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

Over 2 pet parents in Winchester have booked cat sitting
Winchester, Find top rated cat sitting
Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.

About: Of all animals I have the most experience with dogs. I love dogs all shapes and sizes We've always had a dog at home and I have lots of experience, caring for playing with and walking dogs, including bath time. I'm a recent graduate of heritage high school. I took agriculture at school and worked with the animals on our school farm I'm looking to do rover as often as possible. I don't have any other obligations at this time. So I can dedicate myself to your pets. I am very careful about fences and doors. I'm mindful of owner instructions regarding where their pets can be. And where they are not allowed. I am mindful of them while they are eaten. And while they are playing, to make sure that they remain safe. I checked the pavement before I take a dog out on walks to make sure it's not too hot and always make sure to wash their bowls so that I can help prevent bacteria
About: I’ve assisted with dog sitting alongside my mom and grandma, helping with playtime, and companionship. I’m patient, attentive, and following routines to ensure dogs feel safe and cared for. Pet care fits easily into my daily routine. I have flexible availability as I am unemployed and already care for my own two cats and two bearded dragons daily. I provide attentive care in peoples homes, following routines closely. As an owner of two cats and two bearded dragons, I’m experienced with safety, cleanliness, and gentle handling.
“Kimberly is kind and generous with her time! She made the Rover experience comfortable. I was excited that our fur baby would have someone genuinely interested in her wellbeing and clear on the expectations. I will definitely reach out again!”

About: What sets me apart is the trust I've built with my clients. Many are repeat clients who feel comfortable leaving their pets in my care, even for vacations lasting over a month long. I'm reliable, highly responsive, and believe communication is key. I'll keep you updated with photos and messages while following your pet's routine to help them feel safe, comfortable, and loved. From tiny cats to large dogs, I treat every animal as if they were my own and every home with the utmost respect, so you can enjoy your time away with complete peace of mind. I have a flexible schedule, which allows me to provide pets with plenty of attention, exercise, and companionship throughout the day rather than just quick check-ins. Whether it's walks, playtime, feeding, or simply keeping them company, I enjoy making sure each pet feels comfortable and cared for. As a pet owner myself, I understand the importance of consistency and sticking to your pet's normal routine. I always strive to make them feel safe, happy, and loved while you're away. I believe pets are happiest when they can stick to their normal routine. During overnight stays, I provide full care including feeding, fresh water, walks, potty breaks, playtime, cuddles, and any medications or special instructions if needed.
“Heather is absolutely amazing. She went above and beyond. She not only did everything we asked but did even more! She gave our cat so much love and attention! She sent amazing updates and photos. Do not hesitate to book Heather! She is absolutely pro and the best hands down!”


“Lucas was great with our 12-year old, feisty girl! He took great care of Janis while we were away for 10 days. He communicated well, and was a pleasure to work with. Lucas was the right fit and we could not ask for a better sitter/walker. Never missed a scheduled walk. When we came back our girl was happy and relaxed. Lucas will now be our go-to for when we need a sitter/walker.”

About: Animals have always been a huge part of my life, and I have over 2 years of hands-on pet-sitting experience caring for dogs, cats, and reptiles. I am comfortable with pets of all sizes, including large breeds, puppies, and senior animals that may require extra patience or special care. My experience includes overnight stays of up to two weeks, daily walks, feeding, bathing, grooming, administering medication, and providing plenty of love and attention. Pet owners often describe me as patient, trustworthy, communicative, and attentive to their pets’ needs. With my own reliable transportation and a genuine passion for animal care, I strive to make every pet feel safe, comfortable, and loved while their family is away. I have cared for approximately 10 pets and treat every animal as if they were my own. Pet care fits naturally into my weekly routine. I work Monday through Thursday from 8:00 AM to 6:00 PM, but I am fully available on Fridays, Saturdays, and Sundays for pet sitting, walks, drop-in visits, and overnight care. I am committed to giving pets the attention, exercise, and companionship they need while their owners are away. I have reliable transportation and always make sure pets are cared for safely, consistently, and with plenty of love. While I am unable to offer boarding in my own home, I take great pride in caring for pets in their familiar environment. When staying in a client’s home, I treat both the home and pets with the same respect and care I would want for my own. I always follow household rules, feeding schedules, walking routines, and any training or discipline methods already in place so your pet experiences consistency while you’re away. I am clean, responsible, and non-disruptive, and I make it a priority to leave your home just as I found it. I am happy to clean up after myself, wash dishes, take out the trash, bring in mail, and help keep things tidy during my stay. My goal is to provide a safe, stress-free experience for both pets and owners, giving you peace of mind knowing your pets are loved and your home is being cared for responsibly.

About: My love for animals I've had my whole life & cared for my own furr-babies my whole adulthood, Right now I care for my own 2 beautiful furr-babie cats myself & It wasn't until a couple of years ago through my house cleaning service & the relationships I built with my customers & there pets (which I still do) has provided me the experience to care for other pets. I have experience in house/dog sitting, a lil. Dog grooming, & visits to homes to walk, feed & play with, I've dog sat with puppies as well, I have the ability & knowledge to adapt to the animals personalities (because they are all different) but more Importantly I have so much love to give to all animals. I work part-time as a housekeeper during the week days. So my availability is pretty open after 3pm on the week days & my weekends are completely open for any time of the day & I can be available for house/dog sitting as long as I know a few days ahead time I can schedule my job around it no problem. Well Every pet is different with there own personalities & with that being said, It goes without saying first & foremost you have to respect the pet, the owner & there home as well as any care specific required. In other words we have to care for them just like there one of the family members by giving them all your love & attention needed.
“Our babies did so good with Estefany! She was prompt and thoughtful with her visits, sending us great photos letting us know the kitties were good to go. We’re very thankful! ❤️”

“Ashleigh was so great with our 3 giant “puppies.” I loved having the daily reports and feedback. She caught the cutest photos of them too :) Highly recommend her services! Our doggos loved her. We will definitely request for her again.”

