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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.


186 Babysitters Found

Mary C. - Bennington Babysitter

Basic Background Check

Mary C.


  • Age 21
  • 22 miles away (Bennington, VT)

My name is Mary Curtin and I am currently a junior at Keene State College in Keene, NH. I have been babysitting since a young age, probably around 12. I have a younger sister and have always been... More

Last signed in: Today

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

    First Aid Training

  • CPR Training

    CPR Training

Emily K. - Hoosick Falls Babysitter

Basic Background Check

Emily K.


  • Age 21
  • 25 miles away (Hoosick Falls, NY)

I'm a new mom with a young son of my own who I care for around the clock. I have been babysitting since I was 12, taking care of three energetic baby girls, days at a time! I am able to keep up with... More

Last signed in: Yesterday

  • 5 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
Amanda W. - Chester Babysitter

Basic Background Check

Amanda W.


  • Age 26
  • 21 miles away (Chester, MA)

My name is Amanda and I am 26 years old and a mother of a beautiful baby girl born on July 18, 2016. I worked with children at a preschool/kindergarten for two years. I absolutely loved working with... More

Last signed in: Last week

  • 3 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
  • First Aid Training

    First Aid Training

  • CPR Training

    CPR Training

Corinne C. - Williamsburg Babysitter

Basic Background Check

Corinne C.


  • Age 18
  • 23 miles away (Williamsburg, MA)

I have been babysitting for 6 years, and I love being around children! I have worked in homes with children 0-10 and in a local elementary school with children grades 2-6. Besides childcare, I have... More

Last signed in: Last week

  • 6 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
  • Has infant care 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: This week

  • 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
Emma T. - Pittsfield Babysitter

Emma T.


  • Age 58
  • 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
Ava-lena S. - Pittsfield Babysitter

Ava-lena S.


  • Age 23
  • 8 miles away (Pittsfield, MA)
Average rating of 5 (1 review)

I absolutely adore kids and would someday like to finish my early childhood courses. I have been babysitting and working with kids since I was about 12 and I have nannied for about 5 years. I have... More

Last signed in: Yesterday

  • 9 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
  • Has infant care 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: Yesterday

  • 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

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 special needs 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: Last week

  • 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

Megan O. - Becket Babysitter

Megan O.


  • Age 35
  • 12 miles away (Becket, MA)

I grew up in a large extended family that I believe has helped mold me into the cargiver I am today. My mom is a very caring and giving person that I feel has rubbed off on me as well.

Last signed in: This week

  • 10 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
Morgan M. - Pittsfield Babysitter

Morgan M.


  • Age 20
  • 8 miles away (Pittsfield, MA)

Hello, I'm Morgan! Currently, I am a college student at the University of Massachusetts Amherst. I have always loved children as I have grown up with 30+ cousins with about half younger than I am. I... 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
  • After school care availability
  • Before school care availability
  • Has infant care experience
  • University of Massachusetts - Amherst

    University of Massachusetts - Amherst

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: 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
  • First Aid Training

    First Aid Training

Adrianna B. - Pittsfield Babysitter

Adrianna B.


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

I absolutely love kids! I am very energetic, personable, and can keep children entertained and having fun. Currently I am in college to become a music teacher so I will be available for the summer and... More

Last signed in: Last week

  • 0 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
  • Has special needs experience
  • Has infant care experience
Samantha W. - Pittsfield Babysitter

Samantha W.


  • Age 28
  • 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: Within a month

  • 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
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