: β€’ Engage our son in fun activities β€’ Serve prepared dinner β€’ Follow simple bedtime routine (7:00 PM) Required Qualifications: β€’ Toddler care experience β€’ CPR/Choking certification β€’ Energetic and patient personality β€’ Comfortable with pets β€’ Strong references required Parents will be nearby and available by phone during your shift. Safe, supportive environment for the right caregiver!

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Bilingual Infant Care: Spanish & English Home

Boston, MA | 10 mi

Start Date: 12 Jan 26
Applications Close: 20 Dec 25

Posted by Zuleika 12 days ago

Job Details: Casual Babysitting

$27 per hour

Exciting Opportunity for a Compassionate Caregiver! 🍼

We're seeking a warm, multilingual nanny for our precious infant. This is a flexible, occasional babysitting role with competitive pay of $25-$29 per hour.

Key Responsibilities:
β€’ Provide loving care for our infant
β€’ Bilingual interaction in Spanish and English
β€’ Feeding and diaper changing
β€’ Safe, engaging playtime
β€’ Light housekeeping
β€’ Comfortable bedtime routine

What We're Looking For:
β€’ Spanish and English speaker
β€’ Patient and attentive personality
β€’ Comfortable around pets
β€’ Flexible start date (beginning January 12, 2026)

Help us nurture our little one's early language development and create a supportive, caring environment! If you're passionate about infant care and bilingual communication, we want to hear from you!

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Playful Preschool Helpers Wanted - Weston Family!

Weston, MA | 10 mi

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

Posted by Jj 20 days ago

Job Details: Casual Babysitting

$30 per hour

Are you a fun, energetic caregiver who loves working with young children? Our loving Weston family needs your help! We're seeking a fantastic babysitter for our four adorable children (toddler to preschool ages). Your mission: create magical afternoons and evenings filled with joy, learning, and engagement. What You'll Do: β€’ Supervise exciting playtimes β€’ Prepare delightful snacks β€’ Lead creative activities β€’ Manage multiple children safely β€’ Provide bedtime support if needed Must-Haves: β€’ Experience with multiple children β€’ Comfortable around pets β€’ Friendly and reliable personality Job Details: β€’ Start Date: November 14, 2025 β€’ Pay Rate: $25 - $36 per hour β€’ Flexible, occasional scheduling β€’ ASAP availability preferred If you're passionate about making childhood memories and creating a nurturing environment, we can't wait to meet you!

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Infant Care Needed - One Week Gig in Boston

Boston, MA | 10 mi

Start Date: 15 Dec 25
Applications Close: 08 Dec 25

Posted 20 days ago

Job Details: Casual Babysitting

$25 per hour

Calling all experienced infant caregivers! πŸΌπŸ‘Ά

We're seeking a compassionate babysitter to care for our adorable 8-month-old for one week while our regular caregiver is on vacation.

Quick Job Details:
- Location: Boston, MA
- Duration: One-time, week-long assignment
- Start Date: December 15
- Hourly Rate: $20-30 per hour

Ideal candidate will be loving, attentive, and experienced with infant care. If you're patient, reliable, and enjoy spending time with little ones, we want to hear from you!

Perfect opportunity for a caring professional looking for a short-term, well-compensated babysitting position.

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Toddler Afterschool Care - Boston

Boston, MA | 10 mi

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

Posted 20 days ago

Job Details: Part-time

$27 per hour

Fun Opportunity for Caring Nanny! 🚸 We're seeking a warm, reliable nanny for our energetic 2.5-year-old son. Schedule Details: β€’ Days: Tuesday, Wednesday, Thursday, Friday β€’ Hours: 3:00pm - 5:30pm β€’ Location: Downtown Boston (Zip 02110) Job Highlights: β€’ Competitive Pay: $25-30 per hour β€’ Starting December 1st β€’ Light housekeeping included β€’ Perfect for nurturing, engaging caregiver Caregiver Requirements: β€’ Non-smoker β€’ Loves spending time with toddlers β€’ Comfortable with age-appropriate activities Looking forward to meeting a fantastic caregiver who can support our little one's afternoon routine!

