Dog Walkers in Winchester Estates, MD

About: I’ve had different types of dogs since I was young. I’ve trained dogs for all types of reasons. I’m a lover of all pups and can handle your dogs needs. I own a large property specifically for the environment, which is perfect for dogs. I look forward to meeting your doggie and returning a happy pup back to you. Please message for any details. I’m available on weekends and weeknights. I work full time M-F, so weekends are primarily open. While I can do many activities during the work week, I am gone about 8 hours for my primary job. Weeknights and weekends are available. I have a large property with plenty of room to roam. Chickens in the yard (in coop). I have a 6 year old pup of my own that is very docile, loves other animals and gets along with them easily, and is my number two. I don’t have a fence because my dog is perimeter trained. However, I can perimeter train your dog too or walk them on a leash if that is preferred. I plan to add a fence soon and will update this once I do.

“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: Growing up around animals, I have had the opportunity to work with various dog breeds (and cows, horses, bearded dragons, etc) . This experience allows me to handle different temperaments and energy levels effectively. I also provide tailored care for each dog because it is pertinent to take the time to understand their needs, preferences, and routines! Communication is also crucial to a seamless experience, so I send daily updates to owners to keep you informed about your dog's activities and well-being while you are away! These qualities help me create a safe and enjoyable environment for your furry friends; whether it's a last-minute request or regular visits, I will always try to accommodate your needs! I work from home full-time, so I have the ability to be with your furry friends as long as you need me to be! I'm also available on the weekends as long as I have at least two days' notice! Pets thrive on routine, so sticking to my clients' feeding and exercise schedules is essential. Consistency helps pets feel secure and happy! I make sure that each pet always has access to clean, fresh water because hydration is crucial for their health, especially if they are active. Spending time playing with your pets not only keeps them entertained but also helps me build trust with them, whether that's playing with their favorite toy or just going for a pleasant stroll around the neighborhood! I also make sure I monitor your pet's behavior and appetite. Some pets don't do well with change, so reporting any concerns immediately to ensure your pet's well-being is at the top of my list!

“Great as always!!”

Richard M.

About: Hello there, pet owners of Maryland! My name is Caroline, and I'm your friendly neighborhood pet sitter. I provide individualized attention and care, ensuring that each pet's unique needs are met. From feeding and cuddling to exercise and playtime, I'll make sure your pets feel loved and happy in your absence. I have certification in pet CPR by the American Red Cross, and I am a Fear Free Certified Professional, ensuring that I can provide the best care possible for fearful and anxious dogs and cats. I also have extensive experience working with young, elderly, special needs, and exotic animals from my time working in veterinary medicine, which I try to apply to every visit that I make. Whether you need someone to look after your pet for a day or a week, I'm here for you. If you're interested in learning more about my services or want to schedule a meet-and-greet, feel free to send me a message. Let's give your pets the care and attention they deserve! I'm usually free most week days and weekends. Because of my open schedule, I have the opportunity not only to watch your pets, but spend quality time with them as well. I firmly believe that establishing trust is the key to providing quality animal care. I currently care for five bearded dragons, three leopard geckos, ten dumpy tree frogs, one pacman frog, and two dogs. Additionally, one of my dogs is a trauma survivor and experiences challenges with overcoming her anxiety and fear towards unfamiliar humans. I try to show the same love and patience that I show her and my other pets to every new animal I meet.

“Kasie is literally the best of the best!! She has been punctual and done exactly what I asked her every single time! She’s taken such good care of my 10 month old pup.”

Hope D.

About: Overall I’ve assisted neighbors and friends growing up with their animals, whether it was taking them for walks, coming in to play or feed them, or just keep them company. I have two years of experience volunteering at the Humane Society, and I’ve come to learn that animals are just precious creatures who put me in a happy place, and I only wish to do the same for them. I can’t wait to meet your fur babies!! I have a flexible schedule and am available for pet care most days of the week, including mornings, afternoons and evenings. I am happy to try and work with yours and your pets schedule. I have once very cuddly and friendly cat, and one playful and loving kitten. My cat has a sensitive tummy and anxiety so he often needs me to administer meds and keep a strict feeding schedule that he’s been very comfortable with. He has a 5’4 cat tree and he loves lasers! I know what’s best for my babies and I would love to build trust with you and your pets as you know what’s best for yours!

