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
“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!”

“Alexandrine took great care of my five dogs and she was able to fit them into her schedule with less than a days notice. She followed all my instructions perfectly and she did everything I needed her to do for my pets, including taking great care of my senior dog. I would absolutely recommend her services. She is trustworthy, responsible, and great with 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!”

“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!”

“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.”

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.
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.
“Courtney was great! She sent me pictures every visit, checked in and out when she dropped in, took care of my plants, and when she dropped off my key, my cats ran to greet her, obviously having enjoyed the play time with her. I will definitely book Courtney again.”

About: I have hands-on experience from my time working as a Kennel Technician, where I cared for dogs and cats of all breeds, and currently as an Animal Control Officer, working with animals in various situations. This background gives me a unique and valuable skill set for pet sitting. I’m currently working full-time, but I can accommodate drop-in visits during the week. I have plenty of time on weekends to play with your pets, ensuring they get the attention and love they deserve! In your home, I will make sure to follow your pet's routine, providing them with regular playtime, exercise, and lots of attention. I focus on creating a safe, calm, and comfortable environment that helps your pet feel relaxed and happy while you’re away.

“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.”
About: I’ve worked at animal hospitals for 28 yrs I’m reliable and good with peoples pets I can give meds if needed insulin as well I get lots of waging tails my way I prefer come to your home so your pet is more comfortable and has there familiar surroundings and all the things they’re used to toys their bowls, etc. I can stay the night if needed I like staying with pets at there home this helps also with stomach upsets and stress of being somewhere new and unfamiliar I like the pets to be able to keep there routine

About: I am 36 years old. I'm a manager at an Inn and I have a bachelors in business. I lived in Vt for 4 years and loved it. I have 2 cats and a gold fish. Both of my cats are rescues, one from vt who I found on my porch in the middle of winter and the other from a barn. I taught my cats to sit and give paw ;). I love dogs, I have been pet sitting family and friends dogs for a number of years including labs, English mastiff, and bulldogs. I volunteer at 2 local animal shelters where I give the dogs exercise or play with the cats. I love going for hikes or swimming and both are always better with a dog. I work part time but can make whatever works for you with providing care, whether it be feeding, walking or home care. Overnights can be possible I can take care of them in your home preferably but can bring them to mine on a case by case basis. Whatever is needed
“Lindsay did such a good job with Lily! She came over 3 times a day to let feed her, take her out, and exercise her. She has an incredible presence with dogs. Lily took to her immediately and she usually takes a long time with new people! I definitely plan on using Lindsay to help take care of my dogs in the future! She is always available and goes above and beyond when caring for your dog! I would trust her with my beloved Lily any day!”

“She did a wonderful job eith my cats. They did hide on her but if I had her a few more days I am sure they would have liked her. If there is ever a time when I need a cat sitter again, I will hire her again”

Winchester cat parents share their Rover experiences
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 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 Dec 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 Dec 2025, there are 200 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 16 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 200 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, 100% offer medication administration, and 98% 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.







