Cat Sitting Winchester
Book a cat sitter to stop by your home to feed and play with your cat.
Over 163 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.
“Hannah takes such great care of my Opal. She is consistent and gives excellent updates. I can tell she actually cares about my pet when she is checking in on her/caring for her. 10/10 would recommend!”
About: My family lives in downtown Winchester where there are plenty of places to walk. Since I am in a new season of life (semi retired) I wanted to so something I love like walk more and take care of your pet(s). I have been a dog owner for 16 years. I have trained a puppy and helped my first dog all the way through elderly care. Three cats have touched my heart, two cats from kittens through elderly stages. I offer a quiet and comforting hand to all animals. Your companion(s) are God's gift to your family and I would be honored to take care of them. I am currently working part-time for the city transportation division but have a flexible schedule so I can take care of your pet(s). I am an early riser so I don't mind those pets who need morning care. That does mean I go to bed early so I would stop at 8pm. I am a respectful semi retired lady who loves animals. My pets roam around freely at my home. They love their morning routines as I do. If I take care of your pet(s) I will keep whatever routine you have already established with love, safety, and kindness.
“Courtney was amazing. She took great care of our 3 cats. Each visit she sent us so many great pictures and a very thorough summary of the visit. I will absolutely use Courtney again!”
About: Hi there, my name is Kristina and I’ve just recently moved to the Winchester area! Caring for animals has always been one of the greatest joys in my life. With years of experience, looking after pets of all ages, personalities and needs I’ve built a reputation for being reliable, attentive and genuinely invested in each animals wellbeing. One of the biggest advantages of working with me is that I work from home full-time, this means that your pets will never be left unattended and I am able to give them consistent attention to ensure they feel safe and comfortable throughout the day. When your pet is with me, they’re treated like family whether it’s daily walks, playtime medication reminders or just offering affection and companionship, I make sure every animal feels loved and understood. I look forward to giving your pets the dependable, worry free care they deserve. I currently work from home Monday through Friday. I have the ability to visit your home and ensure your pets are doing well and to provide them any enrichment they may need whether it be walks or play. I currently live in townhouse with my husband and our dog, named Gorgi (Gorgonzola), we go on frequent walks in the morning afternoon and evening. We keep a clean home and have a basement that lets out into a small backyard. I have one X-Large kennel if your pup prefers to sleep in one as well as a puppy pad corner for those late night bathroom breaks. I would be happy to provide a tour our home upon request.
“Meghan is wonderful! She watched my two kitties while I was getting married, and she made sure I never had to stress about them. She’s very responsive, caring, and was fabulous at taking care of cats!”
About: I work full time at Shenandoah University and am joining Rover to formalize my side hustle, which Ive largely managed through word of mouth thus far. I’ve lived with dogs for about 25 of my 30 years of life - mostly hounds (most recently 2 bassets). And I’ve watched dogs of all sizes, the smallest being a chihuahua mix and the largest a Great Dane. Over the last 5 years or so, I’ve dog sat for friends, family, and connections in the Winchester area. All animals are different and I respect you, their owner, to tell me what’s best for your furry friend. I also will be transparent and over communicate with you so we both can be confident your animals have everything they need. I’m comfortable dispensing medication - including to the really picky ones (I can take a pill/pill pocket and sculpt it pretty much exactly the same shape and size as any mainstream kibble brand). I have experience with puppies and with our senior citizens, who both just need a little extra care and attention. I feel comfortable listening to animals and getting to know their personalities, which are all so different yet equally endearing. If they are trying to say something, though, I feel pretty confident I will notice it - especially after we’ve spent a few hours together. And, if they’re trying to say something and I don’t understand? I’ll reach out just to make sure. I just really, really love animals. I most often watch dogs but have also cared for cats, lizards, bunnies, chickens, and horses (although horses were largely just feeding and brushing/attention). I also have a rescue cat of my own, Luna, who has made me certain I’m equally a dog person AND a cat person. I work 9-5 M-F, and occasionally am tied up on weekends with happenings on campus. I can take an hour lunch (and flex a bit beyond if necessary) to visit the animals for attention and potty breaks. I am single, sober, and genuinely grateful for the work and the company. Animals have so much love to give, and i try to reciprocate that love indiscriminately. Thanks for your consideration and please let me know if I can answer any questions, hop on a zoom call, or speak to any specific needs you find important. No request is too small and I’m grateful for any and all details I can use to keep your animals feeling secure, loved, and cared for in your absence. I work full time at Shenandoah University as an Administrative Assistant in the Office of Global Engagement. My role is in-person on the main campus in Winchester. My routine hours are 9-5 with an hour lunch around 12 or 1. But, there’s a lot of flexibility, especially over the summer when the students are back home. My team is small and I am able to shift my hours when I communicate with them in advance (I.e. I’ll take 2 hours midday but clock in at 8, etc). Outside of work, my schedule largely centers around community and service work. I’m really involved with the recovery community and attend several meetings and events a week, although I can be flexible there too. Most days I’m up no later than 7 am and asleep by 11. But all these things can flex, depending on your and your pets needs. I live alone with a stray-turned-adopted cat named Luna. My place has a small fenced area in the back, enough room for a pup to potty but not much more. But I’m also about a half a mile from Jim Barnett Park and I love their walking trails and their dog park. I’d prefer to house sit at your house, but I’m open to certain scenarios if I can ensure your animal is comfortable in my space. Let’s talk about the details!
