Meet the Pack
Jessie
Howl there! I’m Jessie, and I started Chasing Tails Pet Sitting because I believe dogs are happiest and most comfortable in their own homes—not in kennels. Too many pet parents struggle to find care for anxious, reactive, or fearful pets who don’t do well in stressful kennel environments. That’s exactly why we’re here!
I have over 20 years of combined personal and professional animal care experience and I’m a member of Pet Sitters International®. I’ve worked extensively with dogs who have separation anxiety, fear-based behaviors, and reactivity. I also have experience caring for cats, birds, bunnies, guinea pigs, chickens, and pot belly pigs.
Kennels can be overwhelming—strange dogs barking, unfamiliar smells, new people, and a completely different environment. For anxious pets especially, this stress can make their anxiety worse. In-home pet sitting lets your pet stay in their safe space with their familiar routine, toys, and smells while receiving one-on-one attention from someone who understands their needs.
When you trust Chasing Tails Pet Sitting with your pet, you’re getting a hand-selected team who genuinely understands that your pet’s anxiety is real and manageable with the right approach. We’ll work within your pet’s comfort zone, follow their established routines, and provide honest, detailed updates so you can relax while you’re away.
Owner + Pack Leader
Josh
Lead Pet Sitter
Josh has personal experience caring for pets and has already assisted with overnight stays and dog walks for Chasing Tails Pet Sitting. What makes Josh an invaluable part of our team is his natural ability to connect with animals and understand their unique needs and behaviors.
Josh’s calm energy, patience, and dedication make him especially effective with pets who need extra reassurance. He understands that anxious pets need consistency and a gentle approach—and he delivers exactly that. Whether it’s a nervous pet who needs a steady presence during overnight stays or a reactive pup who requires careful handling during walks, Josh is always ready to ensure their safety and well-being. His genuine love for animals shines through in everything he does, making him the perfect pack leader for pets who need understanding and compassion.
Josh is eager to meet your pet and start creating special bonds with each one of them! He is excited to lead our pack on fun-filled walks, ensure they are well-cared for during overnight stays, and provide them with all the love and attention they deserve during drop-in visits. Having Josh enhances our services and he brings even more joy to our pack!
Hannah
Pet Sitter and Cat Lover
Hannah has a gentle, caring personality and a special love for cats! With years of experience caring for pets of all kinds, she brings patience, attention to detail, and genuine affection to every visit. Hannah understands what makes pets—especially cats and anxious animals—feel safe, happy, and loved.
Hannah’s calm, nurturing approach is perfect for fearful or sensitive animals. She takes the time to connect with each pet individually, learning their quirks and personalities to make every interaction special. For anxious cats who need space or dogs who need extra reassurance, Hannah provides the gentle, patient care that helps them relax.
As a local artist based in Mechanicsburg, Hannah’s creativity shines through in her approach to pet care. She observes, adapts, and finds unique ways to connect with each animal.
We’re thrilled to have Hannah as part of our Chasing Tails Pet Sitting team! She can’t wait to meet your pets, give them the attention they deserve, and bring even more warmth and heart to our growing pack.
Audrey’s stay with Duncan
Audrey
Audrey has a true passion for canine care and training, bringing positive energy and a calm, confident presence to every walk, drop-in, and overnight stay. What makes Audrey especially valuable for anxious dogs is her understanding of canine behavior and her patient approach to helping dogs feel comfortable, engaged, and understood.
Audrey excels at reading dog body language and adjusting her energy to match what each dog needs. For anxious or reactive dogs, she maintains a calm, reassuring presence while reinforcing positive behaviors and respecting their boundaries. Her natural connection with dogs and training-focused mindset means she works with each dog’s temperament rather than against it.
Whether she’s leading a gentle walk for a nervous pup, working on leash skills with a reactive dog, or providing plenty of belly rubs during an overnight stay, Audrey ensures every dog feels loved, supported, and happy.
