Cat Sitting in Winchester
Book a cat sitter to stop by your home to feed and play with your cat.

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Top rated Winchester cat sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Hannah was very sweet and punctual. This was the first time leaving our dogs and Hannah checking up on them and they LOVED HER! She did drop in visits and entertained our puppies the entire 30 min. I’d recommend her over and over again! Thank you so much Hannah! We will definitely book again.”

About: Family pets were obviously my first foray into pet care. Amongst my brothers I was the first choice to watch our youngest four legged family member. This was noticed by neighbors. While young me was a little shy to ask, other pet owners on the block would grab me for the one off walk or dog sitting session. Care continued to my own pets, and here we are. I'm a professional MMA fighter. While I'm not training I get a lot of personal time with my own little fur balls. Walks, play, even just refinding our centers, I think that being close with animals is a true cheat code to personal health. We live in a quiet neighborhood. The area has plenty of walking trails and even some open spaces to really get those four legs moving. Or we could just chill in the sun in the fenced in back yard. At your place I'm able to hang, go on walks (or run), etc. whatever your pet needs!
“Hilda was great! She did a meet and greet with us to make sure she was compatible with our pups. They warmed up to her quickly. Would book her again for drop in visits”

“Shawn was a good sitter for me and my kitten. I appreciate his flexible and his care to my kitten. I was worried due to past sitters and im glad that Shawn took good care of my baby. He was communicative with me, always keeping me informed and I could easily reach him, as needed. He was descriptive in his rover cards and that helped ease my mind on how the visit with my kitten went. I asked for him to check on my kitten’s automatic food dispenser and water fountain, along with cleaning out her litter daily.”

“I had an unexpected trip out of town and Jennifer was able to take care of my cat with no notice. And she was able to extend my care with the trip took longer than expected. I don't know what I'd do without her!!”

“⭐⭐⭐⭐⭐ I am beyond grateful for the care Ashley provided for my elderly dog while I was away. I was in a bind last minute, and she was available on such short notice, which immediately put me at ease. She was incredibly responsive, provided consistent updates, and treated my dog with so much patience and care. Knowing my senior pup was in trustworthy and reliable hands made my vacation completely stress-free. I would absolutely recommend her to anyone looking for a dependable and compassionate pet sitter, especially for older dogs.”

“Nina took fantastic care of my cat while I am away. I loved receiving the adorable photos and updates – it really eased my mind. Highly recommend for anyone in need of a reliable and caring cat sitter. Thanks again!”

“Mariana was prompt and communicative and super interactive with our two pups and cat. She administered oral medication to the cat and attended to all three little ones’ needs. So appreciate her and will book her again!”

“We cannot say enough how great Olivia was with our babies. She was very professional and they looked so happy. We got to enjoy our time away without worrying about them. Would highly recommend Olivia. We will definitely book her again.”
“Adam is a godsend! Our cat is quite nervous, and has medical needs that can be too much for many people. Adam treats her with great care and patience, and has no problem administering her medicine. Truly a lifesaver for our little family!”

“My cats are finicky about strangers feeding them but they did a lot better than expected with Debbie! I appreciated the photo updates so I could see for myself that my babies were okay while I was gone too. Would definitely have her watch them again.”

“It’s always such a relief knowing someone is there to look after my little buddy — even if he hides under the bed the whole time! Thank you for being there for him to make sure he had everything he needed.”

“Michelle is a wonderful pet sitter! She is friendly, kind and reliable and a great communicator. She was very intuitive to what Daisy needed at each visit, and was patient in building a relationship with her. We felt so relieved to know that Daisy was in such great care while we were away, and can’t wait to book Michelle again in the future. Thanks Michelle for loving on Daisy 💗”


About: Lifelong dog & cat lover. After losing my beagle, Anna, after 14 amazing years together, I'd love nothing more than to spend time with your pups and give them all the love, attention, walks, and treats they'd ever want. Experienced with senior dogs, giving medications (pills and shots), and dogs with hearing or vision impairments. Whether you're working long days or vacationing away from home, do it without any extra stress and let me spoil and care for your fur babies. My schedule is open for the needs and care you need for your fur babies. I'm flexible and can work with you on what you need and when you need it. Safety and comfort are my top priorities when caring for pets in my home or yours. I treat every pet like my own and want to take the time to learn their routines, preferences, triggers, and quirks so they feel secure and loved while you're away. I have hands on experience caring for senior dogs, including those that are hearing or vision impaired, mobility differences and medication needs. In your home and with your pet, I respect your routine and instructions to help give your pets consistency to feel safe. You'll receive updates, photos and open communication to know how your fur babies are doing.
“Angel was amazing! We appreciated her so much. She gave us peace of mind with our babies and was on time to give our elder cat his diabetes medicine each day! Thank you and can't wait for you to take care of our babies again soon :D”