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Sweet Boston Hotel Babysitting - One Night Only

Boston, MA | 10 mi

Start Date: 11 Jan 26
Applications Close: 10 Jan 26

Posted 20 days ago

Job Details: Casual Babysitting

$30 per hour

Seeking a responsible caregiver for a peaceful evening in the Seaport area! Perfect gig for an experienced sitter: β€’ One-time evening job on January 11, 2026 β€’ Child is 1 year old β€’ Expected to be sleeping during entire 4.5-hour shift β€’ Care time from 7:30pm-midnight β€’ Located in hotel conference area Compensation: β€’ $25-35 per hour β€’ Quiet, straightforward assignment β€’ Ideal for calm, trustworthy sitter Special Requirements: β€’ Must be a non-smoker β€’ Child will likely be asleep entire time Event Location: Seaport Hotel, Boston MA

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Cozy Monday Nanny - Adorable Baby Boy

Boston, MA | 10 mi

Start Date: 05 Jan 25
Applications Close: 15 Dec 25

Posted a month ago

Job Details: Part-time

$27 per hour

Calling all experienced infant caregivers! πŸ‘Ά We're seeking a warm, reliable nanny for our precious 4-month-old son in Boston's beautiful South End. πŸ•’ Schedule: Every Monday, 7 AM - 7 PM πŸ’° Competitive Pay: $24-30/hour πŸ—“οΈ Start Date: January 2024 What We're Looking For: β€’ CPR Certified β€’ Infant Care Experience β€’ Non-Smoker β€’ Strong References Required Bonus: Open to nanny share opportunities in our spacious home! Ideal candidate will be playful, safety-conscious, and love creating magical moments with our little one. More hours potentially available for the right match. Ready to join our family's childcare journey? Apply now!

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Loving Care for Adorable Infant in Boston

Boston, MA | 10 mi

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

Posted a month ago

Job Details: Full-time

$30 per hour

Exciting Full-Time Nanny Opportunity for a Dedicated Caregiver! 🍼

We're seeking a compassionate nanny for our precious 6+ month old baby in Boston.

Job Highlights:
β€’ Competitive Pay: $25-35/hour
β€’ Schedule: Tuesday-Friday, 9am-6pm
β€’ Start Date: January 12

Ideal Candidate:
β€’ CPR Certified
β€’ Strong track record in infant care
β€’ Excellent personal hygiene
β€’ Mandarin language skills (a bonus!)

Responsibilities:
β€’ Provide thoughtful, nurturing care
β€’ Light housekeeping
β€’ Meal preparation
β€’ Flexible with occasional evening babysitting

Requirements:
β€’ Non-smoker
β€’ Comfortable caring for infants 0-11 months

Join our family and make a difference in a little one's life! πŸ’•

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Weekend & Date Night Sitter - Nahant Family

Nahant, MA | 11 mi

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

Posted 20 days 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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Early Morning School Support in Wellesley

Wellesley, MA | 12 mi

Start Date: 06 Dec 25
Applications Close: 20 Dec 25

Posted by Dita 7 days ago

Job Details: Part-time

$38 per hour

Are you an energetic and reliable caregiver looking for a consistent morning position? Our family needs a dependable support person for two active middle school boys! Job Highlights: β€’ Flexible morning schedule (6:00am - 9:00am) β€’ 2-3 days per week β€’ Help boys prepare for school and manage morning routine β€’ School drop-off assistance required Compensation & Details: β€’ $25-$38 per hour β€’ Approximately 12 guaranteed hours weekly β€’ Must have valid driver's license β€’ Own transportation essential Ideal Candidate: β€’ Responsible and organized β€’ Comfortable driving β€’ Enjoys working with middle school aged children β€’ Flexible and independent Additional Responsibilities: β€’ Morning school preparation β€’ Transportation to activities β€’ Occasional homework support β€’ Light errand running This is a fantastic opportunity for a punctual, caring professional who loves supporting active young teenagers!

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German-Speaking Nanny for Preschool Child

Needham Heights, MA | 12 mi

Start Date: 12 Jan 26
Applications Close: 15 Dec 25

Posted by Joy a month ago

Job Details: Part-time

$25 per hour

Exciting opportunity for a fun and engaging nanny to support our preschool child in Needham Heights! We're seeking a multilingual caregiver who can: β€’ Supervise playtime with creativity and care β€’ Prepare healthy, kid-friendly snacks β€’ Encourage learning through interactive activities β€’ Ensure consistent child safety Key Requirements: β€’ Fluent in German and English β€’ Must have reliable personal transportation β€’ Comfortable working weekdays 2:30 PM - 6:00 PM β€’ Flexible start date (preferred start: January 12, 2026) We offer competitive compensation between $25-$29 per hour for the right candidate. If you love working with young children and can create a nurturing, educational environment, we want to hear from you!

