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%.
“Alanah took great care of our dog Hank, she was very communicative and our dog often tends to be quite anxious when we leave but he was happy and content when we arrived home. He was really comfortable with her coming to check on him. Thank you Alanah!”

About: Hi! I’m a dedicated pet lover who understands that your furry family members deserve the best care. With experience caring for both dogs and cats of all sizes and personalities, my priority is making sure they feel safe, loved, and happy while you’re away. I provide a calm, clean, and positive environment. Whether it’s a high-energy pup who needs play and walks, or a mellow kitty who just wants company, I tailor care to each pet’s needs. I also keep you updated with photos, videos, and regular check-ins. Services Offered: • Walks, playtime & enrichment • Feeding & medication routines • Clean litter, fresh water, and tidy environment • Extra cuddle sessions upon request 💕 Your pets will be treated like my own — with patience, affection, and attention to detail. I look forward to meeting you and your furry loved ones! I’m a full-time student at Cal State San Marcos. My school takes up the majority of my time so I strictly stick to petsitting Fri-Mon I don’t necessarily offer services in my own home, but would be open to making exceptions under scheduling & date conflicts. My home would be last resort. I would prefer to provide care in the place where your little ones feel the most comfortable, your home!

“Dawn was wonderful with little gremlin, Masi. Masi was all excited and happy once she met Dawn and was always waiting around by the door for her to come back for more cuddles and playtime. I particularly enjoyed reading the lovely post visit notes Dawn leaves. I would book Dawn again!”

“Heather was amazing! I’m always a little stressed out to leave my cat home alone but with the checkins and pictures Heather provided, I felt at ease. She went above and beyond to care for my cat while I was out of town. Definitely will rebook.”

About: I have been a devoted pet caregiver and self owner since the age of 10. I have experience training and care giving for many different type of breeds such as huskies , poodles , jack Russell’s, German shepherds, pit bulls , and more. I always have experience with cats as well and love them just as much. My passion for the genuine care of animals is immense and I would strive to give the best service always. I have been fortunate enough to take some time away from my 9-5 and have had a dire need to pick up a hobby of something I genuinely would LOVE to do. My schedule is completely open to the needs of fur babies! I have one extremely friendly and loving husky who would love to engage with other pets just as much as I would. I have a large fenced backyard for play and gates that block off any potential hazards such as a open road.
“Breeanna is amazing! She takes excellent care of my cats and is very communicative. We are able to have worry free trips because we know we can trust Breeanna to take care of our fur babies. Thank you so much!”

About: I have been around animals my entire life and have volunteered at an animal shelter where I socialized puppies and cats. Animals have always been very comfortable around me and vice versa. I am comfortable with all sizes of dogs and breeds. I care very deeply for animals and would love to help you ensure your dogs are getting the exercise and attention they need. I graduated college with a major in veterinary technology at TJC, and currently work as a veterinary technician. I do have a full time job at a veterinary clinic with my days and hours varying. Typically I work 5 days a week with a max of 8 hours a day. Due to this I am unable to be with your pet at all times but would love to spend my free time with them! I make sure to stay in close proximity to the animal and keep a close eye on them while playing with toys to prevent any injury. I am very knowledge on what kinds of things are toxic to both cats and dogs and am able to pick up on signs of possible varying illnesses.
“Our babies did so good with Estefany! She was prompt and thoughtful with her visits, sending us great photos letting us know the kitties were good to go. We’re very thankful! ❤️”

“Janet was excellent to work with! Communicated well and was extremely reliable. I can tell she really cared about our dogs! We will definitely be rebooking with her again in the future. Thank you, Janet!”

“Ashleigh was so great with our 3 giant “puppies.” I loved having the daily reports and feedback. She caught the cutest photos of them too :) Highly recommend her services! Our doggos loved her. We will definitely request for her again.”

