Cat Sitting Winchester
Book a cat sitter to stop by your home to feed and play with your cat.
Over 14 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.
“Lawton was very caring and professional when it came to watching our kitten, Merlin! She is very good with him and he loved having her visit. We loved having her check in and the updates were great!”
“Brooklyn was the best cat sitter!! I was super nervous to leave my two kittens for two weeks and she made me feel completely at ease. She sent great photos and updates each day. My two kittens seemed to really love her. She even offered to water my plants! I asked her to open my kittens advent calendars and stockings at Christmas time and she was so great about it haha!! Would definitely recommend and will be coming back!”
About: I have been doing pet sitting since high school and have been a volunteer dog walker for the Humane Society of Missouri for 11 years. I currently have one customer not through Rover and have had more in the past, but I am looking forward to my first Rover job! I love animals (cats, dogs, and other animals). I don't have any pets but hang out with my brother's dog a lot when he is out of town. I walk dogs at the Humane Society on Tuesday but am free most hours and days since I have reduced my time delivering with Doordash. I am looking to build up pet sitting time and can schedule my days around this most days. I can visit your home and spend time with your pet. I can walk your pet, give them food, water, and medicine as needed, and let them outside to go to the bathroom. Your dog will feel comfortable on his or her walk or your pet will enjoy the drop-in visit and time spent with me. I can leave your pet in a certain part of your house or crate at your request.
About: I’ve had cats my whole life and love everything about them! I’ve cared for kittens, adults, seniors, and multiple pet households. I have experience with post-op care, cat introductions, and indoor/outdoor cats. I also have experience taking care of young and senior dogs, including administering medication and interacting with cats. Housesitting - I can’t be there 24 hours a day because I have my own pets, but we can discuss how much I need to be away. I work full time from home, mostly available evenings and weekends, daytime if my schedule allows. I’m a night owl so late night visits are okay! I go at your pet’s pace and provide a safe, loving environment so they gain my trust. I go by their usual routine/ habits as not disrupt their routine.
About: I found my own dog for over 10 years. My previous job was at a doggy daycare. I am time oriented and affectionate under my care. I will be open and free on rotating weekends. I am typically off Monday & Thursday. I do have a day job from 8am-4:30 in Creve Cour. I can consider any other days if needed. I have a flexible schedule under communication to help care for your loved pets. Give me a call and we can talk in messaging and meet in person. I will keep tidy of the clients home. I will provide a safety net to all who is under my care. Daily updates if needed.
About: Hi, I’m Brie! I’ve cared for dogs of all sizes—from volunteering as a dog walker at the APA shelter to sitting for friends, family, and neighbors. I’m also a college cross country and track athlete, so I love running with high-energy pups who need more than just a stroll. Whether it’s playtime, long walks, or snuggles, I tailor care to each dog’s personality. With two dogs of my own, I know how important it is to find someone reliable, active, and loving. Your dog will be treated like family! Weekdays: Dog walking & drop-in visits Weekends: Overnight sitting & extended care Winter & Summer Breaks: Open availability for sitting, walking, and extended care Also available in Webster Groves Your dog’s wellbeing is my top priority. I create a calm, secure environment where pups feel at ease—whether we’re out for a walk or relaxing at home. I follow your care instructions closely, keep routines consistent, and always prioritize safety on walks and during play. With years of experience and two dogs of my own, I understand how important trust is. I treat every dog like family, offering gentle guidance, positive reinforcement, and a space where they can thrive physically and emotionally
About: Catering to you and your pets routines, to fit your lifestyle and preferences! I’ll always ensure the safety, comfort, and care of your pet is just as crucial as my own fur babies. No quirk or strange habit of your pet is anything new to me. My own brown tabby is quite particular about how she likes to be pet, or even how the wet food is prepared. I love to learn what makes each pet their own being!! I’m a forward thinker and problem solver by nature. No situation could be met with more attention to detail or precision. I’m always ready to make a new furry friend! I currently attend online university for an Alternative Medicine degree which allows me the flexibility needed for any schedule. What you say goes, and if you need me I’m there! Every pet has their own set of needs and specific requirements when feeding, cleaning up the litter box, receiving any treats or medicine, and even during playtime! You will rest assured knowing your pet is in patient, kind, safe hands!
About: Nearly three decades experience Wide open availability Have worked with every breed/personality imaginable. Can adapt to any pets needs great or small. Have worked with all ages and medical needs. Medication, food sensitivities, and personal preferences are very important and will be treated with equal priority. I have a very open availability and no spouse or children. I prioritize the pets I'm caring for over other obligations and will be open about any scheduling conflicts. (but that's unlikely to happen) My service involves precise and personalized care depending on the pet's needs and personality. No two pets are the same and each needs to be understood according to their lifestyle.
“Caeley was very nice and took wonderful care of my Maltese Maddie while I was gone out of state. She took Maddie on two walks everyday and played with him. She visited my house three times each day. Maddie enjoyed his walks with her. She enjoyed taking care of him and offered to do it again. She was very dependable and came on time. I will certainly use her again the next time I travel.”
About: I grew up with three big dogs and loved every second of it! I am a middle school teacher looking to watch after your pets until I can afford my own! I am a teacher working a summer job from 12:30-4 most weeks until the school year! I am pretty available throughout the day to walk, feed and love your pets! I have countless years of experience in childcare and babysitting (which is helpful with pets as well). My apartment center has a wonderful dog park and I love to go on walks as well!
