Meet the Team
At Staycation Pet Sitting Service, we’re more than just pet sitters and dog walkers—we’re a team of passionate animal lovers committed to providing exceptional care and peace of mind while you’re away. Each member of our team is carefully selected for their experience, reliability, and genuine love for animals. Whether it’s a morning walk, an afternoon cuddle, or an overnight stay, your pet is in warm, capable hands.
Samantha
Founder & CEO
With over a decade of professional experience in animal care, Samantha Sanfilippo is dedicated to providing exceptional, reliable, and compassionate care for pets and their families. She is a graduate of North Shore Community College’s Animal Care Specialist Program and holds multiple certifications, including Pet Nutrition Advocate, Certified Pet CPR and First Aid Instructor, and Professional Pet Groomer. Her background also includes hands-on experience as a veterinary technician, giving her a comprehensive understanding of animal health and behavior.
In 2017, Samantha founded Staycation Pet Sitting to meet the growing demand for high-quality, in-home pet care. Her mission is to ensure that every client enjoys complete peace of mind while their pets receive the same level of care, comfort, and attention they would from their own family.
Samantha is the proud owner of Ivy Rose, a rescue dog adopted through Sweet Paws Rescue after years of fostering. Ivy now serves as both a loyal companion and the heart behind Staycation Pet Sitting — representing the love, trust, and dedication that define the company’s values.
Haley
Pet Care Provider
Haley's passion for caring for animals stems from her own dog's separation anxiety and her love for travel. Haley is the proud owner of a chocolate Lab named Tank! Haley has been working for Staycation Pet Sitting Service since opening in 2017, she is dedicated to giving pets the best care possible and treating every animal like her own.
Christine
Dog walker and treat dealer
Christine has had a love for animals her whole life. She grew up with a family dog and also has experience with cats, rabbits, birds, and snakes. In 2017 after the loss of her mother she decide to adopt an older rescue dog named Sasha to help with the grieving process, Sasha enjoyed the remainder of her life in the backyard and going on walks! After Sasha passed Christine found that she fell in love with adopting dogs and is now the mom to Ozzy her beloved five-year-old American Bull Dog. During her search for a new career, Christine decided that the animal field was the route for her! We are so excited to have her on the team and she looks forward to meeting all your furry family members!
Paige
Dog Walker/Hiker
Pet Sitter
Paige is an artist with a lifelong love for animals and a seriously silly spirit. From cats and dogs to reptiles and livestock, she’s cared for them all, earning a reputation as the go-to pet sitter for friends and family. At home, her two cats, Apollo (a special needs kitty) and Tucker, are her biggest fans, while her snakes, Domino and Sebastian, add to the menagerie. This year, she took a leap from corporate life to focus on her art, creating alongside her beloved animals who always keep her inspired.
TIna
Dog walker
cat snuggler
Tina has always had a love for all animals and recently decided to go back to school to become a vet tech and officially make helping animals her full-time career. Tina is the proud owner of an American shorthair aptly named Betty White because of her white belly and in honor of the late actress whom also had a strong love of animals. Because of her father’s allergies growing up she was unable to own a dog but found every opportunity to play with and walk the dogs in her neighborhood. TIna and her fiancé plan to get a dog of their own once they tie the knot and move into a bigger home. Tina has a background in Theater and has a passion for the arts. Her hobbies include knitting, crocheting and reading a good book with her kitty!
Eva
Pet Sitter
Eva is a recent college graduate whose passion for animals and pet care led her to Staycation. After nearly losing her partner in a freak accident at the end of 2024, she decided to shift her career focus from corporate life and lean into her love for animals and the outdoors. At home, Eva has a dog named Sienna and two kitties named Echo and Zazz. Sienna struggles with separation anxiety and intense dog reactivity, which has prepared Eva for tricky animal encounters. Eva’s favorite part of working for Staycation is getting to know each pet’s personality – whether energetic and excited or calm and quiet, she loves it all! She looks forward to meeting you and your pets and providing them with the wag-worthy care they deserve!
Jane
Dog walker/ Hiker
Pet Sitter
Jane has always had a deep love for animals and has spent the past two years working at a doggy daycare and boarding facility. While she loved caring for so many pets there, she’s excited to now focus on one-on-one care, where she can give each animal the individualized attention they deserve.
Jane has hands-on experience in grooming and dog training and has cared for everything from rats, a bunny, and a snake to her current best friend, Remi, a 5-year-old German Shepherd–Doberman mix. Her experience growing up in an animal-loving household — and raising her energetic pup. If a pup struggles with separation anxiety, Jane has the gentle touch to help them relax, eat, and rest comfortably.
When she’s not caring for pets, Jane enjoys being outdoors — camping, hiking, swimming, or crocheting by the beach. Her kind, patient nature makes her a wonderful addition to our team.
Kayla
Dog walker
Pet Sitter
Kayla grew up in Lynnfield, MA, surrounded by dogs and a big, lively family that helped spark her lifelong love for animals. A graduate of Northeastern University, Kayla has always had a passion for caring for pets and spending time outdoors. Whether it’s walking, hiking, or exploring new trails, she loves combining her love of animals with her love of the outdoors. With years of hands-on experience caring for family pets and others, Kayla is dedicated to making sure every dog enjoys their walks and every pet feels happy, safe, and loved while their owners are away.
Grace
Dog walker
Pet Sitter
Grace had a love for animals and a passion for taking care of them all her life. After she graduated from Melrose high school, she began dog walking in the surrounding areas and studying animal science at North Shore Community College where she expanded her knowledge of all animals and proper care. While doing this she’s gained more experience in canine & feline as well as house sitting & overnight care from a dog daycare and boarding facility. Grace always becomes more passionate & dedicated to providing the best quality care possible to your animals.
Monkey
Mascot