Cat Sitting Winchester
Book a cat sitter to stop by your home to feed and play with your cat.
Over 205 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.
About: Family pets were obviously my first foray into pet care. Amongst my brothers I was the first choice to watch our youngest four legged family member. This was noticed by neighbors. While young me was a little shy to ask, other pet owners on the block would grab me for the one off walk or dog sitting session. Care continued to my own pets, and here we are. I'm a professional MMA fighter. While I'm not training I get a lot of personal time with my own little fur balls. Walks, play, even just refinding our centers, I think that being close with animals is a true cheat code to personal health. We live in a quiet neighborhood. The area has plenty of walking trails and even some open spaces to really get those four legs moving. Or we could just chill in the sun in the fenced in back yard. At your place I'm able to hang, go on walks (or run), etc. whatever your pet needs!
“Nina was very communicative and went above and beyond. She dropped in twice a day to take care of my cats. She sent photos and made sure they were brushed and exercised. I will definitely book with her again.”
“Shawn was a good sitter for me and my kitten. I appreciate his flexible and his care to my kitten. I was worried due to past sitters and im glad that Shawn took good care of my baby. He was communicative with me, always keeping me informed and I could easily reach him, as needed. He was descriptive in his rover cards and that helped ease my mind on how the visit with my kitten went. I asked for him to check on my kitten’s automatic food dispenser and water fountain, along with cleaning out her litter daily.”
About: With over a decade of experience caring for dogs and cats, I bring a deep passion and commitment to every pet I care for. Since I was 18, I have been adopting and rescuing animals, working with animal protection foundations, and dedicating my time to giving animals a safe and loving environment. What sets me apart is my hands-on experience with both rescue animals and pets of all ages, including puppies and senior animals. I understand their unique needs and have the patience and skills to ensure they feel comfortable and loved. Your pets will have plenty of space to roam and play in my spacious home, complete with a backyard and a beautiful park just steps away. Whether it’s playtime, cuddles, or gentle care for older pets, I provide a safe and happy experience tailored to each pet’s needs. I’m currently studying from home and I have plenty of time to take care of your pets. This will be like spa for your pet a day or days where will be like vacations to run, play and have so much love ☺️ I have a big house and yard, also a nice park to go for a walk, you can be sure your pets will be safe, feeling loved and happy to play around with their toys 🧸. Don’t worry because your pets won’t be with other pets if you choose that, I understand how important they are for you🐶
“Mariana was prompt and communicative and super interactive with our two pups and cat. She administered oral medication to the cat and attended to all three little ones’ needs. So appreciate her and will book her again!”
About: Hi! My name is Camila. I’ve always loved animals and enjoy spending time with them. I’m a responsible, patient, and dependable person who understands how important it is for pets to feel safe and cared for. Through my work as a lifeguard and swim instructor, I’ve learned to be punctual, attentive, and calm under pressure. I’ll follow your pet’s routine carefully, give them plenty of attention, and keep you updated with photos and messages so you can have peace of mind while you’re away. I currently work part-time, so my availability varies throughout the week. I’ll always keep my calendar updated and will communicate promptly about my availability. When I’m caring for your pet, they’ll receive my full attention, plenty of care, and regular updates while you’re away. Your pet’s safety and comfort are my top priorities. I’ll carefully follow your instructions, including feeding schedules, walks, medications (if needed), and any routines your pet is used to. I’ll treat your home and your pet with respect, provide updates with photos, and make sure your pet feels safe, comfortable, and loved.
“First time using Ashley and she was wonderful. She treated our baby with sweetness and lots of love. She played with him and cleaned up after him, which was awesome. The one on one attention she gives is extraordinary. Thank you Ashley and we will definitely be calling on you in the future .”
“Debbie is an excellent cat sitter! Both of our cats love her and we are so grateful to have such a reliable person to make sure our cats are doing well when we travel!”
About: I grew up with all sorts of pets, especially dogs and cats, and have become extremely fond of them! I grew up primarily around dogs, but I currently have a cat of my own! I have done plenty of stays to pet sit for friends and family, and am looking to expand my work! I have worked with big dogs and small dogs, as well as cats of all temperments, and am happy to follow any rules that you set! My goal is to provide the level of care asked of me, whether that is a short potty break for puppies, or a longer walk for dogs with more energy! I have a remote job Monday-Friday, which fully allows me to provide overnight care or drop ins throughout the day! I do have a cat of my own, so I am not able to offer boarding at the moment, and would prefer to keep housesitting requests under 5 days, but can make arrangements for him to go to my boyfriends house if needed. I take extra care to leave every home the way I find it (if not cleaner) and would ensure that all messes are cleaned up in a timely manner and communicated! I put a lot of emphasis on respecting other peoples home and pets, and would make sure to provide the best care that I can!
