Cat Sitting in Winchester
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Top rated Winchester cat sitters
“Dina took such great care of my cat! My cat needs stimulation, attention, and play, which Dina provided (during holiday season and for a good price). Dina is an animal lover and it showed in her care of my sweet girl! Thanks so much Dina.”
“Kayla was awesome— we had total peace of mind on our eight day trip and never had to worry about a thing. She sent us pictures every day & was a very low maintenance sitter. Hope to use her again soon on our next vacation, thanks so much!!”
“Gemma is very awesome and a trustworthy sitter. We were out of town when the sitter we hired let us know she could not continue checking on our pet. Gemma came to the rescue. She loved on our fur baby. We received great photos and updates. She even watered the indoor plants and put food out for the feral cats we feed. We highly recommend her and will be using her for all our pet sitting needs.”
“I recently moved from NY to KY and was in need of someone to help care for my four dogs. I had spoken to many people and wasn’t comfortable with anyone as I had my prior dog walker in Ny for over 10 years. I found Tanika and she and I hit it off right away: she was super accommodating to my ever changing schedule. I was nervous to have my one rescue dog meet anyone because he could be unpredictable. Tanika came armed with treats and was relaxed and so easy going with all the dogs that he took to her first!!!! Tanika had been above and beyond amazing . She helps with my dogs that have medical issues and she is always there when and if I need her. She takes care of my dogs as if they were her own and I’ve never had to worry about them when I’m away. She is an absolute god send and I highly recommend her!”
About: I’ve had dogs my entire life and genuinely consider them family. I’m so dedicated to animals that I’ve chosen a pet-focused lifestyle over having children. As a husky mom and lifelong animal lover, I have hands-on experience with everything from energetic puppies to senior pets with special needs. I’m a certified pharmacy technician (CPhT), so I’m trained in medication safety and certified to administer vaccines—giving me an extra level of skill when caring for pets who need meds or special attention. I’m calm under pressure, detail-oriented, and treat every pet like they’re one of my own. I have very open availability and can easily fit pet care into my daily routine. As a husky mom, I’m accustomed to regular walks and consistent care, so whether it’s quick visits, daily check-ins, or overnight stays, I’m flexible and reliable. I’m attentive to your pet’s individual needs and always treat them with the same care and love I give my own. I prioritize safety and comfort above all else when caring for pets. In my home, I maintain a clean, secure, and calm environment where pets can feel relaxed and happy. I’m experienced with managing multiple pets, making sure each one gets individual attention while preventing stress or conflict. When caring for pets in their own home, I respect your space and routines, following all instructions closely to ensure consistency and comfort. I’m fully attentive, keep an eye on any health or behavior changes, and communicate promptly with you for peace of mind.
About: I have experience with horses, dogs, cats, and even reptiles. I have specialized experience with large animals, disabled animals and elderly animals as well. I have a genuine passion for animals and I am committed to providing personalized care. I go beyond just feeding and walking. I take the time to understand each pet's unique needs and personalities. I will ensure your pet will feel loved, secure and at ease while you're away. I go to college at the University of Kentucky during the day but the longest day I have will end at 5 on Mondays and Wednesdays. I am a Vocal Performance major so I do have performances every so often but they are very easy to work around. I provide personalized care designed to meet the unique needs of your beloved companions. I can care for pets of all shapes and sizes including daily walking, feeding, medication administration, and playtime. I can spend the night and leave your home in the same way I arrived and leave your pet just as happy as when you left!
About: **if looking for pet sitting, make sure your furry friend is good with small dogs and cats** I, myself, am a small business owner. I work in photography and know my schedule well in advance. I have a 1.5 year old pug (behaved and potty trained). He no longer needs a crate but he has his own bedroom for if he gets too overstimulated and wants to play rough. He’s never hurt a fly though! I also have a cat who I’ve had for 7 years. He is social and talks more than any human I’ve met. He stays to himself and lounges on his cat tree or explores my fenced in yard. My yard is protected 100% around at approximately 10 ft high surrounding. I have grass to play in that is regularly maintained. Both of my pets are up to date on shots and flea, tick, and heart worm prevented monthly. I had rescued a pug before my current one who passed away unfortunately but I was on a 24 hour schedule with his medications and had hospice available at all times. My current dog gets eye medications every morning due to a genetic issue. So I have experience with medication. As well as IV medication/fluids. I grew up on a farm in Kentucky and took care of everything from cattle to goats to chickens to cats and dogs. I was going to become a dog foster but decided this route first with the possibility of still doing that in the future! I also took care of people with disabilities as an aid during my early 20’s (I’m 31) so no poo poo, pee pee, or throwing up bothers my stomach at all! My goal is to make your pet feel at as home as possible and as stimulated as they want to be to keep from being sad when away from their parent(s). Whenever I’ve had to leave my pets for personal family circumstances in Kentucky, it broke my heart that they’d miss me. I also have a furbo. I will be happy to provide you a link that you may access. You can see them and throw them treats (if they’re allowed them). I’m also lgbtq+ to be clear of my personal orientation/gender. I love animals more than people and for better or worse, that’s the truth :) I book my shoots with brands and talent way in advance. It makes it very easy to plan! I also will volunteer passing out clothes and food to those without shelter but I also plan that a month in advance and make my own schedule! I can crate your dog if needed. I just ask you bring your crate. As listed before, I have a playful pug and a lazy cat. I’m able to give medications and have a lot of experience with that!
