Dog Sitting in Chestnut Hill

“Anastasia was fantastic! She went out of her way to make sure our little scaredy cat Jake was super comfortable, and even went back to double-check on his comfort. She also was very communicative and prompt. And even brought in our mail! We will definitely be asking her for her services again! She’s wonderful!”

Chad K.

“Richard was wonderful with our standoffish Jake. They were friends by the end! We will be looking forward to our next time with Richard taking care of our baby!”

Chad K.

“Gabriel is great. He is dedicated to making sure animals are comfortable with him and provides amazing care. His communication is also great.”

Christopher M.

“Hannah did a wonderful job with our pups! She came to watch them on really short notice but was prompt, communicative, and took our two big pups on a walk and sent us lots of photos :)”

Alice C.

“Haowen was great when he watched my cat for a long weekend! He was on time and sent such cute pictures of my cat for each of his drop in visits. 😺”

Samantha C.

About: Hello! My name Ellie, I've always had a passion for animals and absolutely love taking care of them. Growing up in Austin, TX, I spent tons of time around dogs, cats and even the occasional ferret seen around Zilker park! In addition to growing up with cats my entire life, I've tucked many pet care experiences under my belt over the years. From my first cat sitting experience at age 9, I’ve expanded to experiences such as: dog walking, house sitting for individuals with multiple dogs/cats, dog/cat/bird sitting and caring for newborn/young puppies. I have loved all of these experiences and am excited to continue here in Massachusetts! I love to be active and try new things - so I hope to meet your furry friend soon! I work full time on weekdays but have two days remotely. I’m happy to be flexible with midday walks those days, and have time prior to and after work. Weekends are fair game! I love to use a walk as an excuse to get some good movement in after a day of sitting! I live with two other female roommates who are just as much of animal lovers as I am. We all grew up with pets and have animal safety front of mind. We have 2 fenced balconies, but most activities with animals I prefer to go to one of the many parks or make good use of the wonderful sidewalks around the area.

“Shilpa was excellent! She was available on short notice and provided detailed updates on my cats. I would definitely ask Shilpa for help again! Thanks!!!”

Melinda C.

About: I've grown up around dogs my entire life and have owned my current terrier mix Lemon for the past five years, since adopting her from a rescue in TX. She's dog-reactive on leash, so I’ve developed strong skills in reading dog body language, managing difficult situations calmly, and avoiding triggers and other dogs to keep her safe and comfortable. I bring that same level of attentiveness and care to every dog I walk or sit for. As a U.S. Army veteran, I'm reliable, detail-oriented, and take safety seriously—your dog’s well-being is always my top priority. I tailor every walk or visit to meet each dog's individual needs, whether they’re energetic puppies, seniors who need a gentler pace, or dogs that need space from others. I have a passion for animals and love dogs of all sizes and breeds! No matter what, you can count on me to treat your dog like my own (and my dog is treated like a family member, not just a pet)! I'm currently on a sabbatical from my full-time corporate finance job, which allows me the flexibility to focus entirely on pet care during the week. I'm available for house-sitting, walks, and drop-in visits at nearly any time Monday through Friday. While I'm usually unavailable on weekends, I'm happy to accommodate with advance notice whenever possible. Pet care fits seamlessly into my routine, and I truly enjoy giving dogs the attention, structure, and companionship they need throughout the day. When caring for pets in a client’s home, I prioritize keeping their routine as consistent and stress-free as possible. I always follow your instructions closely, whether it’s feeding, administering medication, reinforcing training, or sticking to a specific walk schedule. I take time to get to know each dog’s personality so I can provide the kind of care that helps them feel safe, comfortable, and happy in their own environment. During house-sitting stays, I also keep the home tidy and secure—bringing in mail, taking out trash, and providing updates with photos so you have peace of mind while you're away. I’m respectful of your space and treat it like my own. For walks and drop-in visits, I make sure your pet gets quality time, attention, and exercise tailored to their energy level and temperament. Whether it’s a brisk walk or some backyard playtime, I focus on safety, companionship, and clear communication with you every step of the way.

“Ashlee did a great job taking care of & communicating about our dog Lanna .”

Mike H.

About: I’ve taken care of pets at a young age and have learned to love them like family. I’m always here when friends and family need me with their pets. I’m willing to go the extra mile, and love them as if they were mine! I work full-time, but willing to help anytime after work if needed! I’m available anytime Saturday and Sundays. Mondays and Fridays I can also be flexible as I can WFH! I like to take care of the fur babies in their own home to make them as comfortable as possible. I make sure they’re in a fenced area, well surrounded by others and feel comfortable and safe!

