Dog Walking Winchester

“Isabella was great. Our dog was happy to see her and she treated our dog like her own. I highly recommend Isabella!”

Rodney R.

About: Families book with me for loving, family-style care, frequent photo updates (if desired), and the peace of mind that comes from working with a sitter trusted by repeat clients since 2021. 🐶 I simply love dogs. They are truly my passion. 🐾 Caring for them isn’t just something I do, it’s something that fills my heart. 💚 I have a special love and deep experience with breeds such as English Bulldogs, French Bulldogs, Lhasa Apsos, Shih Tzus, Shorkies, Greyhounds, Cavalier King Charles Spaniels, and Bernedoodles, but I genuinely enjoy caring for all breeds and personalities. Every pup deserves to feel safe, adored, and understood. Dogs have been a part of my life for as long as I can remember. While I can’t be a full-time fur mama to them all, dog sitting allows me to pour love into as many pups as possible and I wouldn’t trade that for anything. It has been such a blessing to learn and care for new breeds through my bookings. Each dog I welcome into my home deepens my knowledge, strengthens my skills, and grows my love for dogs even more. What truly sets me apart is the family experience I provide. When your dog stays with me, they aren’t just “watched”—they become part of our home. While your family is away, your fur baby enjoys a warm, loving, family-style environment filled with cuddles, attention, and genuine connection. I happily send plenty of photo updates (if desired) so you can relax knowing your pup is safe, happy, and well-loved. My family loves dogs too, and on occasion, trusted family members may stop by simply to meet my furry clients and share a few extra cuddles (not to assist with care), but purely because they enjoy loving on dogs. 🐶 Some of my favorite repeat clients even get to travel with me, including family visits and store outings (photos available!). Your dog gets real-life experiences, companionship, and enrichment—not just a place to stay. Over the years, I have lovingly been a full-time fur mom to up to three dogs at the same time, gaining daily, hands-on experience managing multiple dogs under one roof. Currently, my home includes Khaleesi, my sweet English Bulldog girl. I also carry deep love for my Lhasa Apso, who crossed the rainbow bridge in August 2023 🌈. My Shorkie was lovingly rehomed with an older family member to provide emotional support, and while she no longer lives in my home, she remains part of my extended family story. I’m also what I proudly call a “Mid-Woof” 🐶—I have independently and successfully delivered 4 litters of puppies in my home and have personally whelped, nursed, and raised two litters until 4–8 weeks of age before helping them find their forever homes. I understand canine behavior, comfort, and care on a deeper level than most. I will love on your fur baby as if they were my own. Bulldogs, in particular, require a special level of patience, knowledge, and care and if you’re a bulldog parent, I’m absolutely your girl. (Bulldog hugs are always welcome 😉) I’m proud to share that I have 10+ repeat clients, including several families who have trusted me with their fur babies consistently since 2021—relationships built on love, reliability, and peace of mind. I look forward to being your dog’s Bonus Mom while you’re away. Let’s get your pup booked, loved, and spoiled! 🐾💕 I work in an office Monday–Friday but return home on lunch breaks for potty breaks and check-ins. After working from home for seven years, I’ve adjusted my availability while remaining intentional and reliable. I’m a mom to young children under 10 who are gentle, respectful, and great with dogs 🥰. I’m available for daytime drop-in visits, and on weekends (when in town) I’m fully available for dog sitting in your home, my home, or for additional check-ins. I have plenty of grassy space where I live in a dog friendly neighborhood. I also have a fur baby to keep your dogs company if needed for service in my home. I have a dog area set up in my home. We also travel to dog parks when weather permits, if your dog needs activities, we will go on walks and even to our favorite dog park!

“Kayla is great! I have a fearful pup who has done well with Kayla. We are new to the area. Kayla has helped make our transition smoother with her reliable and friendly, doggie care!”

Katie H.

“Rachel is the first dog walker I’ve ever hired, and my first experience with Rover. She has been exceptional. SO sweet, great at communicating, and timely. She also spent an extra 20-30 minutes walking my dog (after communicating to see if it was ok), trying to track down a bandana that had fallen off. She has been a huge help to my family, and I can’t recommend her enough.”