Pet Sitter and Dog Lover
Hendrix
Pawsident
Hendrix is an energetic and lovable 7-year-old Border Collie and Cattle Dog mix. From the moment he was adopted by Jessie at just 8 weeks old in Virginia, Hendrix has brought boundless joy and endless entertainment to his family. With his striking appearance and playful personality, he has quickly become the heart and soul of the household. Hendrix spends his days chasing after frisbees, engaging in spirited games of tug of war, and cooling off in the refreshing waters in grandma's creek.
As the Paw-sident of Chasing Tails Pet Sitting, Hendrix ensures the love and attention he receives is passed on to the entire pack! In his herding world, no pet is left behind. Hendrix understands what it’s like to need extra patience and love. He’s living proof that with the right care, anxious dogs can thrive!
When you book us, you can be sure you found a reliable and trusted pet sitter and dog walker!
Chasing Tails Pet Sitting is perfect those who:
Work long hours and would like someone to provide a mid-day dog walk
Go on vacation and would prefer that their pets remain at home, where they are more comfortable and are not exposed to an unfamiliar environment with strange smells, sights and sounds
Would like to have the comfort of knowing that an experienced and trusted pet sitter is caring for their pets while they are away
Want to avoid the inconvenience of kenneling, such as:
having to pick up and drop off your pet
exposing your pet to possible illness or fleas
paying for an extra day (or night) because your departure/arrival time does not align with the kennel’s operating hours
Locations Served
At Chasing Tails Pet Sitting, we believe that animals respond best to gentle care, positive boundaries and reinforcement, and being surrounded by humans they can trust. In keeping with this philosophy, we provide loving care and comfort for your pets…which means peace of mind for you!
Finding an experienced pet sitter and dog walker that satisfies your criteria can be a challenging task. At Chasing Tails Pet Sitting, we will make your life easier and more peaceful by providing your pets a safe environment in their comfort zone and extra snuggles!
Choose from the services below, create an account, and book online today!
(If you are located outside the Chasing Tails Pet Sitting service areas, don’t worry! Keep reading below to see how we can help.)
Boiling Springs
Zip code 17007
Camp Hill
Zip codes 17001, 17011
Dillsburg
Zip code 17019
Dover
Zip code 17315
Mechanicsburg
Zip codes 17050, 17055
Lake Meade, East Berlin
Zip code 17316
Wellsville
Zip code 17365
Lewisberry
Zip code 17339
Enola
Zip code 17025
Outside Our Area?
If you need quality pet sitting and/or dog walking services and just can’t seem to find someone, but you are not within the Chasing Tails Pet Sitting service area, we will be happy to personally review your request!
If we cannot make the request possible, we will refer you to a reputable pet care company within your area that can accommodate your needs. We are dedicated to providing loving care to all pets, and will do everything we can to make sure you get the help you need!
Want to Join the Pack?
At Chasing Tails Pet Sitting, our team is a passionate group of animal lovers who treat every pet like their own. We’re fully insured and dedicated to providing calm, reliable care—whether it’s overnight stays, daily dog walks, or specialized cat visits (including giving medications). A lot of our pet parents have dogs with separation anxiety, so patience, a soothing presence, and experience with all breeds and personalities are what make our sitters the best.
We’re always excited to grow our team with people who are as obsessed with pets as we are! Right now we’re looking for:
Overnight Pet Sitters (overnights in pets’ homes required)
Daily Dog Walkers
Cat Sitters who are comfortable administering medications (pills, sub-Q fluids, insulin, etc.)
If you’re naturally calm, have solid experience with different breeds especially anxious or reactive dogs, and want to help pets feel safe and loved while their owners are away, we’d love to have you!
Fill out this form and tell us about yourself, your pet-care background, and why you’d be a perfect fit for the Chasing Tails Pet Sitting pack. We can’t wait to meet you!
Follow the Cuteness
Chasing Tails Pet Sitting loves happy pets and their parents!
Shopping through these affiliate links may earn us a small commission—at no extra cost to you. Thanks for supporting the pack!
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