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.
“Susan was wonderful with my cats, and I would highly recommend her to anyone looking for a caring and attentive pet sitter. From the start, you could tell she genuinely cares deeply about animals. She asked thoughtful questions, paid close attention to detail, and ensured my cats received the best possible care. She was also very personable and kept me updated while I was away, which gave me a lot of peace of mind. I've already rebooked her to pet-sit for me again! She’s the best.”


“Can I give Amadie 10 stars??? We had recently lost one of our kitties and had a 10 day vacation scheduled plus we had moved so needed a pet sitter for our senior, very shy kitty. Amadie was the perfect fit! Our senior kitty warmed up to her and she actually let Amadie pet her a few times. This was a first for anyone besides me or my husband! The patience, love and care she showed to Luna was beyond anything we ever expected. She also was so caring for our home and reached out with questions. Amadie communicated with us daily, pictures and updates. We will definitely ask Amadie to care for Luna again.”

“Ayden was a fantastic house sitter. He took incredible care of our numerous animals, and even noticed that our pellet stove had malfunctioned and let us know! We highly recommend him.”

“Thank you Haley! My first time with her as we traveled for a bike event today. Great service and quick response to request! Next time in area and need pet sitting will reach out. Stay cool super hot here today”

“We’ve had Amber drop in on a few separate occasions now and have had a great experience each time. She’s been attentive to both dogs behaviors and makes sure to check in with questions or concerns. I have a peace of mind when Amber visits if I’ll be away from home for an extended time during the day. Based on the photos, the dogs definitely have a great time with her too!”
“Kendra was wonderful! Very responsive and took great care of our cats while we were away on fairly short notice. We loved all the pictures she sent each day and she even offered to scoop the litter box even though we had not asked her to do so. Thanks again, Kendra!”

“Amanda was amazing with our two cats! She dropped in to check on them, feed them, clean the box, and give one of our cats medicine. She always stayed to play with them and she went above and beyond to clean up after them. They loved having her around!”

About: Hi there! My name is Taylor. I absolutely love dogs and believe that most times they are better than people. I will take care of your dog(s) as if they are my own. I am available all day every day except between the hours of 3-6 pm. I love running and playing with dogs and do not mind cleaning up messes. I have two dogs of my own, a black lab and a hound mix that I absolutely adore. I love taking them for hikes and just spending as much time with them as I can. If you choose me to help take care of your dog(s), I promise you will not regret it. Thank you for taking the time to look at my profile! I work as a school teacher right now so am only available after 5 during the week and anytime during the weekends. After June 17th, I will be on summer vacation and will be available all day every day. I have a fenced in yard and a black lab that loves other dogs to play with if you'd like for me to bring them to my home to get some energy out.
“Elias took fantastic care of my tricky kitty, including administering meds in food and dealing with frozen wet food (Smalls) which is trickier than scooping dry food or opening a can. They were very responsive communication-wise and enthusiastic. I will definitely turn to them again for kitty care when I next leave town.”

“Maggie is a natural with animals. She’s calm and confident around them and people too. Our Merry can be shy but she was fine with Maggie right away. Maggie is polite, presents herself well, and always on time, with a good attitude! We will use her again.”

About: I have been around all different kinds of animals since I was a child and have always had a special love for them. All pets deserve unconditional love and kindness, and I am here to help with that! I am working full time from home and am able to adjust my lunch break for pets that need a walk or need someone to check in on them! I am available after 5 on weekdays and am completely free on weekends. Each pet has their own personality, so care will need to be adjusted to meet the needs of each pet. I have plenty experience in high energy dogs as well as very lazy dogs. Some need pets, cuddles, and a walk whereas some will need lots of running around to get their energy out! I am capable of both and will honor what you feel is best for your fur baby.
“Carol took Nora while we went to the botanical garden. She played with her and kept her safe so we could enjoy our time in the gardens. I wish we could take her with us every time we travel ?”

About: I used to babysit for my best friend's family who had three cats and one very active poodle. As well as I've had many pets of my own; cats, dogs guinea pigs, hamsters, you name it. My mother used to be a police dog trainer so i'm very good at handling bigger dogs. I'm very flexible when it comes to time and will work around your schedule. I'm currently home from college for spring break and my time is very open for both weekends and weekdays. My working hours start at 7am and go till 11pm. (But I can fluctuate with your schedule) I have a fenced backyard. And one very friendly small/medium dog, he's a little shy, but he gets along with everyone. I believe that our pet should be treated like family members. Walks, treats, attention and lots of love.
“Emily was amazing with Pepper, my shy hound. Emily showed up promptly for each visit and was very thorough. Even her pre-visit questions were thorough. She is very caring and kept me very informed. I highly recommend Emily.”

“Nadine was Fantastic, it took a few visits for our Cats to warm up to her, she kept the kids Litter box’s clean, and food bowls Filled, also Vacuum around their Litter Boxes, so their area was always Clean, the Bangel Brothers love her time spent playing with them! We are Extremely happy with Nadine, and will Definitely use her Services again when we travel out of town!”

About: I have taken care of cats, dogs, Small animals like mice, guinea pigs, fish, turtles. All way to farm animals like sheep, goats and even horses. Due to growing up in small town farming community. Currently I am supervising and helping my teenage daughter care for multiple miniature and full size horses in Leverett MA. I also have two wonderfully spoiled cats and a dog at home. Have some openings in evening and most weekends as at this time I do have a full time 9-5 job. Looking to see where this goes. I do not have fenced in yard but I keep my current dog on tie out or 50ft lead. Very quiet not normally traveled area around house with big yard to play. At clients home depends on environment there. Would prefer no off leash unless securely fenced area.

About: Hi! I'm Nicole. I'm a software developer & animal lover. I've been around dogs since I was little and have always wanted to adopt one. Caring for dogs with busy owners is a great compromise! Dog owners will love that I will treat their furry pal as if they were mine. They will also love that I have private outdoor space for playtime, anytime, and am right next to central park so there's alot of ground for your furry friend to explore! I truely care about your pets well being so I am consistent with feeding time and will always make sure your furry friend is comfortable, whether its brushing her or refilling her water bowl. I am available Wednesdays and the Weekends for pet sitting, walking, and house sitting. If you are going away for a weekend and need someone to house & pet sit, I'm your girl!
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The median cost per night for cat sitting in Winchester is $25
Why Choose Rover?
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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 9 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 74 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, 91% 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 9 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 74 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, 100% offer medication administration, and 81% 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.