Kate E.

“Tanika is the best! She was able to take care of my little fur baby LAST MINUTE and did SUCH a great job!! I have a regular Rover or I'd be asking for her services every day!”

Dave W.

“We are so blessed to have found Maria to walk our dog, Aria. She's been walking Aria 3-4 times a week for a year now, and she loves Aria like she's her own. I could not speak more highly of her. We love, Maria!”

Ashley S.

“Chay did a great job and even took my request on short notice. Was very responsive to messaging to get things set up. Would absolutely work with her again!”

Jeremy F.

About: I have always been passionate about helping and caring for people and animals. I have care experience with many breeds and types of animals, including dogs, cats, birds, rodents, reptiles, and horses. I adore dogs especially — their friendliness, loyalty, and energetic demeanor is contagious, and I love them so much for it! My dream is to rescue animals and help to find their forever homes. I will love and care for your pet(s) like my own. As for more about me, I am originally from Kentucky, and I studied music, specifically opera, all throughout college. I am a singer, actress, model, chef-in-the-making, fitness guru, social media influencer, artist, writer, and much more. I enjoy meeting new people and animals, and my greatest goal in life is to help as many others, human and animal, as I possibly can! I am able to check in as early at 9am, and as late as 9pm. I often have my children with me, and they either wait in the car or join us for walks in their stroller. I like to gather as much information from you as possible so that I can recreate your pet’s daily routine while you’re away! I enjoy giving animals the best, most comfortable and familiar experience as possible.

“Misty was great with both of our dogs. Even our high-strung Collie/Shepherd mix warmed up to her. Happy she is available to take care of them. : )”

Michelle G.

About: I grew up with German Shepherds. Since 2013 I have had the honor of being a mom to 9 dogs who are and have been absolutely loved and spoiled! Bear Gwendolyn (Rottweiler) crossed the Rainbow Bridge at 12 from Osteosarcoma, Spike Jamison ( German Shepherd) crossed the Rainbow Bridge at 10 from Hermangiosarcoma. Enzo Ferarri crossed the Rainbow Bridge at 12 from complications of Cushings Disease. Enzo was my heart and soul pup. I am currently dog mom to: Delco Dani - Female spayed 2 year old Rottweiler Mantequilla Rouix - Female non spayed 1-year old Field Golden Retriever Rookington Highpockets - Male spayed 2 year old Anatolian Shepherd Fia Versace - Female spayed 13 year old Minature Pinscher Rico Suave- Male spayed 12 year old Daschund- chihuahua mix I currently pet sit my 8 month old German Shepherd Fur niece Pepper Jack Cheese I temporarily fostered Kyra a 5 year old bully mix from November 2025 until April 2026. I took her in from a man I helped on a call at work. He had to have his leg amputated and had no family to take her at the time. 22 years as a police officer 17 years as a helicopter crew chief in the USAF I had a miniature pinscher who was diabetic and had cushings. I also have three dogs who currently need medications. I am able to administer medications. My dogs are all different energy levels and each dog has its own personality. I understand every dog is different 😁 I understand different work shifts and needs. Will offer military, police, and first responder discounts. I retired after 20 years of policing in NY. I am currently back working for another PD here in KY but I am in the process of going back to retired life. I spend a lot of time with my pups. My schedule will be part time for now but transition to full time pet sitter. I have a fenced in yard so plenty of space for play. I will care for your pet in your home according to your pets needs and instructions. Each pet is different and has their own personality so I will cater to those needs.

“Glenn did a great job taking care of our dog. He was prompt, respectful and able to accommodate us at the last minute. We highly recommend him for your dog walking needs”

Bhaviksinh J.

“Sydney was responsive and took my dog for a long walk at the last minute. ?”

Shannon K.

About: Overs and make sure it gets the proper exercise. the last 5 years I have taken care of dogs of all shapes and sizes. I have lots of energy which is perfect for keeping up with a dog. I would give your dog the best care and my full attention. I would take your dog for plenty of walks and make sure it gets the proper exercise. I will also make sure you come home to a clean house.

“Was great!”

Michael P.

