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


“I immediately felt confident about choosing Kimberly for my cat Mako after reading her profile and reviews. During her first visit, everything went smoothly, and I’m relieved knowing he’ll be well cared for while I'm away longer in July. Thank you 🐾”


“Justin was amazing. Followed instructions, was timely and took some really great photos with every check in. He went above and beyond what we expected of a cat sitter. While we were away there was a leak caused by our AC unit, he not only took precautions to contain the leak but continued to monitor and control it with every check in. Because of him we returned not only to a happy kitty but also an undamaged home.”


“Thank you for taking care of our kitty! Loren was very easy to communicate with and did everything we requested for the sit. We'll definitely ask her to sit again in the future!”


“Hunter went above and beyond while caring for our three cats for this past week. When the storm was approaching, she texted me to see if I wanted her to put our water bowls in case the power went out. It did, and she did put water out. From the pics, I could tell that Emma warmed up to Hunter right away. Iris got her pills even though she was skittish. Thank you, Hunter, for taking care of the kids.”


“My husband and I knew upon meeting Tara for the first time that she was the perfect fit with our cat, Charlie. Charlie is very shy and usually hides when people come to visit. However, this was not the case when Tara entered our home. Tara did a top-notch job taking care of Charlie during her drop in visits over a period of one month. We were so happy when she sent up pictures and updates. Tara is reliable, kind, professional, and a true animal lover. Cats can be messy with the litter, etc. But with Tara on the job, we came home to a very neat home and well-fed, content cat. We will definitely seek Tara services again. Furthermore, we highly recommend her. Thanks a million, Tara.”


“We were so happy to find Marissa! She was loving, responsible and developed a wonderful rapport with all our cats. She has great instincts and is an excellent communicator. I can’t say enough good things about her!”


About: I’ve taken care of my personal dogs as well as friends and family dogs for years now. I am experienced with dogs of all sizes, as well as all personalities. I am familiar with low energy and high energy breeds, and know how to cater to each of them. I also specialize in dogs that have anxiety as well as reactivity, and know how to monitor their behavior and understand them in a way that most humans and other animals do not. I currently work full time, Monday-Friday so all animals would need to be able to be home alone for around 8-9 hours during the weekdays. My current hours are 6:30am-3pm, so I make a point to be available in the morning before I leave for work, and then after I return from work. This also applies to drop-ins. I make a point to be fully available on weekends since I am away often during the weekdays, but am also home early enough during the week that I can spend the afternoon, evening, and night with your furry little ones. I will care for your pets by following the owners’ and pets’ needs, I never stray from instructions. I will ensure safety precautions are always taken, as your animals safety is my highest priority.

“Kiera was available on relatively short notice for a drop in. She spent time with my pup and sent along plenty of pictures. Everything was put back exactly as it was left, she was great!”


“Karina and Jared did a great job looking after my 2 cats while we were away. Jared did the drop in visits to feed, water and scoop. Karina was available for any questions I had and provided help with the Rover scheduling. They kept me up to date on the cat care and were great with communication. Thanks!”



“Lynsey is absolutely phenomenal! She took fabulous care of our wonderful cat, Inga, who is often shy with new people. Lynsey made Inga feel comfortable immediately and this continued for the entire time we were away. Lynsey was reliable, communicative, and it was a true privilege to work with her. We'd give her ten stars if we could, and cannot.say enough good things about her.”


“Rhys did a wonderful job taking care of our cats. He was reliable and conscientious. He handled my reluctant eater well and was communicative at all times. I highly recommend him!”


About: I'm available to provide the best care for all your furry (or fur-less), scaly, and or feathered friends. I understand that each pet has unique needs, from daily walks and belly rubs for dogs to creating the perfect habitat for reptiles and keeping your cat’s world enriched with toys and cuddles. I offer compassionate care tailored to your pet’s specific personality and requirements, ensuring they feel loved, safe, and happy while you're away. No matter the species, I treat every pet like they’re part of my own family, with lots of attention, patience, and of course, treats! I'm currently working and going to school part-time, but feel free to reach out and I'll see what I can do to help you out! I always prefer to provide care in your home, and will treat your home, property and of course your pets with the upmost respect. In addition to caring for your pets, I am happy to bring in the mail or delivered packages, and provide other random services at your request as needed. I may be able to provide boarding care in my home with notice on a case by case basis provided your pet is house-trained and gets along well with my personal pets.

