Dog Walking Jamaica Plain

“Debra was scheduled to walk my dog 4 days one week while I was away and due to bad weather we canceled 2 of the days. She was flexible with scheduling a meet and greet, very communicative all week when some hiccups arose, and very loving to my dog. I’m booking her again asap!”

Liz M.

About: I have a deep love and respect for non-human animals. Growing up with multiple indoor and outdoor cats and a family dog (a feisty miniature poodle!), I have developed a strong knowledge base of pet behavior. In my work as a pet caretaker, I look for and respond to behavioral cues and needs, allow space for pets to come to me and feel safe with me, adapt to pets' energy levels, encourage play, and bring a compassionate, patient, and responsible nature. I have most flexibility to take care of your pet on Mondays, Thursdays, and Fridays. Afternoons work well for me. Mornings depend on my schedule and pet parents' schedule. First, I greet the pet and check in on their overall wellbeing. If I am pet-sitting, I will take a quick look about their living environment to make sure that it is clean and safe. If I notice an accident or that the pet has gotten into something, I alert the pet parent. I take care of any in-home needs, and then I spend time connecting with the pet through play, attention, and treats (if allowed!). If I am dog-walking, I make sure to bring the pet's gear (leash, harness, poop bags, water, treats) and prepare a planned route.

“Morgan and Meaghan were great! They were very easy to work with. On top of that, they were very flexible with our last minute request. I would recommend them to anyone looking for a good dog sitter.”

Jonathan B.

“Mirabel is always so good with our dog! She’s highly reliable and clearly loves working with animals. Her constant communication is excellent as well. I’ll always recommend her!”

Sarah Y.

“Santiago was amazing with my 2 very high energy dogs! He was very quick to respond and gave lots of updates and sent lots of pictures! Would definitely use again & highly recommend”

Bri M.

“AMAZING. If you need someone reliable and that goes beyond this is your sitter. She picked up my request last minute. Ann-Marie provide detailed reviews. She took out my girl to parks and different locations. I 100% recommended Ann-Marie and I will be rebooking with her when I need someone to watch Kilala.”

Guillermo C.

“If you have an anxious dog who struggles in meeting new people Luis is the best sitter/walker. Luis is extremely empathetic, patient and very accommodating. He goes at your dog's pace! I was worried about leaving my dog with anyone since he is challenging to work with and Luis has greatly eased my concerns.”

Rasshaya V.

“Helped out in only a few hours notice! Took great care of Sully! Highly recommend”

Sarah B.

“Megan did a great job and was very communicative and flexible when I was needing Samuel to be walked. Love that she took time to get pictures and seemed to enjoy time with Samuel!”

Alexandra B.

About: Hello, my name is Stacy and I’m 34 years old. I joined Rover because I love spending time with pets but I’m not in a position to have my own. Since having joined Rover, I’ve worked with reactive dogs, puppies a couple of weeks old, intact dogs and dogs having undergone surgery. I’ve also either pet sat or lived with Labrador Retrievers, Pugs, Poodles, Chihuahuas, Old English Bulldogs, Shih Tzus, Schnauzers, Irish Wolfhounds, Pitbulls, German Shepherds, Great Danes and others. This is aside from the cats, reptiles and tarantulas I’ve either sat for or interacted with during a long term period. As of April 2026, my longest stay (over two weeks) has been for a dog with cancer. It’s been one of the most meaningful experiences of my life. I’m available to sit, do drop-ins and walks every day of the week. I’m a small business owner in a separate industry and grateful for the flexibility. I generally require a 3 day notice for house sitting, walks and drop-ins. There are days in which I can make myself available the same day ONLY for walks and drop-ins. You will know if I am available for same day walks and drop-ins if I have appeared in your search results. You are welcome to submit a request for same day service then. I do not do walks and drop-ins for others during a house sitting if a client has indicated they are uncomfortable with this or if it conflicts with another pets walking/feeding time. I do not bring guests of any kind to client’s homes. It is fine if clients have service workers such as house cleaners entering the home, as long as I am made aware of the time of their arrival. I generally do not wear shoes in people’s houses and I always clean up after myself if staying for several hours or more. I may bring house slippers to wear inside based on the circumstances. Please indicate if you are able to provide both a towel and a washcloth. It is ok if you can only provide one of these or neither. I will bring my own if needed. I am slightly anemic so I ask that you keep your place at a reasonable temperature. You may also provide a few blankets.

“Great dog walker!”

Nat H.

About: I have taken care of various breeds of dogs and cats including walking, feeding, providing medications, cleaning up after, and playing with animals of all ages. I work from home with a flexible schedule and can be available to check on cats or walk pups throughout the day. Also available early mornings or late evening. I am very careful and take time to familiarize myself with each pets homes, surroundings, and supplies such as collars, leashes, doors, and gates to ensure safety while at home or on walks.

“Angelina was great with our dogs and I was nervous at first because of our breed of the 2 dogs and the size of our bigger dog most people are afraid of pits or are not to fond of them but she handled it very well. Did everything she was supposed to plus more. She was super kind and patient and our dogs loved her instantly. She provided great communication also. I wouldn’t know what we would have done without her while we were out of town but she gave me some relief. This was my first time and experience with the app and I loved it. I would rebook Angelina if I ever need assistance with Brick and Yola again. No matter the height or weight of a dog it didn’t scare her off , nor the excessive barking at times and the fact they love to jump on people lol. She was genuine and loved every moment from my understanding.”

Veronika D.

“Alicia did a great job doing lunch time walks for a week on short notice. She was communicative, on time, and handled our rescue pup’s needs and tricky walking style extremely well! Would definitely hire again, and enthusiastically recommend.”

Caroline P.

“Very communicative throughout the session. Cleo and i’s first time using Rover and Kieran made the experience super easy and was very patient with Cleo to ensure she was able to fully utilize her potty break & get her steps in :)”

Divinity G.

“Claire was excellent! She kept me updated and took some cute pics of my dog before/during/and after the walk. She even sent me a picture of my cat when she saw him after walking my dog. Highly recommend!”

Charli C.

“Meredith took Quinn on a nice walk! Everything went well.”

Kate W.

“There’s truly no one else I would trust with my dog more than Michael. He’s kind, caring, and so thoughtful with Oliver. My dog absolutely adores him! you can tell they have the best time together. Michael always sends great updates and the sweetest pictures that make my day and give me peace of mind knowing my dog is in great hands. He’s incredibly reliable, always on time, and very responsive if I ever have any questions or last-minute schedule changes. I’ve been working with Michael for a long time now, and it’s been nothing but a wonderful experience. He really goes above and beyond! from drying Oliver after rainy walks to remembering little details about his routines and quirks. I honestly don’t know what we’d do without him. Highly, highly recommend!”

Carolina O.

About: I follow the guidelines of the owner. I am "present" (not distracted) with the dog. I am consistent and caring. I am very aware of the dog's behavior in the range of other pets and people, and adjust our path and pace accordingly. I am recently retired and my scheduled is flexible between 8 a.m. and 7 p.m. unless I have scheduled time on the water to sail. Currently, I walked my neighbors dog. When I enter, I am careful to close the door immediately and take time to greet the dog (Mazie, female). I am attentive to details when putting on her harness for both security and comfort. While walking, I follow the instructions of the owner relative to the proximity of other dogs since Mazie is a rescue and can become agitated by other dogs. Maize heels very well for me while we walk and I believe she appreciates that I do not listen to music or use my phone while we walk. I converse with Mazie to ensure she feels companionship as well as experiences exercise.

About: Hi there! I’m Taiya, a dedicated dog lover and experienced pet sitter based in Boston. Over the years, I’ve had the joy of owning four wonderful dogs, each with their own unique personality. This personal experience has given me a deep understanding of what it takes to keep a dog happy, healthy, and loved. From a young age, I’ve always had a special connection with dogs. Whether it’s taking long walks, playing fetch, or simply cuddling on the couch, I genuinely enjoy every moment spent with them. My passion for animals drives me to provide the best care possible, ensuring that your pup feels safe, happy, and loved while you’re away. I understand that every dog is unique, and I take the time to get to know their individual personalities and needs. Whether your dog is high-energy and loves a good run or prefers a relaxed pace, I’m here to tailor my care to fit their routine. Choosing me as your dog sitter means peace of mind for you and a wonderful experience for your furry friend. I offer dog sitting, drop-in visits, and dog walking services. With me, your dog will not only be cared for but will also have a great time! Let’s connect and discuss how I can help take care of your pet. I look forward to meeting you and your four-legged family member soon! I’m currently a master’s student and out of class for the summer, which gives me the flexibility and plenty of time to dedicate to caring for your pup! When caring for pets in my clients’ homes, I make sure to stick to your pet’s usual schedule, including feeding, walking, and playtime, while also providing extra companionship and care. I pay close attention to any special instructions you provide, whether it’s specific dietary needs or any other personalized care. My goal is to make sure your pet feels comfortable and loved, no matter where they are.