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
“Alycia did a great job checking on our two excessively shy cats-she went above and beyond to find their hiding spots and made sure they were OK even as they took hide and seek to the extreme. We knew our two brats were well taken care of and could relax and enjoy our vacation.”
“I asked Jessica to take care of my cat for the second time in 2 months and she did a wonderful job. She took good care of him and her updates were prompt and regular. I am always approaching Jessica should i need someone to sit my cat in the future.”
“Visits with messages and pics were thorough and appreciated! Both cats seemed to do just fine without us. LOL Will definitely book again if Callie is available. Thank you, Callie!”
“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!”
“Hollis is the best! I am a travel nurse, and am out of town half of the week. I’ve got 2 very elderly cats, each doing their own thing, and Hollis takes care of them every week. She is amazing with them. My cats love her and I always come home to them being happy and well cared for ❤️”
“Nikki is excellent! Arrived at the times I asked and did a wonderful job with our crazy affectionate dog. We booked her services last minute and she was happy to take our reservation. Thank you Nikki! We will definitely book with you again. :)”
“Absolutely wonderful!! Danny and Jennifer were very communicative and quick to respond. They went above and beyond for our cat and I feel very comfortable leaving my little guy with them. 10/10 would request them again. Thanks for the amazing service!”
“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!”
“Morgan was great! It was obvious that she cared about taking good care of Lilly our cat. She sent pictures everyday and let us know how things were going. Would definitely use her again.”
“Natalie did a wonderful job taking care of my cat while I was away for 2 weeks. He is very timid, but warmed up to her quickly. 10/10 recommend her for your sitter!!”
“Beth did a phenomenal job caring for our cat while we were out of town. She was excellent with communication, and I could tell from her many pictures that our cat felt so comfortable around her. We will definitely be using her again in the future! Five stars!”
“Paige took great care of Oreo! She was happy and healthy when I came home, and I got pictures while I was gone. Paige was great at communicating and asking questions when needed. Definitely recommend!”
“This was our first booking with Rebecca for daily drop-in visits with Susie the cat. Couldn't have asked for a better experience! She bonded with Susie right away, is an excellent communicator, left my house super clean, and went above and beyond offering to blow storm debris off the driveway. Highly recommend. We will be booking again. ;-)”
“Susan was great she was very accommodating with my last minute request. She was very communicative & responded quickly. My BoBo is pretty shy around new people but he seemed to relax & feel comfortable. I liked the fact that she only sits for one pet at a time also.she let him have free roam of the house. Thank Susan for taking good care of my boy & having to put up with venting during a bad time. Will be happy for you to sit again when needed. Thank you Stacie N”
“Alicia was a great sitter. Took awesome care of our puppies and was an awesome communicator. She performed all the puppy duties and counted everything through rover including all the walks. I highly recommend Alicia!. Loved the pictures”
About: I have worked in dog care for multiple years and have again many skills from this. As well as gained 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:)
About: I have never lived in a house without cats or dogs, and I have friends who taught me to care for hamsters and guinea pigs. My neighbors have trusted me to feed, walk, pet, play with, and clean up after their own pets. I also accepted responsibilities to water plants, take in mail, and tidy up the house for you. I know every pet is different, so no matter how shy or friendly, anxious or excited, I'm always happy to make your pet feel loved while you're away. I'm available to help anytime between 7am and 8pm, and I'm happy to split my time throughout the day to meet your pet's needs. I just ask that my total working time doesn't exceed 8 hours daily. I make sure to take care of all your pet’s basic needs, including providing fresh food and water, walking your dog any distance they need, and giving them plenty of playtime either outside or indoors. I’m also happy to clean up after them and keep them company throughout the day so they feel safe and never lonely.
Loving cat sitters in your neighborhood
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Alycia H.
Star Sitter
“Alycia did a great job checking on our two excessively shy cats-she went above and beyond to find their hiding spots and made sure they were OK even as they took hide and seek to the extreme. We knew our two brats were well taken care of and could relax and enjoy our vacation.”
Kiffin M.Star Sitter
“Excellent care and lots of TLC for our new puppy! Kiffin will treat your pet like her own! Will definitely request her again for future visits.”
Jessica L.Star Sitter
“I asked Jessica to take care of my cat for the second time in 2 months and she did a wonderful job. She took good care of him and her updates were prompt and regular. I am always approaching Jessica should i need someone to sit my cat in the future.”
