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.
“We’re still in love with Shawn!! Last weekend he did a four night/five day overnight stay visit with both the Bandy pup and Diva Dog Tippy. Got great daily communication and pix, and not once did I worry about them. In fact I suspect they didn’t really pay me mych thought as their loyalty, particularly Bandy’s(!) switches over pretty quick when their second fave human is around! Very respectful of the house as always! Only one complaint (tongue in cheek) I very specifically told Shawn he was NOT to let Bandy grow any bigger in my absence and he COMPLETELY DISREGARDED MY INSTRUCTION!!! I came home to a pup double in size!! 🤣😣😞🤯😂 I hate how fast puppies grow but am so glad Shawn’s been with us on this adventure!!”
“Hannah was very sweet and punctual. This was the first time leaving our dogs and Hannah checking up on them and they LOVED HER! She did drop in visits and entertained our puppies the entire 30 min. I’d recommend her over and over again! Thank you so much Hannah! We will definitely book again.”
“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!”
“Hilda was amazing! She always showed up exactly when I needed her to and made sure to send me pictures every visit, which gave me total peace of mind. She was reliable, communicative, and clearly great with my dogs. I’ll definitely be booking with her again!”
“Brandee was awesome, we went on a 12 day vacation! She went above and beyond to make sure Princess and my house was safe and kept in good condition!! I will definitely be using Brandee again for Princess on my future vacations. Thanks 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: 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!
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.
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🐶
“Rachel did an Awesome job she took care our our Babies just like we would have. She was always on time and she did a great job. She played with them and fed and held Salem, Nobody holds Mocha not even us LOL She is a very Timid Baby Girl. That was the first time we had ever left them alone. If we ever need Rachel again we Would Love to use her again. Thank you Rachel. for taking care of our Furbabies”
About: I’ve cared for pets ranging in many shapes, sizes, and species for friends and family for several years, with three of those years being in a professional setting at My Pets Place: Boarding facility. I've cared for all ages and am happy to administer medication, including insulin. I also enjoy researching pet care and behavior and staying up-to-date on different training techniques in my free time. From walking multiple times a day to bath time to cleaning fish and reptile tanks, just let me know what you need and I got you! I currently work part-time at a daycare and boarding facility. I am available in the morning before 10am or after 9pm. On Wednesdays and Thursdays, I am available just about anytime. I care for your pets by doing exactly what you say works best for them, but left to my own devices my care will range from pet to pet as best as I see fit. For example, I'd walk farm dogs more frequently than dogs that tend to be less energetic, but at a minimum, everyone gets played with, fed, brushed (if supplies are provided), walked once for at least 30 min, and medicated if applicable.
“Mindy was so awesome! Great communication, very easy and accommodating to sync up with and took wonderful care of our 14 year old cat, Teacup. She took amazing photos and left really thoughtful notes that really put my mind at ease, since this was our first trip away from Teacup in over two years. Overall A+++”
About: I grew up with animals from dogs to guinea pigs. I have experience with owning and caring for a pet. I have the space and recourses to board or pet sit. I would love to care for your fur baby. I am free during day all week. I have an open schedule Saturday, Sunday and Monday. I have time to care for pets whether it is giving scheduled medications or just to be walked and played with. My backyard is completely closed with concrete wall. I do allow pets in my house. The pet will have easy access in and out of the house.
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer cat sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Winchester sitters!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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