Dog Walking Middletown

About: I have owned and taken care of a variety of pets from a young age. I feel comfortable around all types of animals and I understand how to interact with them. I am currently working full time with weekends off. My current work schedule is from 7-3 so I would be available for late afternoon and evening check-ins on week days. I am available on the weekends for any time of day. I will be home full time between June and August and available all day. I have a fenced in yard with lots of space for running and playing. I have two lovable Boston Terriers and two well behaved and socialized cats. We allow all of our animals on the furniture and lots of cuddle time. Our animals have access to water all day and we can feed them according to your schedule or leave food out.

“Mariah did a great job with Lulu. Took extra care since it was her first visit and Lulu took a minute to warm up. I love to thorough feedback!!”

Rich R.

“Sherry took our menagerie of dogs and cats in stride when she arrived and she handled my dog Duncan with ease during the walk. She obviously loves animals and my dog, who is sometimes shy with strangers, immediately liked her and will be happy to see her the next time she comes. I highly recommend her if you need a good caretaker for your pets.”

Kelly F.

About: I am a huge animal lover! I grew up with dogs and cats and almost every pet I’ve had was a rescue. I started pet sitting my neighbor’s dogs when I was 14. I took a break for a while then started back up about 3 years ago. I have several neighbors and family friends who’s cats and dogs I take care of when their owners are away. I do have experience in taking care of pets young and old. I currently work most weekdays but I’m typically available after 1pm. Anytime a walk or play date is needed, I’m available. I have no problem with overnights or extended stays. My weekends are open as well! I have a fenced in yard if I need to bring your fur baby to my house. I have three cats who are friendly but one is a little territorial. If you have a fenced in yard, I watch your pet the whole time they are outside. I can crate your pet if need be as well. If you pet loves to play, I take the time to play with them as much as possible!

“After 16 years, we finally decided to try a dog walker with our dog. We couldn't have picked a better person to trust her with! After meeting Meghan we felt very confident with her taking care of Lily. We will definitely use her again.”

Regina P.

“Anna was great! She communicated very well and was very receptive to all of the information I gave her regarding where to find things in the house, the commands we use with our pups, and which side we walk them on. She also kept me updated without me having to reach out to her first, which I loved, and she sent me lots of pics, which I really loved. Simply put, she is what I have been looking for in a dog sitter for our pups, and I have no doubt we will be using her services in the future!”

Rebecca P.

About: I have over 10 years of experience caring for dogs of all sizes and ages. I’m comfortable with boarding, walks, drop-ins, feeding, meds, playtime, and senior pups who need a little extra love. I work from home, so I have a flexible schedule and can fit in visits when your pets need them. I can usually accommodate same-day or last-minute drop-ins, and I’ll make sure your pets get attention on your timetable. Your pet’s safety and comfort are my top priority. I provide a calm, clean, and secure environment for every visit. I follow all your instructions carefully, from feeding to exercise routines, and will treat your pets with the same love and attention I give my own. You can trust me to keep their space safe, maintain their routine, and give you peace of mind while you’re away.

“Kimberly is so so sweet and makes sure that my two dogs are well taken care of. She always updates me on when she is going over to take care of them, what they did while she was with them, and always provides cute pictures of them! She is very responsive and professional, I would definitely recommend using her!”

Kayla B.

About: I am a husky lover and owner who has spent most of my life taking care of dogs! I am 30 years old and have grown up taking care of beagles as well as pet sitting for family members and neighbors. Now, I currently have two huskies, ages 3 and 1. I enjoy long walks with my pups and lots of play time! On the weekends, I enjoy taking my dogs on long hikes, taking them to the dog park for some play time and even runs on the beach. My huskies are friendly with dogs their size and love making new friends. They also have spent time around cats and although they avoid playing, they do love other furry friends. My energetic attitude and love for animals makes me the best match for the job.

