Dog Sitting Chestnut Hill

About: What sets me apart is the level of care, patience, and attention I bring to every pet I meet—because I truly treat them like family. Whether it’s a high-energy puppy learning the ropes or a senior pet needing a gentler touch, I adjust my care to meet their unique needs. I have hands-on experience with dogs of all ages and temperaments, including those with medical needs or anxiety. I’m confident giving medications, reinforcing basic training, and creating a calm, comforting environment for your pet—whether it’s during a quick drop-in or an overnight stay. You can expect consistent communication, lots of photo updates, and peace of mind knowing your pet is in loving, capable hands. I work from home most days and have a flexible schedule that allows me to be flexible in the care I provide for fur babies. When caring for pets in my home, I focus on creating a safe, calm, and comfortable environment that feels like a second home. I stick to their regular routines as much as possible—feeding times, walk schedules, crate or nap habits—so they feel secure. I make sure they get plenty of attention, exercise, play, and cuddle time, and I never leave pets unsupervised for long periods.

About: I've been caring for animals since I was 12, when I started pet sitting for neighbors, and I never stopped! I grew up with two dogs and two cats who are still very much part of the family, and I've fostered dogs, which taught me how to earn the trust of nervous animals, manage house-training and crate routines, and stay calm when a pup needs extra patience. I'm comfortable with dogs and cats of all ages and energy levels: puppies, seniors, high-energy walkers, medication schedules, and the shy ones who need a little time before they warm up. I'll send photo updates so you know exactly how your pet's day is going. I'm currently a law student, which means a lot of my work is done from a laptop; I can give your pet real company during the day rather than a quick drop-in and out. I treat every animal like one of my own, and I'll follow your routines exactly as you'd do them yourself. Fall semester: Mondays - Anytime before 6 PM Tuesdays - Anytime after 12 PM Wednesdays - Anytime after 10 AM Thursdays - Available from 12-3 and after 5:30 PM Fri thru Sun - Open availability In my home (boarding & daycare): I'm in an apartment with no pets of my own, which means your dog gets undivided attention and never has to negotiate with a resident dog over space, toys, or food. There's no fenced yard, so I take potty breaks and walks to a park a few blocks away, leashed the whole way, and on a schedule that matches what your dog is used to at home rather than a fixed house routine. My place is pet-proofed before every stay: cords tucked away, trash and cleaning supplies latched or out of reach, nothing left on counters, and doors and windows checked before your dog is off-leash inside. If your dog is crate-trained and you'd like them crated while I'm out, bring their crate and I'll use it exactly the way you do because a familiar crate is far more comforting than a strange one. If they're used to being loose, that's fine too. At night they sleep wherever they're used to sleeping, whether that's a bed on the floor, their crate, or next to me. My schedule shifts with my class and exam load, so I'll tell you honestly what a given week looks like before you book. Some days I'm home nearly all day; on others I'm out for a few hours at a stretch. You'll always know which one you're getting. In your home (drop-ins, walks & house sitting): Same principle, your rules. I follow your instructions exactly: feeding amounts and times, medications, crate routine, off-limits rooms, and any quirks I should know about. I like to do a meet and greet first so your pet can get comfortable with me and you can show me where supplies are, how the locks work, and who to call in an emergency. Keys and codes stay private, and I never bring anyone else into your home. On walks: Leashed at all times unless it's a fenced area you've approved, with a collar and harness check before we head out. I stay off my phone except for photos, watch for traffic, loose dogs, and whatever's been left on the sidewalk, and adjust the route for heat, cold, and your pet's age and energy. I always clean up. Updates: Photos and a short note every visit or day. If anything seems off, you'll hear from me right away, and I'll have your vet's information on hand before the booking starts.

“mitra is amazing! she took great care of my dog during the drop in visit, and sent a lot of photos and updates :) will definitely love to have her again!!”

Robin P.

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: I've have grown up surrounded by animals (2 dogs, 2 cats, and 2 brothers!). I have experience in short and long term dog & cat sitting. My most interesting sitting experience was watching 5 cats at once (the more the merrier)! I also have experience taking care of small animals including hamsters and guinea pigs. With my family, I have helped to foster and find the forever homes for 2 dogs, 1 adult cat, and 2 kittens! I have experience and am comfortable working with shy and nervous animals. I am a student at Boston College living in Newton for the summer. I am currently taking classes and am a research intern which take up roughly 2-4 hours a day. I also work in downtown Boston on Monday's and Wednesday's between 9am-5pm. While I do not have a car, I am well versed in Boston public transportation. I am a very active person and would be happy to take your pups walking, running, and on hiking adventures! For services in my home: I currently live with 1 roommate and do not have any pets. I am comfortable with short-term boarding (no longer than 4 weeks) for dogs and cats. I have an unfenced backyard but have close access to a fenced in dog-park. My apartment is on the second floor - a concern for older dogs who might have trouble with stairs. For services in client homes: I am able to stay in client homes & I am clean and quiet! I am happy to complete cleaning services or other house-sitting tasks along with caring for your dogs, cats, or small animals. I am also comfortable visiting client homes periodically, including multiple times a day if needed.

“Julia was so great with our two cats!! She was so attentive and loving and sent great updates while we were away! Thanks again!!”

Holly W.

“Sydney was so great! She fit us in to a busy holiday weekend last minute and was very communicative about our two cats--she even cleaned up some vomit (yuck!) and tracked our nervous cats to their hiding places to get pictures for us. Would def recommend!”