“I cannot express how grateful I am for Eslam's exceptional care of my cat on such short notice! She agreed to care for my cat the same day which says a lot about her. From the moment we connected, Eslam was professional, reliable, and incredibly kind! My cat immediately warmed up to her, which is a testament to her gentle and attentive nature as my cat is super shy around new people. Eslam went above and beyond in taking care of not only my cat's basic needs but also ensuring she received plenty of playtime and affection. I knew my cat was in great hands! I highly recommend Eslam to anyone in need of a pet sitter because her dedication and genuine love for animals truly shine through. Thank you so much, Eslam, for your outstanding service!”
“Laura was wonderful again! She made sure my cat got his medicine while I was gone, which is not an easy task. Shes super responsive and gives good updates after her visits. Would recommend Laura to anyone with a furball!”
About: I have been dogsitting for over 5 years. The clients I have worked for I have done overnight stays, dog walks, and day sitting for up to 8-10 hours. I do have one dog I sit for that doesn’t do walks so I adjust to what the clients needs. On overnight stays, I do clean up and bring in mail/ newspaper if the clients ask. I am a big animal lover so your dog/ cat will get lots of love. I do have a clients that likes to receive pictures during my stay. The dog will get plenty of exercise and playtime. Also I am flexible and very reliable. I can provide references of my regulars if needed and their type of dog. I enjoy providing lots of fun and love. I am flexible and reliable. I am able to meet to whatever the client might need. I am available whatever day and time. I do my best to meet the needs of the client. I haven’t cared for other animals in my home besides my own. When I go to someone’s residence, I follow what the owner normally does. I am usually left instructions to follow.
About: I am a huge animal person! I have a special interest in feline care, and currently working with a bunch of feral community cats, as well as volunteering at animal shelters with both cats and dogs. I have grown up around all kinds of animals, and currently have 2 dogs and a cat. I’m currently a college student looking for employment, so my schedule is pretty open! I’m free to hang out with your pets any time right now! I have a fenced in yard, and multiple rooms to seperate and rotate if needed. My dogs are friendly, and my cat will keep her distance, likely staying in my room.
About: Hi there! I absolutely love animals and enjoy taking care of them. I’ve been watching taking care of animals since I was a kid and I just love it I absolutely love taking care of your fur babies! Their schedule is totally accustomed to your needs and wants as their owners if you create a schedule for them, that would be wonderful and allow me to take care of your fur babies as you would yourself I do services in Lexington and Winchester, I’m currently working full-time with my hours ranging from 6 AM to 4 PM 5 days out of the week! Hours may vary depending on work Hi there! I absolutely love animals and enjoy taking care of them. I’ve been watching taking care of animals since I was a kid and I just love it! I don’t offer boardings at the moment but I would love to housesit or do drop-in visits for you!
Loving cat sitters in your neighborhood
Search Results
Kris R.Star Sitter
“Our kitty received excellent care!”
Dina J.Star Sitter
“Dina took such great care of my cat! My cat needs stimulation, attention, and play, which Dina provided (during holiday season and for a good price). Dina is an animal lover and it showed in her care of my sweet girl! Thanks so much Dina.”
Kayla C.Star Sitter
“Kayla was awesome— we had total peace of mind on our eight day trip and never had to worry about a thing. She sent us pictures every day & was a very low maintenance sitter. Hope to use her again soon on our next vacation, thanks so much!!”
Gemma B.
“Gemma is very awesome and a trustworthy sitter. We were out of town when the sitter we hired let us know she could not continue checking on our pet. Gemma came to the rescue. She loved on our fur baby. We received great photos and updates. She even watered the indoor plants and put food out for the feral cats we feed. We highly recommend her and will be using her for all our pet sitting needs.”
