Cat Sitting in Winchester
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Top rated Winchester cat sitters
About: I've always had dogs, but many other animals too. I'm a science teacher, and fully believe you get what you give. My dogs are treated very well, given lots of love and they give it back. They're happy and healthy. It's a win- win! 👌🏻 I can come to your home to dog-sit. I can do drop-ins, medication, most nights. Whatever you put on a list for your dogs will be followed carefully. I will not sit at my home. It's my dog's home (territory) and it's not fair to bring another dog into it unless it's necessary.
“Our cats received excellent care from Zander! Not only did he take care of the boys, he made sure we knew when something at home appeared amiss. I appreciated his extra set of eyes on our home while we were out of town and coming home to happy, happy, happy cats! Thank you, Zander!”
About: I've had dogs in the house since I was 12 and my mother is a professional Rover dogsitter. Not only have I been a massive help to her I have my own experience watching dogs for Grandmas on both sides of my family. I have watched their dogs countless times so they could go on long vacations and the dogs adored my company. I am very good with animals generally and I know how to accommodate for each individual dog's personality. I live with my mother and don't work as I have a chronic arm injury, so I can watch dogs any day and nave an extremely flexible schedule. My injury doesn't impact my ability to take care of pets alone and I have my own vehicle. I my mother has her own Rover business so I am doing it myself to help earn money for the family. I will always keep a close eye on dogs when I let them out to go and I will always put in 100% to make sure they're entertained and fed while you are away.
“This was my first time using Rover. When I met Shelly, I knew she was the perfect fit. Our cat Wally is not always welcoming to new people, especially when we are not around. Shelly took time to interact with Wally. Her updates after each visit were appreciated and helped me feel comfortable knowing that Wally was doing great while on vacation. Shelly even brought fresh catnip, which Wally loved. I would recommend Shelly. She has a warm and friendly presence.”
About: *OUT OF TOWN FOR SUMMER! Returning mid-August :)* Ever since I was nine years old I have been involved with pets in my own home, as well as helping friends care for their pets. I have had several cats and dogs ranging in many different tempers, needs, and personalities. I love my pets dearly and I hope to be able to connect with and help other pet owners with walking, giving extra attention and playtime, feeding, and any other services I am able to provide for their beloved pets. I am currently working part time in the mornings and early afternoons, so during the rest of the day I am free for pet care! I will do my best to work around my schedule with you to ensure the very best and attentive care for your pets. I try to care for pets at their own pace, I like the “meet them where they are at” perspective. I like to make any pet I am around feel safe and comfortable with my presence and actions. If a pet is apprehensive and needs space, I try my best to give that space, and I never want to force affection onto that pet. The same can be said for an affectionate pet, I try my best to match their energy and to keep them as happy and safe as possible. I hold the same ideas for walking dogs as well; if a pet wants to run, I’ll run with them, and if they want to walk and take their time slowly, I will go slowly with them.
About: I've taken care of our family dogs, cats, pets, and farm animals since the age of 7. We're an animal lovers household here at Walk and Sit with Maggie. We specialize in small to medium dogs for drop-ins, walks, daycare, boarding, and sitting needs. When Maggie is not napping we walk in the morning between 6am and 9am. Lunch walks are from 11am to 2pm with evening adventures at 6pm to 11pm. At Maggie's home we are fully secure with video monitoring, garage play area, and fenced back yard. For exercise we leash walk at the park and visit off-leash areas. Customer approved adventures prior to travel.
“Heather was amazing watching my cats last minute! I had to leave town last minute, but she was able to come by that afternoon and meet my cats! She was in contact with me the entire time and it was such a relief to know my sweet cats were being looked after! Thank you so much Heather!”
About: Growing up, I’ve always had animals, Whether that be Grumpy and feisty cats, too massive dogs that could drag me anywhere, Regardless of their cons, I have always had a love for them. I currently have a nine-year-old pit lab mix, A five-year-old American pocket bully, And a rescue dog. I also have three cats ranging from shy and Weary, To bold and grumpy. My American pocket bully has allergies so I have experience with loose diets, and not so loose diets. I have experience with senior animals, And any accommodations that are needed for them (medicine, help getting on bed / couch, help getting outside on time, etc.) I have experience with reactive dogs, Particularly dog reactive dogs, Or animal reactive dogs. I am good with keeping dog reactive, dogs, calm, and distracted while passing another dog on walks Or avoiding the Situation entirely. I am currently unemployed, So I have all the time in the world to give every pet attention! More Walk and playtime for Your pets! I care for pets in my home just as I would a human. In my opinion, pets are family not just animals. I make sure that all of the pets requirements are met, And on top of that, I add extra things, (spoil them if you will :)) My dogs wear Puppy clothes if that says anything about me.
“Madi did a great job taking care of our two cats on short notice. She's super friendly, punctual, and reliable. Most importantly, the cats seemed almost disappointed when we walked in the door and not Madi 😂. We'll definitely call her up the next time we head out of town!”
