Cat Sitting in Winchester
Book a cat sitter to stop by your home to feed and play with your cat.
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Loving cat sitters in your neighborhood
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1. Alexsys T.
“Alexsys did an amazing job with my dog. She cared for her like she was her own and sent me plenty of updates. My dog was happy and well loved while we were out of town. Will definitely be booking with her in the future!”
2. Kimberly B.
“Kim B watches our fur babies like they are her own! We know that she will make sure that they are well cared for and loved! We love KIM!! We never have a worry with her!”
3. Bridgette M.
“Bridgette was SO incredibly good with my two dogs and cat. Not only did she send me FANTASTIC pictures during their play time outside, but wrote a really detailed summary of their time together. My older GSD Max isn’t the quickest to befriend strangers, but Bridgette’s expertise training and working with dogs of all sizes proved to be extremely successful. I will definitely continue to use Bridgette in the future, and HIGHLY recommend that you reach out to here as well!!”
4. Brooke H.
“Brooke was amazing. She watched my cats and place perfectly. Did amazing updates and pictures. She went above any other rover person I’ve had before. Will for sure use again.”
5. Kathy G.
“Kathy was so responsive and reliable! She took great care of our dog and gave detailed info as well as pictures after all of her visits! we will definitely use her again ☺️”
6. Hannah D.
“We were very pleased with Hannah! She was so prompt with her visits, sent detailed and informative communications regarding activity, sleeping, medicine, their walks, and took plenty of pics of our girlies. Everything worked like clockwork and went just fine. Thank you Hannah for loving on our girlies while we were gone!”
7. Steven F.
“Steven showed up on time and even cleaned up a bit of a mess my dogs had made! Will definitely book again when I need a drop in!”
8. Amanda L.
“Amanda is fantastic with our girl Bella! We can always trust that Bella will be taken care of. She plays with her, shows her love and sends lots of pictures. We are very lucky to have her!”
9. Myahrissa R.
“Myahrissa was available on short notice, she communicated quickly and clearly, and she gave my dog a lot of love. I’d absolutely ask for her help again!”
10. Sierra B.
“Awesome communication and taking care of our pup!”
11. Kyla P.
“Kyla did a fantastic job taking care of our pets. We received updates and pictures of our cats every day. We highly recommend her and will use her again in the future.”
12. Gary & Maryann C.
“Gary and Maryann are wonderful! Very thorough and easy communication. They took wonderful care of my sweet girl Dolly. Will definitely be rebooking with them.”
13. Lsslie S.
“I think Leslie is a good choice when it comes to pet care, since she is a very responsible, cheerful person, always with a smile and loves animals too much. I have a dog and when he was a puppy she took care of him, not now because I'm home more, but when he comes to visit to take him for a walk he gets crazy with happiness”
14. Gabe E.
“Gabe is my son and has been helping us with our family animals since he could walk. He has always loved to play ball, snuggle, hug and sleep with our dogs and cats. As Gabe became a teenager, he volunteered at the SPCA camp to help younger kids learn about dogs and cats, how to make treats for them and how to care for them. As a family, we have been fosters for the SPCA, caring for kittens, puppies and pregnant cats. Gabe has always taken an active roll in socializing, feeding, playing and walking these precious babies. In the last year, Gabe has been helping us with our Rover business. Going to homes and caring for dogs or cats when my husband and I were not available. He loves to be outside with animals playing fetch or taking them for a stroll. He is very responsible and respectful of your property and always cares for your animal like it is one of his own. You will NOT be disappointed to have Gabe helping care for your fur babies.”
15. Shaghayegh H.
“We had a family emergency and had to leave our Dog Piff at home and Shaghayegh was amazing! She really went above and beyond for my family and made sure our dog was taken care off. She let us know before and after she left and always sent pictures everyday! I would 100% use her again!”
16. Tatiana B.
“Tatiana is great! She was very communicative about her drop-in visit with my pup and sent pictures/updates. I look forward to having her help out in the future!”
17. Alex H.
“This was our first experience with Rover and it went very well. We were a little unsure of the process but it turned out pretty easy. We used Alex for drop in visits since we had to take our oldest back to school. He provided us with pictures and good feedback. It was important to us to have someone close and that had a love of animals. We would recommend Alex and will definitely be using his services again.”
18. Brandon & Brittany W.
About: We are willing to do whatever needs to be done to make your best friend comfortable. Someone is home at all times. We have had dogs for the last 15 years from puppies to seniors, including special needs. Four of our dogs have been dachshunds,one was a bloodhound, and one was a pitbull mix. Three dachshunds and the bloodhound now reside in the home. The bloodhound is a 6 year old female, the dachshunds are 7,2 and a 1 year old males. We have a very harmonious pack atmosphere. We believe that exercise keeps a pet happy! We are well acquainted with crate training, clicker training, and positive reinforcement. Our family members have dogs of various ages and breeds which spend the time with our pack so they are used to visitors! We look forward to meeting you and your doggy! I work full time, my wife does not work so she is home all day with the dogs. The only time we would leave the dogs is to go to the grocery store. We have a fenced yard and lots of toys for them to chew, we encourage tearing up toys and playing. We also allow the dogs to be on the furniture and beds.
19. Emily J.
“Emily was great communicating with me and keeping company to my dog. She was very respectful and cheerful, and took amazing pictures of my pet to stay connected with him. Thank you for your availability during the holidays!”
20. Isabella M.
“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!”
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1. Search
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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
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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 cat sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total cat fanatics. You can get in touch with us anytime.
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 Mar 2025 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 Mar 2025, there are 117 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 117 cat sitters in Winchester on Rover, so you’re sure to find the perfect match for your cat! In Winchester, 94% of cat sitters offer daily exercise, 100% offer medication administration, and 94% 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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