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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.


185 Babysitters Found

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

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: Within a month

  • 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
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
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: Today

  • 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

Brianna B. - Pittsfield Babysitter

Brianna B.


  • Age 28
  • 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

Molly M. - Pittsfield Babysitter

Molly M.


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

I recently graduated from Interlochen Arts Academy in Northern Michigan with honors, and I am a very dedicated, hard working student! Prior to attending Interlochen, I babysat a wide range of kids,... More

Last signed in: Today

  • 6 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

  • CPR Training

    CPR Training

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: Today

  • 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

Misty L. - Pittsfield Babysitter

Misty L.


  • Age 30
  • 8 miles away (Pittsfield, MA)

I have plenty of experience with kids, for two years I lives with a friend and took care of her kids age 3,8,12,16 I also took care of my nephew on a regular basis from the time he was 6 months.... In... More

Last signed in: Today

  • 10 years paid experience
  • Will care for up to 4 or more children
  • Has own transportation
  • Will provide homework help
  • References are available
  • Before school care availability
  • Has special needs experience
  • Has infant care experience
Amanda T. - Pittsfield Babysitter

Amanda T.


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

I have been babysitting since before I had my drivers permit. I have a very large family with a whole lot of cousins. Not only have I taken care of family but some family friends too! I have been... 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
  • References are available
  • After school care availability
  • Before school care availability
  • 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: Yesterday

  • 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
Jessica W. - Pittsfield Babysitter

Jessica W.


  • Age 32
  • 8 miles away (Pittsfield, MA)

My name is Jessica, I am from Pittsfield, MA and am employed in banking. I am the mother of a 6 year old kindergartener named Mason. Prior to my career in banking I was a nanny for three children. I... More

Last signed in: Yesterday

  • 5 years paid experience
  • Will care for up to 3 children
  • Available with short notice
  • Has own transportation
  • Will provide homework help
  • References are available
  • Has special needs experience
  • Has infant care experience
Kelly P. - Pittsfield Babysitter

Kelly P.


  • Age 29
  • 8 miles away (Pittsfield, MA)

Hi there! My name is Kelly Phillips and I have been caring for different families for over 10 years. I’m available for part-time work and occasional babysitting, so I'll tell you a little more about... 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
  • Has special needs experience
  • First Aid Training

    First Aid Training

  • CPR Training

    CPR Training

Sandra Y. - Pittsfield Babysitter

Sandra Y.


  • Age 53
  • 8 miles away (Pittsfield, MA)

I have been babysitting on and off 20 years.I worked in a daycare for 3 yrs.I watch my cousins nieces and nephew. I like to go to park with them go for Ice cream. I worked at an after school program... More

Last signed in: This week

  • 15 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 infant care experience
Samantha W. - Pittsfield Babysitter

Samantha W.


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

Babysitting for various children aged 2 to 14. I have a license and a car. I've been babysitting for 4 years. I'm a criminal justice major at Western New England University.

Last signed in: This week

  • 3 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
  • First Aid Training

    First Aid Training

Ginger C. - Hinsdale Babysitter

Ginger C.


  • Age 19
  • 10 miles away (Hinsdale, MA)

Kids are amazing, especially when they learn something new and you can see the lightbulb go off in their heads. I have helped out in two different classes (one time for three hours a week), a... More

Last signed in: Today

  • 2 years paid experience
  • Will care for up to 4 or more children
  • Will provide homework help
  • After school care availability
  • Before school care availability
  • Has special needs experience
  • Has infant care experience
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