Cat Sitting in Winchester
Book a cat sitter to stop by your home to feed and play with your cat.
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Top rated Winchester cat sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Della took excellent care of our 5 cats over the Thanksgiving holiday so we could visit out of town family without worrying about them. Have always had very good service from her.”
“Kristen was willing to take on our very, VERY anxious dog without hesitation. Considering how challenging Otis can be, I know "average" pets would do wonderfully with Kristen and she truly loves taking care of pets.”
“Jenna was amazing with our dog for drop in visits while we were out of town. She was very responsive, timely and took lots of pictures for us. She took the time to hang out with our dog and make sure he was comfortable. We really appreciated everything she did for us as it made this very easy. I'm so happy we found her and look forward to working with her again!”
“Melanie was amazing with my berner oakley. She has great communication skills, is honest and genuinely loves him. Could not ask for someone more trustworthy and dependent to care for my baby. Would 100% use again and recommend”
“Hannah did an amazing job taking care of my bunny boy! We did a meet and greet a few days prior to my leaving date, and she was very excited and happy to watch my bunny boy! Both of us got along great. Hannah is very good with communicating to me anything about my bunny boy. Loved the pictures she took and the comments she left! Will be booking with Hannah in the future!”
About: I’ve taken care of & had animals since I was about 10, and would love to help whoever needs assistance. Whether that be puppies or seniors, I am here to help. I can work any day Monday through Friday, and some weekends depending on the schedule. Mornings and afternoons are preferred, but am willing to accommodate to certain needs. We do not own any current pets at the moment, but have a fenced in yard with room to run around. I can accommodate to certain needs.
About: I am friends and families go to dog sitter for when there is vacations, or someone is busy. I have been doing this for family and friends for a couple of years now im currently college student and would love to watch over your fur babies! with me being in school and work i’m normally pretty flexible with my schedule as all my classes are early in the morning! I have a huge fence around my yard and two adorable fur babies if yours are needing some company. I will be able to watch over your dog at all times if needed.
About: I have three years experience with walking and boarding dogs at a dog boarding facility. I can also give medicine and insulin shots as needed. It’s always been my dream to work with dogs/cats full time. So, my schedule is normally open! I also accept clients on most weekends as well. My number one goal is to ensure your fur baby is happy and comfortable. I will take time to get to know your dog/cat and become a welcomed face. I’m always ready for play time and giving pets :)
“Brianna is outstanding! She is professional, dedicated, knowledgeable and executed all instructions with care and respect. Our 2 skid-dish cats warmed up to her instantly which gave me peace of mind and I am thoroughly impressed with the level of excellence she provided.”
About: Our home has always been filled with dogs and cats. The strays find me and know they will always have a spacial place to call their own. I own a small consulting business and have flexibility with my schedule. I am easing into early retirement and looking to share my love of animals. I am an experienced professional who is phasing into early retirement. I have spent years traveling and have an empathy for pet parents who have to leave their fur babies while away from home.
About: I have many years of caring for pets and ran my own kennel in Florida for about 13 years and was a Vet technician for 8years I’m available weekends and can also be on call if needed. I can also be available on some Wednesday’s and holidays I’m open to any times I will care for your pet as if they are my own fur baby and will provide what is needed to take the best care of your pet
About: I have always had pets as long as I can remember even from being a baby. I love dogs and cats so much and my heart for animals is so big. I have raised so many throughout the years and my adopted dad also owns a veterinarian clinic so I have learned a lot from that as well. I have pretty much open availability. My schedule is 90% flexible 90% of the time. Monday through Sunday. All hours of the day/night. So yeah. I care for my clients pets as they need me to. Whether it be in the fence or on a leash, in the public or in the private. I go directly based on the instructions I get left from the peoples pets I am sitting. Every pet is different.
“Shelby was great! She took most excellent care of Sophia and the Dew while we were out of town. She really cares, and we enjoyed getting the pics from her care visits, we would def use her talents again.”
About: I’ve grown up with dogs, cats, horses, you name it. Animals are underrated as members of the family in my opinion and I just want to make sure any animal in my care is treated like family. I take care of my animals (two dogs and a kitty cat) daily and they have a pretty set routine, I would be working my schedule around their routine and working on my days off. I’m happy to drop in and check on your babies and give them love and attention on long work days. I know how stressful it is to be at work knowing your baby is alone at home and I’m happy to help!
Over 13 pet parents in Winchester have booked cat sitting
Winchester cat parents share their Rover experiences
How Rover works
1. Search
Read verified reviews by cat parents like you and choose a sitter who’s a great match for you and your cat
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your cat while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for cat sitting in Winchester is $20
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 cat sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total cat fanatics. You can get in touch with us anytime.
Sitters in Winchester average 5 repeat cat sitting clients
Cat Sitting FAQs
Frequently asked questions about Rover
Cat sitters on Rover are free to set their rates. The median cost to hire a cat sitter in Winchester on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A cat sitter’s rate may also change as you customize your booking to fit your and your cat’s needs.
As of Jun 2026, there are 24 cat sitters in Winchester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.
Rover makes it easy to reach out to multiple cat sitters about your booking. Typically, cat sitters on Rover respond in under an hour.
Cat sitters with repeat customers have an average of 5 repeat clients. Experience can vary from cat sitter to cat sitter, but you can view reviews, years of experience, and number of repeat clients when you compare cat sitters in Winchester.
Do you simply need someone to stop by and play, feed, and scoop? Winchester cat sitters are happy to take care of your cat while you’re at work, on vacation, or unavailable for the day, even if all you need is a quick drop-in! Your cat sitter will stop by to feed, play with, and snuggle your cat as many times a day as you like. And the best part? Your cat gets to stay on their home turf.
There are 24 cat sitters in Winchester on Rover, so you’re sure to find the perfect match for your cat! We understand that each cat is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.
Yes! Cat sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your cat sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your cat sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your cat is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your cat sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your cat sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your cat sitter’s cancellation policy.
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