Cat Sitting Winchester
Book a cat sitter to stop by your home to feed and play with your cat.
Over 12 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.
“Barbara was great! Our Lulo is a nervous doggie and Barbara was very patient and made sure Lulo went to the bathroom during her visit. The report we got after the visit was very informative and had some pictures too. Thanks a lot and we'll call you next time we need someone checking on Lulo.”
“Jessica was amazing! She took such great care of our two boys. We could see how excited they were to see her when she sent us the daily videos. We are so grateful to her and highly recommend her (except when we need her help) to everyone. Thank you J!”
“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!!”
“We left our cat for over 2 weeks, and since we’ve only had her for a few months, we were nervous about how she would adjust. They visited her twice a day to feed and give her attention. They sent photos and detailed updates every visit on her eating and behavior. They really put us at ease - we will absolutely book them again in the future!”
“Cammie was super sweet to my little dogs which made me feel better leaving them at home!! I felt totally comfortable with her in the house! Would highly recommend her!”
“Mason is wonderful! He took great care of my cats while I was out of town and made sure they were loved on. He is transparent, easy to communicate with, and provides great visit reports and photos. You’ll be at ease knowing he is watching your fur babies and they will be well taken care of.”
About: I’ve lived with my dogs for around 10 years. I take them for walks, feed them when my family needs some help. I have a big dog and a medium sized dog! I don’t have any professional experience but I take care of my dogs often. :) I’m a student at Mizzou, so I will typically be busy until 3pm when I’m in Columbia. When I’m back home in Ballwin over breaks, I should typically be free at all times. I can’t have pets in my home, but in others home I am able to give walks, play with animals, and do anything that’s needed! I love taking care of animals and I’m super careful with them.
“Thank you for AGAIN taking great care of our big guy Skye. He obviously enjoys his visits and I appreciate the detailed communication. My sons always ask if we have new pictures from Skye’s visits while we are away. And they said “he loves Alicia.” Thanks. 🩶”
“Sorry for the delay in getting this posted but I wanted to thank you again for taking such great care of my cats! It is so nice to know that you can be relied on to take care of them so well and it is one less thing I have to worry with when I am gone. Thanks again and I will reach out next time I go away!!!”
About: As a family we enjoy dogs and love to play with them in our home as well as get fresh air out in our large open yard and keep active by taking regular walks. My husband and I both grew up in families with dogs and see the importance of pet care while families are away and would enjoy loving on your dog while sending updates and pictures of your dog during your travels. The relaxed environment of our home allows for dogs to roam freely and comfortably, we are home full time to give your dog the attention and love they deserve, we will play, read, relax, brush, and discover with them! We are excited to hear from you and meet our newest temporary family member!! My husband and I are hme full time homeschooling our kiddos. We enjoy the company of a pet in our home and meeting new families from around the area. We have a relaxed home environment, perfect for welcoming in your pet. We take them on daily walks around the neighborhood and have the ability to crate your pet if needed. We are a work from home and a homeschool family with 4 kids. We all love having the dogs around each day to play and love on! We take multiple walks daily with ranges that vary based on the dogs capabilities. The dogs hang out with us theoughout the day and when we are outside we have a lead for them to join us.
“Susan took such great care of my little fur baby while I was away for the holidays. She kept me updated with her visits and I knew my little Kiwi was in a great, loving hands while I was gone. I highly recommend Susan if you want someone who truly loves dogs and who'll care for them like they're her own. I will be using Susan to car for my fur baby whenever I need to travel.”
“Alli is excellent!!! Alli worked with us for 5 days straight, two times per day. She was on time 100% of the time and was excellent with our puppies. She took them for long walks and always asked if there was more she could do. Alli is very kind and easy to work with. She is also a good communicator. I highly recommend Alli and we will definitely have her back (often!)”
About: Growing up I always had a dog! I was taught how to care for them at a very young age. I grew up with a few different size dogs. I am most familiar with medium and small dogs, however I have worked with large ones. I know a little bit about training and grooming but I am still working on perfecting those skills. I currently work full time, however I have plenty of time before and after work to help care for your pets!! A typical weekday shift is 9-6 or 11-8. I work rotating weekends and Sundays are 10-7. I also have an hour break and I am willing to stop by to check in/let them out. I currently live in an apartment, it has a dog park and plenty of places for walks. I do not have any pets so that would not be an issue. Growing up I perfected the art of not letting animals out the door and making sure they are properly leashed for outings.
“Alexandria took great care of our kitties while we were out of town! We have some finicky eaters and one who needs meds, and she didn’t have any issues with them. She was also kind enough to take our garbage cans from the curb and get the mail. I would highly recommend her!!”
About: I have been taking care of dogs of any kind ever since I can remember! I have been working at a local daycare and boarding facility for two years, and have been taking care of neighbor and family dogs for my whole life, I promise to give you an above and beyond experience! ❤️ I work part time at a local daycare and boarding facility, so I have plenty of time on my hands! I am home from college for the summer, so I am willing to spend as much time as possible with your pet! I have a sweet elderly dog named Olive to keep your pet company! And most importantly, I have a large yard to keep your dog active and on their feet!
About: I have experience from working at Kennelwood for 2 years and volunteering at the Humane Society. I've always cared and loved for animals and connected to them deeply. I am a college student so most of my freetime is in the afternoons and on weekends. Please understand if I need to study or do homework! I will respect any boundaries you put in your own home. I would be happy to play with your furry friends and make them feel loved even when their owners are gone.
About: I’m a lifelong cat lover with 12+ years of hands-on experience caring for my own cat, who recently passed away after a wonderful life. While I’m not ready to adopt yet, I’d love to care for yours. I’ve fostered a shelter cat, cared for a friend’s cat for about a year during COVID, and have cat-sat for friends many times. I also have some experience with dogs through friends—walking them together, spending time at dog parks, and playing with them at home. I’m comfortable around dogs of different sizes and personalities. I work from home full-time, which gives me a flexible schedule and allows me to provide attentive care throughout the day. Depending on your pet’s needs, I can easily incorporate pet care into my daily routine and ensure your cat receives consistent attention, companionship, and care. I live in a house with a calm, cat-friendly environment and understand that every cat has its own personality, routine, and comfort level. Whether your cat enjoys playtime and attention or prefers a quiet, predictable space, I'll make sure they feel safe, comfortable, and well cared for during their stay.
The median cost per visit for cat sitting in Winchester is $20
Cat parents share their Rover experiences - Winchester
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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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 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 $16.05 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 1,287 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:
- 94% of sitters can help with special care needs
- 97% 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 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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