Chelsea D.
“Chelsea was awesome! She came on time everyday and gave updates and sent pictures of my cats! They really seemed to like her. Would definitely recommend!”
Tanika L.
“I recently moved from NY to KY and was in need of someone to help care for my four dogs. I had spoken to many people and wasn’t comfortable with anyone as I had my prior dog walker in Ny for over 10 years. I found Tanika and she and I hit it off right away: she was super accommodating to my ever changing schedule. I was nervous to have my one rescue dog meet anyone because he could be unpredictable. Tanika came armed with treats and was relaxed and so easy going with all the dogs that he took to her first!!!! Tanika had been above and beyond amazing . She helps with my dogs that have medical issues and she is always there when and if I need her. She takes care of my dogs as if they were her own and I’ve never had to worry about them when I’m away. She is an absolute god send and I highly recommend her!”
Lindsey B.
“Lindsey took good care of my kitties. She even brought over a laser to play with them and sent a video/pics. We recommend her and will request her services again! :-)”
Lauren I.
“Lauren has been caring for pets for several years now. She helped me once by saving my dog Aria from a terrible boarding situation that wasn’t taking the best care I had expected. I was out of town and Lauren retrieved my dog from the business. I couldn’t have been more thankful and could enjoy the rest of my vacation worry free. I had confidence knowing Lauren would care for Aria and she would be safe.”
Allie H.Star Sitter
“Our kitty loves Allie and she does a great job taking care of him while we’re away!”
Kristen S.
“Second time having Kristen watch my Karma girl and I just know she was very well taken care of!”
Olivia C.
“Working with Olivia was easy. We worked out details, she kept me in the loop and my cat seemed to enjoy his visit. Definitely recommend!”
Courtlin C.
“Courtlin is amazing! I’ve dog sat with her several times and she does a wonderful job. She is careful not to leave a mess. She’s good about cleaning up, turning the lights off, and leaving the house better than she found it. She’s great with pet’s. She’s very responsible and has watched up to five dogs at a time and made sure to spend time with each of them and keep them entertained. She’s responsible and reliable and if you need her she’s great at responding. I’d trust her with my pet’s whenever I needed her and have referred her to my friends who have needed help with dog sitting!”
Sydney M.
“Sydney was great! Came back to a happy cat”
Eden E.
“Eden is a caring and responsible pet owner, I would trust him with my own pets! He has a great love for animals, and his dog and cat are happily cared for.”
Eslam S.
“I cannot express how grateful I am for Eslam's exceptional care of my cat on such short notice! She agreed to care for my cat the same day which says a lot about her. From the moment we connected, Eslam was professional, reliable, and incredibly kind! My cat immediately warmed up to her, which is a testament to her gentle and attentive nature as my cat is super shy around new people. Eslam went above and beyond in taking care of not only my cat's basic needs but also ensuring she received plenty of playtime and affection. I knew my cat was in great hands! I highly recommend Eslam to anyone in need of a pet sitter because her dedication and genuine love for animals truly shine through. Thank you so much, Eslam, for your outstanding service!”
Maria L.
“Maria did an excellent job with two very hard headed dogs! We appreciated her very much!”
Laura S.
“Laura was wonderful again! She made sure my cat got his medicine while I was gone, which is not an easy task. Shes super responsive and gives good updates after her visits. Would recommend Laura to anyone with a furball!”
Pam D.
“Pam has been a pet sitter for several years, and does an excellent job. She is dependable, responsible, and punctual. Pam truly loves animals, and they would be lucky to have her pet sit.”
Ashlynn S.
About: I am a huge animal person! I have a special interest in feline care, and currently working with a bunch of feral community cats, as well as volunteering at animal shelters with both cats and dogs. I have grown up around all kinds of animals, and currently have 2 dogs and a cat. I’m currently a college student looking for employment, so my schedule is pretty open! I’m free to hang out with your pets any time right now! I have a fenced in yard, and multiple rooms to seperate and rotate if needed. My dogs are friendly, and my cat will keep her distance, likely staying in my room.
Sara W.
“Sara is absolutely amazing with my dog Fizzie! She will love your pets as if they were her own! She is kind hearted and hard working, and I cannot recommend her more for your pet needs!”
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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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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 $20 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 151 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, 90% of Winchester cat sitters respond in under an hour.
Cat sitters in Winchester have an average of 14 years of experience. Cat sitters with repeat customers have an average of 5 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 151 cat sitters in Winchester on Rover, so you’re sure to find the perfect match for your cat! In Winchester, 93% of cat sitters offer daily exercise, 100% offer medication administration, and 95% 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.
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