Erica S.

“Sophia did evening drop in for my 7months puppy! She is very communicative and follows instructions! We are booking again for next week!”

Yumei L.

“She was great! I have a young puppy and she was able to get her lots of attention!”

Savannah V.

About: I've been doing pet care since I was 8 and have lots of experience with animals of all ages and personalities. Typical animal care from me looks like refilling food and water, walks, cleaning litter boxes, and finding creative ways to keep your animals thoroughly entertained. This summer I'm taking online college classes so my schedule is super flexible. The only set times I'll be busy doing virtual classes are from 11:00-4:30 on Mondays, Wednesdays, and Fridays. Please let me know what times work for you. I will always make sure to keep your dogs on leashes when not in fenced in areas to ensure your pup's safety is accounted for.

About: Neighbors, family members, and friends have trusted me to watch after and walk their dogs daily! Dependable, caring dog walker who treats every pup like family. I provide safe, fun, and engaging walks tailored to your dog’s energy level and personality. Whether your pup loves adventure or slow strolls, I’ll make sure they’re happy, exercised, and cared for. What sets me apart is the care, patience, and responsibility I bring to every pet I work with. I understand that every dog has their own personality, routine, and needs, so I take the time to get to know each pet and make sure they feel comfortable and cared for. I'm a graduate student who works part-time, so I will have lots of time to play and walk with your pups on weekday mornings and afternoons! Your pet’s safety and comfort are my top priorities! I want every pet in my care to feel safe, relaxed, and right at home. I take the time to learn each pet’s routine, personality, and individual needs so I can provide care that works best for them. Whether I’m caring for your pet in my home or visiting them in yours, I provide plenty of attention, exercise, playtime, and affection while always keeping a close eye on their safety. I understand how important it is to trust someone with your pet, so I’ll keep you updated with messages and photos throughout their stay or visit. My goal is for you to feel confident knowing your pet is in caring, responsible hands while you’re away!

“Our cat Nell loves Claudia! Claudia agreed to stop in and check in on Nell a week before our trip, pretty much at the last minute and we are so grateful. She is easy to communicate with and takes great care of Nell.”

Carly D.

About: I grew up with dogs and have loved them my whole life. I've dog sat for friends and co-workers, including overnight stays, and always treat your pet and home with the utmost care. I take pride in leaving your home just as clean as I found it while making sure your pet gets plenty of love, attention, and cuddles so that you don't have to worry while you're away. I work remotely Monday-Friday with a flexible schedule that allows me to take breaks to care for your pet and give them lots of love during the day! I am able and willing to travel to you and take great pride in being a considerate, tidy, and responsible houseguest. My goal is to leave your home looking like it did before I arrived!

“Deirdre took amazing care of my dog and cat while I was away for the weekend. She was timely, reported every trip and even sent along photos to show my animals were in good care! When there was a medical situation, she informed me which made me feel like my pets were in good hands. Will definitely be using Deirdre for my pet care needs in the future!”

Grace F.

“This was our first Rover experience and Susie made it a breeze. She was patient with our sassy kitty and it went well. Already booked her again!”

Rachel W.

“Maria was amazing! Murphy is anxious around new people so can sometimes be difficult but she was patient with him - exactly what he needs! She was on time and made sure to send me pictures of Muprhy on their walk. So nice to have someone be able to let Murphy out and know he’s being well taken care of!”

Lizzy H.

About: Hi! I’m Selina — a lifelong dog lover who knows just how special (and sometimes silly!) our furry companions can be. I cared for my sweet Maltese-Poodle, Bisou, for 13 amazing years. Fun fact: he only understood French 🤭 After he passed earlier this year, I realized how much joy caring for dogs brought me. Now, I’d love to pour that same love and attention into caring for your pup. What sets me apart? I genuinely treat every dog like they’re my own. Whether your dog is a playful pup who needs a walk or play-date, or a senior sweetheart who moves a little slower and needs patience and meds, I’ve been there — and I care deeply. I'm also a great communicator and will keep you updated with pics, videos, and messages so you feel at ease the whole time. 🤗 If you're looking for someone gentle, responsible, and a little obsessed with making dogs feel safe and loved — I'm your person. Let’s make your pup feel like they’re right at home! 🐶💛 I currently have a super flexible schedule with lots of free time as I prepare for my PhD applications — which means your pup gets my full attention! I’m available for walks, playtime, cuddles, and anything else your furry friend needs throughout the day. I offer a range of services from house sitting, drop-ins to walks — all focused on keeping your pup happy and stress-free in their own familiar environment. I stick to their routine, give plenty of love and attention, and keep you updated with cute photos and notes so you always know how they’re doing!

“Sabrina was a fantastic caretaker for my pup during his lunch time walks! She was responsive, gave great updates and I could tell my dog was in a great hands!”

Liz T.

“Madison is wonderful! She is dependable, flexible, sweet, and most importantly, my quirky rescue dog loves her. We will continue to use her and highly recommend to others!”

Mary Rachel F.

About: Ever since working at a pet boarding kennel in high school, I have loved caring for others' animals. My friends regularly depend on me to check in on and spend time with their cats and kittens of varying ages. I work from home with a flexible schedule, and am happy to drop in when needed for feeding, play time, or anything your furry friend may need. When cat-sitting for friends, I love to spend as much time as I can with kittens who are used to more social and play time. I am beyond happy to give as many treats as you see fit and send videos of your furry friend while you're away.