Pet Sitting in Chestertown

“MARISSA IS THE BEST CAT SITTER! I love her! My cat loves her! She’s amazing, attentive, understanding, smart, punctual, friendly, helpful, resourceful, and amazing to all animals! Thank you Marissa!”

Holly P.

“Sabrina did a great job taking care of our three cats and chickens. She sent daily updates and pictures. We will definitely be using her as a pet sitter again!”

Chelsea P.

“We were very pleased with the care Macee and Mindy received from Elaine. Our dogs were really happy to see us when we got home. Thank you so much. Good Job!”

Diana F.

“Patient and great communication throughout our guy was taken care of and would definitely use again!”

Ryan W.

“Maranda took excellent care of my two cats while I was out of town. I never had to worry and knew they were in great hands. She was kind, communicative, very reliable, and always went the extra mile. Would rebook again in a heartbeat. I really can’t thank her enough for the peace of mind she gave me! Highly recommend!”

Jessica M.

“Beverly was great with our dog Ace.”

Meagan B.

About: I’ve had dogs and cats growing up. I have always stepped up to take care of them when it comes to feeding, walking, bathing, etc. I am a full time 3rd grade teacher working in a near by county. I am available nights after 4:00pm and anytime on the weekends! I do not have a fenced yard but it is pretty big for a dog to roam around in. I have plenty of room in my house for the animal to be crated if needed. I also allow animals to be on furnitures and in bed. I am a big animal lover/cuddler. I have no issues with a dog who likes to cuddle, jump, etc.

“Couldn’t be more flexible and a bigger help.”

Ken S.

About: I will love and take care of your pets as if they were my own. I love to go out and play with pets I care for. I would dog sit when I was in high school for different families. Those families loved how attentive I was, and as a result they would refer me to their friends. I’m always available for you buddies! You and me both know that your pets are more than pets, theyre family. You don’t want just anyone taking care of family. I do currently work full time, however I have a job that is extremely flexible. I set my own hours, including when I am in my office. This pairs perfectly with animal care and house care because I can come and go as frequently as needed. Due to my open schedule I can be available for any needs your pets may have. I prefer to let the client tell me exactly what they want for their pet. I like to keep your life as simple as possible while giving you peace of mind by following any requests you have. If you need your animal crated, if you want them roaming, whatever is asked you can expect to be done.

“Zelie is great with my fur babies. She’s always on time and loves on them as if they were her own. I feel confident leaving them in her care.”

Lynnette C.

About: I’ve been dog walking and sitting for neighbors since I was 12 years old. I’ve dog sat multiple types of dogs. I’ve done dog walking, check-in & potty break visits, and I’ve stayed at a clients home for long periods of time (5+ days) to be with their pups. I’ve also been tasked with administering insulin shots to dogs before. And I have a lot of experience with dogs that have anxiety, whether with new people, thunderstorms, or anything else, as I have one myself and a long remaining client of mine does as well. I’ve always loved dogs, having grown up having 2 smaller dogs myself. I am hoping to do pet sitting as a new permanent business, so I will have nothing but time to look after your pets! I will schedule out days and time periods based on client necessity and to provide the optimal care for your pets. Because I have two dogs myself, one of which has severe people and other animal anxiety, which for the safety of your pets and mine means I am unable to bring any pets into my home as of current. However, I’ve stayed at the homes of clients before to be with their pups while they’re away. I feed them every morning and night or make sure the food bowl is full depending on how the client feeds their dogs. I give them any medicine or joint tablets that they need to be well. I let them out multiple times a day whenever they need it. And I try to play with and pet them as much as I can while I’m there so they don’t miss their humans too much. I will even take them on a walk if allowed.

About: I have had dogs since I was in preschool. I started my understanding of them and other animals when I turned nine. Since then, I always have had my and other people’s pets interest at heart. Today, my dogs are ages eight and eleven and I am their most trusted person in the house. I’ve trained them both despite being in school and I take care of their hygiene. This includes brushing their fur, washing them, and cleaning their teeth. When I am not taken care of their hygiene, I make sure they have a daily playtime or cuddle session so they have some love everyday. I have a part time job that requires me to work on Friday evenings and every third Saturday morning and afternoon. Other than that I am very flexible on both weekdays and weekends. If I am unable to work, I will communicate immediately to the best of my ability. I make sure hazards are out of range and site of the animal in care. I don’t rush the bond, and take it to the pet’s pace for trust. At home, my dogs at senior dogs that I have trained since they were puppies and we have a lot of trust in each other and a great bond. I can’t perform service at my own house since I have a toddler sibling who my dogs have gotten used to but I do not want to stress anyone’s pets out. We also have family members who have allergies.