About: My pet care experience includes tailoring physical activity to a pets age/ability level, recognizing a pets cues on their overall comfort level, and administering various forms of medication. My family would regularly take in senior dogs when I was growing up so I am used to assessing their needs. I am available mornings, evenings and around lunchtime. My work and school schedules allow for flexibility and I am happy to work with you to find times that are best suited for you and your pet. My apartment building unfortunately does not allow any type of animal so I am not able to offer boarding. I would like to apologize for the inconvenience.
“Melanie has been our go to cat sitter for over a year now and she is phenomenal, very communicative. I never worry about our fur babies when we are away since she is taking great care of them!”
“Mr. Man (my cat) was quite taken with Latasha. He enjoyed snuggling and hanging out with her, and I was very happy that at the end of our trip he was in good mental and physical health. I hired Latasha to day sit with Mr. Man as he recently got a bad cancer diagnosis, and I was afraid he might not be in good enough health for us to travel. I was especially thankful that he didn't lose weight, as anorexia is a side effect of his cancer.”
About: I have worked in dog care for multiple years and have gained many skills from this. I have also had a lot of exposure to different dogs and their needs! I do work at a dog kennel currently, but wanted to try something on my own but I would work this around my work schedule as I am only part time. Firstly I will always respect your space! I would love in-depth instructions to ensure no confusion. I will complete all tasks properly and meet all their needs. Their safety is most important as well as caring for them properly:)
About: I have spent my whole life surrounded by animals, caring for four dogs, a bird, and countless family and friends' pets. I believe pets help us stay connected in this crazy world, and I treat every animal as an extension of that family. Having navigated end-of-life care for my soul dog, Dakota, through 9 wonderful years and her final months of illness, I bring deep patience, attentive care, and a steady hand to every pet—including those with high energy or quirks that keep you on your toes! - Senior & Special Needs Care: Experienced in providing gentle, attentive medical and end-of-life care. - All Personalities Welcome: Comfortable handling high-energy pets, quick learners, and quirky or independent animals that need patience. - Lifelong Animal Lover: Grew up surrounded by dogs, a bird, and countless family and friends' pets. - Peace of Mind: Dedicated to treating every animal like family so you can travel or work worry-free. I am currently working part time on a few remote gigs, giving me great flexibility to provide dedicated care for your pets! Whether it's keeping a cat company or giving a dog active attention, your pet is in safe hands. Reliable & Present: My schedule allows me to be dependable and attentive, ensuring your pets aren't left lonely. Lifelong Connection: Having grown up surrounded by animals, caring for them is second nature to me. I will always follow your exact instructions to ensure a safe, comfortable environment. Whether caring for a cat who needs a gentle, respectful approach or a dog who thrives on clear routines, my top priority is making sure every animal feels secure and happy. End-of-Life & Senior Care: Deeply patient and experienced with senior pets, drawing from caring for my soul dog, Dakota, through her final months. All Personalities Welcome: Comfortable managing high-energy behaviors and quirky pets that keep you on your toes.
“Having Linda drop in on my kitties everyday for 2 1/2 weeks has taken all the stress out of leaving them. Linda has been a wonderful pet sitter and their new best friend! Communication was excellent and I will definitely book her again.”
“Jenni was great looking after our doodle while we took a little weekend getaway. She did everything we asked and made sure to send pics so we know how our Arya is doing.”
About: I have always had dogs since I was a baby. I currently have 2 of my own, a 9 year old beagle and a 3 year old doberman who I rescued. I trained my beagle by myself and am doing the same with my doberman. I have worked among amazing dog trainers, pet care workers, and I am shift lead at a boarding facility. I take care of all types and personalities of dogs and cats, from timid and aggressive to in your pocket and loving. I am very comfortable with both. In my free time I am learning grooming, animal health, and animal behavior. I also spend a lot of time outside with my dogs or horses. I currently work at a dog hygienist facility 8-3. Off Wednesday and Sundays, this is when I do all my grooming for my dogs as well as any dogs in my care. During my break at work I may be able to stop by (distance permitting) and also let your pet out. Boarding- I have a fenced in yard where potty breaks are whenever needed when I am home. When not home dogs will be kenneled (if you want) and/or put up in my dog room where camera access is available. When working I am able to let them out during my work break around 12pm. I feed my 2 dogs twice a day (AM & PM) House sitting- Your home my environment flexes towards your pet and what it is comfortable with! I do normally work 8-3 M, T, TH, F, and Saturdays but depending on distance I might be able to let your pets out or care for them during my lunch break on those days.
“Liza did an amazing job with my cat Smudge! They played for about an hour every day, she sent tons of updates and pictures which I loved and it made me feel a ton better about leaving her. Smudge needs eye drops daily because of a surgery, and Liza handled it no problem! Smudge loved hanging out with her, I would absolutely rebook.”
“2nd time having Taro take care of our 2 babies and he did a fantastic job! We were gone for 2 weeks for our wedding and we knew out 2 kitties were in good hands! We will for sure reach out to Taro again should we need a cat sitter!”
The median cost per visit for cat sitting in Winchester is $20
Cat parents share their Rover experiences - Winchester
Cleo was wonderful with my kitties and they adore her! One of them is very shy and hid at first, and she took the time and patience to make him feel comfy and made sure he got what he needed. She was communicative about how they were doing and I felt so much better being away from them knowing she was there and loving them like her own cats! She is awesome and we'd happily book her again!!
Ashley was great!! I got pictures & a report card every check-in. She was very attuned to my senior kitty. She is on some medication that can come with side effects and Ashley made sure to let me know what she was noticing! Definitely will hire again. She has a great attitude & even watered my plant while I was away! Thank you so much, Ashley!!
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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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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 $16 per visit as of November 2026. Most bookings cost between $11 and $21 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 374 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
- 93% 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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