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

Over 329 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: 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
“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.”

“Mariana was super easy to work with. It was my first time using rover and she helped make the whole process easy. I could enjoy my time away from home knowing my cat was in good hands!”


“Jorie takes great care of our cats when we’re away! She’s very communicative and always sends us the cutest pictures of them. We recommend her to anybody looking for pet check-ins.”

“Debbie was great. She took care of my cat for 2 weeks and always communicated with me and sent pictures of him. Also my flight got canceled last minute and she was able to take care of him for an extra day. I definitely recommend her if you need someone to take care of your pets.”


“Highly recommend! Sam took amazing care of my cats for 5 days while I was out of the country. It is always stressful leaving the country and being so far away from my cats, but she completely put my mind at ease. She was incredibly reliable, attentive, and sent wonderful daily updates and photos that made me feel so much better while I was away. I returned home to very happy, well-fed, and relaxed cats. I couldn't have asked for a better experience on Rover. I will absolutely be booking her again for my next trip. Thank you Sam! 🙏”

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: I've taken care of pets throughout my life. From my own pets, to those of family and friends, I have a lot experience with caring for both dogs and cats, and over the past couple years have especially taken the role of caring for elderly pets. I currently do freelance illustration work, which offers me a lot of flexibility in my schedule for watching your pets. I'm usually available any time that suits you and your pets needs. Unfortunately at this time I do not offer boarding services. When caring for pets in a client's home I can do whatever is required for the comfort and safety of your pet
About: Hi there! I’m an experienced and loving pet caregiver who offers all-in-one care for both dogs and cats including sitting, walks, and check-ins. Whether your pet needs daily exercise, overnight snuggles, or just a quick visit for food and playtime, I make sure they’re safe, happy, and cared for as if they were my own. I know every pet has their own personality and routine, so I take the time to get to know what makes yours feel most comfortable. From high-energy pups who love long walks to cats who just want a calm companion, I tailor my care to meet their needs. You can count on me to be reliable, attentive, and to give plenty of love, belly rubs, and treats (with your permission, of course 🐾 I have plenty of time to book for all services except boarding. Please message me or send me a request. Open availability until end of summer. When I’m caring for pets in your home, I always provide a safe, clean, and loving environment. I follow your pet’s routine closely, give them plenty of attention, and make sure they feel comfortable and cared for. You can trust that your furry friend will be safe, happy, and well-loved in my care.
About: My love for animals started at a very young age and has only grown stronger over the years. Caring for pets has never felt like a job to me—it's something I've always genuinely enjoyed. In high school, I regularly dog sat and cat sat for family, friends, and neighbors. I also spent years helping care for my grandmother's dogs, including a German Shepherd, Pomeranian, Rottweiler, and Poodle. Each had their own unique personality and needs, which taught me the importance of patience, consistency, and individualized care. I also have a special love for horses. My daughter has been riding horses since she was six years old, and spending time at the barn has become something we enjoy together. Whenever I have the opportunity, I volunteer at Lucky Star Range because any chance to be around animals is time well spent. I truly believe pets deserve the same love, patience, and respect that we give our closest family members. If there's one thing that sets me apart, it's my genuine passion for animals. I often joke that I love animals more than people—and there's honestly a lot of truth to it! That passion has inspired me to work toward my long-term goal of becoming a veterinarian. Until then, I'm grateful for every opportunity to care for and love someone else's furry family member as if they were my own. I am a full time online student so I have open availability. My weekends are open completely open as well. I’m here whenever you need😊 I live in a smoke-free home with no other animals. My community has a designated dog park, providing a safe and convenient place for dogs to exercise and play.
About: I've cared for family pets since I was able to, and have continued to have pets of my own! I have always been the trusted animal daycare for both family and friends. I've cared for big and small dogs, as well as cats of all ages! I can potty train, teach basic tricks, and play a ton with puppies, or adult dogs. I have also taught cats to sit or stand. (it sure is possible!) I am also a pro-medicine giver to any pet, if needed. Lastly, I do just love animals and love finding ways to care for more! I can garentee, if your pet would like, that they will get all the love and play they desire! I currently own my own business with a lot of free time to care for pets! with only a day in advanced I can happily handle your pet needs! I have a home with 3 dogs to keep any dog company! As well as a fenced in yard with a doggie door, for your dog to be in and out as they please! I live in a very dog friendly area, where doggies can be walked when needed! I also have spare room with a litter box for kitty's who need a place to stay away from any other pets!
About: I'm a Certified Professional Dog Trainer (CPDT-KSA) with over a decade of experience working in animal shelters. Whether your dog needs a skilled trainer or a trusted sitter, I am here for you both. I focus on meeting your dog's needs, fulfilling their natural drive, and building a relationship rooted in trust. That's the heart of every training session, whether we're working on the basics or tackling reactivity. Give your pets the care of a professional dog trainer while you’re away! Whether it’s a dog walk, drop-in visit, or housesitting, I bring my training expertise to every visit while keeping your pets’ routines comfortable and stress-free. I also have shelter experience caring for cats, so your feline family members are in capable hands, too. I currently work from home, which gives me a flexible schedule and allows me to accommodate a variety of pet parents’ needs. I’m able to build pet care into my daily routine and provide plenty of attention, companionship, walks, playtime, and care throughout the day. I’m happy to work with you to find a schedule that fits your pet’s routine and helps them feel comfortable while you’re away. I will care for your pets with the same love, patience, and expertise that I give my own. With nearly a decade of professional experience working with animals, including dogs with a wide range of personalities and behavioral needs, I understand how important trust, safety, and consistency are. When caring for pets in your home, I will follow your routines and instructions closely to help them feel comfortable and secure in their familiar environment. Whether that means maintaining feeding and exercise schedules, providing enrichment and playtime, administering care, or simply giving your pet companionship and affection, I will tailor my care to their individual needs. I also understand that trusting someone with your pet and your home is a big decision. I will treat both with respect, communicate regularly, and provide updates so you can feel confident that your pets are safe, happy, and well cared for while you're away.
“Laura was great!! I can tell she genuinely loves animals and I felt totally comfortable having her in my home looking after my cats, she sent photo updates and even washed my cats dirty wet food plates! Above and beyond. 🥰”