“Steve is an experienced dog trainer who is personable, knowledgeable and trustworthy. We have a quite large puppy who was a bit hesitant & Steve won him over. In an emergent situation we could rest assured our dogs were safe & home respected. We def will be repeat customers! without hesitation I recommend Steve!”
About: I've taken care of dogs and cats since I was 6 or 7. I have fed bottle-baby kittens and helped to raise some well-behaved pups. I have had experience with my families own senior dogs, as well as having experience pet sitting for senior dogs and senior cats. I also have spent time working at a vet clinic, have 6 months professional experience leading positive reinforcement dog training classes and have worked as an animal care technician at a shelter. Along with these experiences I have also cared for plants, fish, small mammals, and reptiles if that is needed. I can pet sit, dog walk, or play with your animals every week Monday-Friday. Upon request if your dog needs a buddy, I can bring my 1 yr old husky/shepherd mix Miska, she is a polite and adaptive player with other dogs and is trained and accustomed to cats. Every pet parent is different so I tend to stick to what the regular schedule is while pet sitting. After I have finished things like feeding, walking, and cleaning I also like to spend some time with each animal, letting them get to know me and making sure they are happy and healthy. I have walked large, medium, and small breed dogs but I do not like to do pack walks or walks with extra large breeds. I love to do play times and will always use safe dog/cat toys and encourage good behavior during a session.
About: I’ve cared for animals my whole life, from cats and dogs, to horses and chickens. I currently have a 6 year old German Shepherd/Siberian Husky mix named Legend. He typically is with me for all of my bookings, and loves making new friends! I have professionally and personally boarded, walked, and cared for dogs. I also housesit on a regular basis. I have a patient and kind demeanor that works well with any temperament/energy level. I realize that each dog has a different unique personality and needs, and know how to understand and work with them. I love hiking and being outdoors, so being able to work and do what I love while helping animals is a passion of mine. I would love to meet and care for your pet, whether they need just a walk, or day care/boarding! Please feel free to message me with any questions. I’m currently a full time grad student online, and I also work from home, so I’m able to keep a flexible schedule whether you need me to watch your pup weekdays or weekends. I have a fully fenced yard and the kitchen cupboards are puppy proofed. My dog legend is also a friendly and active good boy that’s with me on most my bookings, and loves making friends!
About: I am an animal lover. I love all animals. I grew up caring for a lot of different kinds of animals. Reptiles, rodents, dogs, cats, ducks, chickens, and even miniature pigs! I have cared for dogs as little as a chihuahua to as large as a Great Dane. And I have 3 dogs that love meeting new friends. I am currently working part-time. And I have plenty of extra time on my hands to care for your fur baby and give it the loving care it needs while you are away! I have a fenced backyard and 3 friendly dogs of my own to keep your fur baby company. My dogs spend the majority of their time inside my home. Your pet will be loved and treated like family.
About: I have 3 dogs and 4 cats, that I trained myself. I love animals, am mature and responsible and have tons of free time to give attention to your pets. My kids are in high school now and no longer need my attention, so I have too much free time on my hands. I’m available all day everyday and can’t wait to play, walk, feed and cuddle your fur babies. I have a fenced in yard, but also take my dogs for walks or to the dog park for exercise, a change of scenery and to socialize them. My cats are indoor/outdoor so they require very little attention these days. I make sure they are fed and have water when needed, and I brush their coats and teeth weekly. I also give lots of cuddles and attention.
“So lucky to have Marlena. She is super nice and our butter love her. She keep everything clean and play with butter every visit and give us some photos. Definitely will work with Marlena next time.”
Loving cat sitters in your neighborhood
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Joanna C.Star Sitter
“So grateful for Joanna! She took great care of our kitties! She was very communicative, respectful, and on time. Could not recommend her more.”
Vicki W.
About: I've always had dogs, but many other animals too. I'm a science teacher, and fully believe you get what you give. My dogs are treated very well, given lots of love and they give it back. They're happy and healthy. It's a win- win! 👌🏻 I can come to your home to dog-sit. I can do drop-ins, medication, most nights. Whatever you put on a list for your dogs will be followed carefully. I will not sit at my home. It's my dog's home (territory) and it's not fair to bring another dog into it unless it's necessary.
Zander N.
“Our cats received excellent care from Zander! Not only did he take care of the boys, he made sure we knew when something at home appeared amiss. I appreciated his extra set of eyes on our home while we were out of town and coming home to happy, happy, happy cats! Thank you, Zander!”
Samantha L.
“Great job, thanks for your help!”
Samuel L.
“I have had Sam watch my two doodles for a week or so on several occasions. The dogs love him. He enjoys spending time with them and makes sure their needs are met.”
Shelly F.
