House Sitting Ingleside

“Wendy was so great with our two dogs, 8 chickens, and fish! I highly recommend her! She responds quickly and sends lots of updates. This was the best Ive ever felt leaving my animals! Thank you Wendy!”

Abbey M.

“Ashley is a wonderful dog and house sitter! She took great care of Sadie for a week while we were out of town. She did everything I requested and was always very kind and courteous. The house looked exactly how we left it. Not a thing out of place. She is very trustworthy and highly dependable. I would recommend her to anyone!”

Anne H.

“Busara is the best! Maxwell has a great time and is always well cared for! I have no worries when I’m not there because I know Busara is always there to save the day and make sure Maxwell has great company”

Ryan G.

“Louise did great job with my older dog and the new dog, once the new dog use to her they seem to be friends, we will definitely be using Louise again in the future,”

Donna T.

About: I am insured through Pet Sitters Associates. I have 2 pups Chip & Lucy ages 11 & 8 that I have raised from puppies. Many of my friends have dogs and they frequently come over. I also enjoy riding horses when I can. I have experience with working with anxious dogs & dogs in shelters also (as a volunteer). I love to take dogs for walks, to play with them & give them attention. I limit the amount of dogs I take at any given time so each pup gets lots of individual attention. You can see some of the dogs I have walked/played with in my profile pictures. I’m frequently in the Chestertown area and am more than happy to help with your pet sitting needs. I offer drop off and pick up of your pups for boarding. I am available weekday mornings 6-11 /evenings 5-10 and all day on the weekend. I can do boarding in my home after a meet and greet. I have a fenced yard and 2 friendly dogs. I can also kennel your dog if needed. Meet and greet of dogs would be needed before any overnight stays with us.

About: With many years of hands on pet care experience, I've cared for dogs of all breeds, sizes, ages, and temperaments, from energetic puppies to gentle seniors. I'm comfortable with feeding schedules, medications, bathing, walking, and providing the kind of calm, attentive care that puts both pets and their owners at ease. Animals have always been a central part of my life, and every pet I care for gets treated like family. Pet care is a natural part of my daily routine. With a flexible schedule, I'm available to give your pet consistent attention, regular walks, playtime, and plenty of love throughout the day. I'm reliable, punctual, and will keep you updated with photos and check-ins so you always know your fur baby is happy and thriving. Your pet's safety and comfort are my top priority. I provide a calm, attentive environment and take time to understand each animal's unique needs and personality before care begins. I'm experienced with crating, feeding routines, leash handling, and recognizing signs of stress or illness. Pet owners can trust their babies are in experienced, caring hands.

“Maranda was fantastic. I really can’t say enough positive things about our experience with her. She was quick to learn and work with the idiosyncrasies of our two cats, took care of our house which was immaculate when we returned and communicated with us while away as much/or as little as we requested. She is very personable, respectful and responsive.”

Stephanie N.

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.

About: I’ve had dogs my entire life and am super comfortable around them. I currently work for an animal sanctuary with older dogs and soon to have a couple horses and one goat there. I worked as an animal welfare officer previously therefore, I have a lot of knowledge on animals and their breeds. I also had chickens and Guinea pigs. I used to have bearded dragons too! Many many years of experience handling animals :) I currently work full time for a First State Animal Center and SPCA at their brand new sanctuary for rehabilitating dogs, senior dogs to enjoy the end of their life, and will have horses and a goat there soon. I am available Mondays, Tuesdays, and Saturdays all day. The rest of the week, I work 8am-6pm therefore, I can do evenings if needed after 6pm. I am more than willing to go to anyone’s house to pet/house sit or even just go to let them out or play/ feed them. I am willing to stay overnight for owner weekend trips if needed. Just need to let me know so I can arrange childcare for my son and also I have my full time job on Fridays and Sunday 8-6 but can be there after work if staying overnight! Also willing to pet sit any kind of pet!

“Taylor was great with Maxwell! On time, open communication, and most importantly, took excellent care of Maxwell. Look forward to working with her for future visits!”

