Cat Sitting Winchester
Book a cat sitter to stop by your home to feed and play with your cat.
Over 56 pet parents in Winchester have booked cat sitting
Winchester, Find top rated cat sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Debra was AMAZING! She was so thoughtful and really gave the best care to our babies. She gave us great peace of mind while we were away. We are so thankful to have found our new babysitter!🥰”
“We cannot recommend Laura enough! She took such wonderful care of our cat, Phineas, while we were away. Laura is incredibly kind, caring, and trustworthy, and it was obvious from the start that she truly loves the animals she cares for. She kept us updated with pictures and messages throughout our trip, which gave us so much peace of mind. We came home to a happy, relaxed, well-loved cat, and that means everything to us. We will absolutely be booking with her again!”
“Casey was great watching my two cats while I was gone for over a week! Very easy communication and she sent me so many photos which was great for my peace of mind. My cats warmed up to her so quickly and the photos she was sending me cuddling with the boys made me know my cats were well taken care of while I was away. I’d recommend Casey to anyone looking for someone to watch their pet while they are away, thanks Casey!”
“I could tell how much Isabella loves animals and was completely confident that she would take the very best care of my baby girl. Willow was in good hands and I will definitely book Isabella again.”
“Kristen did a great job for us. We contacted her at the last moment, she came to our house without a pre-booking visit, and our dog adjusted very quickly to her without ever meeting her. Kristen was punctual and followed our instructions. Overall, a great experience with Kristen.”
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!
“Joseph was communicative, professional, and trustworthy. He followed instructions and always made sure to give updates. I really appreciate the fast communication and accepting such a last minute request. Thanks so much!”
About: I have been caring of a variety fur babies since I was a kid. I have experience with working with both younger and older fur babies. I am currently working full time while coming my masters online in counseling so I do have flexibility with working overnights. If need more availability please contact me. I have a fenced area at my apartment complex for dogs if needed. I have a variety of teats and toys for cats if needed.
About: I am a Licensed Veterinary Technician, worked with small animals and now do mostly large animals. I have grown up with dogs my entire life. I love your pets and would love to help !! I currently work for Lexington Equine Medical and it is becoming our off season, so I am starting to free up in the afternoons! I can come whenever I am off and communicate that with you and do whatever is needed for you and your pet ! I’ve grown up with dogs my entire life , and that really persuaded me to be the Licensed Vet tech I am today. I love being around animals and I care deeply for them no matter to what extent ! I also can’t have a dog where i am living now so kind of get the best of both worlds getting to bond with your pet :)
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: I have had animals in the house my entire life. I have always had at least four growing up to sometimes six ranging from cats, dogs and guinea pigs. I currently have a cat of my own here at college who i adore. I am a college student at ETSU. This summer I am spending it in Kentucky where I do work part-time. Schedule does vary but I can make sure your animal is fit in and taken care of properly. I have a cat who has her own litter box, fun little toys, food that she loves, and always my company. With other people’s animals I consider myself to be very caring and loving towards them.
“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: Overs and make sure it gets the proper exercise. the last 5 years I have taken care of dogs of all shapes and sizes. I have lots of energy which is perfect for keeping up with a dog. I would give your dog the best care and my full attention. I would take your dog for plenty of walks and make sure it gets the proper exercise. I will also make sure you come home to a clean house.
About: I am attentive, dependable, and experienced in providing compassionate care while closely monitoring health and behavior. I have cared for dogs and cats of various ages, sizes, and temperaments, including energetic puppies, senior pets, and those requiring medication. I understand that every pet has unique needs, and I strive to keep their routine consistent, reduce stress, and provide plenty of attention, exercise, and affection while you're away. My goal is for both you and your pet to feel comfortable, confident, and cared for throughout the entire experience. Pet care fits well into my weekly routine, allowing me to provide dependable care, walks, drop-in visits, and quality time with your pets. I maintain a flexible schedule and prioritize clear communication, including updates and photos so you can feel connected to your pet while you're away. I am committed to being punctual, reliable, and ensuring your pet receives the attention and care they deserve. Your pet's safety and well-being are my top priorities. I follow all care instructions carefully, including feeding schedules, medication administration, exercise needs, and household routines. During visits, I ensure pets have a safe environment, fresh water, and plenty of attention. I treat every client's home with respect and maintain a clean, secure space while caring for their pets. I provide regular updates and photos so you can have peace of mind knowing your pet is safe, happy, and receiving attentive care.
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.
The median cost per visit for cat sitting in Winchester is $19
Cat parents share their Rover experiences - Winchester
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- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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Meet local sitters who will treat your cats like family
1. Search
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Popular requests for cat sitting - Winchester
Select a filter and find qualifying sitters offering cat sitting.Sitters in Winchester average 5 repeat cat sitting clients
FAQs for Drop-In Visits - Winchester
Frequently asked questions about Rover
The average cost for Cat Sitting in Winchester on Rover is $14.43 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Cat Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Cat Sitting. For more information on service fees, click here .
As of July 2026, there are 331 sitters on Rover offering Cat Sitting across Winchester. Enter your ZIP code to see which available sitters are closest to your home.
Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.
House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your cat, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, you can find sitters who have experience with handling special pet needs in Winchester. On Rover:
- 100% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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