About: Hi! I’m Shayari—an animal lover with over 15 years of experience caring for both dogs and cats. I grew up with a yellow lab who I helped care for through her senior years with arthritis and cancer, so I’m comfortable and empathetic when it comes to special needs pets. I also have a 6-year-old cat who I’ve cared for since he was a kitten, so I know how important routine, patience, and understanding are—especially with cats. Whether I’m walking your dog or stopping in to care for your cat, I’ll treat them like my own: with kindness, attention, and reliability. I take my role seriously and always aim to make your pet feel safe, happy, and cared for. I work a remote job, which means I’m home and available throughout the day to check on your pet as often as needed. I’m very structured and responsible, so I’ll make sure to follow your pet’s schedule closely—whether it’s feeding times, medication, playtime, or quiet rest. Your pet’s routine and comfort are my top priorities! I live in a secure apartment located in a calm, residential neighborhood, ideal for a peaceful stay. To keep your pet safe, all windows remain closed and securely locked, and doors are always kept shut to prevent any chance of wandering or escape. The space is pet-friendly, clean, and quiet—perfect for reducing stress and helping your pet feel at home while they’re with me.

“Maegan was incredible with Jax, helping with his special needs and ensuring he was comfortable and loved whole I was away. Maegan provided excellent communication, providing detailed write ups and taking lots of pictures for each visit. I would highly recommend Maegan to anyone looking for a caring and thoughtful sitter! Thank you!”

Chris T.

“Alesandra was great! She arrived promptly and our dog, who is pretty shy, seemed to feel very comfortable with her.”

Emily H.

“Sarah is the best! I have a smart, finicky little cat and she still manages to give him his meds. Highly recommend!!”

Brittany E.

About: I am an absolute dog-lover and will provide your pup with the care and affection they need. I am open to pet sitting, dog walking, or quick pop-ins. I previously stayed with two fun-loving german shepherds for eight nights and fell in love with dog sitting. I believe that dogs have the power to heal the soul which is why I would love to feed, play, walk, and explore with your dog around the Bristol, RI area. If your dog loves walks and exploring the outdoors; if you need a reliable dog sitter; and if you want to have confidence in your dog's safety while you're away, please contact me and I would be thrilled to discuss what works best for you and your pup. I currently work full time, but am available for quick drop-ins/ walks throughout the week, or longer stays during the week/ weekend. Please reach out for scheduling preferences! I understand that dogs have a curious mind, and will often want to go wherever their snoot leads them! I am very aware of dogs when I’m with them and like to be proactive when it comes to their safety. Ensuring food is kept away, leashes are at a comfortable length on walks, and always keeping an eye out for potential distractions is key when I’m taking care of your pup.

“So happy I found Megan to look after my 8 month old golden retriever puppy. Megan is the best and I will be using her again when the time comes! She took great care of my fur baby, sent me the cutest photos of their time together, and I felt super confident in her ability to meet the needs of my energetic pup. Megan is professional, trustworthy, and we felt very comfortable with her in our home. Thanks again Megan!!!”

Kristy H.

About: My family back in Chicago has two dogs who I love to walk, feed, bathe, and play and cuddle with. I love taking care of them when I’m back home, but I miss them dearly since I’ve moved to Boston. When I was in school in Maine, I would spend some weekends taking dogs on walks and on overnight play dates in my dorm through the Humane Society. I always love meeting new dogs! I am currently in graduate school full time and I have a part time job, but I would love to spend some of my free time taking care of dogs and enjoying their company. Whatever you need to ensure a safe environment in your home for your little friend, I am happy to provide. I am very organized and attentive, so you can trust that I will do my best to keep your pupper happy and healthy.

“She was fantastic—caring, attentive, and genuinely interested in my cat’s well-being. I loved how engaged she was during playtime and really appreciated her feedback afterwards. It meant a lot to hear about my cat’s emotional state from someone who clearly connected with him. Highly recommend!”

Daniel R.

About: Growing up, I was always the one in the family who could calm a nervous pup, train a new puppy, or make sure every tail in the house was wagging. From high-energy labs to senior rescue dogs, I’ve cared for them all — and I wouldn’t have it any other way. Taking care of dogs isn’t just something I do — it’s a part of who I am. I’ve spent my whole life around dogs, and I genuinely enjoy the daily routines: walks, feedings, belly rubs, and playtime. I know how to read dog body language, provide structure, and make sure your pup feels safe, happy, and loved while you’re away. What sets me apart? I treat every dog like family. I pay attention to the small things — from your pet’s favorite toy to their walking pace and preferred nap spot. I believe in blending affection with reliability, and I always go the extra mile (literally — I love long walks!). Whether your pup is shy, playful, or just needs some extra TLC, I’m here to give them a home-away-from-home experience. I’m currently building my own online business, which means I work from home and have a very flexible schedule. This allows me to give your pet the time, attention, and care they deserve throughout the day. Whether it’s a midday walk, consistent feeding times, or just keeping them company while you’re away — I’m available and fully present. Pet care naturally fits into my lifestyle, and I love having furry companions around while I work! When caring for your pets in your home, I stick closely to their usual routines to help them feel safe and comfortable. I keep your space clean and your pet happy, giving them lots of love, playtime, and calm reassurance. On walks, I always use a secure leash, stay alert to our surroundings, and avoid risky areas or off-leash dogs. Safety is my top priority, and I treat your pet like they’re my own every step of the way.

“Fantastic, will happily use Alana again! My pup was happy a little gout when I came home and I could tell he was well cared for by Alana :)”

Zach M.