Ryan G.

“Krista did an amazing job! She was very friendly and our dog Molly did great with her. Krista was very attentive to Molly and was very respectful of our home. She kept us updated and sent pictures! We will definitely be having Krista watch our fur baby again! Thank you Krista ❤️”

Jean D.

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.

About: What sets me apart is my attention to detail, reliability, and healthcare background as a registered nurse. I understand the importance of following routines, monitoring for changes in behavior, and providing safe, compassionate care. I am comfortable caring for pets of all ages, including kittens and senior cats, and can administer medications if needed. I treat every pet as if they were my own and provide regular updates and photos so owners can feel confident their pets are in good hands As a registered nurse, I have a flexible schedule that allows me to provide dependable pet care throughout the week. Caring for animals has always been a part of my daily routine, and I enjoy spending time feeding, playing with, and checking in on pets. I make it a priority to ensure each pet receives attentive, loving care and maintains their normal routine while their owners are away. I have two golden-doodles, which are crate trained. They are allowed to run freely outside but they know where they are and aren't allowed. I keep them on a schedule, meaning with going outside, playing, and feeding.

“Madison did an excellent job taking care of our 12 year old St.Bernard/Staffy mix, Charm! Madison was very capable, patient, kind and moved at Charm’s pace, making Charm very comfortable with her. Madison provided great communication during her service so we were worry-free during our trip! Will rebook with Madison in the future! 😊”

Kerrin L.

“Margaret did a GREAT job watching my two dogs and bunny for a week while my husband and I were on vacation. She even got our mail for us even though I forgot to ask her to. I got consistent updates and communication all week. My animals were happy and healthy when I came home and my house was still clean, everything in place.”

Sarah S.

“Sabrina did a great job taking care of our 4-month-old puppy, Wednesday, and our kitty, Xander. She played with our puppy and let her out a bunch while she’s still potty training. She gave our cat some love, giving him company while our pets are still separating during their time still getting to know each other. It definitely helps us put our minds at ease when we leave for another trip knowing that they’ll be in great hands! :)”

Michael M.

About: I have pet sit for dogs, cats, horses, donkeys and chickens. I care for animals as if they are my own. I have worked at pet stores and started learning about dog training. I am working full time remotely so I have lots of time to help your pets with their needs! I am available most every day with notice! I will give your pets as much attention as they want and need. I will take them on walks, play with them, and protect them as if they are my own.

About: Although my family has never owned a dog, I have always loved taking care of my aunts, neighbors, and family friends dogs. I always make sure to pay attention to detail when watching a dog and meet each dogs needs whether that be a walk, playing with a toy, belly rubs, or even just relaxing. As a part-time graduate student at USM, I will have time during the day for a dog walk, or to check-in on your pup! I will be available on most weekends for house and dog sitting. I am available to come to your dog and stay with him/her so they do not have to move out of their comfortable environment and stay at a new space with new people.

“Majiyah was amazing while I was away. I was a little hesitant at first about having a house sitter stay in my home, but she made me feel completely comfortable. She took great care of my dog and my home, and she really went above and beyond. When she thought he may have had a food allergy, she took the time to cook his food and make sure he was okay. She also took him to get a bath, picked up extra dog treats for him, and even cleaned my home before I got back. I noticed that my dog quickly became comfortable with her during her stay, which is always a positive sign. It gave me so much peace of mind knowing my dog was safe, cared for, and in good hands. I would definitely recommend Majiyah to anyone looking for a reliable, thoughtful, and caring sitter!”

Shamprehya M.

About: Hello everyone! I am an animal lover, I grew up around animals all my life. Our furry friends are extended family members. I hope you entrust me with your furry loved ones. I am currently an active college student, but I have somewhat situated myself with a work-life balance. I am available and flexible for weekdays and weekends! I currently have a kitten almost a year old. Having him has taught me patience, and having complete responsibility. Milo is my profile picture! I feel as though I am completely up to any challenge, I hope I can help with your furry loved ones!