“Marisa stayed at our house for more than two weeks, caring for our cat and plants. She did an exceptional job! Our cat was very content and hardly seemed to miss us, which really shows how comfortable she was with Marisa. I would recommend her to anyone, and we would be delighted to have her house sit for us again!”


About: I've taken care of variety of dogs and cats. When living in California I took care of two senior Dachshund with a series of medications and injections. I am also great with younger animals, I love to play with them and work out their energy. I’m currently working full time as a health care worker Monday through Thursday 7:30am-4:30pm and 7:30-12:00pm on Friday. I am available for walks, feeds, pop ins outside of those hours. My time is more flexible on weekends! Ask me about a day and I will do whatever I can to make it work! I will make sure all the pets needs are met. Water bowl refills, plenty of play time, feedings if needed. Overall safety for your pet is my first priority! I have had digs of my own with tons of energy. I currently have a senior cat and a kitten (two ends of the energy spectrum) I will treat every animal like my own.

“Sara was amazing with all of my dogs. She came and met them and they were at ease with her as soon as they met her. she sent pictures and updates and kept us informed. She is our new go to doggie sitter!!!”


“Samantha did an excellent job in taking care of our Sheba recently. She was very conscientious and caring. Samantha communicated with us and sent pictures while we were away. Sheba enjoyed her time there so much that she didn’t want to go home when we went to pick her up. I would highly recommend Samantha for all your pet’s needs when you have to leave them.”


About: I've been trusted by many family and friends for the past ten years to care for their dogs of all ages, sizes, and zoomies levels. I'm currently working part-time and have the ability to shift my schedule around as needed. I'm very organized, so I can assure you that I will be on time and available to meet my obligations to you. In your home, I can cater to your desired care approach for your pets, so long as it remains loving and nurturing. This includes but is not limited to: playing with your animal, allowing your animal to sleep in the bed, assisting aged animals up and down stairs, etc.
Loving cat sitters in your neighborhood
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Kimberly H.Star Sitter

“I immediately felt confident about choosing Kimberly for my cat Mako after reading her profile and reviews. During her first visit, everything went smoothly, and I’m relieved knowing he’ll be well cared for while I'm away longer in July. Thank you 🐾”


Justin P.Star Sitter

“Justin was amazing. Followed instructions, was timely and took some really great photos with every check in. He went above and beyond what we expected of a cat sitter. While we were away there was a leak caused by our AC unit, he not only took precautions to contain the leak but continued to monitor and control it with every check in. Because of him we returned not only to a happy kitty but also an undamaged home.”


Loren V.

“Thank you for taking care of our kitty! Loren was very easy to communicate with and did everything we requested for the sit. We'll definitely ask her to sit again in the future!”


Hunter F.Star Sitter

“Hunter went above and beyond while caring for our three cats for this past week. When the storm was approaching, she texted me to see if I wanted her to put our water bowls in case the power went out. It did, and she did put water out. From the pics, I could tell that Emma warmed up to Hunter right away. Iris got her pills even though she was skittish. Thank you, Hunter, for taking care of the kids.”


Tara N.Star Sitter

“My husband and I knew upon meeting Tara for the first time that she was the perfect fit with our cat, Charlie. Charlie is very shy and usually hides when people come to visit. However, this was not the case when Tara entered our home. Tara did a top-notch job taking care of Charlie during her drop in visits over a period of one month. We were so happy when she sent up pictures and updates. Tara is reliable, kind, professional, and a true animal lover. Cats can be messy with the litter, etc. But with Tara on the job, we came home to a very neat home and well-fed, content cat. We will definitely seek Tara services again. Furthermore, we highly recommend her. Thanks a million, Tara.”


Marissa W.

“We were so happy to find Marissa! She was loving, responsible and developed a wonderful rapport with all our cats. She has great instincts and is an excellent communicator. I can’t say enough good things about her!”


