Babysitting Opportunity

Looking for an occasional babysitter for my three kids. We have an 11 year old, 8 year old, and 6 year old who love sports, art, music, reading, and board games.

We are interested in a babysitter for occasional weekend nights. Both parents also work outside of the home including some nights and weekends so would also be looking for occasional weeknight evening or weekend day help.

Babysitting would be for all three (although the 11 year old is pretty self sufficient!) or sometimes the younger two.

We live in Winchester and you would need your own transportation.

Pay: $25 per hour, negotiable depending on experience or added responsibilities

Contact: Kate Michener, khmichener@gmail.com if interested

Babysitter Needed For 3 Children [Cambridge]

Description: We have 3 active and engaging kids (ages 6-10) who need help to coordinate afterschool activities, homework, or just unwinding at home or nearby park. The job entails picking them up from the bus stop (1 block from our home) and bringing them to our house. Our ideal is someone who can commit to all 5 days but if not, we have had success coordinating 2 babysitters who collectively fill the week so even if you have a few days please don’t hesitate to reach out.

Our ideal applicant is highly organized and can feel like extended family. We are looking to develop close relationships with our kids. A driver’s license and good driving record is a must. We prefer someone who has a car (gas money included in pay) but that is not a requirement, and is a non-smoker with a college degree or is in college or graduate school.

Location: North Cambridge

When: M-F 3:30-6:30p

Pay: $29-35 depending on experience

Contact: If interested, please send email to bwcarey@gmail.com with details on your experience

Evening babysitter who can drive children to activities (Magoun Square)

Looking for an evening babysitter for our 2 kids (ages 11 and 8) who can pick up children from school (Cambridge) and drive them home or to their afterschool activities. Need a minimum of twice per week (~4:30 pm to 6:30 pm), flexibility with days of the week. Requires a clean driving record and ability to drive in Somerville and surrounding towns (Cambridge, Newton, Arlington, etc). No need to cook or clean (besides light clean-up from food/games during babysitting time). No pets or other responsibilities.

Pay: $23+/hr commensurate with experience. 

Contact: If interested, reach out to Laura via text 617-838-1978.

After School Driver Needed [Medford – Cambridge]

Description: Looking for someone with a reliable car and good driving record to transport our 11 year old from Medford to after school French classes in Cambridge and back home again (or to other activities depending on the season). The hours are 3-6pm on Tuesday and Thursday.

Benefits include guaranteed hours and approximately 90 minutes of free time while the class is in session. Pay rate is negotiable.

We’d love to find one person who can work the full shift on both days, but we will consider applicants who can only work one day or can only do drop off.

Contact: Sarah Florenz, 339-221-0362, sflorenz@gmail.com

Tuesday Afternoon Babysitting [Near Davis Sq]

Tufts alum seeking an experienced sitter for 4 year old and 7 year old. 

What: Pick the kids up from the bus, take them to the playground or library (both adjacent to the bus stop), bring them back to our house. 

When: Tuesday afternoons, 3:30pm – 5:30pm, beginning September 16

Where: Bus stop, park, library, and our house are all a 10 minute walk from Davis Square. No car required.

Rate: We pay $25-28 an hour based on experience. 

    Potential for additional evenings/weekends if we’re a good fit for each other. 

    If you’re interested please email us at vidalkiddocare@gmail.com and tell us about your babysitting experience.

    After school pick up and care (East Arlington)

    For the upcoming school year, we are looking for a babysitter to pick up our 2 daughters (almost 2 and 4,5 years old) from school, and play with them/ go to the playground for about an hour. No car needed as we live 2 blocks from the school. 

    Schedule: M, T, W, Th: ~4:15pm to ~5:30pm, from September to June. 

    Location: East Arlington, St Agnes school.

    Pay: $25/hour 

    Contact: Chloé at chloe.nicaise@gmail.com

    Many thanks in advance,

    Kind regards.

    Chloé 

    After School Staff [Arlington, Medford]

    Ready, Set, KIDS! is now hiring after school staff for the 2025-2026 school year! Programs are designed for Kindergarten through 3rd grade students, and have locations in both Arlington and Medford (the Medford location is just a short walk from campus, on North St). Part-time positions are available for Monday-Friday 2-6pm. If interested, contact afterschool@ready-set-kids.com. 