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Flexible Afterschool Care for Teen Boy in Needham

Needham, MA | 13 mi

Start Date: 30 Nov 25
Applications Close: 27 Dec 25

Posted by Lindsay 7 days ago

Job Details: Part-time

$28 per hour

Seeking a reliable and responsible caregiver for a laid-back middle school student in Needham, MA! 🏑

Job Highlights:
β€’ Consistent weekly hours: Monday-Friday, 2:30pm - 6:30pm
β€’ Competitive pay: $28 per hour
β€’ Flexible start time and occasional extra hours available

Key Responsibilities:
β€’ Provide afterschool supervision
β€’ Assist with homework
β€’ Prepare light meals and snacks
β€’ Help with transportation (must have valid driver's license)

Ideal Candidate:
β€’ Comfortable with pets
β€’ Responsible high school, college, or grad student preferred
β€’ Reliable transportation

Average ~20 hours per week with some flexibility. Occasional evening or overnight opportunities possible. Great opportunity for a dependable, adaptable caregiver who enjoys working with teens!

Location: Needham, MA

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Caring Afterschool Companion for Teens

Needham, MA | 13 mi

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

Posted by Mona 12 days ago

Job Details: Part-time

$27 per hour

Exciting opportunity for a dynamic caregiver to support two awesome middle school kids in Needham, MA! Key Details: β€’ Schedule: Monday-Thursday, 3:30pm - 7:00pm β€’ Hourly Rate: $25-$30/hour β€’ Ages: 12 and 14 years old Responsibilities: β€’ School pick-ups and activity transportation β€’ Homework assistance β€’ Light meal preparation β€’ Simple household tasks (laundry, room organization) What We Need: β€’ Safe, responsible driver β€’ Flexible and fun personality β€’ Ability to use provided family vehicle β€’ Comfortable working with independent pre-teens Our kids are easygoing and we're looking for someone who can be a supportive, positive presence in their daily routine. Transportation to our home is required. Start Date: Immediate opening! This is a fantastic opportunity for a patient, organized caregiver who enjoys working with middle schoolers and doesn't mind a bit of multitasking!

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Fun Afterschool Care for Kind Teens in Needham

Needham, MA | 13 mi

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

Posted by Mona 12 days ago

Job Details: Part-time

$30 per hour

Exciting opportunity for a reliable and energetic caregiver to support two awesome middle-school siblings! Job Highlights: β€’ Competitive pay: $25-$30 per hour β€’ Flexible hours: Monday-Thursday, 3:30-7:00 PM β€’ Location: Beautiful Needham, MA Responsibilities: β€’ Safe transportation to/from school and activities β€’ Homework assistance β€’ Preparing delicious snacks and light dinner β€’ Light housekeeping (laundry, room organization) About the Kids: β€’ Ages 12 and 14 β€’ Described as kind and easygoing β€’ Looking for a fun, caring, and patient caregiver Must-Haves: β€’ Excellent driving skills β€’ Reliable transportation β€’ Responsible and patient personality Bonus: Family car provided for work-related transportation! Ready to make a difference in two teens' lives while earning great pay? We can't wait to hear from you!

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Evening Childcare for 3 Kids in Quincy

Quincy, MA | 15 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: β€’ Schedule: Monday-Friday, 5:00 PM - 9:00 PM β€’ Occasional additional daytime/weekend hours possible β€’ Competitive Pay: $25-$27 per hour β€’ Parents often present to assist with childcare Responsibilities: β€’ Supervise engaging playtime β€’ Assist with bedtime routines β€’ Perform light housekeeping β€’ Ensure children's safety and comfort Family Perks: β€’ On-the-books pay β€’ Paid holidays and PTO β€’ Friendly home with a small dog β€’ 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 | 15 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: β€’ Part-time schedule: Monday to Friday β€’ Hours: 9 a.m. – 4 p.m. β€’ Competitive pay: $18-23 per hour β€’ Start Date: Mid-December 2025 What We're Looking For: β€’ Gentle, attentive care for an infant β€’ Experience with 0-12 month babies β€’ Reliable and passionate about childcare β€’ Non-smoker with own transportation Daily Responsibilities: β€’ Feeding and diaper changes β€’ Establishing nap routines β€’ Engaging playtime β€’ Light baby-related chores (bottle cleaning, laundry) β€’ Optional: Light meal prep for dinner Bonus Points: β€’ Strong infant care references β€’ Clean background check β€’ 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! πŸ‘Άβ€οΈ

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