About: Hello, pet parents! My name is Jessica, and I bring over 25 years of dedicated experience working with both dogs and cats. As a professional dog groomer for the past 15 years, I have developed a keen eye for pet care and well-being. At home, I share my life with a delightful trio: a standard poodle, a lovable pit bull, and a majestic Maine coon cat. Each of them has taught me unique lessons in care, patience, and the joy of pet companionship. Why choose me? • Decades of Experience: With 25 years of hands-on experience, your pets are in knowledgeable and capable hands. • Groomer’s Expertise: My grooming background ensures your dog not only gets a great walk but also some extra TLC, including coat checks and paw care. • Personalized Care: I understand that every pet is unique. I tailor my services to meet the specific needs and personalities of each furry friend. • Safety First: Your pet’s safety is my top priority. I am trained to handle various breeds and temperaments with care and professionalism. Let me provide your pets with the exercise, attention, and love they deserve. Book a walk today and see the difference an experienced and passionate pet professional can make! I’m a professional dog groomer with a flexible schedule that allows me to provide dog walks and drop-in visits throughout the week. I enjoy using my available time to give pets the exercise, attention, and dependable care they need while their families are away. Your pet’s safety and comfort are my priority. With 25+ years of experience caring for dogs and cats and 15 years as a professional dog groomer, I’m comfortable working with pets of many breeds, sizes, ages, and personalities. During drop-in visits, I can provide potty breaks, feeding, fresh water, playtime, and medications as directed. I also offer dog walks tailored to your pet’s individual needs.
“Sarah and Rover was such a good choice for us. 3 catz, each with distinct needs requires a special touch, and Sarah has that, and more! We are 100% satisfied with this service and will use Sarah for our pets again. Kudos to Rover!”
“Our kitty cat, Katie, loves Jen! We can't say enough good things about her. Katie was happy and loved on just like if we were home. When an unforeseen situation arose, Jen handled it like the pro that she is. Jen was timely with all of her visits, and took excellent care of our little fur baby. Book with Jen - you won't regret it!”
About: I have all kinds of pet care experience. I love any and all pets including the reptiles and fish! I myself have a long haired dachshund and a long haired cat I currently work part time so I have plenty of free time on my hands. I do not drive due to personal reasons but I do have reliable transportation. I like to meet my clients a couple days prior to watching their pet. I would like to have a conversation making sure I understand everything correctly.
About: I have had dogs all my life and have always had the responsibilities to look after them. I have been around bigger dogs as well as smaller dogs and very familiar with senior care. I work full time but with a flexible schedule and a husband who works odd hours so I can be very flexible with times and dates! I am willing to travel within reasonable distance to look after your animals with reasonable notice. I do understand last minute things can happen as well.
About: I’ve taken care of my dads friends dogs aswell as my own cat. I’ve fed, walked, etc.. I’d love to work with your pet! I’ve had my cat for 12 years and she’s well taken care of. This is currently my main priority as I’m going to college soon! I can do pretty much any days and any times!! Monday-Friday. 7Am- 9PM (just an example) I currently do not offer this ! But if i ever did I’d make sure your fur baby is as comfortable as my own. Thank you for trusting me!
“Margaret is AMAZING! I was gone for 10 days and super anxious to be away from my 2 cats. She put me at ease and is so beyond wonderful. Highly highly recommend her!”
About: If you want your dog to get the best of care with lots of TLC and fun then let me take your dog out while you work or on vacation! Doggie Daycare will provide the highest standard of dog walking and pet vacation services in your home or mine! I will personalize my service to meet your pets needs- days, nights, weekends and holidays! I have been lavishing and loving dogs and cats for over 25 years from Minnesota to Boston to West Virginia! When you can’t be home or need a place for your dogs to stay-give me a call. Daily dog walking-choose between a 20 min. relief walk outdoors or a 1 hour romp! Includes feeding and water check. Your dog deserves this! I am home most days and have a very flexible schedule, allowing me to provide plenty of attention and care to your pets. I’m available for drop-in visits and pet sitting throughout the week and on weekends. Because I spend a lot of time at home, I can accommodate your pet’s routine and make sure they feel comfortable, safe, and loved while you’re away. I treat every pet as if they were my own. I provide a calm, loving, and safe environment and pay close attention to each pet’s individual needs and routines. I have over 25 years of experience caring for cats and kittens and understand the importance of patience, cleanliness, and keeping pets comfortable and stress-free. I’m happy to follow any special instructions, including medications, feeding schedules, and extra cuddle time.
About: What sets me apart is that I’m a super loving and compassionate person. Animals have a special place in my heart. I stop and try to pet dogs every time I can. Pets are not just pets! They are family! I currently work remote and I have a flexible schedule. I have the time and space to help take care of your fur babies with love and compassion. I have a townhouse and have a space available for your fur babies. My basement is spacious for them to hang out and play or just sleep.
The median cost per visit for cat sitting in Winchester is $20
Cat parents share their Rover experiences - Winchester
Hannah did a great job taking care of our cat! 10/10 no notes. She kept us updated and informed on every visit and took some really cute photos. I’m also happy she got him to come out of his shell in the later visits. Thanks for everything! ☺️we will definitely reach out again for future visits!
I had Christa watch my beloved cat, Kitty, while I was away on an extended trip, she was very dedicated to attending to Kitty’s needs while I was away including playing with her, giving her treats, and making sure she was well fed. Christa was also adamant about keeping the lines of communication open and informing me of important details like when she would be arriving to my home.
Lauren was excellent! We initially did a meet and greet and I felt very comfortable with her. She ended up watching our cat for a week while we were away on vacation. She did a great job! She checked in with me every day and provided pictures and feedback. I will be using Lauren in the future anytime I need pet sitting.
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.
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 7 repeat cat sitting clients
FAQs for Cat Sitting - Winchester
Frequently asked questions about Rover
The average cost of Cat Sitting in Winchester is $26 per visit as of November 2026. Most bookings cost between $15 and $41 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 115 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:
- 92% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 98% 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.
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