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.
About: I have been caring for friends and neighbors dogs, cats, and small animals since i was 13. I also volunteer at the PWC Animal Shelter! i am a freshman music major at shenandoah university. i have a decent amount of availability to care for your pets every day. i have a pretty relaxed schedule. i have lots of experience with pet care and your animals will have my full attention throughout the visit. i make sure to provide your pets with adequate enrichment and play and overall care.
“Another wonderful experience with Hannah caring for my pet! I experienced a family emergency and needed to make last minute arrangements and Hannah was right there, ready to help!!”
“Alexsys took wonderful care of our two cats while we were on vacation. She went above and beyond, and we’ll definitely book her again! We can’t recommend her highly enough!”
“I simply cannot say enough about what a wonderful caregiver Kim was while my family and I left town recently. She sent daily updates with pictures that allowed us to see how well our kitty was doing. She cleaned up the area and kept him entertained and fed. Her loving demeanor also ensured he was calm and free of anxiety. We have found our “go to” caregiver from this point forward. She is absolutely wonderful!”
“Meghan was a great choice for our little Bean! Very prompt, communicative, and was able to help us out for a very last minute trip. So grateful she was able to help us. Appreciate her loving care for our fur baby!”
“This is the second time we have had Julianna watch our pets and we feel very comfortable leaving them with her. Our extremely timid cat even came out for a quick visit!”
“I had to leave on a business and Lisette was able to look after my cat Ogden. Communication was quick and simple, and Lisette was very accommodating . I have no problem recommending this sitter.”
About: I’ve loved animals my whole life, and I’ve had the pleasure of living with, and pet sitting for multiple cats and dogs. I’ve done both kitty and dog meds, so if you have a high maintenance fur child like me, I’ve got you covered!! If you trust me with your fur baby, I promise I will love them as much as I love my own!! I work from home, so I have a lot of flexibility. Mornings are more difficult for me, but I can definitely work with you to find what’s best for the pets! My own pets are high maintenance, so I am definitely able to work with your pets needs. I crate my own dog, and give both my dog and cat meds and supplements. I don’t have any human children so my pets are my children. I will give your pet the love, attention, and care I give my own!!
“Thank you so much for your wonderful care of our cat, Georgie! Delainey did a wonderful job taking care of him while we were gone. She kept us up-to-date with photos and details, which make traveling much easier. Thanks again!”
“Gabby had to put up with a spoiled rotten cat! Skittles is the most unsociable cat there is. But everyday without fail she sent me a message that he was eating drinking and still hiding out in his room. She left her house open for Skittles to wander around in but he preferred hiding in a hole he created in her couch🤦 I cannot say enough good about this young mother of 4 beautiful children. She is now out family preferred sitter.”
About: I have had dogs my whole life and I have had a cat for the last 7 years. I am very good with animals and I love them very much. I have also babysat my own dogs when my parents go away as well as my aunts cats, and my neighbors dogs and cats. Since I've had many animals in my life, I know how to take care of them and I know how to tell what they need. I am in college but have many hours throughout the days that I am available and I am also free most nights (though I would need notice incase I make plans with friends) I am available all day on Mondays, available from 11-2 and after 5:30 on Tuesdays and Thursdays and available all day besides 2-4 on Wednesdays and Fridays. I am also available all day on weekends I would just need to know in advance due to plans. I will offer your pet lots of love and will do whatever is best for your pet! I can easily crate your dog and I love long walks and would be happy to go on one with your pet.
“Myahrissa was perfect with our two fur balls. She spent ample time playing with them and keeping them some company while also making sure they were well fed and had clean water. She even ran the dishwasher for us with all the used bowls! Highly recommend the trustworthy Myahrissa. Can’t go wrong!”
About: I have experience with helping with foster dogs and cats that had medical needs. The past 3 years I have house sat for a few families that had dogs that needed medicine and wound care. I work per diem at a local hospital and am able to pick my own schedule as needed, so flexibility is key with me. I often was able to do last minute planning with those families due to my work schedule. I provide loving, attentive care for pets in their own home while their owners are away. This includes feeding according to their regular schedule, giving fresh water, providing companionship, playtime, litter box maintenance for cats, and daily walks or bathroom breaks for dogs. I also make sure the home is safe, secure, and maintained, including bringing in mail,and giving owners regular updates with photos so they can feel at ease while away.
“We rehired Alex to look after our big dog Rocky again for a week while we celebrated our anniversary. He did an amazing job and kept us updated with pictures of Rocky and rocky looked like he was having a blast in all the pictures. Alex played fetch with him in our yard daily and made sure Rocky had enough toys to play with. We came home to a happy dog and we are very grateful we could celebrate our anniversary without worrying about how Rocky was faring back home thanks to Alex!”
About: Hi! I’ve been an animal lover my entire life and have always had pets of my own. I worked as a kennel technician for 2 years and later as a veterinary technician for almost 2 years, where I gained hands-on experience caring for dogs and cats of all ages, temperaments, and medical needs. My background means I’m comfortable recognizing signs of stress or illness, administering basic medications, and providing calm, attentive care. While I’m no longer working in a clinic setting, the knowledge and experience I gained continue to guide how I care for every pet. I treat every animal like they’re my own — with patience, love, and close attention to their individual needs. Whether your pet loves playtime, long walks, or just quiet cuddles, I’m here to make them feel safe and happy while you’re away. I work during the week, so I primarily book weekends to give pets my full attention. When in my care, your furry friend gets walks, playtime, cuddles, and lots of love — all on a schedule that keeps them happy and comfortable. ❤️ I am available for drop ins/ walks during the week around lunch time and Fridays for boarding after 5pm! I treat every pet like family. Whether in my home or yours, they get a safe, cozy space, fresh water, walks, playtime, and plenty of love. I follow their routine and give updates so you know they’re happy and comfortable. ❤️
“Isabella we as BEST! She communicated from the start and we were able to work out the best schedule. She sent cute pictures and videos of my girls (two cats) every time she visited and kept me up to date on their shenanigans. The girls are happy and healthy. Couldn’t have asked for a better sitter!”
Over 251 pet parents in Winchester have booked cat sitting
Winchester cat parents share their Rover experiences
Miss Lauren has been amazing with my baby boys and brought ease to my mind while away on business. My furbabies were well taken care of and took to her very easily which brought me so much joy!!! She is my lifesaver and will furever be our go to caretaker!!!!!!
I can honestly say we’ve never gotten better communication from a pet sitter than we got from Kimberly. Better still, our cat Alex is a challenging soul, even for a cat. Kimberly navigated that with grace and seemed to build a better relationship with him than we’ve seen before. At a minimum, Alex was much less out of sorts when we returned from our trip than he normally is. Grateful for that.
Gabe did an excellent job caring for our two cats while we were away! One of them requires insulin injections and has a few quirks, and Gabe handled everything with confidence and care. He clearly paid attention during the meet and greet and followed instructions closely. Communication was great, and we felt totally at ease knowing they were in good hands. We’d happily book with Gabe again!
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 6 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 Apr 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 Apr 2026, there are 152 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, 89% of Winchester cat sitters respond in under an hour.
Cat sitters in Winchester have an average of 15 years of experience. Cat sitters with repeat customers have an average of 6 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 152 cat sitters in Winchester on Rover, so you’re sure to find the perfect match for your cat! In Winchester, 95% of cat sitters offer daily exercise, 100% offer medication administration, and 92% have experience with senior cats and cats with special needs. We know each cat is unique and may have specific care 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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