About: I have been around dogs my entire life and feel very comfortable caring for them. I have also house-sat for a family before, which included caring for their dog and following their daily routine. Through this experience, I’ve learned the importance of consistency, attention, and keeping pets safe and happy while their owners are away. I’m confident handling dogs with different energy levels and personalities, and I always make sure they get plenty of care, attention, and exercise. I currently work part-time during some evenings, so my availability can vary slightly depending on my work schedule. However, I am flexible and do my best to accommodate pet care needs whenever possible. I am also available most mornings, afternoons, and weekends, and I’m happy to communicate and plan to ensure your pet gets consistent and reliable care. I prioritize safety and trust in every pet care experience. I offer services at my client’s home and do not provide boarding in my own home. This allows pets to stay in a familiar environment, which helps reduce stress and keeps their routine consistent. I am respectful of each home, follow all instructions carefully, and make sure pets are always safe, comfortable, and well cared for while their owners are away.

About: I care for every pet as if they were my own, making sure they always feel safe, comfortable and loved. I spend quality time playing with them, giving plenty of attention, affection, and reassurance. Daily walks are a favorite part of my routine, allowing pets to stay active, happy, and relaxed. I also gently reinforce basic training and good manners to provide consistency and positive structure. My goal is to create a calm, loving environment where pets feel at home and owners feel complete peace of mind. Also a very great pet chef if needed. Available for house sitting or dog walking on weekends from Friday afternoon through Monday afternoon. Perfect for worry free weekend getaways! So plan your weekend trip and leave you fur babies with me! I have a fenced in backyard and two dogs of my own that would loved to keep your dogs company! My dogs love playing with balls and taking naps (dog crates if needed).

About: (Brand new to Rover) I’ve been around animals since the day I was born, and dogs have always felt like big, goofy, furry toddlers — full of personality, joy, and chaos in the best way. I currently live in an anti‑pet apartment (tragic, I know), so I’m looking to fill that dog‑shaped hole in my heart by being the next best thing: your pup’s reliable walking and hiking buddy. I’m an active, outdoorsy person who loves long walks, trails, and exploring. Whether your dog is a tiny ball of energy or a large, gentle giant, I’m comfortable with all sizes, temperaments, seniors, and puppies. I’m patient, confident, and genuinely enjoy getting to know each dog’s quirks. What I offer: Long walks or trail hikes for high‑energy pups Picture updates so you can see their adventures Flexible scheduling — I’m a teacher on summer break, so I’m wide open With a friendly, upbeat personality, your dog will warm up quickly If your dog needs exercise, company, or just someone who treats them like the lovable toddler they are, I’d love to help. Let’s get your pup out exploring and having fun. As a teacher on summer break, pet care fits naturally and easily into my weekly routine. I’m active every day, walking, hiking, or spending time outdoors, so adding a dog to that rhythm feels like the most joyful part of my schedule. I have plenty of flexibility, which means I can plan walks around your dog’s needs rather than squeezing them into a tight window. (ADDITION: Until May 30th, I can only walk dogs on weekends because of my teaching and coaching schedule) Since I live in an anti‑pet apartment, all of my care happens in your home or out on the trail. I treat every dog like the big furry toddler they are, with patience, structure, and a lot of enthusiasm. Here’s what my care typically looks like: Consistent routines: I follow your feeding, walking, and potty schedule exactly as you prefer. Active outings: long walks or trail hikes for dogs who need to burn energy, or gentle strolls for seniors. Safety first: secure leashing, checking gear, watching for heat, and keeping a close eye on body language. Clean and respectful home care: wiping paws, refreshing water, tidying up any messes, and leaving your home exactly as I found it. Photo updates: I send regular pictures so you can see your pup’s adventures and feel connected while you’re away. Calm companionship: whether your dog is tiny and energetic or large and mellow, I match their vibe and make sure they feel comfortable and cared for. Because I’m free all summer, I can offer flexible scheduling, longer walks, and extra attention, especially for dogs who thrive on activity and routine.

“Thank you so much, Lisa! My puppy has a new best friend!”

Laura N.

