Cat Sitting Winchester
Book a cat sitter to stop by your home to feed and play with your cat.
Over 65 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.
“Kristin was great with my cats! She sent me updates, pics and videos which helps when you’re away from your babies! I don’t think Cole and Lillie even noticed I was gone! Would definitely book with Kristin again!”
“Maggie is so wonderful!! She is incredibly communicative and responsive. She sent so pictures, my mom heart was at such ease. Our fur babies absolutely loved her. She spent such quality time with them and is such a quality person. I would definitely use her services again!!”
About: Ive taken care of dogs and cats all my life I personally have 2 dogs and one cat. Ive lived around animals my whole life and love them all dearly. I am currently a college student and I am in a musical theatre production but I will have plenty of time for your pets in between classes and before and after rehearsals! I will give your pets all the attention I do not offer services in my home because my cat is very jumpy but I will gladly come over and keep your baby company, walk them and feed them.
About: I grew up riding horses and having small dogs around the house, so caring for animals has been a part of my life for as long as I can remember. I've been dog and cat sitting off and on for the past 8 years, and I've been working in barns and caring for horses for 12. Today, I'm lucky enough to have a dog and cat of my own, so I understand how important it is to have someone you truly trust caring for your pets while you're away. I have a bachelor's degree in Equine Science, with Animal Science as one of my three minors. Through my education and years of hands-on experience, I've developed a strong understanding of animal care, behavior, health, and daily management across a variety of animals. I have experience caring for senior pets, anxious and reactive animals, and animals with additional medical needs. I'm comfortable administering medications and following detailed care instructions to ensure each pet receives the care they need. Whether your pet wants to go on a long walk or hike, play their favorite games, or simply curl up on the couch, I'm happy to meet them where they are. I care about getting to know each pet’s personality and routine, so they feel comfortable and happy while you’re away. Their well-being is always my top priority, and I’ll keep you updated along the way so you can have peace of mind knowing they’re in good hands. I genuinely love animals and feel incredibly lucky to spend my time caring for them. I'd love the opportunity to get to know you and your pets and make your time away a little easier! I work remotely and have a very flexible schedule, so I can be with your pets whenever is needed. Just let me know when you would prefer me there, and I can make it work! I want every pet to feel safe and comfortable while they're in my care. I take the time to learn their routines and personalities, follow your instructions closely, and give them the individual attention they need. I treat every animal as if they were my own, so you can have peace of mind and enjoy your time away.
About: When I was around four, I started to go across the street and cat-sit for this empty-nest couple. They were older, and so they wanted to travel more. The lady owned two cats, a Birman and an Oriental Shorthair. The lady used to take them to cat shows, and they were her most prized possession. They had grandkids to see and wanted to explore as many different countries as they could. They used to say, "Maggie, you are so convenient, and I am glad that you are here so we can leave and do things that we love more often." My mom never once told me to go and do my job. I woke up and was ready to go see Bootsy and Bella. They moved when I was 16, and I was their sitter until the day they left. I realized that for people to do the things they loved, they needed an easy, stress-free, and affordable sitter for their animals. Anyway, I started a show kennel for my Italian Greyhounds because of her, and now this is my full-time gig. I run a full-time boarding and daycare facility at my house. I am open for boarding and daycare 7 days a week. I own show dogs, and so I am home training and working on my websites while the dogs have multiple areas and an outdoor fenced area to play. I work on my computer for 3-5 hours a day and play with and walk the dogs while I rotate in between that. I take lots of pictures during the day and have an instagram that I post them on. The dogs rotate among the kitchen, the basement, and the outdoor enclosure. All dogs have access to water 24/7. The outdoor enclosure has a roof, and I run a fan when it is hot, in accordance with USDA guidelines. If the weather is bad, I walk the dogs or just let them play together in the basement or kitchen.
About: I've lived in a cat household for 17 years and have loved every second of it! I also have experience doing drop-ins, walks, and overnights with dogs ranging from the puppy stage to senior dogs. I love the snuggles and play time, and would love to help take care of your fur babies whenever needed! I work from home and am flexible and very dependable when needed! I live in south-central Lexington and am 10-15 minutes away from just about everywhere in town. I understand how important it is to ensure the happiness of your fur babies. I will engage your dog or cat in fun playtime that lets them get their energy out, take them on walks (if applicable), and then top it all off with a good meal and plenty of belly rubs to make any furry friend happy!
About: I’ve grown up with dogs for as long as I can remember. I’m a huge dog lover who has 3 dogs at home. I’m frequently helping out friends or family by stopping by and taking care of their animals when they can’t be around. I’m currently a college student in Lexington, so I will make sure to work around my class schedule when it comes to drop-ins or overnight stays! I’m very flexible and will always find time to make your pet care requests work! I make sure to keep the enviornment exactly as the owner prefers, and make sure to take all safety measures seriously. I make sure to keep everything in order and tidy while respecting house rules. I own 3 energetic dogs who play constantly and run around the yard, so I am definitely used to a little controlled chaos. I can easily take dogs on walks or crate them. I also make sure to check in with the owner and send in pictures of their pet!
About: Something that sets me apart from other sitters is my versatile background interacting with and caring for a wide range of furry friends — from dogs, to cats, to bunnies, to birds! I also have my own 3 year old golden retriever, who has taught me the responsibilities that come with owning a pet, such as regular exercise, a healthy diet, and tons of affection of course! I promise that I can provide the utmost safe, playful, and friendly environment for your pet(s), and can’t wait to meet you! I’m currently a full time dental student, we works from 8-12 and 2-5. I am able to go home during lunch, and I am very close to the school, so it takes me 10 minutes max to get to and from the school! I’m available all weekends and week nights! I live with two other young girls, and we live on a safe culdesac with a completely fenced in backyard, and our yard backs up to a local park, which is perfect for games of fetch and quick walks! I am serious about leash safety, and always make sure other dogs are on leashes when interacting with my own dog.
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!!!
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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.
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 sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book cat sitting
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
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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 Cat Sitting - Winchester
Frequently asked questions about Rover
The average cost of Cat Sitting in Winchester on Rover is $14 per visit as of October 2026. Most bookings cost between $14 and $33 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 341 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 .
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 , which provides up to 25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
Yes, you can find sitters who have experience with handling special pet needs in Winchester. On Rover:
- 94% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 95% 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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