Part-time Nanny Position – Warm & Energetic Family in Winchester

Are you a caring, experienced nanny who loves working with children and thrives in a lively household? A vibrant young family in Winchester is looking for a warm, energetic, and dependable nanny to help care for their three wonderful children – ages 7, 5, and nearly 2 – from mid-August through November (or possibly December).

Schedule:

Weekdays:

  • Morning Support: 7:00 AM – 9:30 AM
  • Afternoon/Evening Support: 3:00 PM – 7:00 PM

Responsibilities Include:

  • Getting kids ready for the day (breakfast, getting dressed, etc.)
  • School and camp drop-offs and pick-ups (family car provided)
  • Preparing school lunches and snacks
  • Assisting with children’s laundry and light tidying related to the kids
  • Engage in kindergarten level learning activities and exercises, book reading, and art projects etc.
  • Supervise general play in dedicated playroom
  • Occasional help with dinner prep and bedtime routines (as agreed)

Ideal Candidate:

  • Has experience caring for multiple children and thrives in a busy family setting
  • Brings energy, warmth, and patience to their work
  • Is organized and reliable, with excellent communication skills
  • Holds a valid driver’s license (car provided for driving the children)
  • Is confident managing school and camp transitions and staying on top of the daily flow

Additional Details:

  • This is currently a short-term position while the family awaits the arrival of a full-time au pair. However, they are open to the possibility of extending the role — and may consider a live-in arrangement for the right person. If you’re interested in a live-in setup, housing and compensation will be adjusted accordingly.

Start Date: Mid-August
End Date: November (possibly extending into December)
Location: Winchester, MA
Compensation: $30-$40/hour based on experience

If this sounds like the right fit for you, we’d love to hear from you! Please send your resume, references, and a brief note about why this role excites you to brinleighmr@gmail.com (a friend of the family).

Babysitting (Mass Ave near Porter and Davis)

Hi! We are looking for a reliable / punctual / lively babysitter for our 4yo son. He’s attending public pre-K (via bus) but we will need some after-school assistance, particularly on Wednesdays and Thursdays starting in September (additional days may be available, we can talk, but these are the firm needs). We think he’s pretty fun, loves playing, loves drawing. We’re on Mass Ave near Porter and Davis.

The baseline week: Pick our son up from the bus stop near our place on Wednesday (3pm) and Thursday (3:40pm). We will pay an extra 15min on the start end so you can be a bit early to the bus stop! There are nearby parks, and a library, or playing at home is great too. This will be an all-walking situation, no car or other transit needed. In general we will pick up our other child (1.5yo) from daycare and you’ll be done when we get home (by 5:45pm). So the general norm would be 5.5 hr / week. We’re thinking $30/hr.

We might partner with another family if you’re open to multiple kids (hourly fee would adjust accordingly), but wanted to start talking to folks first. 

If you’re interested in longer hours, we might sometimes ask you to also pick up our daughter at 5:30pm (her daycare is three blocks away) and handle kid dinner with the two of them … this is not a core expectation, but we’re hoping for someone who’d be willing and able to extend (with advance warning of course) when we have evening stuff (let’s say two or three times a month).

Please email me at jamesdgraham@gmail.com if you’re interested! Thanks.

West Medford Family looking for afterschool care for a sweet kindergarten girl

Job hours/timeline: the Elementary School – The Brooks School is located across the street from our house, we’d be looking for someone to pick her up at 2:30pm and hang with her until 5pm. Job would be for the school year- September through May.


Experience: Someone who loves kids! Our daughter is incredibly self sufficient but would love to have someone that will take her to the park, play and help with activities.
We will have several activities scheduled for her so we would love someone that can drive (own car preferred but could make it work without) bring her to dance, gymnastics etc. 


Salary: $25 per hour 


My contact information: Phone: 914-815-3084Email: caitlinduff@gmail.com


Best,
Caitlin Meloy

Part-time Babysitter in Medford

We are looking for a part-time babysitter for our 16-month-old son this summer in Medford, starting as soon as possible.

