Dog Sitting Chestnut Hill

“Zehra was lovely and she took great care of my dog Paco during her drop in’s! Would definitely book with her again :)”

Emma P.

“Luis is a gentle and kind person who understands shy cats and takes the time to get to know them. I highly recommend him for your kitty care!”

Martha H.

“Anna did a great job at caring for my cat. She followed all the instructions I gave her, gave me daily updates, and my cat warmed up to her super quickly. I would definitely book with her again the next time I have to go away!”

Julia B.

About: I’ve been caring for dogs since I was 14, starting by watching my neighbors’ pets when they went on vacation. Since then, I’ve had the chance to care for many other dogs in my neighborhood, as well as the dogs of my professors at UMass. I also have experience using clicker training. I’ve always dreamed of having dogs of my own, but frequent moves over the years have made that tough. From going to college and then moving to Boston. Getting to spend time caring for your dogs would truly mean a lot to me and would let me enjoy some quality time with furry friends while making sure they’re happy, safe, and well cared for. I work remotely and have a very flexible schedule, so I can make myself available most times during any day of the week. I don’t have any vacations planned and am available for the foreseeable future. I’m attentive, responsible, and committed to following your care instructions closely so your pets feel safe and comfortable at home. I always make sure all expectations are met and that your pets receive the care they deserve.

About: I’ve been caring for dogs and pets for over 6 years and truly love it! I have experience with dogs of all sizes, ages, and personalities, from high energy pups to older dogs who need a slower pace. Whether I’m walking your dog, staying in your home, or welcoming them into mine, I make sure every pet feels safe, comfortable, and loved. I have a clean, safe home with no other pets, so your dog will have a calm and stress-free environment while staying with me. I’m very reliable, patient, and always follow your pet’s routine closely so they feel at ease while you’re away. Your dog will get lots of attention, care, and of course plenty of love!!!! 🐶💛 I’m a grad student with online classes, so I have a very flexible schedule and spend a lot of time at home. I’m available for walks and drop-ins on weekdays/weekends, and I’m also available for boarding on most days. Because my classes are online, I’m able to give pets lots of attention, playtime, and care throughout the day. I care for every pet based on their individual routine and needs. In my home, I provide a clean, safe, and calm environment with no other pets. I make sure they get plenty of attention, playtime, walks, and follow their normal feeding and sleep schedule closely. In a client’s home, I respect your space and keep your pet’s routine as consistent as possible. I follow all instructions carefully, whether that’s feeding, walks, medications, or specific care needs. My goal is to make your pet feel safe, loved, and stress-free while you’re away, and I’m always attentive to their behavior and well-being.

“Elizabeth was fantastic with our young puppy - kept him on great sleeping and play schedule and was super easy to work and coordinate with! Look forward to having her back soon.”

Adrienne O.

About: I’ve been a lifelong dog lover and had the joy of raising my own Boxer for 13 wonderful years. In addition to caring for my own dog, I’ve provided pet sitting for many friends’ and family members’ dogs, both in their homes and in mine. I’m an active person who loves getting outside, and I enjoy having a four-legged companion join me on long walks and adventures. I also have a spacious SUV, making it easy and comfortable to safely transport dogs of all sizes if needed. I understand that every dog has their own personality and routine, and I’m committed to providing loving, reliable care so you can feel confident your pet is in good hands. I work from home mostly and available mornings, lunch and afternoons. Also available on weekends to pet sit at my place or at the pets home. I live in a condo near a park and reservoir with nice path for walking dogs. Happy to stay at pets home as it might be most comfortable for them and their routine.

About: Growing up with a energetic yet stubborn German Shorthaired Pointer, raising my own crazy orange cat Shrimp, regularly babysitting my nephew along with his Aruban Cunucu sister, and caring for friends' and family's pets while their owners were away, I've gained a lot of great experience with many different breeds, ages, and sizes of pets, and I've loved them all! I live in Brighton and work in Special Education with students in K-8 during the school year, so I've got plenty of time this Summer to help care for your dogs and cats! I'd love to take your dog for a walk or a jog around your neighborhood or local park or reservoir, visit your kitty or pup for some playtime or a meal, or watch your precious pets while you're away! With me, your four-legged friends will be in great hands! My schedule for pet care is very open and flexible for the Summer - I'm available mornings, afternoons and evenings, on both weekdays and weekends! I will always provide the same attention, and concern while caring for your pets that I give to my own. I will follow any instructions and be conscious of details you provide, treat your home with the utmost respect, and send frequent photo updates.

“Alyssa has caries out drop in visits with our rabbit and age has done a great job. Checking in daily on him making sure he got food, fresh water, hay and vegstables. Alyssa has been very service minded, responsible, and communicative sending us daily status and pictures. Highly recommending her and I will definitly place a rebooking the next time we need a rabbit sitter.”

Pia K.

“Was able to get Wendy at short notice. She was on time, Communicated promptly with me and made sire Mia had a good time with her. Thanks Wendy”

Rob N.

“Sasha is an amazing sitter - very responsive, easy to plan with, and very communicative. This is our second time booking with her and it won't be the last.”

Megan D.

