Cat Sitting in Winchester
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Top rated Winchester cat sitters

“Took care of my two cats and did a great job! They warmed up to her very quickly even though they’re usually pretty skittish. I came home to find their dishes full and litter clean. She did a fantastic job of taking care of my babies”


“Devon was an excellent sitter for our cat Moose. She fed him and played with him while we were away for a week. Devon was responsible, quick to respond, sent photos of Moose everyday, and wrote about each visit. Good communication and clearly loves what she does! Cats don’t always warm up to people right away, but Moose did when they first met. Devon even came to meet us and Moose before booking which was very helpful! I will definitely be using Devon again!!”


“Fawn was just wonderful! She was very responsible and on top of things. Our elderly cat has several medications and she kept a written record of doses and was diligent about giving them. She is a great communicator and gave us regular photos and updates and responded to texts quickly, and she was confident about asking questions if she needed more info. She spent quality time with our cat, let us know right away about any hiccups, and did a great job of looking after the house, the plants and the mail. We came home to a spotless house and most importantly a very happy and relaxed kitty! She is a friendly and cheerful person, very easy to work with. We recommend her unreservedly and hope to have her sit for us again. Thanks so much, Fawn!”


“Amber took great care of my cat while I was out of town. Thanks!”


“Haley did a fantastic job taking care of our cats and home while we were away for a few days. I'll definitely be booking her again. Highly recommended.”


“Maggie did a great job with Bud, she was also prompt and delightful! Hope to see you again Maggie, thank you!”


About: As a psychiatric nurse, I offer gentle, attentive care to people in vulnerable moments. I bring the same calm, respectful presence to the pets I care for. Their feelings and situations are accounted for while I tend to their personal needs. I work part-time on an as needed basis and can work around the schedules of my clients. Available on short notice, including nights, and 12-24 hours' notice is preferred. I have a lightly fenced yard and two friendly dogs. A canine guest may be offered crating for sleep, or they are welcome to bring their own bed. Must be cat friendly. If caring for a pet in a client's home, care will be provided in their own environment precisely as they are used to.

“Kiersten came to my rescue when I needed last minute help with my dog.”


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.

“I'm glad Miss Olivia felt comfortable enough to come out. She usually stays out of sight.”



About: I have walked dogs of all different sizes, ages & breeds. I have also administered medications ( oral & topical ), changed bandages. I've loved animals my entire life & my client's pups/pets become "my" pets..in other words, I love them like they were my own. * I prefer to do "Meet & Greets" with potential clients and their pets prior to taking the "job", so not only do I and the pets get to meet, but the pet parent(s) & I can also meet & discuss any schedules, routines, etc. as well as go over any questions. I want to not only be comfortable with them, but I want the pet parent(s) & of course, the pets, to be comfortable with me as well. P.S. I’ve worked in many horse barns in my 20’s, so don’t hesitate to reach out for help ( even if it’s a one time thing :) I’m pretty available due to being on Social Security ( due to a major car accident in 2009), so I do this to not only supplement my income but because I love animals & it also helps me in multiple ways ( mentally, physically, etc.) I treat your home like my home in the sense that I become protective of the space ( & pets of course), I don’t like random people showing up/trying to enter the home without my hearing Directly from the homeowner. After I’m familiar w/ the way things typically are ( ex. what vehicle(s) are routinely there/not there then a “random” vehicle is suddenly there, I will be suspicious & notify the pet parent/home owner right away to make sure it’s ok to be there).

“Megan is our new bunny sitter. She has experience with bunnies and our bunny was immediately very comfortable with her. Megan is a great communicator and very dependable. She leaves the house in perfect condition. We have already booked her for future dates. Highly recommend.”


About: Dear Pet Mom / Dad, I'm here because I've been in your shoes before. When I was in college, every vacation was overshadowed with the concern: who will look after Moxie (my fish) while I'm gone? Who will change her water, check its temperature, problem-solve if the power goes out and her tank heater turns off, etc.? It was always a worry. Now that I have my beloved rabbits, I need to prioritize a bunny-sitter before I can even go to the ER! That's why I know you worry about your pets and want a trustworthy, reliable, and animal-loving pet-sitter to be there for them. I'll prioritize your pets' care throughout the day - then again, they are living beings with feelings and emotions like ours! And I love animals; I would love to look after yours just the same way wonderful, generous people have stepped up to look after mine! I have cat-sat, dog-sat, and had a beloved dog, Ricky, of happy and nostalgic memory, when I was a teen-ager. Currently, I have a free schedule. I am a teacher on summer break, excited to use my free time to be with animals (hopefully yours)! Your pets will be safe and comfortable in the familiarity of their own home. A lot of animals are stressed by change and can't tell us with words! If that sounds like your fur-baby, I'll come to them in their own home.

“Deanna was always on time, sent several photos every visit, and kept my dog great company while I was away. My place was clean and my dog happy and safe when I returned. I would gladly hire Deanna again!”


“Nikki was amazing ! I forgot to ask her to feed Eden and she happily went back and fed her!”


About: I've had dogs of various breeds since I was 7, and participated in competitive dog obedience and agility training in high school. I love to go on walks, and would look forward to getting to known your pet! I work from home, so I am around most if not all of the time. Our backyard is fenced and I love to take regular walks! I can care for your pet at my home or yours! Let me know your pets needs and we can find a schedule that best suits you.

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.

