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 for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.
“My first time using Rover, and I came across Cheryl R. A very lucky day for me. As soon as I met her I knew she’d be great with my 4 cats. She absolutely proved me right. I was able to relax on vacation knowing my fur babies were in good hands. She’s attentive, thorough and very kind. She was able to manage some medication administration and one very picky eater. I am very grateful for finding her and highly recommend her. Thank you Cheryl!!”
“Thank you, Jolene, for checking in on my two cats over a holiday weekend with a last minute booking! Jolene’s communication and timing was excellent. While checking on the cats, she filled their bowls, gave them treats, and brushed them. I appreciated her time and attention!”
“Erin couldn’t have made our first experience with Rover better! She is super thorough and thoughtful with her visit notes which gave us so much peace of mind and she was always on time, if not early! It was so awesome to see how much our nervous pup took a liking to her. We will definitely be reaching out to her for our future dog-sitting needs!”
“James is the best!!! Very communicative, provides full run through of activities and behaviors during the visit. He is very loving to the dogs and takes lots of photos and videos! Will 100% book again.”
“I really cant say enough about how amazing Shawn was! She was so helpful as we were leaving our dog home alone overnight for the first time and also using Rover for the first time. She was super communicative, had so many great suggestions for how to arrange visits, and answered all our questions in detail. She is very professional and you can tell she cares a lot about the dogs she watches. Would book with her again in a heartbeat!”
“Angela has watched my cat Mason twice while I've been out of the country and she put my mind at ease! She sends lovely pictures and updates about him and when I get home, he's very calm and relaxed, rather than stressed from my being away. I'd recommend Angela to any cat parents!”
“Caroline was available during a busy time of year and super flexible to accommodate a 30-min visit with my cat, Ms. M. We scheduled a quick check-in visit beforehand and she met Ms. M for about 30 minutes, reviewed any instructions, and I left her a set of keys. I appreciated having someone to make sure my cat had a bowl of wet food and some company while I am away for a week. Caroline was also flexible in setting up a time to handoff my spare set of keys. All and all it was a smooth experience and I’d recommend Caroline to others looking for cat care!”
“Bonnie went above and beyond for us with a last minute booking. She had excellent communication, did lots of play and training with Cruz and sent great pictures.”
“Jessica did a great job! I would definitely book her again. First, it was so easy to coordinate with her. Next she kept me up to date with what was going on with Lucy during the check-ins. My girl was happy and well taken care of.”
“Sanela did an amazing job caring for our two boy cats! She provided many photos and videos during her visits with them and that was so nice to see while we were away. She was very communicative throughout the entire process and also let me set up a FaceTime call with her prior to the visits to show her around our home. Right off the bat I could tell that she loves caring for animals, and that our boys would be in great hands. We came home to a clean apartment and happy and healthy kitties, and we are excited to use Sanela again for future visits!”
“Ellie was amazing and took such great care of our 2 cats while we were away. She is caring and attentive, and our cats were comfortable with her immediately! She gave us updates each day along with some great pictures. This was our first time ever using a sitter, and we will 100% contact Ellie again in the future!”
About: For the past few years now I’ve been a dog sitter for my family and friends, walking, playing, feeding, and cleaning up after them I can house sit, dog walk, and do drop in visits, Any time of the day Mondays to Fridays, And weekends if needed anything works. I get to learn pets usually routine. How many times a day to walk them, when and how to feed them, and their bed time.
“It was my third time working with Yesika. She accommodated my last minute booking request. As always, Yesika was very punctual, responsive and communicative. My cat seemed to like her and feel comfortable around her, which was a big relief for me 🥰”
“10/10 would highly recommend booking with Natalie! This was my first time using a sitter for my cat and Natalie made me feel so much more at ease with the care she provided. She was super communicative, sent lots of pictures, and was flexible with my schedule. I'll definitely be booking again with her in the future!”
About: What sets me apart from other sitters is my deep compassion, patience, and experience with dogs who need extra attention—especially those with anxiety or special routines. I have hands-on experience caring for senior dogs, puppies, and pets who struggle with separation anxiety. My own dog, Sasha, has anxiety, so I understand the importance of gentle care, consistency, and emotional support. I treat every pet like family, and I’m committed to creating a calm, safe, and loving environment while you’re away. Whether your pup needs long walks, slow introductions, or just a cozy lap to nap on—I’ve got you covered! Pet care fits naturally into my weekly routine. I have Mondays and Tuesdays off, which gives me plenty of time for daytime walks and drop-ins. On other days, I’m able to fit in visits between school and work—and I don’t mind doing late-night drop-ins if your pet needs evening attention. Caring for animals is something I truly enjoy, so I’m happy to make it a priority in my schedule. I’m dependable, flexible, and always focused on making pets feel safe and loved while you’re away. I only offer pet care in the client’s home because I believe pets are happiest and most comfortable in their own familiar environment. I follow your pet’s routine closely—whether that’s feeding, walks, playtime, or administering medication. I respect your space, keep things tidy, and make sure your pet feels safe, loved, and cared for while you’re away. My goal is always to provide reliable, stress-free care that gives both you and your pet peace of mind.
Over 62 pet parents in Winchester have booked cat sitting
Winchester cat parents share their Rover experiences
Sanela was amazing! We have a super high energy young cat that needs a lot of play and she did an excellent job in playing with him until he was out of energy. She also did a great job with our older kitty who is all about his special morning soup! We are so happy we picked her and despite the older one not liking many people, he loved being around her immediately. And, even would pose for their daily photo shoot with her, they love her! She is a cat whisperer and we would 110% book again. She also has very reasonable prices for services which is great for our longer trips. And, very respectful of our house rules which is appreciated. Thank you, Sanela! The kitties thank you, too!
My cats, Taz and Luca, loved Allie. This was our first time using Rover, and I wasn't sure how Luca would react — but he surprised us. He was comfortable and even enjoyed playtime. Allie is responsive and easy to communicate with, and I knew my cats were in good hands. Highly recommend!
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 $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 7 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 2,433 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 14 years of experience. Cat sitters with repeat customers have an average of 7 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 2,433 cat sitters in Winchester on Rover, so you’re sure to find the perfect match for your cat! In Winchester, 95% of cat sitters offer daily exercise, 95% offer medication administration, and 90% 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.
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