Cat Sitting Winchester
Book a cat sitter to stop by your home to feed and play with your cat.

Over 171 pet parents in Winchester have booked cat sitting
Winchester, Find top rated cat sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: I’ve taken care of dogs and cats of all sorts. I grew up with small, medium, and large dogs as well as indoor and outdoor cats. I’ve also grown up caring for animals from a variety of backgrounds- fosters, rescues, you name it. I genuinely love spending time with animals and since I can’t have one of my own this seems like a great way to connect with pets and offer my services. I’m happy to come meet any animals in advance to make you more comfortable. I currently work remotely 90% of the time so this gives me a lot of flexibility to walk and take care of animals during work day hours if needed. I’m very good with following whatever directions will make you and your pets feel the most comfortable in your homes and out on walks.
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!!
“Hannah was a life saver - she made what could have been a very stressful day the exact opposite. She dropped in twice to keep my dogs company while I spent the day at the office. She sent updates so I knew they were happy and taken care of. I know I won’t need to worry the next time I need to leave them alone for a day. This was my first time trying Rover, and I’ll definitely be using it again!”

“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!”

About: I will provide the best pet care possible ! Your furry family member will be loved and cared for just as you wish! I grew up with so many pets and now am a proud owner of a pup, names oso, as he’s no longer a puppy he will always be treated like one just as our children even all grown up will be our little girls and boys always so are our furry family memebers ! I’m great at tug o war, playing fetch, or just taking a stroll around the neighborhood! I have a very flexible schedule and a great direction follower ! You just let me know what needs your pets require and they will be completely successfully! Thank you hope to hear from your soon I have a full time job but can come before and after. I provide feeding, fresh water, litter box cleaning, playtime, medication administration (if needed), and plenty of updates with photos so you can have peace of mind while you’re away I take the time to earn their trust and follow their routine.I do have a cat and dog, so my house onboarding is available on weekends only.
About: Everyone calls me when they need a reliable and dedicated pair of hands to watch over their children. Yes, I treat every dog like a furry child. I've helped raise dogs from 6 weeks to 16 years old. The young and the old need a little more attention and I'm happy to help. Those terrible 2's just need extra attention, and I'm happy to provide that too! I love all animals and will probably treat the kids like royalty. I prefer the company of dogs than my friends, they could vouch for that! I'm both loving and also stern because I've raised both labs and pitties. They require different types of parenting techniques, and I am equipped to handle anything. I work full time, Monday through Friday, 9 to 5. I'm happy to use my work breaks to check on animals for those who need the extra attention. My availability will be based around my work and my 2 kiddos at home. I can adjust weekly routines to incorporate pickup/drop offs, stop in visits, after work walks, or overnight stays. I treat dogs like they are our kids. I talk to them, I cuddle with them, and I use positive reinforcement to train good habits. I've helped raise a dozen dogs and each dog likes to show you how they like to be treated. I learned this lesson the hard way when I was raising dogs and had to learn different techniques to train each of them individually. Labs learn and function much different than bulldogs and pitbulls. I treat each dog the same regardless of size or attitude. Though I may give them some attitude when mouth off, like I do with my pitty at home (lol). I'm a safety first kind of person when it comes to our kids. So I tend to lean on the side of caution and extra equipment when interacting with most dogs. I always keep extra dogs supplies in my truck at all times as I have been known to that guy who stops traffic to try to rescue a dog. I've done this probably 6 or 7 times.
“Karen was great! We had a trip planned and Whiskey had been sick since November. Thought he would get better but still had a lingeri g cough. We had another sitter lined up who had their own dog and we didn't want that dog to get sick too. I found Karen last minute to come to our home and take care of Whiskey with dropins. She did such a great job and kept us informed on his coughing. Thank you so much!”
“Allison was fantastic with my two cats this weekend! Timely, communicative, and trustworthy :) She was also great about my last-minute booking, since I’d just moved to the area and had to unexpectedly be out of town. Would book her again!”

“Charlotte is very knowledgeable and reliable. She took good care of my cats while we were out of town. I will book her again and highly recommend Charlotte for pet sitting services.”

“Meghan was wonderful with our babies!! She is so sweet and took lots of pictures at each visit! Meghan let us know when she visited as well as when she left, walked, fed, and spent time with the girls. Very lucky to have been able to get on her schedule. I understand why she has so many repeat clients and she can add another one!”

