Pet Sitting in Winchester

“We are so lucky to have found Kim! Our kitty absolutely adores her and it looks like they have so much fun while we are away. I love that Kim sends adorable pictures that always make our day. I truly can't imagine a more wonderful sitter!”

Aly S.

“Karen was great! We had a trip planned and Whiskey had been sick since November. Thought he would get better but still had a lingeri g cough. We had another sitter lined up who had their own dog and we didn't want that dog to get sick too. I found Karen last minute to come to our home and take care of Whiskey with dropins. She did such a great job and kept us informed on his coughing. Thank you so much!”

Michelle R.

“Courtney was absolutely amazing with my new puppy and older dog! She is very responsive and attentive to their needs! Do not hesitate to book her services. Your pet will be in great hands!!”

Derek G.

“I felt so confident leaving my cat in Hannah’s care! She gave great updates every day and even went above and beyond by adjusting our visit schedule TWICE!!! due my plans changing. I would happily recommend her to care for anyone’s fur babies!”

Michelle L.

“Alexsys did a great job with our 3 dogs and 4 cats while doing drop-in visits to our home. The communication was great and she was very prompt and kept to the agreed upon time. I would recommend her and will definitely book with her again. Also, she deserves a huge kudos to being available for the last minute (2 day) notice about booking”

Jamie E.

“Kathy was so responsive and reliable! She took great care of our dog and gave detailed info as well as pictures after all of her visits! we will definitely use her again ☺️”

Meredith C.

About: I’ve had dogs my entire life, and got into dog training 2 years ago. I assisted a dog training company with the dogs they would board and care for, and assisted with multiple training outings. I also raised and trained my own service animal. I’m currently working part time, and will focus solely on providing care for your pet and home. They are my number one priority and love to do things with them. I will take them on long walks and do training with them to get their brain going. I’ll make sure their meals are extra tasty and made with love.

“Charlotte is very knowledgeable and reliable. She took good care of my cats while we were out of town. I will book her again and highly recommend Charlotte for pet sitting services.”

Susan T.

“Myahrissa was available on short notice, she communicated quickly and clearly, and she gave my dog a lot of love. I’d absolutely ask for her help again!”

Riley m.

“Alex was wonderful with my Bailey girl. She was also prompt and great with communication! Thank you Alex!”

Cynthia M.

“Charissa gave me so much peace of mind while we were away! She cared for our pets while we were gone and sent meticulous, detailed updates each time she checked in with pictures and videos. I was a little nervous as Charissa was newer to Rover and didn’t have as many reviews as other sitters, but at our meet and greet I got a good feeling about her and I am so glad I chose her above others with more reviews. Highly recommend! Will use her services again for sure!”

Gina F.

About: Animals have always been a huge part of my life. I currently have 4 cats and a 4-month-old puppy, so I understand the patience, attention, and love pets need every single day. Growing up surrounded by animals taught me how to care for pets with different personalities, energy levels, and needs. From playful puppies to independent cats, I’m comfortable handling feeding schedules, walks, playtime, cleanup, and giving pets lots of affection and attention. I treat every pet like family and always make sure they feel safe, loved, and comfortable while their owners are away. I currently work a flexible part-time job, which gives me plenty of time throughout the week to care for pets and give them the attention they deserve. Since I also have 4 cats and a 4-month-old puppy of my own, pet care is already a big part of my daily routine. Caring for animals comes naturally to me, and I enjoy spending my free time with them. I make sure every pet feels safe, comfortable, and cared for whether I’m in my home or a client’s home. I pay close attention to each pet’s personality and needs, whether they’re energetic, shy, young, or older. In a client’s home, I always follow instructions carefully to keep pets on their normal routine and help them feel as stress-free and comfortable as possible while their owner is away.

“She did an excellent job with my two cats! I can tell they were well taken care of and were just as happy as I left them! No messes either, which was a first!”

Cooper B.

