Raina I., Wyndy babysitter Raina I. Background checked NC A&T · Chesapeake, VA Hello! My name is Raina and I am a recent college graduate with a degree in psychology. I have been nannying and babysitting for about 5 years now. I love kids and have worked with them through non profit organizations t… Jerika B., Wyndy babysitter Jerika B. Background checked ★ 5.0 · 8 reviews UAB · Chesapeake, VA Nice to meet you! I am 28 years old and just recently completed my first year as a 3rd grade teacher 2024-2025. I have been in childcare since the age of 18 and enjoy every minute of caring for little ones. Jayla H., Wyndy babysitter Jayla H. Background checked SNHU · Chesapeake, VA I am a 24 year-old college student studying psychology. I have experience working in a Daycare setting from the ages newborn to toddler and experience as a lead teacher for two and three-year-olds I also have private nan… Sophia P., Wyndy babysitter Sophia P. Background checked ECU · Chesapeake, VA Hi! I’m a pre-med college student with several years of experience working with children as a summer camp counselor and through volunteering at a children’s hospital. I’m caring, responsible, and love creating a fun, saf… Chandrea B., Wyndy babysitter Chandrea B. Background checked TCC VA · Chesapeake, VA Ashley M., Wyndy babysitter Ashley M. Background checked CNU · Chesapeake, VA Hi! My name is Ashley, and I am currently a 21 year old college student seeking babysitting opportunities during the holiday season! I have extensive experience working with kids; I’ve been a summer camp counselor for co… Lavender O., Wyndy babysitter Lavender O. Background checked SBCC NY · Chesapeake, VA Patient caring and honest individual, love for children allows me to do this with passion. Hannah B., Wyndy babysitter Hannah B. Background checked ODU · Chesapeake, VA Isabella G., Wyndy babysitter Isabella G. Background checked ODU · Chesapeake, VA Compassionate and experienced K–5 special education paraprofessional with a strong background in supporting children with diverse learning, behavioral, and developmental needs. Skilled in creating a safe, nurturing, and… Harley D., Wyndy babysitter Harley D. Background checked TCC VA · Chesapeake, VA Hi!! my name is Harley Denson. I’m 20 and have grown up in the 757 area my entire life. I have worked with kids forever now. I work at a kids gym called Kidstrong for over two years working with kids from 2 months to 11… Alexandria A., Wyndy babysitter Alexandria A. Background checked Reynolds · Chesapeake, VA Dominique B., Wyndy babysitter Dominique B. Background checked Baylor · Chesapeake, VA Hi there :) I’m a caring, patient, and dependable individual with a genuine love for working with children! I have several years of experience working in a daycare setting and have worked in healthcare with both children… Amanda S., Wyndy babysitter Amanda S. Background checked NC · Chesapeake, VA Hello I am a 36 yr old Veteran mom of 3. I am also a licensed vocational nurse. I have tons of experience with children and babysitting. I am looking for extra income to help out with groceries, bills, and extracurricula… Aniyla P., Wyndy babysitter Aniyla P. Background checked TCC VA · Chesapeake, VA My name is Aniyla and I am a holistic and faith based birth/postpartum doula & also a newborn care specialist located in Chesapeake. I’d love to offer my services to you. If you have any questions about me or my business… Kailien D., Wyndy babysitter Kailien D. Background checked Regent · Chesapeake, VA Hello! my name is Kailien. I have been babysitting since I was 13 years old, I worked in after-school daycare for elementary school aged kids for 3 and half years from high-school into college, and I have experience as a… ANiya B., Wyndy babysitter ANiya B. Background checked WGU · Chesapeake, VA Hi! I’m Aniya, a 21-year-old active-duty Navy member with experience babysitting, working with children through the Boys & Girls Club, and providing household support for families. I’m CPR certified, dependable, patient,… Kirah T., Wyndy babysitter Kirah T. Background checked ODU · Chesapeake, VA Emma G., Wyndy babysitter Emma G. Background checked Longwood · Chesapeake, VA I grew up in Chesapeake, VA but now reside in obx. I have spent the past few summers working to Kill Devil Hills Ocean Rescue, where I learned a great deal of skills. I am currently a graduate student earning my masters… Breana M., Wyndy babysitter Breana M. Background checked TCC VA · Chesapeake, VA Hello! My name is Bre! I am currently a student who is very passionate about learning! I am going to be a school librarian and love history. I love to do crafts, read, and be outside! I have many years of babysitting exp… Jarleshia G., Wyndy babysitter Jarleshia G. Background checked RMC · Chesapeake, VA Jais G., Wyndy babysitter Jais G. Background checked Howard · Chesapeake, VA I want to join Wyndy because I genuinely enjoy working with children and appreciate how the platform connects trustworthy sitters with families who need reliable support. As someone with experience in academies and educa… Liyah M., Wyndy babysitter Liyah M. Background checked TCC VA · Chesapeake, VA Hi, I’m Liyah, I’m a full time college student. I am very open to different cultures and environments. I have a lot of patience and genuinely enjoy being around children of all ages. Teaching is also something I enjoy an… Daniyah W., Wyndy babysitter Daniyah W. Background checked NSU · Chesapeake, VA Hello Families ! My name is Dañiyah . I have a degree in Elementary Education . I currently work in childcare alongside many hardworking and dedicated professionals ! My fourth graders are some of the best inspirations t…

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All 23 sitters in Chesapeake.

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Chesapeake babysitters at a glance

  • 23 Babysitters nearby
  • $23/hr What parents pay (US average)
  • 72 Colleges, most from Old Dominion University

How Wyndy works

  1. 1

    Browse and save sitters

    Look through Chesapeake babysitters’ profiles and reviews, and save the ones you like.

  2. 2

    Offer them jobs

    Send your date and time to the sitters you saved, right from the app.

  3. 3

    Book and pay

    Confirm your sitter, then pay in the app after the job.

Questions Chesapeake parents ask

How much does a babysitter cost in Chesapeake?

Parents pay about $23 an hour on Wyndy across the US. Your rate depends on how many kids you have, the day and time, and how much notice you give.

Are Wyndy babysitters background checked?

Yes. Before a sitter can take jobs on Wyndy, they pass a background check that covers an identity and Social Security number trace, criminal records and the national sex offender registry. We also verify their phone number and any college they list.

Who are Wyndy’s Chesapeake babysitters?

College students, recent grads and experienced caregivers who live near Chesapeake, including students and grads of Old Dominion University, Tidewater Community College and Norfolk State University. Each profile shows their school, experience and reviews from other parents.

Can I find a babysitter in Chesapeake at the last minute?

Yes. Post a last-minute job in the Wyndy app and sitters near you are notified right away, so you can often book the same day.

How does booking a Wyndy babysitter work?

Save the sitters you like, then offer them your job with the date and time. You can also post it so nearby sitters apply. Book the one you want, and after the job, pay in the app once the sitter submits their hours.

Can I book the same babysitter again?

Yes. Save sitters you like to your favorites, and send your next job to them first.

Do Wyndy babysitters cover areas near Chesapeake?

Yes. The sitters on this page live within about 25 miles of Chesapeake, including Norfolk, Virginia Beach and Richmond.