Dog Sitting Milton

“Smokey is usually not the best around strangers but it was clear that she felt comfortable around Tiffany. She ate all her food and let Tiffany clean her litter box most days. Tiffany did great communicating with us about everything that was happening with Smokey and showing us lots of pictures of her being active around the apartment. I’m so happy that Smokey was so well taken care of and would definitely hire Tiffany again in the future!”

Christina B.

“Very communicative and so flexible! She is so great with our pups!”

Elizabeth S.

“Grace was wonderul! She was able to check in on my dog on short notice and was incredibly reliable and communicative throughout the visit. I would definitely book with Grace again!”

Mike L.

“We recently adopted a kitten who needed human socialization. We had Dunks on a good trajectory and Dani did a great job while we were on our trip. She also helped Logan, our older cat, feel like he was still important too! We came home to two incredibly happy cats!”

Ryan S.

“Lily was a great choice for checking in on our needy cat. She was communicative and accommodated to our requests. Will definitely be requesting Lily again!”

Kaden J.

“Levi went above and beyond with my cat, I felt that he was loved and cared for from minute 1. Excellent with communication, diligent, great pictures and updates. Highly recommend!”

David H.

“Nick was the best dog sitter! We had drop in visits scheduled, and he was so intentional with spending time with our pup on each one. We will definitely be booking with Nick for our next trip!”

Michele V.

“Julia is very easy to communicate with and was happy to come by for a meet and greet prior to first booking. For first visit, Julia was right on time and sent pictures and detailed notes about her visit. Will definitely book again! So appreciative of the care she provided.”

Emily B.

“Chantay was professional, prompt and super responsive. She went above and beyond to help make sure our cat received his medications. Our cat is a super hider but she always was able to give him care. Would 100% recommend her to any pet owner!”

Samantha S.

About: We have over five years of hands-on experience caring for dogs, and my husband brings more than twenty years of experience working with dogs of all kinds. Together, we provide a calm, structured, and loving home environment where pets feel safe and well cared for. We focus on small to medium-sized dogs and have experience with a wide range of breeds, including Toy Poodles, Shiba Inu, Maltese mixes, Corgis, and Chihuahuas. We are also comfortable caring for senior dogs and pets with special medical needs. I have supported dogs who are blind, elderly, and diabetic, including those who require insulin injections. Our home is a great fit for dogs who benefit from close attention, consistency, and a peaceful environment. We are patient, detail oriented, and very attentive to each dog’s routine, personality, and comfort level. We make sure every dog receives individualized care, regular updates, and a consistent daily structure. We’re happy to provide updates and photos so you can feel comfortable while you’re away. Families trust us to provide reliable, thoughtful care for boarding, daycare, and drop in visits. We treat every dog like our own and take pride in creating a safe, clean, and welcoming space where they can truly relax. Friends, neighbors, and families often rely on me for walking, feeding, administering medication, enrichment activities, and drop-in visits. I’m gentle, patient, and very detail-oriented, always paying close attention to each pet’s unique routines and comfort level. No matter their age, breed, or temperament, I treat every dog like my own—making sure they feel safe, understood, and deeply loved. I currently work part-time, and my husband works from home, which allows us to build our daily routine around the dogs in our care. Pet care is a central part of our day, and we make sure each dog’s schedule comes first. Our day is structured around feeding times, potty breaks, walks, and playtime, with plenty of attention throughout the day. Because someone is almost always home, dogs are not left alone for long periods and can maintain a consistent and comfortable routine. We are available mornings, afternoons, and evenings, which allows us to stay flexible while still keeping each pet’s routine stable and predictable. I take safety and consistency very seriously, whether I’m caring for pets in my home or during drop-in visits. I always follow each pet’s routine closely, including feeding, potty breaks, and any specific instructions you provide. In my home, we provide a calm, clean, and structured environment with plenty of attention throughout the day. Because my husband works from home, someone is almost always present, so pets are rarely left alone and can feel comfortable and secure. During drop-in visits, I make sure doors and gates are securely closed, clean up after meals and litter boxes, and keep a close eye on your pet at all times. I also send clear updates with photos so you always know how your pet is doing. Your pet’s routine, space, and comfort will always be respected, and we care for every pet as if they were our own.

