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
The prices below are estimates per night for 1 cat, including fees. Pricing may vary based on your search.
Search Results


1. Taylor G.

“Thank you so much! Love the pics!”


2. Jenny D.

“Jenny has been a great dog sitter for my dogs. My dogs are around 75lbs and they can get wild. You can tell she is comfortable with big dogs. I use her drop-in service once or twice a week and her availability is great. She is so sweet and my dogs love her.”


3. Caleb & Sara S.

“If you’re searching for a sitter and looking at reviews, stop looking - Caleb and Sara are the ones you’re looking for! They are thoughtful, always keeping you posted with pics and videos, they provide love and attention to your pets and your home. Clean, organized, excellent communication everything you are looking for in a sitter. My cat Boujee loves them!!!👏🏼👌🏼🙏🏻🥰”




4. Vanessa C.
“Vanessa is one the most knowledgeable and experienced pet care giver out there. Her attention to the pet’s behaviors and how she adjusts in order to provide a safe environment is on another level. My dog Soona is a handful because of her high energy around other people but Vanessa quickly grew accustom to her needs and her behaviors and is now able to walk her in a populated area with minimal reaction. Highly recommend.”


5. Keiyetta (KAY) P.

“Kay is a 20 out of 10. I’ve had many pets in my adult life and hired lots of pet sitters. Kay is the best. She’s extremely thorough and careful and thinks of things to help out that I haven’t thought of. I knew she was amazing immediately just based on the questions she asked me. We were gone for 17 days and my house was immaculate when I got back and kitty was obviously very nurtured and cared for. We love you, Kay!”


6. Violeta G.
“Thank you Violeta for taking care of my dogs while I was out of town. My two dogs love her and well taken care of!”


7. Lindsey V.

“If I could give more than 5 I would. She took such great car, always sent pictures, and was timely in everything. This was our first drop in visit and she came to do a meet and greet to make sure we felt comfortable. Will absolutely use her in the future!”




8. Joanne B.


“Joanne is AMAZING!!!! She pays attention to even the smallest of details and you can tell she truly loves her work. I feel fortunate to have discovered her. Two thumbs up!?”


9. Kristy T.

“I am just so grateful to have found Kristy. First, she was great with communication: before, during, and after the booking! My dogs seemed to have enjoyed being with her. One of my dogs tend to be stand off-ish with strangers and don’t take treats from them. However, with her, he didn’t seem to have an issue. She cared about my fur babies’ well-being for sure. I 100% recommend! You will not regret. I will definitely book with her again. 😊”


10. Sabrina G.


“I appreciate that Sabrina follows our somewhat unique instructions faithfully. I feel better traveling when I know she's looking after my pups every day!”


11. Tammi (Shigtastic) B.
“Shigtastic owned by Tammi Briles is an amazing business. Tammi provides an expansive wealth of knowledge and experience in the exceptional care and training of all dog breeds. She is professional and goes above and beyond to make sure the fur babies in her care are safe, loved, and receive the best care and treatment. I highly recommend her business.”


12. Heather R.


“Heather is absolutely amazing. She went above and beyond. She not only did everything we asked but did even more! She gave our cat so much love and attention! She sent amazing updates and photos. Do not hesitate to book Heather! She is absolutely pro and the best hands down!”




13. Dawn B.


“Dawn was super with our standoffish 7 year old cat. She managed to get her very comfortable and agreeable to daily brushing sessions (her fur was so soft when we got home!) Dawn was thorough in her questions and it is apparent that she makes a real effort to be prepared and do a great job. She also sent very detailed reports and lots of photos.Would highly recommend and look forward to working with her again.”


14. Joseph H.
About: I make sure to pay extra attention to the needs of dogs to make sure all dogs are well maintained and to make sure there feeling at met. Currently working full time job so sat and sun would be best day. And Friday would have to at 3:00. Thank you so much for your time. I have a fence if needed no grass of yet still working on that stage my dog loves to play with other dogs and he has all med tags up to date


15. Breeanna A.

“BreeAnna did an amazing job taking care of my 2 kitties. I was gone for a whole month and was worried about leaving my cats for so long for the first time but BreeAnna took such good care of them that I was able to relax and enjoy my time. She was very communicative and took great pictures every day so that I could see that my little ones were not just doing well but were also happy. She spent time playing with them and giving them cuddles. Thank you so much for everything you did to take care of Mochi and Shooky while I was gone!”


16. Rosalinda C.
“I highly recommend Rosalinda for dog walking services! She is an absolute dog lover and treats every pup with the utmost care and attention. My dog Nala adores her and always looks forward to their walks. Rosalinda is dependable, punctual, and goes the extra mile to ensure your dog’s needs are met, whether it's a playful walk, exercise, or just some extra love and care. I trust her completely, and I know anyone who books with her will have peace of mind knowing their furry friend is in great hands!”


17. Diane Mae T.

“Diane was great with my babies! Will definitely have her watch them again(:”


18. Michael W.

“Michael is very good at what he does. My kitties were very happy when I got home.”


19. Jennifer M.
About: Hi I’m jen . I was a personal trainer , but I found my true passion in working with animals especially dogs !! I have a big yard to play in, and two very friendly little dogs . I’ll treat your dog like my own , because I know how difficult it is to leave your fur babies and feel at ease. I send tons of videos and pictures to make you feel they’re still with you while away ! Just give me all your concerns and I’ll do my best to make you worry less on your trip ! I’ve loved dogs since I was a kid and grew up on a ranch with many along with many other animals so I know how to take care of them . I’ve also recently been taking online vet tech courses just to have the extra knowledge in caring for your fur babies ! Seniors I’ll take extra caution and care because I know they’re fragile and need more loving . I do often sit 5+ at Once as long as they all get along and I feel social interaction is Great for dogs as well ! I hope to meet your furry kids soon ! Love ❤️ Jen I’m full time pet sitter so I’ll have all my time to focus on your pets needs .just text me anytime with any questions or concerns. I keep my place puppy proof and supervise 24:7 and cater to any needs your pups should have . Feel free to text or call anytime! I wake around 6-7 am and in bed around 10pm so I’ll try to work with you on your schedule because I do this full time. I have a fenced yard and extra crates if you prefer yours crated to eat or at night . Otherwise they’re welcome in my room .
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 cat2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your cat while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 Jul 2024 was about $25 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 Jul 2024, there are 332 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, 85% 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 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 332 cat sitters in Winchester on Rover, so you’re sure to find the perfect match for your cat! In Winchester, 100% of cat sitters offer daily exercise, 97% offer medication administration, and 91% 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.