About: What sets me apart from other care givers is the level of care and attention I give every pet. I know that every pet has a unique personality, routine, and comfort level, and I take the time to make sure they feel safe, happy, and loved while you're away. I cared for my own female hound mix from the time she was just six weeks old until she passed at 16 years old. That experience taught me how to care for a dog through every stage of life - from energetic puppy years to the special patience and gentle attention senior dogs need. I'm comfortable following feeding schedules, administering care as needed, going on walks that match a dog's energy level, and making sure pets get plenty of love, playtime, and companionship. I'm dependable, communicative, and I treat every pet as if they were my own. My goal is to give you peace of mind knowing your pet is in caring and responsible hands. Pet care is something I genuinely enjoy, and I've built my schedule to be as flexible as possible. I have availability throughout the week, including weekdays and weekends, and I'm happy to accommodate morning, afternoon, and evening visits whenever I can. Whether your pet needs a walk, a drop-in visit, or overnight care, I'll do my best to work around your schedule. I also keep my calendar updated so you can book with confidence, and I'll communicate promptly if you have any questions or special requests. My goal is to provide reliable, consistent care that fits seamlessly into both your routine and your pet's. I currently provide pet care in my clients' homes, where I focus on keeping your pet comfortable by maintaining their normal routine as closely as possible. I'll follow your instructions for feeding, walks, playtime, medications (if needed), and any other special care your pet requires. I understand that consistency helps pets feel safe while you're away, so I take the time to learn their habits, preferences, and personality. Whether your pet enjoys long walks, play sessions, or simply relaxing with company, I'll make sure they receive plenty of attention, affection, and care. I'll also treat your home with the same respect I would my own, keep everything clean and secure, and provide regular updates with photos so you can have peace of mind while you're away.
About: I have experience working with puppies and many breeds. I will reinforce desirable behaviors through positive reinforcement. I have experience giving medication. I can take your pet to the vet for you. I have many years of experience working with animals at a veterinary hospital and animal shelter/rescue. I am available short or long term. I am available week days and weekends. Caring for pets is my vocation. I don’t have any schedule restrictions I have enclosures for the pet and a larger enclosed yard. I provide opportunity for water loving dogs to play in the pet pool. I provide “nose work” for those dogs that need mental activities.
“Breeanna is amazing! She takes excellent care of my cats and is very communicative. We are able to have worry free trips because we know we can trust Breeanna to take care of our fur babies. Thank you so much!”


About: I have experience caring for both dogs and cats and have worked at a pet hotel, where I helped care for pets of different breeds, sizes, and personalities. I have a special love for English Bulldogs and French Bulldogs and understand the attention and care they need. Through my work and personal experience, I’ve become comfortable with feeding, walking, playtime, cleaning up after pets, monitoring behavior, and keeping pets on their normal routines. I’m available for overnight stays and understand how important it is for pets to feel safe and comfortable while their owners are away. As a self-employed house cleaner, I’m also experienced caring for clients’ homes and am known for being dependable, responsible, and trustworthy. I’ll treat your pets like family and provide updates and photos so you can have peace of mind while you’re away. Pet care fits naturally into my daily routine. I have a flexible schedule and make time for feeding, walks, playtime, litter box cleaning, and providing companionship. I enjoy spending time with animals and make sure they receive consistent care, attention, and love while their owners are away. Whether it’s drop-in visits, overnight stays, or maintaining a pet’s regular routine, I’m committed to keeping pets happy, comfortable, and well cared for. Safety and trust are my top priorities when caring for pets. In a client’s home, I follow all instructions carefully, including feeding schedules, exercise routines, medications, and any special needs. I make sure pets have fresh water, a clean environment, plenty of attention, and a safe space to feel comfortable. I also provide regular updates and photos so owners can feel confident that their pets are happy and well cared for. Having worked at a pet hotel and cared for pets throughout my life, I understand the importance of patience, responsibility, and treating every pet like family.
About: I have been a devoted pet caregiver and self owner since the age of 10. I have experience training and care giving for many different type of breeds such as huskies , poodles , jack Russell’s, German shepherds, pit bulls , and more. I always have experience with cats as well and love them just as much. My passion for the genuine care of animals is immense and I would strive to give the best service always. I have been fortunate enough to take some time away from my 9-5 and have had a dire need to pick up a hobby of something I genuinely would LOVE to do. My schedule is completely open to the needs of fur babies! I have one extremely friendly and loving husky who would love to engage with other pets just as much as I would. I have a large fenced backyard for play and gates that block off any potential hazards such as a open road.
About: I am good with animals.I will treat your animals as my own and am always reliable and in time either feeding or any kind of care I have plenty of time to take care and treat your pet well I love animals and I’m good with them I’m very trustworthy and reliable I will treat your pets the way you treat them I love to play with animals I keep them exercised make sure that they get what food and water they need and any kind of medication
The median cost per visit for cat sitting in Winchester is $25
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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Popular requests for cat sitting - Winchester
Select a filter and find qualifying sitters offering cat sitting.Sitters in Winchester average 6 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 $71.04 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 1,581 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:
- 91% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 97% 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.