About: We provide a special touch of walks, wags and worry free pet sitting! From zoomies to cuddles we can match your fur babies energy level. Apple Pay,Venmo,Cash or in app payments welcome. We’re a meticulously organized couple which permits us a flexible schedule when caring for our fur babies. We’d love to extend the care to your fur babies as well! We recognize that each pet has their distinct personality and we like to honor that. Pelusa, our oldest cat, despite her age, carries a playful kitten soul so we like to dedicate extra stimulating play for her. Our youngest he likes to exert his energy by bird watching and running and jumping around so we’ve accommodated the house for his races since playing 1 on 1 with him does not captivate his curiosity. Just like that we can confidently say we love learning about our clients and their pets personality so we can make the best transition when caring for them that day and so everyone feels seen and included, even the little ones! We also understand pets can be very oriented to habits so we like to know what habits and/or rules you have for your pets so we can respect and abide to those as well!
“This was my first time using Rover and I am so happy that I found Kim. She is absolutely wonderful. I needed someone to come for one visit to let my pup out and to feed her. Prior to the visit, Kim came several times to get to know us and to make sure my pup was comfortable with her. While I was gone, Kim kept me posted with messages and pictures. She went above and beyond for us. I highly recommend Kim!”


About: I have been a pet owner for as long as I can remember. I have had both dogs and cats and love them both equally. I have cared for pets for both family members and friends. I've watched all types of animals with many different personalities. On top of pet sitting, I have fostered multiple litters of kittens, which has taught me patience and attentiveness. In my free time, I also enjoy volunteering at a local rescue to help walk dogs. I understand the hard work, attention and love that goes into managing any kind of animal, and I am willing to do just about anything to make sure that your pet feels loved and safe. I am a grad student who only has in person classes on Tuesday typically 8am - 4pm, which makes me very flexible for the rest of the week. I am very conscious about safety when it comes to walk, and/or letting dogs out in a fenced in area. I am sure to read any instructions before hand to learn about any issues individual pet needs.
“Charissa was very responsive and helped us in a last-minute pinch. She was reliable and took great care of our cat and fish. She provided amazing updates so that we could rest easy while we were away!”

“We had a wonderful experience with Courtney! I accidentally booked the wrong weekend for our cat care, and as soon as I realized the mistake and contacted her, she immediately offered to head right over to take care of my kitty. That level of kindness, flexibility, and reliability meant so much to me, especially while traveling over a holiday weekend. She stayed for at least a full hour each visit, sent tons of photos and detailed updates every day, and clearly spent quality time making sure my cat was comfortable and cared for. The updates really helped me relax and enjoy my trip knowing my kitty was in such good hands. I truly appreciated her responsiveness, professionalism, and genuine care for animals. I would absolutely book with her again and highly recommend her to anyone looking for a dependable and thoughtful sitter!”

“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!”

“I am very happy with Christa! She did an amazing job with my pups. Bo and Sheena are very happy too. This was my first time using this service and I’m so happy that I found Christa. It’s not easy for me to leave my pups with anyone. Thank you Christa for being so kind and friendly to my pups. I will definitely be using these services again and request for Christa.”

The median cost per visit for cat sitting in Winchester is $20
Cat parents share their Rover experiences - Winchester
Lauren was excellent! We initially did a meet and greet and I felt very comfortable with her. She ended up watching our cat for a week while we were away on vacation. She did a great job! She checked in with me every day and provided pictures and feedback. I will be using Lauren in the future anytime I need pet sitting.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your cats like family

1. Search
Browse profiles of sitters near you who offer cat sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for cat sitting - Winchester
Select a filter and find qualifying sitters offering cat sitting.Sitters in Winchester average 6 repeat cat sitting clients
FAQs for Drop-In Visits - Winchester
Frequently asked questions about Rover
The average cost for Cat Sitting in Winchester on Rover is $24.42 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Cat Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Cat Sitting. For more information on service fees, click here .
As of July 2026, there are 415 sitters on Rover offering Cat Sitting across Winchester. Enter your ZIP code to see which available sitters are closest to your home.
Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.
House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your cat, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, you can find sitters who have experience with handling special pet needs in Winchester. On Rover:
- 91% of sitters can help with special care needs
- 99% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.