“When this girl says she’s the auntie she REALLY MEANS IT. This girl is the auntie to my dogs, my cats, my kids, and everything else too, I’m telling YOU!!! If you want buttoned up service for your pet, this ain’t it. But if you want someone to love your pet more than you do and let your pet sleep in the bed with her, she’s your girl.”

About: Hiiiii!!☺️ Im Brooklyn🌻 I am a retired hair stylist turned creative/ mom of two. Before covid I worked as a hair stylist for 10 years, and since then I have been finding other ways to create an income for myself doing different things that I enjoy to do! My kids and I moved to Vegas in 2023 from Virginia Beach, Virginia and now we are exploring life on the West Coast! I am a huge animal lover and I would love to care for your babies as if they were my own while you are gone! I treat animals with respect, love, and kindness always. I currently help care for our 5 year old Holland Lop bunny named Elliott and our 3 cats, Zarii, Billie and Pluto and have also had many dogs in my life, including our Great Dane and last dog Louie. I have a HUGE soft spot for the big dogs thanks to him. Their hearts are way bigger than ours ♥️ Please know that while you are away, your home and/or animals will be cared for with the upmost love and attention and I will communicate with you as often as you prefer about the status of your babes and of course send cute pics throughout our time together! [Thats my favorite part :)] If I seem like a good match for your family, that’s wonderful and I look forward to connecting with you! At this time my schedule is very flexible and my daily and weekly routines can be adjusted at anytime to fit the needs of a pet I am sitting. I will care for your pet like they are my own. If you have any special requests, please make sure to let me know and I will do my best to look after them just as you would while I am there to take care of them. If they’re used to cuddles on the couch, then bring on the cuddles! I want them to feel as comfortable as they possibly can with me there to take care of them and I will always make sure they do! I love to snap photos to update parents on how we are doing as well.
“Bailee & Jeremy were so GREAT with my little fur buddies. Having recently returned to San Francisco for work, I had not used this service here in the city. So, I was worried about leaving them alone. Bailee & Jeremy won Oscar and Simon's trust straight away! They were on time for the bookings and provided detail updates on Oscar and Simon's well being. I'm relieved to have found such wonderful people here in SF, as I will be traveling a number of times through the end of the year. Thank you!!!!”

About: I'm the proud owner of three well trained, well mannered French Bulldogs, so I know this breed inside and out from their quirks and energy levels to their specific care needs. Having raised multiple dogs at once, I'm comfortable managing group dynamics, sticking to routines, and giving each dog individual attention. I'm patient, consistent, and treat every dog in my care like my own whether that means a structured walk schedule, playtime, or just extra cuddles on the couch. Your dog will be safe, comfortable, and loved while you're away. I care for pets full-time, so I can give your dog my full attention. I'm available for walks, drop-ins, and boarding days/weekends. I stick to your dog's usual routine feeding times, potty breaks, and exercise so nothing feels disrupted. Whether it's a quick visit or a longer stay, your dog gets consistent, attentive care. My home is safe and secure, with a gates, doggy door to come in and out, fenced off backyard and camera monitoring for your dog to relax. I own 3 well trained, well mannered French Bulldogs who are friendly with visiting dogs, so yours won't be lonely. I'm comfortable crate training if needed, and I keep a close eye on every dog in my care like they're my own.
The median cost per visit for cat sitting in Winchester is $20
Cat parents share their Rover experiences - Winchester
Jennifer is kind and very professional. She not only took care of my senior cat’s twice daily oral syringe doses, she described her method to me that is way less stressful for both my cat and me! She’s also very clean - she made a point of showing me the rinsed syringes, kept their dishes sanitary and their eating space tidy. She also respected boundaries and went out of her way to help with a side task I requested. I also needed to adjust the scheduling last minute and she was very understanding and cheerful about the inconvenience. Jennifer will definitely be my go-to sitter for as long as she’s available!

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 to book cat sitting

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 8 repeat cat sitting clients
FAQs for Cat Sitting - Winchester
Frequently asked questions about Rover
The average cost of Cat Sitting in Winchester is $22 per visit as of November 2026. Most bookings cost between $13 and $33 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 342 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
Yes, you can find sitters who have experience with handling special pet needs in Winchester. On Rover:
- 88% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 90% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.