About: I’ve been caring for pets since my early teen years and have over 15 years of experience pet sitting for friends, family, neighbors, and long-term clients. I’ve cared for dogs of all ages, from young puppies to senior dogs in their final years, and I’m comfortable giving medications, including pills and daily injections. For several years, I ran my own pet-sitting business throughout Northern Virginia. After recently moving to the Winchester area, I’m joining Rover to connect with new local families and continue doing something I genuinely love. I’ll do my best to keep your dog happy, comfortable, and on their normal routine while you’re away, and I’ll keep you updated with photos and messages along the way. Pet care fits easily into my daily routine because I have a very flexible schedule and am home throughout the day. This allows me to provide consistent attention, including walks, feeding, playtime, and check-ins without needing to work around a fixed job schedule. I have a fenced-in side yard/patio, which allows for secure outdoor time and potty breaks. Pets are always supervised when outside to ensure their safety. I also have a friendly mini Goldendoodle who is social and comfortable around other dogs. In addition, I have a shy cat who is dog-friendly and generally keeps to himself.

“I was nervous having someone come into my home and take my pup on walks while I’m at work but Megan has been so great! My dog Dixie loves her! Thank you Megan for what you do! 😁”

Abigail L.

About: What sets me apart is my personal experience with dogs of all sizes, temperaments, and life stages. I’ve raised and cared for five dogs throughout my life, including Labs, Golden Retrievers, Chihuahuas, and German Shepherds, so I understand the very different needs of small, medium, and large breeds. I trained my own puppy from 8 weeks old, teaching her a wide range of tricks and good behaviors, which gave me a lot of patience and training skills. I’m also comfortable handling more challenging dogs as one of my Chihuahuas was very aggressive, which taught me how to read body language and safely manage reactive pets, from a young age. In addition, I have extensive experience caring for senior dogs. I’ve helped raise multiple dogs into old age, including a German Shepherd that lived until 15, and a Labrador Retriever that lived until 17! I understand the gentleness, and care older dogs require. Overall, I bring a lot of confidence to this role because of my genuine understanding of dogs at every stage of life. I just finished my undergrad and plan to be home all summer. I begin graduate school in the fall online and will practically have no big everyday commitments. I have a few vacations planned but besides that I am an open book willing to work anytime. When caring for pets in a client’s home, I prioritize keeping their routine as consistent as possible. (Dogs know their schedule!) I follow all instructions closely and carefully for any specific care needs. I make sure pets get plenty of attention, exercise so they feel comfortable while their owner is away. I have cared for dogs that experience extreme distress from their owner being gone and I have developed my skills to better care for dogs experiencing this. I’m also very attentive to behavior and health, so I can quickly notice if something seems off. I respect my client’s home by secure and exactly as I found it. My goal is to make both the pet, and the owner feel completely at ease, just as I would want if my dog was being watched.

“Rob is awesome and we see it in our dogs reaction when he arrives to walk her. I work from home and unable to exercise her due to my schedule, but Rob is always punctual and considerate while I’m on the phone when he picks up and drops off our 95 lb lapdog. We highly recommend him.”

Bill & Lezonne H.

About: I have taken care of dogs for 3 to 4 years. I do have experience with cats as well. I enjoy making new friends and love playing, relaxing and cuddling, furry friends. I have watched dogs for friends for almost 3 to 4 years in a row. I’m currently doing in home care for clients and have tons of flexibility around that, as well as in school. I have most days free and would love to watch your furry friends! I always make sure to have whatever I need on daily walks if Dogs on meds I make sure they are given. I always make sure to leave the home as found, as well as follow instructions by clients.

“Cat was fantastic! Took great care of my dog and was very responsive and informative. She even came ahead of time and did a meet and greet to make sure my dog was comfortable with her. I will definitely be booking again!”

Brooke M.

About: I am a Licensed Veterinary Technician available for weekend drop in visits or walks for those long day trips. Also available for cat visits as well most days. Able to administer injectable and oral medications, and lightly groom depending on pet's temperament. I've been working in the veterinary field for 12 years and have been licensed for the last 4. I have two rowdy dogs of my own so I am comfortable with larger active breeds. I have worked specifically with cats the last 10 years and love them as well as understand the shier animals that need calm, gentle handling to warm up. I have two young sons so if you are comfortable with your young puppy getting good socialization, I would be happy to bring them along. Please consider me for your cat sitting or weekend puppy walks and play time!