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Find a Babysitter in Cheshire, MA

Sittercity knows Cheshire child care. If you need a go-to sitter for date night, a regular after school babysitter or anything in between, we have your sitter.


191 Babysitters Found

Theresa S. - West Stockbridge Babysitter

Theresa S.


  • Age 23
  • 19 miles away (West Stockbridge, MA)

Hello! My name is Theresa. I have provided exceptional child care for multiple families over the past 7 years, working with children ages newborn - preteen. I have a clean driving record and reliable... More

Last signed in: Within two months

  • 7 years paid experience
  • Will care for up to 4 or more children
  • Available with short notice
  • Has own transportation
  • Will provide homework help
  • After school care availability
  • Before school care availability
  • Has special needs experience
  • First Aid Training

    First Aid Training

  • CPR Training

    CPR Training

Tess B. - Hoosick Falls Babysitter

Tess B.


  • Age 24
  • 25 miles away (Hoosick Falls, NY)

Hello! My name is Tess and I am a college student working on a career as a Pediatric or Neonatal Nurse! I try to fill up as much of my free-time as I can with things like babysitting, volunteering at... More

Last signed in: Within four months

  • 10 years paid experience
  • Will care for up to 4 or more children
  • Available with short notice
  • Has own transportation
  • Will provide homework help
  • After school care availability
  • Before school care availability
  • Has special needs experience
  • First Aid Training

    First Aid Training

  • CPR Training

    CPR Training

Tina L. - Adams Babysitter

Tina L.


  • Age 46
  • 5 miles away (Adams, MA)

Hi my name is Tina I have worked taking care of infants,toddlers and twins for many years in the Berkshires.I also do light house keeping.will also bring children to any sports or appts they may need... More

Last signed in: Yesterday

  • 10 years paid experience
  • Will care for up to 3 children
  • Available with short notice
  • Has own transportation
  • Will provide homework help
  • References are available
  • After school care availability
  • Before school care availability
Samantha W. - Pittsfield Babysitter

Samantha W.


  • Age 27
  • 8 miles away (Pittsfield, MA)
Average rating of 5 (1 review)

I have been babysitting for family/community people for about 10 years now. I have four younger sibilings that I have babysat for over 10 years. I also nannyed for a women who had two children, 9... More

Last signed in: Today

  • 10 years paid experience
  • Will care for up to 3 children
  • Available with short notice
  • Has own transportation
  • Will provide homework help
  • After school care availability
  • Has infant care experience
Brianna B. - Pittsfield Babysitter

Brianna B.


  • Age 27
  • 8 miles away (Pittsfield, MA)
Average rating of 5 (1 review)

I work at KidZone/ Childcare Educational Centers, have been there for 10 years.  I started babysitting in highschool.  I've babysat for families from all over! I am CPR & first aid certified!

Last signed in: Today

  • 10 years paid experience
  • Will care for up to 4 or more children
  • Has own transportation
  • Will provide homework help
  • Has special needs experience
  • Has infant care experience
  • First Aid Training

    First Aid Training

  • CPR Training

    CPR Training

Emma T. - Pittsfield Babysitter

Emma T.


  • Age 57
  • 8 miles away (Pittsfield, MA)

I have been a care provider and a sitter for over 20 years. I have experience working with adults and working with children with special needs and learning disabilities. I am a highly responsible... More

Last signed in: Today

  • 20 years paid experience
  • Will care for up to 2 children
  • Available with short notice
  • Has own transportation
  • Will provide homework help
  • References are available
  • After school care availability
  • Before school care availability
Kristin H. - Pittsfield Babysitter

Kristin H.


  • Age 21
  • 8 miles away (Pittsfield, MA)

I am CPR certified with 8 years of experience. I have been a camp counselor for four years working with all ages. I am home for winter break and looking to find a babysitting job. I have my own car.

Last signed in: This week

  • 8 years paid experience
  • Will care for up to 4 or more children
  • Available with short notice
  • Has own transportation
  • Will provide homework help
  • After school care availability
  • Before school care availability
  • Has special needs experience
  • First Aid Training

    First Aid Training

  • CPR Training

    CPR Training

Rachel S. - Pittsfield Babysitter

Rachel S.


