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.
“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!”
“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!!”
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 always had a genuine love for animals and grew up surrounded by them. Cats especially have a huge place in my heart…I currently have three of my own! 🐱 As a stay at home mom, I have a flexible schedule and plenty of time to give your pets the love, attention, and care they deserve. I truly enjoy being around animals and would treat your pets like they’re part of my own family. I’m excited to meet your furry friends and give you peace of mind while you’re away! I am a stay at home mom so I have a lot of flexibility. Drop in visits would work best for me, if you need more than one a day I am willing to accommodate that as well! I do not offer in home stays, or visits in my own home but am willing to help out while you are out of town if that means grabbing your mail, trash cans etc.
About: I'm a cat sitter who really spends tons of time PLAYING with cats! My husband and I adopted our orange cat Jonesy, then a 1-year-old, from PETSMART, in Sep 2024. He's currently a little over 2 years old, super healthy, super active. If you're familiar with orange cats, you know how much energy they have. No matter how tired I am, I always make sure that our Jonesy gets at least 30 minutes' play every single day (this can often develop into a 1-hour play or even more). I'm more than happy to care for quieter cats, of course, but if your cat is super active, I'm your girl! I'm currently a homemaker, so my time is pretty flexible. (What's in the parenthesis here is because they ask me to write 25 words...) I specialize in cat care, although I'm also very excited to do dog care (I know how to play with dogs, but am still awaiting my 1st ever dog poop pickup experience!) My cat (Jonesy, a 2-yr-old orange tabby) loves strings, so I'd play strings or yarn with your cats, too, if they love it. If you have a cat tunnel, we can also play with that - my Jonesy is crazy about his tunnel (it has a bunch of holes where he can stick his head out and catch whatever toy I'm playing with him). We can play fetch if your cat likes it, and any toy that you have! Just let me know your cat's favorite toy. Of course, a lot of petting and even belly rub if they allow me - every cat is different.
“We had a great experience with Keirra! She took great care of our cats; she was very communicative throughout the process, very easy to work with and kept us up to date how the cars were doing every day.”
“Sara has been so helpful, communicative and wonderful! She was extra patient with our grumpy old man =) We highly recommend Sara for your pet sitting or drop in needs! Can’t wait to have her back in the future. Thanks Sara!”
“She took great care of my kitties while I was out of town! She sent pictures often and left my house in wonderful condition. I would absolutely trust her again to take care of my fur babies.”
About: I’ve been taking care of dogs and cats for about 5 years now. I’m comfortable with dogs of all sizes and personalities, whether they love to play or just want someone to hang out with. I’ll make sure your pet gets plenty of attention, exercise, and care while you’re away. I know how important it is to trust the person watching your pet, and I’ll treat yours like they’re my own. I am a student at Maryville University so I can do check in’s and walks in the mornings and evenings. I’m also flexible on Fridays and weekends and will do my best to work around your pet’s routine. Your pet’s safety and comfort are my top priorities. I’ll always follow your care instructions, make sure your pet has fresh water, food, exercise, and plenty of attention. I’ll treat your home with respect, keep everything clean, and send updates with photos so you know how your pet is doing while you’re away.
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.
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:)
“Grateful for Lesley! This was our first time working with her and she did a great job taking care of our 2 cats and home while we were away for the weekend. She was friendly, professional, attentive to both their needs, a great communicator and shared lots of updates on her progress with them. Both cats showed multiple signs that they were comfortable with her, which was a huge relief and provided the peace of mind we needed to relax while we were away. Thanks Lesley!”
“She did amazing with our kitty who needed a pill administered while we went out for the night. She was very attentive and even gave us pictures and updates. I would definitely recommend her for watching kitties. 10000/10 thank you so much!!”
About: I've administered diabetic medication and pills for years and am very comfortable doing so. I work well with high needs pets, especially those older in age and disabled. I can walk both cats and dogs at their pace and am committed to their cognitive enrichment with toys and games and also to their comfort with gentle words and cuddles. I work part time: Monday-Thursday evenings and Saturday morning-afternoon. My pet care schedule is super open as I am a very laid back person who usually prefers to stay in. Mon-Thur I can be around from early morning until 3, on Saturday I'm available by 4, and I am totally free for the day and night on Friday and Sunday. I always safety check harness and leash before opening the door and I'm extremely careful to keep all exits secured. As someone with a sneaky cat, I know how it is. I'm aware of harmful human foods and products and always keep my things stored away safely.
“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: As an extreme animal lover, I’ve been taking care of cats and dogs of all ages, size and temperaments for nearly two years while volunteering at the APA. There, I spend my time either walking dogs or caring for cats in the cat room. On top of that, I have been pet sitting for nearly my whole life. I love being able to meet new animals and providing them with the proper care they need! I currently work part-time and have lots of time to give your animals the care they need! Outside of work, my schedule is very flexible and can accommodate to your pets needs. Whether it’s daily walks, feedings or simply keeping your pet company, I will be able to give your animal the love and care they need! I am able to devote time and effort towards your furry friend to ensure that they feel safe and loved while you are away.
“Katherine was very responsive and able to accommodate my cat Billa even with changes in the times. She sent videos and pictures to show my pet's comfort and provided me with reassurance and trust. I will definitely use her for future boarding. Billa adjusted well and loved the cat suite.”
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?
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 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 October 2026. Most bookings cost between $11 and $22 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 October 2026, there are 1,319 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 .
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 , 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 .
Yes, you can find sitters who have experience with handling special pet needs in Winchester. On Rover:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 95% 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 , 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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