About: Hi there! I'm a reliable, compassionate dog lover who understands that every dog deserves patience, kindness, and individualized care. I know that trusting someone with your pet is a big decision, and I don't take that responsibility lightly. My goal is to make both you and your dog feel comfortable, safe, and confident every step of the way. I believe dogs are family, and I care for every dog as if they were my own. Whether your pup is energetic and loves long walks, prefers a slower pace, or simply enjoys companionship, I'm happy to adapt to their unique personality, routine, and needs. I pay close attention to details, including feeding schedules, medications, preferred walking routes, potty breaks, and any special instructions you provide. I'm attentive during every walk and visit, always keeping your dog's safety as my top priority. I'll make sure they have plenty of exercise, affection, fresh water, and positive attention while they're with me. I understand that consistency is important, so I do my best to maintain the routine your dog is already familiar with. Communication is also very important to me. I'll keep you updated with photos, messages, and details about how your dog's visit or walk went, so you can have peace of mind while you're away. I want you to know that your pet is happy, safe, and well cared for. Whether your dog loves to play, explore, cuddle, or simply enjoys a calm, reassuring presence, I'm committed to providing a positive experience filled with patience, love, and respect. My goal isn't just to walk dogs—it's to build lasting relationships with both pets and their owners based on trust, reliability, and genuine care. I cared for my miniature Sheltie from his energetic puppy years through his senior years, including helping him navigate severe rheumatoid arthritis with patience, love, and compassion. That experience taught me how important it is to be attentive to each dog's unique needs. I strive to provide every pet with thoughtful, reliable care, treating them like family because that's exactly what they deserve. I would be honored to care for your furry family member, and I look forward to meeting you and your best friend! I recently transitioned from my full-time role as a paralegal at a law firm in downtown Boston and am dedicating my time throughout July and August to caring for pets. This allows me to offer a flexible schedule and give each dog the time, attention, and care they deserve. Whether your pet needs a walk, companionship, or extra attention while you're away, I'm happy to work with your schedule whenever possible. My goal is to provide reliable, attentive care that gives you peace of mind and keeps your dog happy, comfortable, and well cared for. I have a fully fenced yard and live near several parks in Brighton's Oak Square neighborhood, providing plenty of opportunities for safe outdoor exercise and enrichment. I don't currently have a dog of my own, as my beloved Sheltie passed away two years ago, which means any dog in my care will receive my full attention. Whether I'm caring for a pet in my home or in a client's home, I prioritize keeping them comfortable by following their normal routine as closely as possible. I carefully follow feeding schedules, walking routines, medication instructions, and any special care requests. I believe consistency helps dogs feel secure, so I take the time to learn each pet's personality, preferences, and needs. My goal is to provide a safe, loving, and low-stress environment where your dog feels cared for, happy, and at home while you're away.

“Sophia is EXCELLENT in all respects. She is very conscientious and amazing with dogs. She went above and beyond for us, addressing challenging issues in real time and responding flexibly when situations and needs changed. We are so grateful to have her caring for our dog!”

Christopher M.

About: I have always surrounded myself with all sorts of animals! Growing up on a ranch, there was always a dog nearby that I would spend hours playing with. Now that I’m older, I still keep a dog close by, with Kevin and Geah, both of whom love their daily walks and enjoy being pampered to the max. Hello! I am currently a graduate student who enjoys spending time outdoors for walks and fresh air. I love exploring new areas, and I often find myself on daily walks. Having a dog makes these walks even more enjoyable, so I would be delighted to take your puppy for a walk. Additionally, since my summer schedule is more flexible, I am available for overnight stays as well! I have a nearby open green space that is perfect for short potty breaks and walks. I can also travel to homes to let dogs out and take them for walks.

“Grace is a really nice sitter!!! She takes a good care of my cat Pan and Pan likes her a lot!!! Every time she comes, she takes photos and videos of Pan for me and plays with Pan a lot. I will come back and rebook if needed. Definitely recommend Grace to anyone who needs a sitter!!!”

Selina S.

“Riley loved her visits from Colleen and she was well cared for during our weekend away. Super detailed with notes and pictures while we were out!”

Alex D.

“Shilpa was wonderful! She took great care of my cat over a long week and was communicative and flexible with dealing with any requests we had! In the future I would absolutely love to have her care for my cat again!”

Katie T.

“Sarah is the sweetest, most compassionate, most professional pet sitter I have ever had. She always goes above and beyond for my cat even though she is quite shy and is not always the easiest customer. I would hire her every single time I go away if I could. She is so fantastic.”

Aylah S.

About: I've loved taking care of pets (both my own and friends') since I was a teenager. I enjoy getting to know each individual pet and their personalities! Very attentive to pet's needs and honestly do it all out of love! Volunteered and visited often at shelters in high school. Trained my own puppies when I was in middle school. Current grad student and working, allowing me a flexible schedule to work around your pet's schedule! Looking for a fun way to get away from the screens and spend some time with little guys! Communication is of the utmost importance to me when sitting. You know your pet best! I keep notes of every pet to keep things organized for all of my clients (and me!!) Personally, I like a mix of good cuddles and, of course, playtime! I am very outgoing and energetic to keep pets of every personality entertained and happy!

About: Hello! My name is Nicola and I have always loved caring for any animal! Over the years, I have done my fair share of animal care. I have been sitting animals for quite a while from chihuahuas to bull mastiffs! I love all animals and am extremely good with them! I also have taken some classes at school on training and positive reinforcement with animals. I worked at a veterinary clinic for 6 years during high school, where I worked as a Veterinary Technician’s Assistant. I did everything like giving vaccines, holding dogs during treatment, nail clipping, walking, and filling medications. I would love to care for your pup or cat in any way I can, and make you feel at ease whenever you’re away. As a pet owner myself, I know how hard it can be to leave your loved one, so I prioritize communication and updates with my clients! I work from home most days and if I go in person it is in the evenings, so my schedule is quite flexible for drop-in visits. While I have a cat and cannot board pets anymore, I will always remain respectful in other’s homes and make sure to give your pet all the loving they deserve :) I am more than happy to provide any cuddles, play time, or company your pet needs.