Cat Sitting Winchester
Book a cat sitter to stop by your home to feed and play with your cat.
Over 12 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 have been taking care of dogs of any kind ever since I can remember! I have been working at a local daycare and boarding facility for three years, and have been taking care of neighbor and family dogs for my whole life, I promise to give you an above and beyond experience! ❤️ I work part time at a local daycare and boarding facility, so I have plenty of time on my hands! I am home from college for the summer, so I am willing to spend as much time as possible with your pet! I have a sweet elderly dog named Olive to keep your pet company! And most importantly, I have a large yard to keep your dog active and on their feet!
About: I’ve lived with my dogs for around 10 years. I take them for walks, feed them when my family needs some help. I have a big dog and a medium sized dog! I don’t have any professional experience but I take care of my dogs often. :) I’m a student at Mizzou, so I will typically be busy until 3pm when I’m in Columbia. When I’m back home in Ballwin over breaks, I should typically be free at all times. I can’t have pets in my home, but in others home I am able to give walks, play with animals, and do anything that’s needed! I love taking care of animals and I’m super careful with them.
“Blanca was an amazing caregiver to our two dogs while we were in Hawaii. She kept us updated with pictures and videos of them playing, chasing the ball, enjoying pets and scratches. We would definitely recommend Blanca and will 100% use her in the future!”
“Alli took great care of our dogs for a week while we were out of town. She kept us updated on any changes such as bad weather not allowing for a walk. She also went above and beyond by keeping an eye on our plants. We absolutely recommend her!”
About: I’m a lifelong cat lover with 12+ years of hands-on experience caring for my own cat, who recently passed away after a wonderful life. While I’m not ready to adopt yet, I’d love to care for yours. I’ve fostered a shelter cat, cared for a friend’s cat for about a year during COVID, and have cat-sat for friends many times. I also have some experience with dogs through friends—walking them together, spending time at dog parks, and playing with them at home. I’m comfortable around dogs of different sizes and personalities. I work from home full-time, which gives me a flexible schedule and allows me to provide attentive care throughout the day. Depending on your pet’s needs, I can easily incorporate pet care into my daily routine and ensure your cat receives consistent attention, companionship, and care. I live in a house with a calm, cat-friendly environment and understand that every cat has its own personality, routine, and comfort level. Whether your cat enjoys playtime and attention or prefers a quiet, predictable space, I'll make sure they feel safe, comfortable, and well cared for during their stay.
“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”
“10/10 Cynthia is amazing! Our “dogs” were actually two donkeys and not your average pet sitting. She has previous experience with horses so she handled all their needs without missing a beat. We are excited to have someone that can help us with our unique animals when we need to leave town. Looking forward to using Cynthia in the future!”
“We left our cat for over 2 weeks, and since we’ve only had her for a few months, we were nervous about how she would adjust. They visited her twice a day to feed and give her attention. They sent photos and detailed updates every visit on her eating and behavior. They really put us at ease - we will absolutely book them again in the future!”
“Patricia has been a lifesaver for our family. With a change in our working schedule (one spouse no longer working remotely) and traveling, we needed a person to let our dog out mid-day. She is responsive to our needs and our dog enjoys his breaks with her.”
About: I have experience from working at Kennelwood for 2 years and volunteering at the Humane Society. I've always cared and loved for animals and connected to them deeply. I am a college student so most of my freetime is in the afternoons and on weekends. Please understand if I need to study or do homework! I will respect any boundaries you put in your own home. I would be happy to play with your furry friends and make them feel loved even when their owners are gone.
“Diane is wonderful! We booked her for multiple drop-ins for our two pups and she was extremely communicative and professional. She sent great pictures from her visits and it was reassuring to see our pups getting so much love and attention! Absolutely would rebook with her again in future. Thank you, Diane!”
“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!”
“Brooklyn was awesome!! She took care of our two cats and followed all our specific feeding instructions. She even gave our girl Billie her meds. I loved looking over the “report card” and pics she sent after each visit. We’ll definitely be rebooking Brooklyn next time!”
“Mason is so good with our cats. They tend to be skittish around other people but they love him. He is a great communicator and your fur babies would be lucky to have him take care of them.”
“Ashley was great!! I got pictures & a report card every check-in. She was very attuned to my senior kitty. She is on some medication that can come with side effects and Ashley made sure to let me know what she was noticing! Definitely will hire again. She has a great attitude & even watered my plant while I was away! