Dog Walkers in Chester, MD

“Great as always!!”

Richard M.

About: I've owned pets my whole life. My gentle composure and empathic nature make them feel loved and safe with me. I fostered a puppy from the Caribbean that nobody else wants to deal with. Within a month, she let me pet her and take her on walks. I train dogs with care and lots of pets! I am a freelancer and work from home. Dogs that stay at my house can go in and out and be protected by a fenced-in yard. I will ask about diet, routines, and special needs for your pets. I will come to your house for free for a meet and greet and see if we connect with your pet.

About: I’ve had dogs and cats of all shapes and sizes my entire life, and caring for animals has always been a huge part of who I am. Over the years I’ve owned and cared for many different breeds and personalities, including Saint Bernards, Great Danes, and Coonhounds, which gave me plenty of experience handling large and giant-breed dogs. I’ve also shared my home with multiple cats over the years—many of them seniors—so I understand the patience, routine, and gentle care older pets often need. I’ve spent years fostering animals as well, frequently working with senior pets and dogs that may be anxious or slow to trust new people. I pride myself on being patient and letting animals warm up to me at their own pace so they can feel comfortable and safe while their owners are away. My home currently includes an Alaskan Klee Kai and a Border Collie mix, so daily life already revolves around exercise, enrichment, and making sure dogs stay happy and engaged. When I travel, my trips are often pet-focused—I’ve driven cross-country multiple times with my dogs to explore new trails, parks, and adventures together. For walks, drop-ins, and house sitting, I always aim to keep pets on their normal routine so they feel secure in their own home. As a larger and experienced handler, I’m comfortable managing multiple dogs on leash and adapting to different energy levels—whether your dog loves long walks and playtime or prefers relaxed companionship and a calm presence. I’m also experienced in administering most medications and providing attentive care for senior pets who may need a little extra support. I have a very flexible work schedule, and can accommodate most dogs needs! As far as overnight sitting, I will be there from 8 pm until 8 am and will also be coming by a few times a day. Puppies and youngsters (or whoever needs it!) can be accommodated with more drop ins just let me know! If you require 24/7 care this can be arranged as well just let me know prior to booking! Your dog’s comfort and routine are my top priorities. I provide focused attention, interactive play, and companionship tailored to your pup’s personality — from calm evenings at home to energetic walks or adventures at parks and trails. I’m experienced with all sizes and breeds, so whether your dog is a tiny pup or a gentle giant, they’ll receive care that’s attentive, confident, and consistent. My goal is for your dog to feel safe, happy, and fully engaged throughout their stay

About: I am currently employed as a kennel attendant where I have gained experience in dog handling, feeding, medicating, and more. I have loved animals my whole life and am even attending college to study animal sciences! I have experience with dogs of all sizes, breeds, and temperaments. I am currently working part time at 2 jobs attending college. My schedule changes weekly but I always have extra time to watch your pups! I have a good sized fenced in back yard and a very friendly pup of my own to keep yours company if needed although I prefer to sit in your home.

“Alexis is amazing!! She goes the extra mile and loved on our dogs so well! I will have her back again and again!”

Mari H.

“What a fantastic person ❤️! We were super lucky to have Brooke walk Tank. She was punctual for every walk. Definitely recommend her. And will use her services again.”

Donna T.

About: I have been passionately caring for dogs, cats, and horses since high school, building years of hands-on experience with animals of all kinds. I worked professionally as a dog walker and pet sitter for an Annapolis-based pet care company, providing reliable services to pet owners throughout Annapolis and Arnold. While attending college full time, I also worked as a barn assistant at a large horse boarding facility in Sandy Spring, where I gained extensive experience in daily horse care and stable management. After moving to Stevensville, I continued working as a barn assistant for two horse farms caring for multiple horses. My lifelong love for animals, combined with my professional experience, allows me to provide attentive, compassionate, and dependable care for both household pets and horses. Providing outstanding pet care is my greatest priority! I currently work part time so I am more than happy to work your pet's unique needs into my daily routine. Your pet’s safety, comfort, and well-being are always my top priorities. I strive to create a calm, trustworthy, and stress-free environment where pets feel secure, loved, and cared for as if they were my own. I am attentive to each pet’s individual needs, carefully follow owner instructions, and maintain a clean, safe environment during every visit, walk, or overnight stay.

About: I have taken care of many dogs from different families! As well as cats and other animals. I am able to give medication to them and meet all your needs. I will stay at your house and love to meet the animals before hand if you would like. I currently work a full time job at a Daycare and part time at my church. When I Dogsit I normally stay the night or come over before work to take care of the animals . Then after work I am able to go and take care of them again. I’m very flexible for whatever your dog may need. I’m able to give medicine, walk the dog, crate the dog, etc. whatever you need I can do!

About: Hi, I’m Hannah — a responsible, caring pet sitter who treats your home and pets like my own. I know how difficult it can be to leave your furry family member behind, so I’m here to give you peace of mind with loving, attentive in-home care. Whether your dog needs belly rubs, playtime, medications, or a quiet companion on the couch, I adapt to their unique needs and stick to their usual schedule. I’ll also keep your home tidy and safe so you can return to everything just how you left it (or better!). ~Staying overnight at your home ~Feeding, walks, and potty breaks on your schedule ~Playtime, snuggles, and companionship ~Administering medication (if needed) ~Daily updates with photos and notes ~Light home care (mail, plants, trash, etc.) ~Respectful, clean, and professional behavior in your space Hi! I’m Hannah, a very energetic stay-at-home mom. I can’t wait to welcome your pets into my life! I'm home full-time this summer, so your dogs or cats will get constant attention, affection, and supervision while you’re away. I'm a huge animal lover — patient, kind, and great at following routines. Whether your pet needs playtime, snuggles, walks, or quiet companionship, I'll provide a safe, loving environment that feels like home. Our animals are happiest in their environment with their familiar smells, toys, and routines. I help minimize stress and keep them comfortable while you enjoy your time away, worry-free.

“Jason and Tracy are very punctual and responsive on short notice. Great job!”

Dawn P.

“Highly recommend Ryan! He took the time to do a meet and greet and really understand my dog’s specific needs. He was very communicative and flexible whenever any changes came up, which I truly appreciated. What stood out most was how he followed my dog’s training routines and even used the exact phrases we’ve been working on. He handled my dog’s reactivity with care and confidence, and it made a huge difference. I felt completely at ease knowing my dog was in such good hands!”

Stacie Z.

About: Reliable and experienced sitter/walker ensuring your canine companion gets the exercise and attention they need. Tailoring visits to suit each dog's energy level and personality for a joyful experience. Pet Sitter: Trustworthy care for your furry friends while you're away. Offering personalized attention, exercise, and companionship to keep your pets happy and healthy. I work part time and I’m in school but I have some free time and would love to fill it by providing care for your pet 😄 I generally accept last minute bookings unless I genuinely will not be able to provide proper care. I used to live in Annapolis so I am familiar with the area. I will pick up/drop off your pet no matter what side of the bridge you live on-don’t hesitate to ask! I genuinely love dogs and will go out of my way to make sure their needs are met. I currently live in a house in Grasonville with lots of property and grass. It is on the water with a lot of trails for some nice dog walks! I tailor each visit to suit the individual dog’s needs.

About: I have over 20 years of experience working with pets. I have worked as an emergency Vet tech assistant and as a boarding facility manager in the past. I love helping people in my community with their pet care needs while getting all the snuggles that I can! I have a very flexible schedule! I am a photographer part-time and am able to create my own schedule accordingly. I have such a passion for animals and love to help people! I treat all pets as if they were my own. I am dependable, respectful and trustworthy. I will do whatever I can to ensure that your pet(s) and their owners are happy!

About: I’ve been caring for dogs since I was 12 and can’t imagine life without them! While serving in the Navy, I volunteered at military kennels, and later worked at a doggy daycare/boarding/training facility in Texas. I’m experienced with dogs of all ages, from playful puppies to senior pets, and I share my home with a sweet 10-year-old lab and a 2-year-old Norwegian Forest Cat. Reliable, patient, and attentive — I promise to treat your pets like my own. I have a flexible schedule and lots of love to give! Whether it’s a quick walk or a cozy check-in, I’ll make sure your furry family members get plenty of playtime, cuddles, and attention. I treat every pet as if they were my own, keeping them safe, happy, and comfortable. During walks, I pay close attention to their behavior and surroundings to ensure a fun and secure outing. For in-home check-ins, I follow all your instructions carefully, provide love and attention, and make sure your pets feel relaxed and cared for while you’re away.

About: Hi there! I'm Delaney. Over the past year, I have fostered 2 dogs and 6 cats! Each foster was a new learning experience, gaining insight into animals boundaries and needs! Often having sick or injured rescue fosters, I have experience with giving topicals and oral medications. I have always had dogs, dealing with puppies up until elderly care. For many years I have been a sitter for my neighbors 2 cats and one dog. It has become a passion to help and take care of dogs and cats, and I hope to be everything you need for a pet sitting experience! I am available all summer long, the only time I am unavailable is 9am to 12pm Monday, Tuesday, and Wednesday, while I am taking an EMT class at AACC! I usually wake up early, so I’ll be available before and after this class!! I am very active, love to take long walks or runs. I am very open to following pet owners lead. Often staying in their own home is often better for a pets routine to reduce stress. I am available to give pets company during daytime, and if needed overnight. I know how stressful being away from your pet is, and sending updates is crucial!! I am very communicative, respectful, and clean.

About: I have grown up loving dogs my entire life. I was lucky enough to have two of my own Lucy and Wilson who were truly part of my family and meant everything to me. Since coming to college I have not been around dogs at all and I miss that connection more than I realized. Being around dogs brings me a lot of happiness and comfort and it is something I have always had in my life until now am a college student with a flexible schedule, which allows me to spend plenty of time caring for and giving attention to pets. I am available most weekdays all day due to online school. Some weekends are also available, although I do have an internship that takes up certain weekends I treat every pet as if they are my own and always prioritize their safety and comfort. I carefully follow feeding, walking, and medication instructions and make sure your pet feels secure and loved in my care

“Alex was great. Communication was excellent, provided pictures, and took very good care of our pups. Made being away less stressful. I do recommend him, and will use his services again.”

Travon H.

“Alyssa walked our two poodles while we were out for the day. She sent pictures and kept us updated. Would definitely ask her to care for them again!”

Lisa M.

About: I've been caring for dogs and cats in a personal and professional capacity for 25 years now. For many years, I turned our home into an orphan kitten and cat rescue and worked with the organization Planned Pethood to care for and adopt out over 50 cats! I've taken care of cats and dogs for friends, family, and clients in all life stages - from bottle babies to elderly and incontinent cancer patients. I have experience administering pills and insulin injections, and welcome working with dogs and cats at all life stages. Tricky diets and particularities don't put me off.. I've seen it all! Long walks and cuddles are my specialty, and I look forward to making new four legged friends! I'm currently completing a graphic design certificate online, so my schedule is incredibly flexible. I'm available both weekdays and weekends, as I have no particular set schedule. I make sure to keep dogs on their leash during walks, and to secure all yard gates before letting them outdoors. I keep the home clean and tidy, and make sure there haven't been any accidents or breakages. I tend to stay at the home all day when staying overnight so the animals always have company and any emergencies are handled immediately.

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.