Pet Sitting & Drop Ins In South Boston

About: Hello, I’m Jenica ✨! I have 26 years of experience caring for dogs. I’m looking forward to loving your dog like my own! Being a dog lover is a huge part of who I am. I’ve owned big dogs all my life and have dog/cat sat for my community for 10+ years. I am so fulfilled by spending time with pups, which is why I’ve joined Rover. I work a 9 to 5, so hanging out with your pet is just a little something extra I do to add some joy to my day. My job is 100% work from home, so it makes it very convenient for me to do walks or drop ins before, during, and after my work day. I’m dependable, easy to communicate with, and always focused on making sure your pet feels safe, happy, and well cared for. I’m also happy to send updates and photos so you can feel confident while you’re away. My number one priority is always your pet’s safety. I keep it top of mind to ensure your pet is safe, comfortable, and happy. I’m very responsible with keeping doors locked and your home safe. I moved to Southie in Summer 2025, so I’ve really been enjoying getting to know the neighbors and the neighborhood. I’m the kind of person who will give pets to every dog I come across 😂 Looking forward to meeting you and your pup! 🐕 I work from home full-time, which gives me a flexible schedule during the day. I’m available for walks and drop-ins Monday through Friday, and can stop by while you’re at work for midday walks, potty breaks, or check-ins. I’m happy to accommodate consistent weekly schedules or occasional bookings, and I do my best to be reliable and on time. Feel free to reach out with your needs—I’m flexible and will try to make it work! Your pet’s safety and comfort are my top priorities. I take the time to understand each dog or cat’s routine, personality, and any specific needs so they feel secure and cared for. I’m attentive on walks (always leash-aware and mindful of surroundings), and I make sure pets are safe and settled before I leave your home. I’m also respectful of your space and will follow any instructions closely. I’m happy to provide updates and photos during visits so you can feel confident your pet is in good hands. My goal is to build trust with both you and your pet and create a calm, positive experience every time.

“Molly was really great with my puppy! She’s very communicative and trustworthy! :)”

Atti S.

“Very good experience having Anne watch my dog. She responded quickly and sent lots of updates and pictures. 10/10 would recommend her to anyone else”

Justin F.

“Haley was awesome during her drop in visits with our 2 year old golden retriever, Jerry. She had great communication and sent a lot of pictures, and he was clearly excited and happy to be with her. Highly recommend booking with Haley!”

Michael J.

About: I grew up with 2 cats and a greyhound and have pet-sat and walked dogs for friends and neighbors from a young age. Throughout college, I volunteered in dog care at the local shelter, walking puppies and senior dogs alike. At the shelter, I also got experience in safely caring for dogs with behavioral challenges, such as resource guarding and dog aggression. Having worked as a vet assistant and being a current vet student, I am comfortable sitting for pets that need regular medications. I’m home for summer vacation! Without school, I have plenty of time to spend caring for your pets. I work per diem as a vet assistant, so I’ll keep my calendar updated as I pick up shifts. I’ll be leaving Boston again in mid-August. I am happy to care for your pets however you see fit! I can take dogs on walks or play with them in yards, and I can crate your dog if needed.

“Kate takes such good care of my puppy! I so appreciate her attention to detail and awesome updates.”

Laura N.

“Lisa checked in on my cat Keke on short notice and was wonderful! She gave detailed updates with lots of photos and I came back to a healthy happy cat! I could tell Keke loved playing with her! I highly recommend Lisa for your pet care needs. Thank you!”

Eliza B.

“Maria is amazing! She’s so communicative & was very helpful when my cat unplugged her automatic feeder. I would highly recommend her to pet sit your pets!”

Ariana F.

“Juliet is excellent! This is my second time booking with her. She made my slightly shy cat feel very comfortable! My cat even went in for some lap cuddles which is rare for her. Highly recommend”

Emily W.

“Kyle did a great job with our dogs. He was really careful about clarifying Ang confirming details, conscientious about showing up on time and giving the dogs a good walk, and generally communicating how they were doing in our absence. We would definitely use him again!1”

Gail A.

“Katie was awesome! She went above & beyond while we were away on an extended trip (offered to grab packages / water plants) and her communication was excellent! I’d definitely recommend Katie to other paw-rents in Boston. The peace of mind from knowing Katie was close by & checking on our kitties daily was priceless! We look forward to booking with Katie again for our future Rover needs.”

Natalie M.

“She was excellent and took great care of our cat! She sent us picture and let us know his mood throughout the week! Would recommend her for anyone!”

Tanner H.

“Julie was amazing with Charlee! They were on time, super friendly, and sent us great updates with photos during the walk. Our pup came back happy and tired, which is exactly what we needed. We felt so comfortable knowing Charlee was in good hands. We will definitely be booking again”

April A.

“Aislinn watched my cat while I was away and was amazing! Super reliable and went out of her way to ensure my cat was taken care of, played with, and comfortable.”

Gwynn V.

“I would definitely rebook Melissa! She took great care of my dog in the drop ins and took for good walks and park visits ! My dog was so happy & ample pictures were provided !”

Samantha C.

“Astro and Aria were well taken care of by Peter. He was extremely responsive to all my questions and requests, and sent thorough updates and pictures during his time caring for my cats. I am really pleased with how the booking turned out!”

Sanchit K.

About: experienced german shepherd owner of 5 years who has grown up around dogs! I love big and small breeds and won’t just walk/hang out with your pup, i’ll make sure they feel loved and safe while you’re away :) I WFH Wednesdays and Fridays (can do lunch walks in southie), and will be here most weekends, and would love to care for your pup! I can do stop ins, but won’t typically watch dogs in my own home due to lease restrictions. Very responsible with locking all doors and making sure your dog is safe

“I couldn’t have asked for a better pet sitter. Lillian was incredibly attentive and genuinely engaged with my cat, giving him so much love and care. She paid close attention to every detail and kept me updated, which made me feel completely secure leaving my baby in her hands. It was clear she truly cares, and that peace of mind is priceless. I would absolutely trust her again and highly recommend her to anyone looking for exceptional care.”

Eun Jin K.

About: I am a current dog owner 7.5 years to one very lovable mixed breed terrier! She’s an older lady with tiny legs so her walking needs are minimal :) In addition, I grew up with two lab mixes who lived well into their teens so I have experience with larger, active dogs, as well as senior dogs! I work full-time in Tech but I am 100% remote. I have the flexibility to take on one-off walks and drop-ins in the Beacon Hill area as needed! I am very aware of the quirks some dogs can have, so I’m flexible and can adhere to owners instructions as needed! Because I have my own dog, I'm experienced with gaining trust with other dogs and ensuring their safety!

About: I’ve grown up with dogs my whole life and have always loved being around them. I currently have a dog that I trained myself, so I’m comfortable working with leash training, basic commands, and keeping dogs on a good routine. I’m patient, attentive, and make sure dogs get plenty of exercise and attention. Whether it’s walks, playtime, or just keeping them company, I treat every dog like they’re part of my family. I currently work on a hybrid schedule. On days when I work from home I’m able to do walks or come check in on your pup and let them outside. I will use the utmost respect when entering your home and ensure that I leave it the exact same way it was when I enter.