Cat Sitting Winchester
Book a cat sitter to stop by your home to feed and play with your cat.

Over 62 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.
“Laura went above and beyond for us and gave us total peace of mind about our cats while we were away. We couldn't be happier with the booking and would definitely recommend her to anyone.”

“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.”


“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!!”

“Dina was fantastic! She gave me the peace of mind that I needed to enjoy my trip. I looked forward to each update, and I knew that my cats were in good hands with her.”

About: Hi! My name is Marianes and I truly love animals. I have experience taking care of dogs, including walking, feeding, and giving them attention and love. I am a responsible, patient, and caring person. I understand how important your pet is, and I will treat them like family. I will make sure your dog feels safe, happy, and comfortable at all times. I would love to help you take care of your pet! I am available during weekdays after the morning and I have a flexible schedule. I can adapt to your needs and make sure your pet gets the attention and care they deserve. I always make sure pets are safe and comfortable. I follow all instructions from pet owners, keep doors secure, and pay close attention during walks and visits. Your pet’s safety is my priority.
“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: 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 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 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’ve taken care of dogs practically my whole life. It’s one of my greatest passions and most of my life I would dogsit for anyone who would let me growing up. I would love to make sure all of the animals are safe and well cared for while their owners are gone. I currently go to school and work part time, but there is most certainly time for me to fit in helping these families with their animals when they need it. I do live in an apartment complex but I have many years of experience with walking dogs of all kinds so I could walk it when needed. As for as toys, a crate or bedding at my apartment, I don’t have much of that, but could get some if needed.

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: 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.
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?
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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.
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
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2. Meet In Person
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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 for Cat Sitting in Winchester on Rover is $14.43 per visit (as of September 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 September 2026, there are 340 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.