About: We provide a special touch of walks, wags and worry free pet sitting! From zoomies to cuddles we can match your fur babies energy level. Apple Pay,Venmo,Cash or in app payments welcome. We’re a meticulously organized couple which permits us a flexible schedule when caring for our fur babies. We’d love to extend the care to your fur babies as well! We recognize that each pet has their distinct personality and we like to honor that. Pelusa, our oldest cat, despite her age, carries a playful kitten soul so we like to dedicate extra stimulating play for her. Our youngest he likes to exert his energy by bird watching and running and jumping around so we’ve accommodated the house for his races since playing 1 on 1 with him does not captivate his curiosity. Just like that we can confidently say we love learning about our clients and their pets personality so we can make the best transition when caring for them that day and so everyone feels seen and included, even the little ones! We also understand pets can be very oriented to habits so we like to know what habits and/or rules you have for your pets so we can respect and abide to those as well!

“Gabby took excellent care of our animals while we had to go out of state. I could tell from her pictures and from how they were acting when we got home that they really enjoyed their time with her. We'd absolutely book Gabby again in the future!”

Jeremiah S.

About: Hello! My name is Samantha. I have grown up with all sorts of animals including dogs, cats, rats, lizards, snakes, ect. I have dog sat in the past for friends and family and have raised/helped raise several different dog breeds including a litter of 9 Doberman/cane corso puppies. I love animals and give them all the attention and care i can offer! I am not currently working, so i have a lot of free time on my hands, especially during the week to fill with animal love! I will treat your house as my own and respect your space. I will clean up any mess left from your pooch if any and follow whatever directions you leave for me

About: I have been a pet owner for as long as I can remember. I have had both dogs and cats and love them both equally. I have cared for pets for both family members and friends. I've watched all types of animals with many different personalities. On top of pet sitting, I have fostered multiple litters of kittens, which has taught me patience and attentiveness. In my free time, I also enjoy volunteering at a local rescue to help walk dogs. I understand the hard work, attention and love that goes into managing any kind of animal, and I am willing to do just about anything to make sure that your pet feels loved and safe. I am a grad student who only has in person classes on Tuesday typically 8am - 4pm, which makes me very flexible for the rest of the week. I am very conscious about safety when it comes to walk, and/or letting dogs out in a fenced in area. I am sure to read any instructions before hand to learn about any issues individual pet needs.

“This was our first experience with Rover and it went very well. We were a little unsure of the process but it turned out pretty easy. We used Alex for drop in visits since we had to take our oldest back to school. He provided us with pictures and good feedback. It was important to us to have someone close and that had a love of animals. We would recommend Alex and will definitely be using his services again.”

Erin G.

“Mya is a great help and takes the best photos!”

Robert B.

About: I have 6 months of professional dog walking experience with a pet care company in Maryland, where I cared for dogs of all sizes, energy levels, and personalities. In addition, I’ve shadowed and interned at veterinary clinics, giving me experience recognizing normal pet behavior and paying close attention to each animal’s well-being. As a lifelong dog lover who owned and cared for my own dog for 11 years, I understand the importance of providing safe, reliable, and compassionate care. Whether your pup needs an energetic walk or a relaxed stroll, I’ll treat them like they’re my own and keep you updated every step of the way. I’m currently preparing for veterinary school and spend time each week shadowing veterinarians to expand my hands-on experience with animal care. This flexible schedule allows me to provide reliable weekday and weekend walks or drop-in visits while giving every pet the attention and care they deserve. My priority is making every pet feel safe, comfortable, and cared for while maintaining their normal routine. I carefully follow each owner’s instructions for feeding, walks, playtime, medications, and any special needs. I use positive reinforcement, pay close attention to behavior and body language, and ensure pets always have fresh water and a clean environment. During walks, I prioritize safety by using secure leash handling and avoiding situations that may cause stress. I also provide regular photo and text updates so owners know their pets are happy and in good hands. With my professional dog walking experience, veterinary clinic shadowing, and shelter volunteer work, I’m comfortable caring for pets with a variety of personalities and energy levels. I treat every animal with patience, compassion, and the same level of care I would give my own.