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.
“Barbara was great! Timely and compassionate, she sent great updates with multiple pictures and was patient with our senior dog. We will absolutely be utilizing her again in the future.”

“Cindy took amazing care of my cat while I was away for a couple weeks. She was reliable, attentive, and clearly very experienced with cats. She made sure everything was clean and well-maintained, and she spent time playing with and caring for him instead of just doing the basics. I felt completely at ease knowing my cat was in such good hands. I truly appreciate how thoughtful and responsible she was, and I would absolutely recommend her to anyone looking for a trustworthy and caring pet sitter.”

About: I grew up in a dog-family so I've been taking care of dogs since I could walk. I regularly dog (and cat) sit for family and friends from college and church. I'm currently working part-time so my schedule is very flexible excluding Monday & Thursday evenings and Saturday afternoons. Down for morning/midday/evening walks and feeding or overnight stays. I like to do a Meet & Greet with all my clients well before my care-taking in order to properly care for your furry friend. I cannot currently board/crate dogs in my home but am able to offer walking, feeding, and overnights.
About: I have taken care of all different breeds of dogs since I was 14 years old. I have a dog of my own that I care for everyday and she is just the cutest. I have personally trained her, and we are still in the process of that, so I do have training experience. I also have experience in giving dogs different types of medications and shots. I am currently working remotely Monday and Friday and have a very flexible schedule. I have different availabilities for drop ins as well! I have every weekend off and its busy season so book now before it’s all taken up! When I’m my clients homes I make sure that the pets feel comfortable with me being in their homes by taking my time and building a relationships with them. I make sure they feel comfortable having me in their home and I tend to their every need.
“Alicia was a great sitter. Took awesome care of our puppies and was an awesome communicator. She performed all the puppy duties and counted everything through rover including all the walks. I highly recommend Alicia!. Loved the pictures”

“Danny & Jennifer were amazing! I can not recommend them enough. From the daily updates, to our specific accommodations, to the care and love they showed our cats, I truly couldn’t be more grateful for these two! Leaving our cats in the hands of someone else is very stressful, but Danny and Jennifer made it so easy for us to not worry as we knew they were in the best hands possible!”

“Mason is so good with our cats. They tend to be skittish around other people but they love him. He is a great communicator and your fur babies would be lucky to have him take care of them.”

“This was our first booking with Rebecca for daily drop-in visits with Susie the cat. Couldn't have asked for a better experience! She bonded with Susie right away, is an excellent communicator, left my house super clean, and went above and beyond offering to blow storm debris off the driveway. Highly recommend. We will be booking again. ;-)”

About: As a family we enjoy dogs and love to play with them in our home as well as get fresh air out in our large open yard and keep active by taking regular walks. My husband and I both grew up in families with dogs and see the importance of pet care while families are away and would enjoy loving on your dog while sending updates and pictures of your dog during your travels. The relaxed environment of our home allows for dogs to roam freely and comfortably, we are home full time to give your dog the attention and love they deserve, we will play, read, relax, brush, and discover with them! We are excited to hear from you and meet our newest temporary family member!! My husband and I are hme full time homeschooling our kiddos. We enjoy the company of a pet in our home and meeting new families from around the area. We have a relaxed home environment, perfect for welcoming in your pet. We take them on daily walks around the neighborhood and have the ability to crate your pet if needed. We are a work from home and a homeschool family with 4 kids. We all love having the dogs around each day to play and love on! We take multiple walks daily with ranges that vary based on the dogs capabilities. The dogs hang out with us theoughout the day and when we are outside we have a lead for them to join us.
About: I’ve lived with my dogs for around 10 years. I take them for walks, feed them when my family needs some help. I have a big dog and a medium sized dog! I don’t have any professional experience but I take care of my dogs often. :) I’m a student at Mizzou, so I will typically be busy until 3pm when I’m in Columbia. When I’m back home in Ballwin over breaks, I should typically be free at all times. I can’t have pets in my home, but in others home I am able to give walks, play with animals, and do anything that’s needed! I love taking care of animals and I’m super careful with them.

“Cammie was super sweet to my little dogs which made me feel better leaving them at home!! I felt totally comfortable with her in the house! Would highly recommend her!”

“Alexandria took great care of our kitties while we were out of town! We have some finicky eaters and one who needs meds, and she didn’t have any issues with them. She was also kind enough to take our garbage cans from the curb and get the mail. I would highly recommend her!!”

“Alli is excellent!!! Alli worked with us for 5 days straight, two times per day. She was on time 100% of the time and was excellent with our puppies. She took them for long walks and always asked if there was more she could do. Alli is very kind and easy to work with. She is also a good communicator. I highly recommend Alli and we will definitely have her back (often!)”
About: I'm a lifelong cat lover with more than 12 years of hands-on experience caring for my own cat, who recently passed away after a wonderful life with me. While I'm not ready to adopt another cat yet, I'd love to care for yours. I've also fostered a shelter cat, cared for a friend's cat for about a year during COVID, and cat-sat for friends many times. I work from home full-time, which gives me a flexible schedule and allows me to provide attentive care throughout the day. Depending on your cat's needs, I can easily incorporate pet care into my daily routine and ensure your cat receives consistent attention, companionship, and care. I live in a house with a calm, cat-friendly environment and understand that every cat has its own personality, routine, and comfort level. Whether your cat enjoys playtime and attention or prefers a quiet, predictable space, I'll make sure they feel safe, comfortable, and well cared for during their stay.
“Alycia was so great with our pups and our my mind at ease for their care. She provided timely and detailed updates on her visits, and everything I asked of her was done perfectly. Can't wait to hire her again, our pups loved her!”

“I love Kate! Very friendly and her communication is consistent. She constantly sent pictures and Bailey loved her. Definitely helped ease my nerves in leaving her behind. Will be using her again for sure.”

“Blanca was an amazing caregiver to our two dogs while we were in Hawaii. She kept us updated with pictures and videos of them playing, chasing the ball, enjoying pets and scratches. We would definitely recommend Blanca and will 100% use her in the future!”
“Susan took such great care of my little fur baby while I was away for the holidays. She kept me updated with her visits and I knew my little Kiwi was in a great, loving hands while I was gone. I highly recommend Susan if you want someone who truly loves dogs and who'll care for them like they're her own. I will be using Susan to car for my fur baby whenever I need to travel.”
“Our cats love when Diane comes by to check on them. Our youngest cat is scared of dang near everything and doesn't like strangers but even he comes out for playtime/pets when she comes by. She really takes the time to play with the boys and make sure they are well taken care of.”
Over 11 pet parents in Winchester have booked cat sitting
Winchester cat parents share their Rover experiences
Our two cats were in great hands with Cynthia during our week long vacation! She was extremely detailed in communicating our kitties’ behaviors and activities, and she shared lots of pictures. One of our cats has additional bathroom needs, and Cynthia handled it perfectly - no accidents when we got home for the first time ever!! We felt totally at ease while we were away. We will definitely book Cynthia again in the future!

How Rover works

1. Search
Read verified reviews by cat parents like you and choose a sitter who’s a great match for you and your cat
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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for cat sitting in Winchester is $20
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 11 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 $20 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 35 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, 93% of Winchester cat sitters respond in under an hour.
Cat sitters with repeat customers have an average of 11 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 35 cat sitters in Winchester on Rover, so you’re sure to find the perfect match for your cat! We understand that each cat is unique and may require specific 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.