“Karen stayed with luna for 4 hours, walked her and played with her. Sheis reliable, friendly to humans and dogs and is responsible. I recommend her very highlyl”


“Rebecca was great! She was very thorough taking care of my dog Mabel who is a 140 lb English Mastiff. She sent pictures and updates of her visits. I could tell that Mabel was very comfortable with her and was a happy dog. I would highly recommend her for dog sitting, and walking, or any pet care for that matter.”


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.
Loving cat sitters in your neighborhood
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Carlea O.

“Took care of my two cats and did a great job! They warmed up to her very quickly even though they’re usually pretty skittish. I came home to find their dishes full and litter clean. She did a fantastic job of taking care of my babies”


Devon P.Star Sitter

“Devon was an excellent sitter for our cat Moose. She fed him and played with him while we were away for a week. Devon was responsible, quick to respond, sent photos of Moose everyday, and wrote about each visit. Good communication and clearly loves what she does! Cats don’t always warm up to people right away, but Moose did when they first met. Devon even came to meet us and Moose before booking which was very helpful! I will definitely be using Devon again!!”


Fawn W.Star Sitter

“Fawn was just wonderful! She was very responsible and on top of things. Our elderly cat has several medications and she kept a written record of doses and was diligent about giving them. She is a great communicator and gave us regular photos and updates and responded to texts quickly, and she was confident about asking questions if she needed more info. She spent quality time with our cat, let us know right away about any hiccups, and did a great job of looking after the house, the plants and the mail. We came home to a spotless house and most importantly a very happy and relaxed kitty! She is a friendly and cheerful person, very easy to work with. We recommend her unreservedly and hope to have her sit for us again. Thanks so much, Fawn!”


Amber D.Star Sitter

“Amber took great care of my cat while I was out of town. Thanks!”


Haley C.Star Sitter

“Haley did a fantastic job taking care of our cats and home while we were away for a few days. I'll definitely be booking her again. Highly recommended.”


Maggie R.Star Sitter

“Maggie did a great job with Bud, she was also prompt and delightful! Hope to see you again Maggie, thank you!”


Jolene G.
“I highly recommend Jolene as a pet caregiver. She takes care of our cat & dog when we go away. We love the special care she gives them. They are happy and content when we return. We feel relieved to have such a wonderful pet caregiver we can rely on and trust.”


Kiersten S.

“Kiersten came to my rescue when I needed last minute help with my dog.”


Rosalind L.
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.


Megan H.

“I'm glad Miss Olivia felt comfortable enough to come out. She usually stays out of sight.”




Nichole S.
“Nichole has spent a lot of time with our Cocker Spaniel, Bella. She has stayed at our house on multiple occasions to doggy sit. Nichole is wonderful with all animals, she has always been an animal lover. She treats each animal in her care as if they were her own pet. We continue to have Nichole help us with Bella and would highly recommend her to anyone!”


Megan A.

“Megan is our new bunny sitter. She has experience with bunnies and our bunny was immediately very comfortable with her. Megan is a great communicator and very dependable. She leaves the house in perfect condition. We have already booked her for future dates. Highly recommend.”


Theresa P.
About: Dear Pet Mom / Dad, I'm here because I've been in your shoes before. When I was in college, every vacation was overshadowed with the concern: who will look after Moxie (my fish) while I'm gone? Who will change her water, check its temperature, problem-solve if the power goes out and her tank heater turns off, etc.? It was always a worry. Now that I have my beloved rabbits, I need to prioritize a bunny-sitter before I can even go to the ER! That's why I know you worry about your pets and want a trustworthy, reliable, and animal-loving pet-sitter to be there for them. I'll prioritize your pets' care throughout the day - then again, they are living beings with feelings and emotions like ours! And I love animals; I would love to look after yours just the same way wonderful, generous people have stepped up to look after mine! I have cat-sat, dog-sat, and had a beloved dog, Ricky, of happy and nostalgic memory, when I was a teen-ager. Currently, I have a free schedule. I am a teacher on summer break, excited to use my free time to be with animals (hopefully yours)! Your pets will be safe and comfortable in the familiarity of their own home. A lot of animals are stressed by change and can't tell us with words! If that sounds like your fur-baby, I'll come to them in their own home.


Deanna C.

“Deanna was always on time, sent several photos every visit, and kept my dog great company while I was away. My place was clean and my dog happy and safe when I returned. I would gladly hire Deanna again!”


Nikki D.

“Nikki was amazing ! I forgot to ask her to feed Eden and she happily went back and fed her!”


Laura R.
“Laura is wonderful! She is very responsible and dependable. She has great experience with dogs, from obedience and agility training with her own dog, to extended caregiving for others' dogs. She would be a loving friend to any dog in her care.”


Taylor F.
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.


Karen K.

“Karen stayed with luna for 4 hours, walked her and played with her. Sheis reliable, friendly to humans and dogs and is responsible. I recommend her very highlyl”


Rebecca K.

“Rebecca was great! She was very thorough taking care of my dog Mabel who is a 140 lb English Mastiff. She sent pictures and updates of her visits. I could tell that Mabel was very comfortable with her and was a happy dog. I would highly recommend her for dog sitting, and walking, or any pet care for that matter.”


Samantha H.
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.
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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
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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.
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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 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 67 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 15 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 67 cat sitters in Winchester on Rover, so you’re sure to find the perfect match for your cat! In Winchester, 90% of cat sitters offer daily exercise, 95% 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.