“I had an unexpected trip out of town and Jennifer was able to take care of my cat with no notice. And she was able to extend my care with the trip took longer than expected. I don't know what I'd do without her!!”
“Adam was absolutely amazing! He came round to meet our three senior cats and they are usually very afraid of strangers but they took to him straight away and even while we were away they came out to greet him which is a miracle! He took amazing care of our babies over the last 7 days, sending daily updates and photos of them so we could relax and not worry about them at all. We will definitely be booking Adam again for our next trip. Thank you!”
“We cannot say enough how great Olivia was with our babies. She was very professional and they looked so happy. We got to enjoy our time away without worrying about them. Would highly recommend Olivia. We will definitely book her again.”
“If you need a pet sitter this is the BEST one to get!! This my first time ever needing pet sitting services and Michelle was a complete god send. She sent tons of photos everyday, kept my cats well loved, and was always excited to share about how they were doing. Truly don’t have enough words in the dictionary to positively describe Michelle! ❤️❤️❤️”
About: Pet parents and lovers! We use Rover for our pets when needed, so we understand the importance of finding someone who is trustworthy, reliable, and responsible, but also someone who can make your pet feel a little less alone when you are away. Let us be the break your pet needs throughout the day! We do walks, dog parks, stop-in visits, brief home visits, or longer stays (up to two weeks - and at our place only please). We also do baths, play time (obviously!), and errands. We can also follow any training techniques in place. I’m self employed, running a nonprofit that serves veterans and first responders. We advocate and bring awareness to suicide prevention and mental health initiatives. Since I’m self employed, and given the nature of the daily operations pertaining to my job, I have flexibility. Our “dog proof” home comes with a large, fenced in backyard. We have a doggie pool, all basic dog supplies, dog training supplies, all basic cat supplies, leashes, etc. If we are traveling to your home, we suggest that you send us clear, step-by-step instructions and any expectations you may have, and trust that we will exceed your expectations. We genuinely just love animals and want to help out other pet owners while making a little cash.
“Brandee was a phenomenal pet caregiver professional, friendly, and incredibly dependable. Brandee arrived right on time and followed every instruction perfectly. Her patience and care with my pet instantly put me at ease. She stayed responsive throughout the entire booking, which made communication effortless. I will definitely be requesting Brandee again!”
About: Available for walking, drop ins and can board 1-2 dogs. I have cared for pets since I was 12. Have bottle fed, given pills, volunteered at animal shelter socializing cats and dogs. Have dealt with a variety of dog personalities. I have one fun and easygoing Cattle Dog. I have a flexible schedule. Can drop in between 730am-730pm. I walk my own dogs right away in the morning. And am able to be flexible with scheduling with enough notice. For dogs, drop ins, walking. Drop ins: I can visit with your dog for 30 minutes or more. Take out to potty, play time and fulfill other dog duties that are instructed. Can check food, water. Cat visits: check cat food, water, littler box and play time if desired for 30 minutes or more.
About: Animals put a smile on my face. I am semi retired and get to do what I love part time and playing and hanging out with dogs, cats and other animals is it! If it’s a dog, I have been to all the parks in Vegas. Other animals will get my undivided attention as well. Other than snakes. Can’t do snakes. I’ve been animal sitting for 20 years on the weekends and have more time now if your interested. I can teach a dog a few tricks. I have a 3.5lb Yochon named Marty Mcfly. He’s the love of my life and goes eve try where with me except in the sun. Have a good day and hope to meet you and your pet soon. -Jeffrey
The median cost per visit for cat sitting in Winchester is $22
Cat parents share their Rover experiences - Winchester
Junny went above and beyond accommodating my unusual schedule to best support my cat and two dogs. He gave my cat daily medication, engaged my ever energetic puppy, and doted on all three. I am grateful for his help and flexibility and for the adorable photos he shared throughout the week!
Cannot recommend Adam enough. Friendly, professional, and a clear animal lover. We have two cats who aren’t usually friendly to new people, and I work from home so they’re not used to being in an empty house. We were surprised how quickly they warmed up to Adam during his visits, and honestly they seemed disappointed when we came back!
Absolutely amazing cat sitter — could not recommend Liyuan more highly! Liyuan took exceptional care of my cat, Lottie, and I truly could not have asked for a better sitter. From the very beginning, she was thoughtful, responsible, and incredibly attentive. She treated Lottie not just as a pet, but as her own baby — with genuine care, patience, and affection.
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
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Popular requests for cat sitting - Winchester
Select a filter and find qualifying sitters offering cat sitting.Sitters in Winchester average 7 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 $16.65 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 1,172 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:
- 93% of sitters can help with special care needs
- 96% 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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