Cat Sitting Winchester
Book a cat sitter to stop by your home to feed and play with your cat.
Over 57 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.
“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.”
“Dina was incredibly thorough, professional, and helpful! She gave wonderfully detailed reports, sent us tons of pictures, and was clearly loved by our two cats! Cannot recommend her enough 🤍”
“Laura was great, I had her let out one of my fur kids and she was flexible when I needed to push something a little and sent pictures so got to see the kiddo some during the day. She also did the simple but important little things like making sure he had water which I appreciated.”
“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!”
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!
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.
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.
“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: 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’ve loved dogs my whole life and currently have three of my own. Eli (10) and Luna (6) are rescue dogs who have taught me the importance of patience and understanding every dog’s unique personality. Nimbus (2) has been with me since he was a puppy, so I’m experienced with both energetic young dogs and older companions. After nearly 10 years as a USPS mail carrier, I’ve also learned a lot about dog behavior and body language from meeting dogs of all personalities every day. I know how important it is to approach each dog calmly and respectfully. I understand the trust it takes to leave your pet with someone else, and I’ll care for them like they’re part of my own family while keeping you updated along the way. I work full-time as a USPS mail carrier and typically finish my route between 12:00 and 2:00 p.m., giving me plenty of availability most afternoons, evenings, weekends, and many holidays. Rover is a great fit because it allows me to spend even more time with animals while providing dependable, personalized care for pets in my local community. Whether your pet needs a walk, a drop-in visit, or some extra attention while you’re away, I’ll treat them like one of my own. Your pet’s safety, comfort, and routine are my top priorities. I’ll follow your care instructions closely, whether that’s feeding, medications, walks, playtime, or simply providing companionship. I’ll always treat your home with the same respect I’d expect for my own, making sure doors and gates are secure and leaving everything just as I found it. You’ll also receive regular updates and photos so you can have peace of mind while you’re away.
About: Growing up, I took the most responsibility for caring for our family German Shepherd. Her name was Daisy and I was responsible for teaching her how to sit and stay, we went on daily walks when the weather was nice and even though she was considered a family pet she was mine. I do not have training skills past basic household tricks but I have plenty of love to give. I don’t have much of a set routine at work. I am technically full-time, but my schedule varies drastically from week to week. This is why I have my booking two weeks in advance so I can plan accordingly. Other than my job, I am a homebody. I do love being outside and going for walks/hikes when the weather is nicer. I’m very courteous and if you leave specific instructions for your home, I will follow them to a T. As for my own home, I have two cats that have free range over every room. I have no plants at all (let alone anything that would be dangerous for animals), a water fountain that’s plugged up for continuous running water, and three litter boxes throughout the home. I am more equipped for cats when it comes to toys, scratching post/cat trees and treats.
About: I grew up with three dogs, so taking care of pets has always been a part of my life. I genuinely enjoy being around animals, whether it’s spending time with dogs, visiting cat cafés, or stopping by the humane society to hang out with the animals there. I’m patient, dependable, and I’ll make sure your pets get the attention, care, and love they deserve while you’re away. Have also house and plant sat for people over the years and always enjoyed helping out. I work full time, so I have a consistent routine and know how to manage my time well. I’m available before and after work, on my days off, and can work with pet owners to make sure their pets stay on their normal schedule. I’m reliable, communicative, and committed to giving every pet the care and attention they deserve. I care for pets by following their normal routine as closely as possible and making sure they feel safe, comfortable, and relaxed. In a client’s home, I respect their space, keep doors secured, follow feeding and medication instructions carefully, and provide plenty of attention, exercise, and fresh water. I also like to send updates and photos so owners know their pets are happy and well cared for while they’re away.
About: I have always had at least one dog growing up. I started watching dogs (walking during the day or while babysitting) at 10 years old, and house-sitting by 15 (overnight at the dog's house). My childhood dog started receiving daily to twice-daily insulin injections by the time he turned 12, so I am comfortable giving injections. I also have had to give dogs pills orally. My current dog, Wesley, is particularly finnicky about treats, so if he has to take a pill I had to wrap it in wet food and hand feed to him - if your dog is the same way, I am used to "prince"/"princess" dogs :) I have watched my friends' dogs in Denver and it's been great! I am open to having them at my house (preferable for sitting during the week since I have work) or at your place. My job allows me to routinely work from home depending on my schedule and I am located in Littleton (near Chatfield and Ken Caryl areas). When I’m working from home I’ll be able to let the pup out throughout the day, as well as provide love and attention. If I am going into the office, I am usually away no longer than 9 hours. I’ll be sure to walk, play, or do whatever to make up for my time away! I’m pretty laid back with dogs and don’t get really upset if there’s an accident in the house, as I know they can’t help it. However, if there are certain words or commands you use for certain behaviors, please let me know so I can be consistent with your house. The same goes for walking - I usually am firm and keep the dogs on one side and close to me. If you have a certain side you like your dog to be on or words to use while walking, just let me know and I'll incorporate! I will attempt to make your dog's stay as home-like as possible by keeping their schedule, saying certain words/commands, and giving them lots of love and attention! I'm a very flexible and easy going sitter. If I am in town and you need someone last minute, I'm open to that. Have a question? Feel free to reach out and ask! I am currently taking a break in my career and just finished up my “adult gap year” traveling :) while I figure out what’s next, Rover is my main gig until further notice! I like to know what the typical schedule is for your pet so I can try and keep things as normal as possible in their routine. I also like to keep the pet parents updated with texts, especially pictures, to keep them comfortable and knowing their animals are getting love and attention.
“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 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: 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.
The median cost per visit for cat sitting in Winchester is $20
Cat parents share their Rover experiences - Winchester
Kayla was incredible! It was my first time leaving my two cat babies, so I was naturally hesitant altogether because I didn’t know how the girls would take it. I got daily photos, which put my mind at ease. I hope to be able to have Kayla as a sitter for the babies for the foreseeable future. Thank you!!!
Book with peace of mind
- 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.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your cats like family
1. Search
Browse profiles of sitters near you who offer cat sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
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 August 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 August 2026, there are 334 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.
Connect anywhere with the Rover app