  • Age 22
  • 8 miles away (Pittsfield, MA)

Hello, I have been babysitting since I was 15 years old. I love working with kids. I volunteered in a Kindergarten classroom, an after school program, and did much work with the local schooling... More

Last signed in: This week

  • 7 years paid experience
  • Will care for up to 3 children
  • Available with short notice
  • Has own transportation
  • Will provide homework help
  • After school care availability
  • Before school care availability
  • Has infant care experience
Ashley P. - Pittsfield Babysitter

Ashley P.


  • Age 37
  • 11 miles away (Pittsfield, MA)
Average rating of 5 (1 review)

I just moved to the Berkshires from Hendersonville, NC having previously lived in Norfolk, VA, Dallas, TX and Boston, MA. I have an MBA and MA in Arts Management and my undergraduate degree is in... More

Last signed in: Today

  • 10 years paid experience
  • Will care for up to 3 children
  • Has own transportation
  • Will provide homework help
  • References are available
  • Has special needs experience
  • Has infant care experience
Jamie B. - North Adams Babysitter

Jamie B.


  • Age 30
  • 10 miles away (North Adams, MA)

I have experience watching children for 10 plus years. Have been nannying for a family who no longer needs one. I have worked with kids at all age levels and behaviors. Prior to working for that... More

Last signed in: This week

  • 10 years paid experience
  • Will care for up to 4 or more children
  • Available with short notice
  • Has own transportation
  • Will provide homework help
  • References are available
  • After school care availability
  • Before school care availability
  • First Aid Training

    First Aid Training

Patricia F. - Pittsfield Babysitter

Patricia F.


  • Age 55
  • 8 miles away (Pittsfield, MA)

I am a training of Red Cross CPR, I work on call at an elementary school in Lenox Mass as a substitute. I also own my own pet sitting and dog walking business for the past twenty years, I am am very... More

Last signed in: Last week

  • 30 years paid experience
  • Will care for up to 3 children
  • Available with short notice
  • Has own transportation
  • Will provide homework help
  • References are available
  • After school care availability
  • Has special needs experience
  • First Aid Training

    First Aid Training

  • CPR Training

    CPR Training

Jessica M. - Pittsfield Babysitter

Jessica M.


  • Age 24
  • 8 miles away (Pittsfield, MA)

My name is Jess Moon and I am currently a graduate student at Springfield College. I am looking for occasional babysitting opportunities for families who could use an extra hand or need some time out... More

Last signed in: Last week

  • 10 years paid experience
  • Will care for up to 4 or more children
  • Has own transportation
  • Will provide homework help
  • After school care availability
  • Before school care availability
  • Has special needs experience
  • Has infant care experience
  • University of Massachusetts - Amherst

    University of Massachusetts - Amherst

Heather V. - Pittsfield Babysitter

Heather V.


  • Age 27
  • 8 miles away (Pittsfield, MA)
Average rating of 1 (1 review)

I have a significant amount of experience with newborns to teenagers. I have a huge passion for babies and toddlers. I love playing and teaching new things! I have been caring for children since the... More

Last signed in: Last week

  • 10 years paid experience
  • Will care for up to 4 or more children
  • Available with short notice
  • Has own transportation
  • Will provide homework help
  • References are available
  • After school care availability
  • Before school care availability
Kelly A. - Pittsfield Babysitter

Kelly A.


  • Age 23
  • 8 miles away (Pittsfield, MA)

My name is Kelly! I have been babysitting for about 8 years now. I have watched new born- teenagers. I have worked in day cares and preschools. Most recent babysitting; I was with the family for two... More

Last signed in: Last week

  • 8 years paid experience
  • Will care for up to 4 or more children
  • Available with short notice
  • Has own transportation
  • Will provide homework help
  • After school care availability
  • Before school care availability
  • Has infant care experience
Alexandra M. - Pittsfield Babysitter

Alexandra M.


  • Age 19
  • 8 miles away (Pittsfield, MA)

I am a student at Berkshire Community college, majoring in human services with a concertante in social work. I have experience in taking care of children 1 and up. I love kids as well as pets.

Last signed in: Within a month

  • 1 year paid experience
  • Will care for up to 2 children
  • Available with short notice
  • Has own transportation
  • After school care availability
  • Has infant care experience
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