about our sitters

We personally interview and select each sitter to make sure that he or she meets our standards. Our sitters must meet the following minimum qualifications:


* must be 18+ years old

* must be cpr certified

* provide reliable references

* attend A face-to-face interview

* pass criminal background check

* experience working with children

* have strong communication skills

* must be fun, flexible + love children

our story

Founder and Owner, Ann Davis, launched Summer Sitters in 2009. Originally from Maryland, Ann grew up spending her summers in Chatham, MA. During these summers, Ann was the “go to” babysitter in Chatham. When Ann’s schedule became booked, families began to look to her for babysitter referrals. It was in the summer of 2009 that Ann realized the desire and high demand for reliable, trustworthy babysitters in the Chatham area. This led to the formation of Summer Sitters.  Summer Sitters has allowed Ann to connect more families with qualified babysitters in an effective way.

In 2016, Erin O’Connor, a former Summer Sitters babysitter, joined the management team.  Erin's main focus is to help manage and expand the Summer Sitters business in Boston, Cape Cod and the Islands.  Together, Ann and Erin have grown the business from a handful of clients and sitters to a network of hundreds throughout Greater Boston, Cape Cod, Martha's Vineyard and Nantucket. 

Photo of the owner, Ann


Ann has over 17 years of childcare experience, working with children of all ages.  Ever since she was a young girl, Ann has been coined "the baby whisperer."  She graduated from the University of Delaware in 2009 with a degree in Early Childhood Education. During her time at UDel, Ann spent considerable time in various classrooms working with children of all ages and special needs and was honored with the Outstanding Student Teacher Award. She utilizes her experience and qualifications to select the best childcare provider for your needs based on personalities, required duties, location, and specific requests.

In addition to running Summer Sitters, Ann has worked as a travel nanny to three young girls and is a proud aunt to a sweet 1-year-old girl, Caroline.   During the off-season, Ann resides with her husband in Charlestown, MA.  They are excited to announce that they will be expecting their first child in September 2018!

*Education: Severn School, Tabor Academy, University of Delaware

Photo of the manager, Erin


Erin has over 12 years of experience working as a babysitter and childcare provider, as well as two years of classroom experience. After graduating from Bates College in 2013 with a BA in Psychology, and a minor in Educational Studies, Erin worked as a Kindergarten and First Grade teacher at an independent school outside of Boston. She now works in the Admissions Office at Charles River School in Dover where she also coaches the girls lacrosse team.  Erin has a great love for children, extensive knowledge of child development and education, and she understands the importance of quality childcare. She values providing peace of mind to families.

Erin lives in Beacon Hill and spends her summers in Chatham.  She will be marrying her college sweet-heart in October 2018!  Aside from her work at Summer Sitters, Erin enjoys running, swimming, cooking, reading, and spending time with her family, friends, and her dog, Quinn.

*Education: Loomis Chaffee School, Trinity College Dublin, Bates College


We are proud to partner with other small businesses providing exceptional products and services for families and caregivers.