Cat Sitting Winchester
Book a cat sitter to stop by your home to feed and play with your cat.
Over 194 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.
“McKinzie did a great job taking care of my pups. There were no issues, and communication was excellent throughout. I would definitely recommend her and will gladly use her services again in the future.”
“Hannah does such a great job with both our cats! She’s been great about giving meds to our older guy and playing/giving attention to kitten! She gives us peace of mind with thorough reports while traveling and our busy schedules!”
“Adam is a godsend! Our cat is quite nervous, and has medical needs that can be too much for many people. Adam treats her with great care and patience, and has no problem administering her medicine. Truly a lifesaver for our little family!”
“Mackenzie was awesome! It’s such a load off our shoulders when we know there’s someone to help take care of our animals while we’re away. Mackenzie was very reliable and we can tell she genuinely enjoys taking care of pets! We will be using her again the next time we leave town.”
“Nina was so accommodating at last minute (make sure to be polite and tip the max allowed if you’re going to do a last minute booking) ❤️ She’s so nice and takes really good care of our babies. Thank you so much Nina!”
“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!!”
“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.”
“Jennifer is wonderful with our two skittish kitties! They hate it when we leave, but really love the visits with Jennifer. It's so awesome to have someone you trust with our furry babies”
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🐶
“Fiona is a really good pet sitter, very dedicated, helpful and sweet, my cats loved her. She did everything I needed for my cats very well and is always willing to help. I will book her again as soon as she is available.”
About: I’ve had dogs and cats my whole life and have had reptiles and birds the last 7-8 years and fish for about 4 years fish and reptiles ARE included in my pet care! looking to expand my care with things I already know and have a great passion for. I’ve had big dogs and small dogs growing up. Ive also worked alongside with a credible trainer and amazing reptile keeper! Ready for anything you throw my way! It’s what I strive to do I’m always looking forward to caring for animals including my own I have a huge joy in knowing the wellbeing of my animals and furry friends. Having a surplus of my own pets petcare is a big part of my day to day lifestyle. I always go outside with your pet so they are supervised, and will talk to pet parents to understand how there dogs/cats/reptiles personality is, I can administer oral medication when needed for special needs or senior dogs/cats/reptiles
“It’s always such a relief knowing someone is there to look after my little buddy — even if he hides under the bed the whole time! Thank you for being there for him to make sure he had everything he needed.”
“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+++”
“One of the most caring and responsible sitters I’ve worked with! We booked with Michelle every other day for 2 weeks while we were away on vacation. One of our cats was stressed out and had diarrhea by the end of the vacation. Michelle went to check on them every single day, even on her doctor's appointment. I really appreciate her and everything she did! Please book with her if you need someone to care for your babies while you’re away.”
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 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!!”
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.
The median cost per visit for cat sitting in Winchester is $22
Cat parents share their Rover experiences - Winchester
Hannah was great with my 2 kitties while we were away for the weekend. She made sure to check on their food levels in their automatic feeder, litter box, topped up on their water and spoiled them with treats. We are grateful for this level of care and will hire Hannah back next time we need a sitter. Thank you!
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
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
It's that easy! All payments are processed through Rover's secured platform
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 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 1,219 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
- 97% 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.
Connect anywhere with the Rover app