“Sydney met with me and Jojo beforehand and then did a drop-in visit with Jojo. Jojo loved her visit. It was nice knowing I can count on Sydney while I am at work and I received a report card, pictures & a video! Thanks so much!”

Cheryl C.

“This is the second time Chris has watched our dogs and we're so grateful. She is attentive and punctual with excellent communication. She is our new go-to!”

Jessica W.

“Sabrina was wonderful! We had to make a very last minute request to feed our kitties and Sabrina came to the rescue. Our senior kitty is very shy and often won't come out or even eat for people she's not familiar with, but she did for Sabrina! We were also provided with numerous photos, updates, and a very detailed write up of the visit. We will certainly be reaching out when we need services in the future!”

Megan C.

About: I’ve spent the last 15 years caring for animals and treating every pet like part of the family. I have hands-on experience with 3 cats, a lovable Frenchie Pug, and plenty of experience handling different pet personalities, routines, and energy levels. From daily walks and feeding schedules to playtime and cuddles, I make sure every pet feels safe, comfortable, and cared for while their owners are away. As a pet owner myself, I understand how important it is to have someone trustworthy and dependable caring for your pets. I focus on creating a calm, loving environment while keeping routines consistent so pets feel at ease. Whether your pet is energetic, shy, playful, or needs extra patience, I’m committed to giving them personalized care and attention every step of the way. I take care of my animals everyday I walk them and feed them and they use the restroom in our fenced in yard I give them lots of love as well I have a fenced in yard and 5 friendly animals 3 cats and 2 dogs who are docile and very friendly to any pet that comes in to my home

About: Animals have always been the center of my life, and caring for them is so much more than a job to me — it’s truly my passion. I currently have four dogs and five cats of my own, so I understand firsthand the love, attention, patience, and responsibility that go into providing excellent pet care every single day. My experience with animals goes far beyond personal pet ownership. I worked at a dog rescue for three years, where I gained hands-on experience caring for dogs of all ages, sizes, temperaments, and special needs. During that time, I also fostered 52 dogs, helping them transition into safe, loving homes. That experience taught me how to build trust with nervous pets, handle different personalities, and provide compassionate, individualized care. In addition, I have been working as a veterinary technician for the past two years, which has given me strong knowledge of animal health, behavior, safety, and overall well-being. I’m comfortable recognizing signs of stress or illness, administering attentive care, and making sure pets feel safe and supported. What sets me apart from other sitters is the genuine love and dedication I bring to every animal I meet. I treat every pet as if they were my own, and I’m committed to making sure they feel comfortable, happy, and loved while you’re away. Whether your pet is energetic, shy, senior, or needs a little extra patience, I have the experience and heart to provide exceptional care. Pet care is seamlessly integrated into my daily and weekly life. Each day, I set aside dedicated time for feeding, walking, playing, and providing companionship to ensure every pet receives consistent attention and care. Every pet receives the love, care, and attention they need to thrive, making their time with me a happy and fulfilling experience. When caring for pets, safety, trust, and a comfortable environment are my top priorities. In my home, I ensure a secure and pet-friendly space by removing hazards, providing comfortable bedding, and maintaining a clean environment. I follow the owner's instructions meticulously, maintaining their feeding schedule, exercise routine, and any specific care requirements. I build trust by being patient, gentle, and attentive, allowing pets to adjust at their own pace. Regular playtime, cuddles, and positive reinforcement help create a bond and alleviate any anxiety they may feel. In a client's home, I respect their space and maintain their pet's routine as closely as possible. I follow their instructions regarding feeding, walking, medication, and playtime. I ensure the home is secure, checking that doors and windows are properly closed and that there are no potential hazards. I communicate regularly with the owner, providing updates and photos to reassure them that their pet is in good hands. My goal is to provide a safe, trustworthy, and comfortable environment, whether in my home or theirs, so pets feel secure and loved in their owner's absence.

“Ciara was pleasant from the first meet. Thanks for caring for our fur baby while we were away. Thanks for the constant updates.”

Indolicia S.

“Thanks Heather for taking such great care of Moxie and Stella last night!”

Stefanie B.

About: As dog owners, we understand how important it is to find someone trustworthy to care for your pets. We have two dogs and truly enjoy spending time with animals of all kinds. We know that pets are family, and we strive to provide dependable care and regular updates so you can have peace of mind. We look forward to meeting you and your furry family members! 🐾 I currently work in HVAC but there are 1-2 days a week I typically have off so on those days I would have a good amount of availability. Also have weekend availability and holiday. I don’t plan on transporting or bringing dogs to my house but I can do any care plan you would like at your house.