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.
“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!!”
“Cleo did drop-in visits for my two cats, Millie and Mabel, while I was away for a few days. She was great! My kitties liked her right away, and Cleo took good care of them, and sent me photos for each visit. I will definitely hire Cleo for to take care of my girls for future travels!”
“Lawton took such amazing care of my fur babies and my home while I was away on business. She was a wonderful communicator throughout, sending pictures, videos, and daily report cards that gave me peace of mind and reassurance that everyone was happy and well cared for. This was my first time using Rover, and Lawton made it such a great experience. I will definitely be a repeat customer and would highly recommend her to anyone looking for a caring, responsible, and trustworthy pet sitter!”
“Paige was incredible with our kitty! He has a very sassy personality but he loved her right away and she was so playful with him and sent such good photos! We will be using her again for sure!”
“Thank you for watching Misty! Cynthia communicated well the whole week, took care of Misty, and gave detailed reports with each visit. Will definitely reach out to Cynthia again for future sitter needs!”
“Great meet and great. Prompt visits every day. Lots of pictures of happy/lazy cats. Very happy cats. Came back to clean litter boxes and well fed and happy cats. Will definitely have Patricia visit again.”
“Danny was perfect. He was very communicative-texted with us during/after every visit, shared lots of photos of our kitty, asked questions when he had them, fed her and stayed to give her some love too, and was flexible when I asked him to come a little later on the last day. Highly recommend!”
“I am always impressed with Barb's care for my 2 cats. She finds out their preferences and caters to them. She spends time both helping them feel comfortable with her for affection and plenty of play time. She is observant of behaviors and communicated each visit with many photos and updates. Plus, she is a pleasure to work with herself!”
“This was our second time booking Mason to care for our cats, and once again, he did an amazing job. His daily reports were thorough, and we appreciated the detailed updates on how each of the cats was doing. The photos he took were a wonderful touch, allowing us to see how happy and well-cared-for they were. Mason truly goes above and beyond, and we feel completely at ease leaving our cats in his care. I highly recommend him for any pet sitting needs!”
About: I’m an experienced dog owner with years of hands-on care for dogs of different breeds, sizes, energy levels, and personalities. I currently care for a cat (My sweet Sassy) and multiple dogs, including German Shepherds, Belgian Malinois and my small breed Corgi Beagle mix Luke-y so I’m very comfortable with large, active, and high-energy breeds. I’m experienced with structured walks, exercise, feeding routines, basic commands, medication schedules, and giving each dog individualized attention. I understand that every pet has their own personality and routine, and I will treat your babies with the same patience, attentiveness, and love that I give my loves. I’m currently in the military but love nothing more than hanging out with my babies - and more babies we meet the greater! :) My babies are such a huge part of my everyday routine, so adding another pup to the mix comes pretty naturally to me. We’re big on walks, outside time, playing fetch and tug and just hanging out on the couch. I’m used to planning my day around my cat and dogs and making sure each gets the attention and exercise they need. I have multiple dogs of my own, so I know every dog is different and has their own personality and needs. I’m very comfortable with XL / big dogs and high-energy breeds, but I’m also big on keeping everyone safe and structured. I’ll follow whatever routine you have for your pup and treat them like I would want someone to treat mine.
“Amazing cat sitter! Qiyun/Kiki was so accommodating when we had to book our cat Lucy on very short notice. She took great care of her, sending regular pictures and updates on how she was doing. I would rate her 100 stars if I could ⭐️⭐️⭐️⭐️⭐️ Definitely have your kitty stay here!”
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.
“Rebecca took good care of my two cats. I had specific feeding times due to the health of one of my cats and Rebecca arranged her schedule to accommodate. Everything was clean when we got home and the cats we happy. I could not ask for anything more.”
The median cost per visit for cat sitting in Winchester is $20
Cat parents share their Rover experiences - Winchester
Lawton took such amazing care of my fur babies and my home while I was away on business. She was a wonderful communicator throughout, sending pictures, videos, and daily report cards that gave me peace of mind and reassurance that everyone was happy and well cared for. This was my first time using Rover, and Lawton made it such a great experience. I will definitely be a repeat customer and would highly recommend her to anyone looking for a caring, responsible, and trustworthy pet sitter!
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.
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
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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 on Rover is $16 per visit as of September 2026. Most bookings cost between $11 and $22 per visit. 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 September 2026, there are 1,305 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:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 94% 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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