Callie L.Star Sitter
“Visits with messages and pics were thorough and appreciated! Both cats seemed to do just fine without us. LOL Will definitely book again if Callie is available. Thank you, Callie!”
Barbara B.
“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!”
Hollis W.Star Sitter
“Hollis is the best! I am a travel nurse, and am out of town half of the week. I’ve got 2 very elderly cats, each doing their own thing, and Hollis takes care of them every week. She is amazing with them. My cats love her and I always come home to them being happy and well cared for ❤️”
Nikki W.
“Nikki is excellent! Arrived at the times I asked and did a wonderful job with our crazy affectionate dog. We booked her services last minute and she was happy to take our reservation. Thank you Nikki! We will definitely book with you again. :)”
Danny & Jennifer C.Star Sitter
“Absolutely wonderful!! Danny and Jennifer were very communicative and quick to respond. They went above and beyond for our cat and I feel very comfortable leaving my little guy with them. 10/10 would request them again. Thanks for the amazing service!”
Mason C.
“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!”
Morgan I.Star Sitter
“Morgan was great! It was obvious that she cared about taking good care of Lilly our cat. She sent pictures everyday and let us know how things were going. Would definitely use her again.”
Natalie H.Star Sitter
“Natalie did a wonderful job taking care of my cat while I was away for 2 weeks. He is very timid, but warmed up to her quickly. 10/10 recommend her for your sitter!!”
Beth P.Star Sitter
“Beth did a phenomenal job caring for our cat while we were out of town. She was excellent with communication, and I could tell from her many pictures that our cat felt so comfortable around her. We will definitely be using her again in the future! Five stars!”
Paige W.
“Paige took great care of Oreo! She was happy and healthy when I came home, and I got pictures while I was gone. Paige was great at communicating and asking questions when needed. Definitely recommend!”
Bella D.
“Bella was fantastic! She showed up a few minutes early and our pup had a wonderful time with her!”
Cammie R.
“Commie did an amazing job. Sent pictures of my cats every day. Thanks!”
Rebecca H.Star Sitter
“This was our first booking with Rebecca for daily drop-in visits with Susie the cat. Couldn't have asked for a better experience! She bonded with Susie right away, is an excellent communicator, left my house super clean, and went above and beyond offering to blow storm debris off the driveway. Highly recommend. We will be booking again. ;-)”
Susan K.Star Sitter
“Susan was great she was very accommodating with my last minute request. She was very communicative & responded quickly. My BoBo is pretty shy around new people but he seemed to relax & feel comfortable. I liked the fact that she only sits for one pet at a time also.she let him have free roam of the house. Thank Susan for taking good care of my boy & having to put up with venting during a bad time. Will be happy for you to sit again when needed. Thank you Stacie N”
Alicia S.Star Sitter
“Alicia was a great sitter. Took awesome care of our puppies and was an awesome communicator. She performed all the puppy duties and counted everything through rover including all the walks. I highly recommend Alicia!. Loved the pictures”
Finnley W.
“Finnley has a passion for working with pets. She absolutely loves spending time with them and tending to their needs. There is no one else that will show your pet the love and affection that they deserve.”
Lindsey H.
“Lindsey is an incredibly diligent and responsible person, not just in pet-sitting, but in any other aspect of her life. As a student, she shows diligence and integrity in any of her work. As a friend, she shows compassion and thoughtfulness. As a person, she shows humility and respect. I would be fully comfortable with her pet sitting any pet that I have ever owed.”
Winchester cat parents share their Rover experiences
Liana was an absolute pleasure to work with. She took the time to truly understand my pet’s individual needs and ensured I was regularly updated throughout her time with them. Her thoughtful communication and genuine care provided real peace of mind while I was away. I wouldn’t hesitate to recommend her to anyone in need of pet sitting services, and I’m already looking forward to working with her again.
Ashley was AMAZING! Emi was very happy and very well taken care of. Ashley made sure to make some time for play and cuddles and was very responsive. She even went out of her way to clean anything in the space that needed cleaning up, took out the trash, and wiped Emi’s messes without me asking. Super trustworthy and a fantastic experience!
Jessica was wonderful to communicate with. She offered a meet and greet prior to scheduling her visits. She was sweet and caring towards my baby Jason and even sent me pictures of him during her visits. I appreciate her kindness and will definitely schedule with her 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 9 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 Aug 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 Aug 2025, there are 642 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, 88% of Winchester cat sitters respond in under an hour.
Cat sitters in Winchester have an average of 14 years of experience. Cat sitters with repeat customers have an average of 9 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 642 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, 96% 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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