About: With over a decade of experience caring for dogs and cats, I bring a deep passion and commitment to every pet I care for. Since I was 18, I have been adopting and rescuing animals, working with animal protection foundations, and dedicating my time to giving animals a safe and loving environment. What sets me apart is my hands-on experience with both rescue animals and pets of all ages, including puppies and senior animals. I understand their unique needs and have the patience and skills to ensure they feel comfortable and loved. Your pets will have plenty of space to roam and play in my spacious home, complete with a backyard and a beautiful park just steps away. Whether it’s playtime, cuddles, or gentle care for older pets, I provide a safe and happy experience tailored to each pet’s needs. I’m currently studying from home and I have plenty of time to take care of your pets. This will be like spa for your pet a day or days where will be like vacations to run, play and have so much love ☺️ I have a big house and yard, also a nice park to go for a walk, you can be sure your pets will be safe, feeling loved and happy to play around with their toys 🧸. Don’t worry because your pets won’t be with other pets if you choose that, I understand how important they are for you🐶
About: I have 10+ years of experience taking care of cats and dogs ranging from my old mini schnauzer to my current Chihuahuas. I have already watched multiple dogs on rover from big huskies and even older dogs who needed extra care. I love all dogs and cats, small or big. I am currently going to college at UNLV so my schedule outside of that is completely free to walk and care for your animals. I have a shared back yard but I will walk your dog as many times a day as needed and provide them with a safe space. If you have any questions feel free to ask, check out my reviews from the past few dogs I've watched, I will give daily updates and take pride in making sure your animal is properly treated. I'm available full time ... I am waiting to get back into class so I have a lot of down time. I love watching after pets I have a yard and lots of space.I have two bed rooms and I have two dogs of my own that I play with and care for
About: Available for walking, drop ins and can board 1-2 dogs. I have cared for pets since I was 12. Have bottle fed, given pills, volunteered at animal shelter socializing cats and dogs. Have dealt with a variety of dog personalities. I have one fun and easygoing Cattle Dog. I have a flexible schedule. Can drop in between 730am-730pm. I walk my own dogs right away in the morning. And am able to be flexible with scheduling with enough notice. For dogs, drop ins, walking. Drop ins: I can visit with your dog for 30 minutes or more. Take out to potty, play time and fulfill other dog duties that are instructed. Can check food, water. Cat visits: check cat food, water, littler box and play time if desired for 30 minutes or more.
Winchester cat parents share their Rover experiences
Junny went above and beyond accommodating my unusual schedule to best support my cat and two dogs. He gave my cat daily medication, engaged my ever energetic puppy, and doted on all three. I am grateful for his help and flexibility and for the adorable photos he shared throughout the week!

Cannot recommend Adam enough. Friendly, professional, and a clear animal lover. We have two cats who aren’t usually friendly to new people, and I work from home so they’re not used to being in an empty house. We were surprised how quickly they warmed up to Adam during his visits, and honestly they seemed disappointed when we came back!
Absolutely amazing cat sitter — could not recommend Liyuan more highly! Liyuan took exceptional care of my cat, Lottie, and I truly could not have asked for a better sitter. From the very beginning, she was thoughtful, responsible, and incredibly attentive. She treated Lottie not just as a pet, but as her own baby — with genuine care, patience, and affection.

How Rover works

1. Search
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2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your cat while you’re away
3. Book & Pay
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The median cost per night for cat sitting in Winchester is $25
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your cat sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total cat fanatics. You can get in touch with us anytime.
Sitters in Winchester average 8 repeat cat sitting clients
Cat Sitting FAQs
Frequently asked questions about Rover
Cat sitters on Rover are free to set their rates. The median cost to hire a cat sitter in Winchester on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A cat sitter’s rate may also change as you customize your booking to fit your and your cat’s needs.
As of Jun 2026, there are 739 cat sitters in Winchester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.
Rover makes it easy to reach out to multiple cat sitters about your booking. Typically, 88% of Winchester cat sitters respond in under an hour.
Cat sitters in Winchester have an average of 17 years of experience. Cat sitters with repeat customers have an average of 8 repeat clients. Experience can vary from cat sitter to cat sitter, but you can view reviews, years of experience, and number of repeat clients when you compare cat sitters in Winchester.
Do you simply need someone to stop by and play, feed, and scoop? Winchester cat sitters are happy to take care of your cat while you’re at work, on vacation, or unavailable for the day, even if all you need is a quick drop-in! Your cat sitter will stop by to feed, play with, and snuggle your cat as many times a day as you like. And the best part? Your cat gets to stay on their home turf.
There are 739 cat sitters in Winchester on Rover, so you’re sure to find the perfect match for your cat! In Winchester, 96% of cat sitters offer daily exercise, 96% offer medication administration, and 92% have experience with senior cats and cats with special needs. We know each cat is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.
Yes! Cat sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your cat sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your cat sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your cat is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your cat sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your cat sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your cat sitter’s cancellation policy.