About: I have been around pets my whole life, but dogs are my favorite! I love them all, from puppies to the senior friends. I regularly care for my family dogs and I have experience caring for friends dogs and I have several regular clients. I have experience with puppy care and training, bathing, feeding, and administering medication. I also have experience with senior dog care nearing the end of life and all others in between. I have no trouble creating the special bond needed with most dog personalities. Dogs are truly our best friends! I play and exercise my own dogs daily. I understand the importance of keeping dogs engaged, healthy, and active. I do have a part-time job, but schedules are flexible given enough notice. I am so excited to care for your pup! I like to make sure the doggie is a happy, tired doggie when I do have to leave them. They love me and know fun is in store when I’m around. I play fetch and frisbee in the backyard and go on long walks around the neighborhood. If we can’t be outside I’ll play games with them indoors to challenge their minds and keep them occupied. Then of course there’s snuggle time together until they’re ready to nap or go to sleep in their crates or bed.

About: Hi, My name is Casey and I would love to be able to take care of your animals. I love all kinds of animals! I can provide any of the services listed. I am not new to taking care of animals and I have house sit for people before. I work full-time on this app. If you have any questions please feel free to message me! I have two cats and two dogs at home so I spend plenty of time with all of them by playing with them, feeding them, showing them new activities, and spoiling them! We have a fenced in back yard. I always listen to instruction's so anything your pet needs I will be happy to help with! Always looking forward to meeting new animals!

About: For years I have been invested & passionate about caring for animals of all shapes and sizes! Ever since I was a little kid growing up on a farm, I remember learning how to interact with and train dogs on the basics of doggy life! My availability is very flexible and I’m always willing to help out a fellow doggo! It would be a privilege and opportunity to care for and meet your doggo! Dogs are a huge part of my life! I work for a furniture company full time as a warehouse lead I have full time flexible availability so it's a great way to stay interactive within the community and fits into my active lifestyle. :) I cater to the individual, my home is an apartment I'm currently available to dog sit any time during the week or weekends my schedule is open all day and night to dog sit for you animals needs! It’s all dependent upon what the client requests are. I tailor my doggy care to the clients desires and strive to meet or exceed them daily.

About: I have been caring of a variety fur babies since I was a kid. I have experience with working with both younger and older fur babies. I am currently working full time while coming my masters online in counseling so I do have flexibility with working overnights. If need more availability please contact me. I have a fenced area at my apartment complex for dogs if needed. I have a variety of teats and toys for cats if needed.

About: I have always had dogs and cats in my life. I have cared for senior animals when it got more difficult and puppies that needed round-the-clock care. I’ve also been trusted by family, neighbors, and friends to care for their homes and pets while they were away. I’m a recent college grad and have not yet found employment, so my schedule is wide open! I will be available Monday through Sunday at all hours. I do not offer boarding in my home, however I can supervise multiple dogs at once, walk dogs, follow specific feeding instructions, and respect the boundaries of your cat. I can also work with security systems and keep your home safe and neat.

About: I am attentive, dependable, and experienced in providing compassionate care while closely monitoring health and behavior. I have cared for dogs and cats of various ages, sizes, and temperaments, including energetic puppies, senior pets, and those requiring medication. I understand that every pet has unique needs, and I strive to keep their routine consistent, reduce stress, and provide plenty of attention, exercise, and affection while you're away. My goal is for both you and your pet to feel comfortable, confident, and cared for throughout the entire experience. Pet care fits well into my weekly routine, allowing me to provide dependable care, walks, drop-in visits, and quality time with your pets. I maintain a flexible schedule and prioritize clear communication, including updates and photos so you can feel connected to your pet while you're away. I am committed to being punctual, reliable, and ensuring your pet receives the attention and care they deserve. Your pet's safety and well-being are my top priorities. I follow all care instructions carefully, including feeding schedules, medication administration, exercise needs, and household routines. During visits, I ensure pets have a safe environment, fresh water, and plenty of attention. I treat every client's home with respect and maintain a clean, secure space while caring for their pets. I provide regular updates and photos so you can have peace of mind knowing your pet is safe, happy, and receiving attentive care.