Katie O.

“Katie is wonderful! Reliable, communicative, and so sweet with our pets. Would highly recommend Katie.”


Paige R.
“Paige has a wealth of experience with reactive dogs and is patient and understanding with all types of animals. She is reliable, consistent and communicates as much or as little as requested. I have no hesitations in recommending Paige to pet and/or house sit.”


Kiera K.

“Kiera was available on relatively short notice for a drop in. She spent time with my pup and sent along plenty of pictures. Everything was put back exactly as it was left, she was great!”


Karina S.
Star Sitter


“Karina and Jared did a great job looking after my 2 cats while we were away. Jared did the drop in visits to feed, water and scoop. Karina was available for any questions I had and provided help with the Rover scheduling. They kept me up to date on the cat care and were great with communication. Thanks!”




Lynsey M.

“Lynsey is absolutely phenomenal! She took fabulous care of our wonderful cat, Inga, who is often shy with new people. Lynsey made Inga feel comfortable immediately and this continued for the entire time we were away. Lynsey was reliable, communicative, and it was a true privilege to work with her. We'd give her ten stars if we could, and cannot.say enough good things about her.”


Rhys M.

“Rhys did a wonderful job taking care of our cats. He was reliable and conscientious. He handled my reluctant eater well and was communicative at all times. I highly recommend him!”


Jesse R.
“I can’t say enough great things about Jesse. He’s incredibly affordable, reliable, and just all-around amazing with animals. My dog is super friendly, hyper, and has an endless amount of energy—but somehow, he keeps up with her like it’s no big deal. She always comes back happy, tired, and clearly well cared for. He has a natural way with animals and so much experience—not just with dogs, but all kinds of pets. It’s such a relief knowing she’s in good hands with someone who genuinely loves what he does. I highly recommend him to anyone looking for a trustworthy, energetic, and kind dog walker!”


Stacey G.

“Stacey was great. She even managed to get my very shy cat to come out from her hiding spot. I would definitely have Stacey take care of my Cat again”


Marisa M.

“Marisa stayed at our house for more than two weeks, caring for our cat and plants. She did an exceptional job! Our cat was very content and hardly seemed to miss us, which really shows how comfortable she was with Marisa. I would recommend her to anyone, and we would be delighted to have her house sit for us again!”


Alexis T.
“Alexis is the most trustworthy pet helper i’ve ever used! I have had her help with my cats on multiple occasions, she provides updates and pictures of my babies and loves to play with them! My cats adore her and so do I!”


Sara N.

“Sara was amazing with all of my dogs. She came and met them and they were at ease with her as soon as they met her. she sent pictures and updates and kept us informed. She is our new go to doggie sitter!!!”


Amanda B.

“Fabulous care!! My cat was so very happy and comfortable. She sent me updates and pictures which I so appreciated!! I felt she was so respectful of my needs.”


Samantha V.

“Samantha did an excellent job in taking care of our Sheba recently. She was very conscientious and caring. Samantha communicated with us and sent pictures while we were away. Sheba enjoyed her time there so much that she didn’t want to go home when we went to pick her up. I would highly recommend Samantha for all your pet’s needs when you have to leave them.”


Brendan E.
About: I've been trusted by many family and friends for the past ten years to care for their dogs of all ages, sizes, and zoomies levels. I'm currently working part-time and have the ability to shift my schedule around as needed. I'm very organized, so I can assure you that I will be on time and available to meet my obligations to you. In your home, I can cater to your desired care approach for your pets, so long as it remains loving and nurturing. This includes but is not limited to: playing with your animal, allowing your animal to sleep in the bed, assisting aged animals up and down stairs, etc.
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 cat2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your cat while you’re away3. 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 6 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 Aug 2025 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 Aug 2025, there are 192 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, 86% of Winchester cat sitters respond in under an hour.
Cat sitters in Winchester have an average of 15 years of experience. Cat sitters with repeat customers have an average of 6 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 192 cat sitters in Winchester on Rover, so you’re sure to find the perfect match for your cat! In Winchester, 97% of cat sitters offer daily exercise, 100% offer medication administration, and 97% 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.