“This was my first time using Rover. When I met Shelly, I knew she was the perfect fit. Our cat Wally is not always welcoming to new people, especially when we are not around. Shelly took time to interact with Wally. Her updates after each visit were appreciated and helped me feel comfortable knowing that Wally was doing great while on vacation. Shelly even brought fresh catnip, which Wally loved. I would recommend Shelly. She has a warm and friendly presence.”
Elizabeth S.
“I had to go out of town for a few days meaning my cat Saturn would be left home alone for those days. I asked Elizabeth to take care of Saturn and she was amazingly respectful. Elizabeth gave Saturn her twice a day ear drops, as well as fed her twice a day. That was all I needed but Elizabeth went above and beyond and made sure to play with Saturn and give her pets and cuddles while I was away. I could not recommend a more amazing sitter than Elizabeth.”
Joseph B.
“Joseph has been wonderful with my dog Murphy. He connected with him and my shy dog came to trust and love him. Joe is completely reliable, showed up when I asked and took Murphy out for a walk and showed me the pictures.”
Chelsea R.
“Chelsea does a wonderful job taking care of our cat. She has been available and is flexible with her time, Our furry friend is spoiled with her love and attention,”
Heather K.
“Heather was amazing watching my cats last minute! I had to leave town last minute, but she was able to come by that afternoon and meet my cats! She was in contact with me the entire time and it was such a relief to know my sweet cats were being looked after! Thank you so much Heather!”
Majestyk S.
“Absolutely amazing girl. She’s very responsible and capable of caring for your fur-babies. She always ensures a safe and healthy environment for your pets. Definitely recommend!”
Madison M.
“Madi did a great job taking care of our two cats on short notice. She's super friendly, punctual, and reliable. Most importantly, the cats seemed almost disappointed when we walked in the door and not Madi 😂. We'll definitely call her up the next time we head out of town!”
Steve Y Y.
“Steve is an experienced dog trainer who is personable, knowledgeable and trustworthy. We have a quite large puppy who was a bit hesitant & Steve won him over. In an emergent situation we could rest assured our dogs were safe & home respected. We def will be repeat customers! without hesitation I recommend Steve!”
Ciera M.
“Excellent and caring sitter. Would highly recommend!”
Lauren H.
“Lauren is a great dog sitter! I have personally had her watch my dogs on several occasions, the longest being a whole week. My dogs are a little high maintenance. I have a couple of Chihuahuas, one of which, has severe separation anxiety. Lauren is really knowledgeable and understanding of this condition. They also both eat a special food that needs to be prepared and scheduled feedings 3 times a day. They can't just be left somewhere to fend for themselves, and I don't just leave them with anybody. Lauren managed their care perfectly. I will continue to use Lauren as a dog sitter, and would encourage anyone else who needs this service to do so also.”
Alana P.
About: I’ve cared for animals my whole life, from cats and dogs, to horses and chickens. I currently have a 6 year old German Shepherd/Siberian Husky mix named Legend. He typically is with me for all of my bookings, and loves making new friends! I have professionally and personally boarded, walked, and cared for dogs. I also housesit on a regular basis. I have a patient and kind demeanor that works well with any temperament/energy level. I realize that each dog has a different unique personality and needs, and know how to understand and work with them. I love hiking and being outdoors, so being able to work and do what I love while helping animals is a passion of mine. I would love to meet and care for your pet, whether they need just a walk, or day care/boarding! Please feel free to message me with any questions. I’m currently a full time grad student online, and I also work from home, so I’m able to keep a flexible schedule whether you need me to watch your pup weekdays or weekends. I have a fully fenced yard and the kitchen cupboards are puppy proofed. My dog legend is also a friendly and active good boy that’s with me on most my bookings, and loves making friends!
Taylor M.
About: I am an animal lover. I love all animals. I grew up caring for a lot of different kinds of animals. Reptiles, rodents, dogs, cats, ducks, chickens, and even miniature pigs! I have cared for dogs as little as a chihuahua to as large as a Great Dane. And I have 3 dogs that love meeting new friends. I am currently working part-time. And I have plenty of extra time on my hands to care for your fur baby and give it the loving care it needs while you are away! I have a fenced backyard and 3 friendly dogs of my own to keep your fur baby company. My dogs spend the majority of their time inside my home. Your pet will be loved and treated like family.
Margaux E.
“She is a very loving and caring person to both people and her pets, she makes sure they are fed, walked and never alone for too long. They have a big yard so both cats and dogs have room to roam safely.”
Marlena L.
“So lucky to have Marlena. She is super nice and our butter love her. She keep everything clean and play with butter every visit and give us some photos. Definitely will work with Marlena next time.”
Bree B.
“Bree was wonderful. She took great care of our two kitties while we were away for Thanksgiving. She sent photos everyday with updates, and she was a great house guest!”
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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 $21 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 7 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, cat sitters on Rover respond in under an hour.
Experience can vary widely from cat sitter to cat sitter, but you can view reviews, years of experience, and number of repeat clients when comparing cat sitters available 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 7 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.
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