Dog Walking Winchester Estates

About: As a mom and lifelong animal lover, I understand how important trust is when someone cares for your pet. I offer dependable, attentive care in a calm home setting. I’m patient, nurturing, and detail-oriented — making sure your dog feels loved, exercised, and safe at all times. My open schedule allows for consistent supervision and care. I’m flexible with my time and available most days and weekends which allows attentive care :) I care for pets in my home, offering a secure and relaxed setting while you’re away. They will be comfortable safe and always loved :)

About: Hello everyone, I’m back and accepting new clients once again! I am 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. Experienced in caring for special needs dogs! 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 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’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.

“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've always been the go-to gal for my friends and family who need care for their pets. I've made many furry friends over the years. I'm a freelance writer with lots of freedom to come and go, so my schedule is pretty flexible. If you need pet care on short notice, I'll do my best to accommodate. Your pet can enjoy the comfort of its own home while I come over and cater to their needs. We'll become the best of friends!

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

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! I no longer offer overnight sitting, but can accommodate multiple drop ins and walks while you are gone, start long as early as 7 am and as late as 8-9 ish. 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 and consistent. My goal is for your dog to feel safe, happy, and fully engaged throughout their stay

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.

“Thank you!!”

Erin H.

About: I’ve had dogs in the house for my entire life. I would frequently volunteer at the animal shelter during college and help out with dog walking there as well. I work flexible hours at my hybrid job! I can easily make time for your animal multiple times a day if needed. I have reliable transportation as well. I will feed, walk, and provide plenty of enough play and physical activity for your dogs. Willing to do overnights and coming multiple times a week.

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.

“Gus, my dog loves you he is alway well taken care. Communication is always great thank you so much for caring for Gus. and I feel comfortable”

Dawn M.

About: My family & I been around & cared for kitties & puppies for 20+ years. I’ve personally owned chickens & rehabbed bunnies & squirrels. My fur family is extremely important to us & we pledge to care for your pets like our own. We have a fenced in backyard and plenty of domestic pet care experience. Currently I’m a full time homemaker and have lots of time to spend quality time with your fur babies. Occasionally my husband Brandon helps with Rover duties. He is awesome with both animals & people! If needed I have the ability to separate my pets & yours. I can administer medicine including injections with proper instructions. Ask me about brining in mail, watering plants, garden care, farm animal care, & light cleaning. Call my Rover number to receive my personal cell phone Having extra puppies around the home is easy & we can offer long potty breaks in our fenced in backyard as well as a daily walk! The home & yard are secure & your fur babies will be safe with us. Please let us know if your pup tends to run/escape!

About: I’ve taken care of my own dogs since I was 8. I had a medium sized low energy dog and now I have a high energy bigger dog so I have a good range of care. I’ve always been the one neighbors have reached out to to take care of their dogs Currently I am unemployed so I am pretty openly available! It really just depends on your dogs needs and how I can best provide for them! I am really good with handling dogs and getting them to listen. I’m super athletic so I’ll love taking your dogs on walks and playing! Super openly available for all there needs.

About: I will love and take care of your pets as if they were my own. I love to go out and play with pets I care for. I would dog sit when I was in high school for different families. Those families loved how attentive I was, and as a result they would refer me to their friends. I’m always available for you buddies! You and me both know that your pets are more than pets, theyre family. You don’t want just anyone taking care of family. I do currently work full time, however I have a job that is extremely flexible. I set my own hours, including when I am in my office. This pairs perfectly with animal care and house care because I can come and go as frequently as needed. Due to my open schedule I can be available for any needs your pets may have. I prefer to let the client tell me exactly what they want for their pet. I like to keep your life as simple as possible while giving you peace of mind by following any requests you have. If you need your animal crated, if you want them roaming, whatever is asked you can expect to be done.

About: I have been a pet care attendant at a dog kennel for two years now. My responsibilities include feeding, walking, playing, bathing/grooming, and administering medications for animals. I have training in dog behavior as well as any medical needs of animals. I also come from a veterinary medical background and have watched and walked dogs for members of my community for many years. I have experience dealing with aggressive, dog reactive, leash reactive, cage brave, and resource guarding animals as well as any other needs that your pet may have. I am currently enrolled at the University of Maryland but can make time to walk and care for pets around my school schedule. I am at my apartment all other times of the day and will be easily available to care for pets. I live in an apartment currently but can easily crate your animals when leaving for class. I live in a pet friendly community with no others pets living in my apartment and can easily walk your pet around my community or take them to the courtyard in my apartment for a quick potty break. There is also an animal bathing room in my apartment complex so I am able to bathe your animals if needed.

About: I absolutely love animals. I currently have a black lab and I love to just spend time cuddling with her, or going for long walks. If possible, I try to bring her along (assuming they get along at the meet and greet). I’ve noticed that dogs can wear each other out a lot faster than I can, and probably have more fun doing it too. Maddie gets along with everyone and just loves to meet someone new. For your dog, I will treat him/her as my own. I will play with them and take them for walks. I have no problems cleaning up messes, sometimes accidents happen. Let me love and take care of your pet so you don't have to worry about them during the day. Why I love dog sitting I've always been an animal lover. I've had dogs all my life and had two of my own. They truly are the best things that ever happened to me. I’m very active, so I would spend as much time outside as possible with your fur baby. My experience administering medication: I am fine with administering medication, but would like to have the owner show me the correct way of doing it before I start.

About: I lived around both dogs and cats my whole life, with both family and roommates, and I absolutely love it. While I'm not in the position to have my own furry friend at the moment, I love to care for animals. I spent about a year (2025) volunteering with the MCACAC shelter cats and dogs in Christiansburg, including participating in their training courses, and now feel confident bringing that experience to work with pets that already have found their families as well. I currently work part-time and unfortunately my hours change every week, so I can't take on consistent requests at the moment. I am still available to schedule individual week-of appointments, but I cannot guarantee availability more than one week out. As far as working with pets in your home, please let me know your house rules. I generally use whatever items the pet uses at home (leash, treats, etc) for the sake of consistency for the pet and pet parent.

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: What sets me apart from other sitters is trustworthiness, reliability, punctuality, and care. I care for others' animals just as I would my own! With love, attention, and energy. I’m typically available from Thursdays - Sundays. Please reach out to confirm 24 hours in advance so I can make sure my schedule aligns with yours. I can adhere to any guidelines you set for me while in your home. I am a trustworthy and respectful sitter who will take loving care of your furry family members like they're my own!