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Chester's Paw Pet Care

A professional pet sitting and dog walking service based in Westchester County, New York.

Last updated September 28, 2026

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Overview

Chester's Paw Pet Care is a professional pet sitting and dog walking business based in Westchester County, New York. The company provides in-home pet care services, including daily dog walks, drop-in visits, night and day care, overnight pet sitting, and live-in care. It positions itself as a service- and education-focused business aiming to raise the standard of the pet care industry, moving it from a casual side gig to a respected professional field. The company emphasizes reliability, communication, and personalized attention, and states that it is bonded and insured, with staff certified in pet CPR and first aid. It is a member of Pet Sitters International and offers convenient 24/7 online booking for clients. The business serves pet owners in Westchester County who need help while traveling, working long hours, or managing busy schedules. Its services are designed to provide exercise, socialization, and companionship for pets in their own homes. Chester's Paw Pet Care was co-founded by Kylah Henson, who has experience in the pet care industry, including supervising daycares, basic obedience training, and assisting at a veterinary clinic. The company's mission includes building lasting relationships with clients through educational feedback and open communication. It operates as a private business and maintains an official website at chesterspawpetcare.com.

History

Chester's Paw Pet Care is a pet care business located in Westchester County, New York. The company was co-founded by Kylah Henson, who serves as a pet caretaker. Henson has over four years of experience in the pet care industry, with a background that includes supervising daycares, training in basic obedience, and assisting at a veterinary clinic. The business was established to provide professional in-home pet care services, including dog walking, pet sitting, and overnight care. Its mission is to raise the bar for the pet sitting and pet care industry, transforming it from a side gig into a respected and professional field. The company emphasizes education and open communication with clients, aiming to build lasting relationships. It is bonded and insured, and its staff are certified in pet CPR and first aid. Chester's Paw Pet Care is a member of Pet Sitters International and offers 24/7 online booking. The company serves pet owners in Westchester County, New York, providing customized care for dogs, cats, and other pets. As of the available information, the company operates as a private business and continues to offer its services through its official website.

Products and positioning

Professional, bonded and insured pet care service focused on raising industry standards through education and personalized in-home care.

  • The Daily Walk

    30-minute walk for $45 or 60-minute walk for $65; includes one pet, additional pet $10, puppies under 1 year old $10 extra.

  • The Visit (Drop-In Pet Sitting)

    30-minute visit for $45 or 60-minute visit for $65; includes one pet, additional pet $10, puppies and kittens under 1 year old $10 extra.

  • Night & Day Care

    $140 per day; includes personalized care for 2 pets, additional pets $10 each, puppies and kittens under 1 year old $10 extra.

  • Live-In Care

    In-home service tailored for pets who thrive on companionship throughout the day; described as the most popular in-home service.

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