    Babysitter Needed [North Cambridge]

    Details: Five Year Old Boy. Location: North Cambridge, Massachusetts near Alewife Train Station. Days: M – F. May choose either or both shifts listed.

    Morning Shift Overview: 6am – 9am( Flexible), compensation $800/month, Tasks include breakfast preparation. backpack check. and school Drop Off

    Afternoon Shift Overview: 2pm – 8pm, compensation $1,500/month, Tasks include school Pick Up, after school snack, engaging activities (please see below), light cleaning, day wrap up & dinner preparation at home 

     Roles and Responsibilities Include the Following: 

    • Vehicle required to travel to event spaces (such as SkyZone and Chuck E Cheese)
    • Engage actively with a curious and energetic five-year-old boy, fostering his intellectual development through interactive and stimulating activities such as educational activity workbooks or a similar activity.
    • Demonstrate patience and creativity in engaging the child, catering to his intelligence and tech-savviness through age-appropriate educational games and activities.
    • Encourage a screen-free play environment, promoting physical activity, imaginative play, and hands-on learning experiences.
    • Foster a nurturing and safe environment, ensuring the child’s well-being and comfort at all times.
    • Facilitate learning through exploration and discovery, supporting the child’s natural curiosity and eagerness to learn new things.
    • Encourage positive behavior through effective communication and positive reinforcement techniques.
    • Maintain open and honest communication with parents, providing updates on the child’s activities, development, and any concerns that may arise.
    • Demonstrate flexibility and adaptability in caring for the  child’s  needs, accommodating his changing interests and preferences.
    • Encourage a sense of humor and playfulness, engaging with the child in playful interactions and encouraging his own jokes and sense of humor.
    • Foster a sense of independence and responsibility in the child, encouraging him to make age-appropriate decisions and choices.
    • Provide a supportive and nurturing environment for the child to grow and develop, fostering a sense of curiosity, creativity, and a love for learning.
    • Maintain a clean and organized play area, ensuring that toys and materials are safe and age-appropriate.
    • Prepare and serve light, nutritious meals and snacks for the child, considering any dietary restrictions or preferences.
    • Perform light house cleaning duties, including tidying up play areas, washing dishes, and ensuring a clean and safe environment for the child.
    • Assist with washing and folding clothes, ensuring that the child has clean and tidy clothing available.
    • Engage the child in age-appropriate activities and play, fostering his development and ensuring his safety and well-being at all times.

    If Interested : Call or text or email Andrew at (917) 275-7554 or jcsepac@gmail.com 

    Afterschool Pickup and babysitting (Winchester)

    We are looking for a reliable babysitter to drive my 11yo and 8yo boys home from afterschool and care for them on Monday evenings. My boys love someone who is fun and energetic. They are quite independent but need transportation and care on days I teach evening classes at Tufts during the spring semester.
    Location: Winchester

    Availabilities: February – April, Mondays 5pm-8pm (possibly some Wednesdays)

    Responsibilities:

    • Pick up from afterschool (Winchester) around 5pm
    • Remind kids to finish their homework and chores
    • Prepare dinner (ingredients provided)
    • Tidy up after dinner (load dishwasher, wipe table, sweep floor, etc.)
    • Help kids clean and organize their stuff
    • Remind kids about bath time and bedtime routine
    • Bedtime reading with the 8yo

    You must have your own registered/insured car and a clean driving record.
    Pay: $25/hr
    Contact: Yu-Ting Dingle, yutingdingle@gmail.com 

    Morning Drop-Off and Babysitter Needed in West Medford (Near Tufts)

    Hi there!

    I’m looking for a reliable babysitter to help with my toddler in the mornings and also babysitting on the weekends. I live in Medford and at times will need someone to drop my son off at daycare in West Medford (near Tufts) between 7:30 and 8:30am. Some days, I may also need assistance with pick-up and babysitting.

    Details:

    • Must be comfortable around small dogs
    • Must have a car of their own
    • Experience feeding toddler breakfast & snacks
    • Flexible with schedule (this is not needed every week)
    • Background check and license verification required
    • Experience with babysitting and driving toddlers required

    Compensation: $20-25/hour (negotiable depending on experience)

    If you’re interested or have any questions, feel free to reach out to me at Alicia.shaheen@urogen.com.

    I look forward to hearing from you!