About: I've cared for dogs for seventeen years & promise to care for your dog like I would my own dogs. I'm excited to work with your fur babies! I also gained valuable experience with a wide spectrum of breeds, behaviors, instincts and attitudes. With a deepened understanding, my compassion for animals has grown, and I decided to make a business out of it. I absolutely love working with animals! I work from home and have the time to care for your fur babies and always make sure they have a great time with me! If medication is needed I will be able to administer your doggies medication & make sure they eat at their scheduled times. I have a fenced in backyard for the dogs to be able to run around and play. No matter what your dog will be on their leash when they're on a walk to assure they're safe & properly taken care of. If your dog prefers to sleep in a crate please do provide their crate as well as their dog food & dog bowls.
About: Hi I’m jen . I was a personal trainer , but I found my true passion in working with animals especially dogs !! I have a big yard to play in, and two very friendly little dogs . I’ll treat your dog like my own , because I know how difficult it is to leave your fur babies and feel at ease. I send tons of videos and pictures to make you feel they’re still with you while away ! Just give me all your concerns and I’ll do my best to make you worry less on your trip ! I’ve loved dogs since I was a kid and grew up on a ranch with many along with many other animals so I know how to take care of them . I’ve also recently been taking online vet tech courses just to have the extra knowledge in caring for your fur babies ! Seniors I’ll take extra caution and care because I know they’re fragile and need more loving . I do often sit 5+ at Once as long as they all get along and I feel social interaction is Great for dogs as well ! I hope to meet your furry kids soon ! Love ❤️ Jen I’m full time pet sitter so I’ll have all my time to focus on your pets needs .just text me anytime with any questions or concerns. I keep my place puppy proof and supervise 24:7 and cater to any needs your pups should have . Feel free to text or call anytime! I wake around 6-7 am and in bed around 10pm so I’ll try to work with you on your schedule because I do this full time. I have a fenced yard and extra crates if you prefer yours crated to eat or at night . Otherwise they’re welcome in my room .
About: I’ve assisted with dog sitting alongside my mom and grandma, helping with playtime, and companionship. I’m patient, attentive, and following routines to ensure dogs feel safe and cared for. Pet care fits easily into my daily routine. I have flexible availability as I am unemployed and already care for my own two cats and two bearded dragons daily. I provide attentive care in peoples homes, following routines closely. As an owner of two cats and two bearded dragons, I’m experienced with safety, cleanliness, and gentle handling.
About: Hello! I have many animals myself that I love and care for daily. I also currently have a weekly dog sitting client who's dogs and cats I care for. That care includes giving medication to two of the pets. My daily schedule is pretty open aside from Monday mornings. I do housekeeping but as it’s my own schedule that I make I can rearrange days. I do not mind being asked for more details about my current schedule so please feel free to ask so we can schedule for the right times! I live with five cats and one dog currently. They’re all friendly and our dog is a well behaved little gentleman. I spend my time caring for the pets, making sure they’re fed and happy and that things like litter boxes are clean. I find joy in caring for animals.
About: I have experience working with puppies and many breeds. I will reinforce desirable behaviors through positive reinforcement. I have experience giving medication. I can take your pet to the vet for you. I have many years of experience working with animals at a veterinary hospital and animal shelter/rescue. I am available short or long term. I am available week days and weekends. Caring for pets is my vocation. I don’t have any schedule restrictions I have enclosures for the pet and a larger enclosed yard. I provide opportunity for water loving dogs to play in the pet pool. I provide “nose work” for those dogs that need mental activities.
“We are impressed with how attentive Carrie and her son are with our dogs. It is clear from the pictures Carrie has sent us that our furry children get really excited to see them!”


“We are returning clients of Karina who visits twice a day whilst we’re gone. She feed 2 cats, TNR feral cats in garage & feeds/walks 2 dogs. I appreciate Karina’s expertise in noticing our Rottie’s front paws 🐾 agitated & weak. Already made Veterinary appt; will continue booking Karina for our furry family.”

Over 2 pet parents in Winchester have booked cat sitting
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1. Search
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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 4 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 60 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, 100% of Winchester cat sitters respond in under an hour.
Cat sitters with repeat customers have an average of 4 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 60 cat sitters in Winchester on Rover, so you’re sure to find the perfect match for your cat! We understand that each cat is unique and may require specific 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.