We are looking for coverage Mondays and Thursdays from 9am-1pm and can be somewhat flexible with those times. Responsibilities would include feeding him breakfast and lunch, and playing with and supervising him. We live near several playgrounds and a walking path where you could take him – he loves being outside! Our son is playful, sweet, and independent. He is also timid and can struggle with separation anxiety when left with a new caregiver at first.


Our ideal candidate would be CPR/first aid certified, have experience with children around our son’s age, and be comfortable managing separation anxiety as he warms up to you. Possibility of continuing in the fall if it works with both schedules.


Pay: $25/hour

Contact: Meghan at meghan.m.singleton@gmail.com

Occasional Summer Babysitter (West Medford)

We are looking for a responsible, occasional babysitter to care for our 12 month old in West Medford. Our little one is very active and social, loves to play games and is generally very easygoing. No extra responsibilities other than caring for our little one, feeding meals/snacks and changing diapers.

Availability: Occasional weekdays June-August, and/or weekends. Our schedule is very flexible (mom is a teacher who is off for the summer) but looking for someone who might want to pick up a few hours once or twice a week during the day, and/or one evening a week. Ideally would love to get to know someone who is available in the fall as well but not required.

Location: West Medford, near Playstead Park

Compensation: $25/hour
Contact: Please contact Kayla at butlerfamily207@gmail.com and include your summer availability. 

After School babysitting in Cambridge – Wednesdays

We are looking for someone to pick up our 4 year old boy from the Maria L. Baldwin school in Cambridge, on Wednesdays at 2:45pm (sharp! should probably arrive at 2:40 just in case). And babysit until around 5pm. We live 5 minutes walk from the school so it is easy to go to our home from there and play at home, or whether permits stay in the playground. There is a possibility that another child will be interested in joining (for additional fee), still looking into it.

Pay: 27-30$, depending on experience.

Contact: Tamar tamaregev@gmail.com

Dates: September 2025 – June 2026

Babysitting (Lexington)

We are looking for a regular weekly sitter who is available Wednesdays 3:30-8:30 pm starting in September through mid-June.  Possible additional hours on the weekends and summer if mutually agreeable.

We are located in Lexington and have two children, ages 5 and 8.  No driving required, but preference for someone who has their own reliable transportation to and from our home.

Respond to this post by emailing liann.lim@gmail.com.  Please write a little about yourself, your childcare experience, and relevant qualifications (first aid training, CPR certification, etc.) in your response.  If it sounds like a possible fit for our family, I will be in touch and ask for references.

Thank you!

Babysitting + pick up/drop off (Medford)

Employer: Jordan M. 
Contact Information Phone: 617-797-6309; Email: mcknightjordan@hotmail.com
Childcare/Babysitting Location Medford, George Street, behind tufts athletic facility

Please update as follows:

Job Description: We are looking for someone M-F 2:45-6pm. We require a reliable car as we need kids picked up and dropped off from school and activities. Ideally, we need someone for the end of the school year and to help with summer camp pick-ups. We’d love to find someone to continue with us for the next school year as well if you are open to this. We pay a weekly rate which includes gas/mileage for driving.

Hours:  2:45pm – 6:00pm

Basic requirements: meeting one child at bus stop, getting them snacks and assisting with any homework (which isn’t typically more than 15 minutes). Picking up another child at school and assisting with the above. The most important thing is to have fun and play as much as possible.

Looking for someone as soon as possible.

Arlington, M-F 2:00-5:00, two four year olds

Hello,
We are two families in East Arlington seeking after school care for the 2025-2026 school year, both children will be 4 years old and attend Menotomy Preschool. The children would need to be picked up at school at 2:00 M-F, and brought back to East Arlington by bus or on foot (1.5 mi, mostly on the bike path, a double stroller would be provided if walking). Then the caregiver would supervise the children’s snack and playtime until 5:00 (either at a local park or at one of the families’ homes).

Rate TBD, commensurate with experience. No responsibilities outside of supervising the two children. 
Location: Both families’ homes are within 5 minutes from the minuteman bike path, 10-15 minute walk of Alewife and the 77 bus. Menotomy Preschool is adjacent to the bike path and also on the 77 bus route. 
Please contact Grace: graceafterschoolsitter@gmail.com