“Lauren was thorough, patient, flexible, and did an excellent drop looking after our 2 dogs. Would recommend her to anyone and would utilize her services in the future!”

Dan F.

“Erin was amazing, she treated my cats as if they were her own! She took awesome care of them, was very attentive during her visits, and even sent photo updates of how they were doing. I would definitely recommend her to friends and family, as well as personally book her services again!”

Sarah L.

“Very attentive. Communicated well abut my cat”

robyn t.

About: Hi! I’m a warm, caring, professional dog walker looking to add some walks and boarding to my schedule. I absolutely love dogs, and will treat yours as if it were my own with all the love, care and attention they deserve! I am comfortable with puppies, seniors, and even have experience with more reactive pups. I can’t wait to meet you and your dog! I am a professional dog walker with a local company two days a week, but am looking to add more walks and visits to my schedule. When I’m not dog walking, I’m working on building a sustainable swimwear brand from home, so I have lots of flexibility to work around your schedule. I don’t have any pets of my own, so yours will be the center of attention! I live on the second floor of a two family condo building. I don’t have a fenced backyard, but I live right off the Neponset River Trail and there are lots of great walking route and trails in my neighborhood. If your pet is used to sleeping in your room with you at night, I am happy to have them in my room, and can accommodate crated or uncreated dogs. In general I try to keep your pet’s schedule as consistent as possible so they feel comfortable and at home.

About: I’m a dog mom of 5 years to my scruffy rescue girl, Honey! I love dogs and excited for the opportunity to care for your pup. I’m very patient and caring. I’m happy to cater the experience to your dog’s individual needs to make them feel comfortable and have fun! I am available throughout the week and weekends. My schedule varies week to week but generally available, especially if you have a few hours window that works. I have a well trained 5 year old dog, Honey. I can crate your dog if needed. I will provide ample walks and outdoor time.

About: Hi! I’m Rose, a reliable and caring animal lover based in the Quincy area. I have 4 cats of my own, so I’m very comfortable with daily pet care routines and giving animals lots of attention and love. We also had a 15-year-old Shih Tzu who passed away in 2022 and over the past year I’ve been walking and caring for dogs for rover clients. I am currently taking the year off from teaching so my schedule is very flexible throughout the week! I’m available for morning, midday, and evening walks, and can be accommodating with last-minute requests when needed. I will be actively engaging with your fur baby! I love taking them on walks and to parks depending on their needs! I will make sure to follow your instructions on their feeding schedule to keep a controlled diet

“Aly is reliable each time I hire her to care for my dog”

Giuliana P.

“Josephine took such great care of our cats while we were away for my brother’s wedding weekend! She gave detailed reports and lots of photos to let us know how things were going with her drop in visits. She took extra care to play and pet the cats and make sure they felt comfortable while we were away. I would absolutely book her again for pet sitting when we need it.”

Catarina M.

“You’ve been so great and communicative! Thanks for taking care of sweet Cal!”

Megan S.

About: Becoming a dog mom in January 2026 has taught me so much about caring for puppies and understanding their unique needs. Over the past several months, I've gained experience with potty training, crate training, daily walks, feeding schedules, socialization, enrichment, and all the energy and love that comes with raising a puppy. I know how important it is to trust someone with your pet because I would want the same for my own dog. I'm patient, dependable, and attentive to each dog's personality and routine. My goal is to make every pet feel safe, comfortable, and loved while giving owners confidence that their furry family member is in good hands. I work full-time on a hybrid schedule, with three days working from home each week. Because I have a young puppy of my own, I spend much of my free time at home and maintain a flexible routine. This allows me to provide attentive care, regular potty breaks, walks, playtime, and companionship throughout the day. My puppy is still learning and can be a little shy around new dogs at first, but she is friendly and typically becomes more comfortable with proper introductions and time to adjust. Your pet's safety, comfort, and happiness are my top priorities. As a puppy owner, I understand the importance of consistency, patience, and close supervision. I carefully follow each pet's routine, including feeding schedules, exercise needs, medications, and any special instructions. My puppy is friendly but can be a little nervous around new dogs initially, so I take introductions slowly and always prioritize a calm, safe environment. I provide regular updates and photos so you can feel confident knowing your pet is being cared for like family.