About: I have had dogs since I was a child, and up until May 2025 my husband and I had our dog, Sophie, who unfortunately crossed the Rainbow Bridge at 19 years old 🌈 I love all pets but am most comfortable with dogs, and have no problem with any age/gender/size. I’m up for any activity level your pet might have, and am extremely careful when it comes to their safety and well-being! I’m available for whatever your pet may need, from feedings to cleaning up after your pup, or providing a night full of cuddles when you can’t be there yourself. I work remotely and have a very flexible schedule, so since I currently don’t have any of my own pets at home to love on, I’m excited to care for yours! My husband works evenings so if your pup is staying at our house, you’ll have 2 sitters most of the time to play with your dog(s)! I’ll follow whatever protocol you need for your pet (crating or free-roam, etc.)! If caring for your dog in my home, I do have a fenced-in backyard that your dog is welcome to enjoy.

“Jason and Tracy walked my dogs for the first time. They are punctual and very good with my dogs. I will definitely use them again.”

Alison K.

“Blair is so awesome with my puppy! She is reliable and responsible - I would recommend her to anyone looking for a pet sitter/dog walker!”

Keiley M.

“Jenna has been great with our dog Luna. You can tell she has a lot of experience with animals and really loves spending time around them. She always takes Luna for long walks and sends cute photos/updates. She responds quickly and is very dependable. Highly recommend!”

Leah C.

“Sep professional and nice .”

April T.

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 an elementary school, 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, create the dog, etc. whatever you need I can do!

About: I am a dog Mom to two small, adorable rescue dogs! Cooper is a chihuahua mix, 12 years old and 16lbs. Jam is a Maltese mix, 14 years old and 9lbs. They are both males and neutered. I treat them as if they were my children so I would do the same for your dog. I am a stay at home mom and wife with an 6 year old boy. We have a large fenced in yard and can also do walks in our neighborhood. I prefer to watch only small dogs as my dogs get along best with dogs their size. My dogs are allowed on the couch and also sleep in bed with us. I have separation anxiety when leaving my dogs with someone else so I would do my best to ease your anxiety of being away from your dog. I can send you as many daily pictures and updates as you want so you have peace of mind while being away from your dog(s). I can also watch your pets in your home while you are away so your dog can stay in the comfort of their home. I am available for drop ins and can also do daycare sitting in my home. Any questions, please ask! I’m currently a stay at home mom so I can adapt to any needs and schedule for your dogs. I occasionally run errands (grocery store, baseball practice) but otherwise I am home most of the time. I have a fenced in yard and can provide leashed walks as needed. If your dog is not crated when you’re away, it can be the same at my home. I can separate my dogs from yours when I’m not home if needed.

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.

About: I’ve owned my own pets for 15+ years and grew up in a pet friendly home with cats and dogs. Super attentive to details and the needs and body language of our pets. I currently work M-F but have Friday afternoons and weekend availability to help with your pet care needs. Happy to help you with drop in visits and/or dog walks. I’m happy to help you with drop-in visits to check on your furry friends while you’re away or provide dog-walking. Great attention to detail and communication.

“This was our first time using Rebeka and she was phenomenal. Not only did she make arrangements at work to walk my dog super last minute but she was very sweet and conscious of my dog’s anxiety around other dogs. We will definitely be using her again! I have already referred her to family and friends.”

Ashley D.

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.

About: I have had a dog for about 3 years now, his name is Fynn! I have been walking and taking care of neighbors dogs for about 3 years now and they would describe me as trustworthy and filled with energy. I love all pets! I would love to meet your fur babies and when they're with me I'll love them as if they're my own! I am available to dog sit and do a drop-in visit anywhere from 6 a.m.-11 a.m. and 3 p.m.-10 p.m. I am currently a student at Towson University and play on the women's soccer team so mid day I have practices. When I care for pets in clients home I stay as respectful and tidy as possible. I always make sure gates are closed, and doors locked, and always leave the home in the same or better conditions than when I arrived.

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.