One Time Babysitting Monday 8/14 (Winchester)

We are looking for a babysitter for our two kids this Monday 14th, 6:30-10:30pm.  We have a boy (9) and girl (7), and live in Winchester.  It is our wedding anniversary and we would like to have date night.  
Pay $25/hr

Date Aug 14th 6:30-10:30pm

Location: Winchester

If interested please e-mail Claudia Mitchell at

Part Time Nanny Position (Winchester)

Hello! We are looking for a part-time nanny starting this fall for our three little girls. They are ages 4, 2.5 and 8 months. We are looking for help from 8:30-3:30/4pm on Mondays and Tuesdays, but days could possibly be flexible for the right candidate(s). 

Care will mostly be for our 8 month old and 2.5 year old while big sister attends school (8-2pm). We would need help picking her up at 2pm at her school (within brief walking distance but car will also be provided if needed). 

We are within walking distance of downtown  Winchester, parks and library and our girls love to get out of the house for outdoor play. 

We are offering $25 per hour. We are open to splitting the position between two candidates if needed (one to work Mondays and the other to work Tuesdays).

Please reach out if interested or if you have any questions to Rachel Crowley at

Thank you! 

Academic Coordinator (Winchester)

A Better Chance (ABC) is a national non-profit organization that provides academically talented students of color with an opportunity to attend outstanding public and private secondary schools throughout the United States.
A Better Chance Winchester was founded over 50 years ago to offer qualifying young men with the opportunity to attend Winchester High School where they learn in an excellent educational program that affirms and nurtures their academic potential; provides opportunities to participate in the arts, community service, athletic and other extra-curricular activities; and helps them develop confidence and independence as they prepare for college and a lifetime as active and engaged citizens and effective contributors to society.

POSITION DESCRIPTION: Currently serving eight scholars (two Seniors, two Juniors, two Sophomores and two Freshmen), Winchester ABC seeks an Academic Coordinator to provide academic guidance, coaching, and mentoring. The Academic Coordinator should be academically successful and familiar with the demands and performance levels required to succeed in a rigorous, challenging high school. The Academic Coordinator would help guide the Scholars on organization of academic materials and assignments as well as study skills and other academic issues. We are looking for someone kind, upbeat, and interested in working with teens.

The Academic Coordinator will be at the ABC House (located in Winchester) and actively engaging with scholars for dinner and study hall with the scholars for at least three of the days Monday – Thursday, from 6:30 pm to 9:30 pm, and potentially one Saturday a month.

To apply, please send a cover letter and resume to

After school sitter (Winchester, Lexington/ Burlington)

Hello Tufts Students!

I am looking for an after school sitter for 3 children (12, 9, 6) who can pick the kids up from Winchester and drive them to their parents’ homes in Burlington or Lexington (depending on the week) or to appointments in the same general area.

The kids are neurodiverse and twice-exceptional (and sociable and fun) so experience working with 2E kids is a huge plus!   I’m a PhD student at Tufts in mechanical engineering and HRI, and the children’s father is a software engineer.

The right candidate is vaccinated (COVID-19 and otherwise!), a safe driver, reliable, and a good communicator (I prefer text).

Proposed pay is $30/hour with a 3-hour minimum per day, and could be weekly M-F 3-6, or fewer days or alternate weeks, depending on your availability.  If you don’t have a car, we can potentially work something out for you to use mine for driving the children.

Email to enquire:

After School Sitter Needed (Winchester)

We are looking for after school care for our two boys, 6 and 8 years old, Wednesday and Thursdays from 2:20-5:00/6:00 (potentially Monday as well) starting as soon as possible.
Responsibilities will include:
1. Daily pick-ups from our elementary school at 2:20 (you can park at our house and walk/bike to the school as our kids typically ride to school)

2. Staying to play at the playground/play in yard/ afternoon snacks/ drawing / have fun!

Start date: as soon as possible

Location: Winchester 

Contact Shannon at or 978-884-0183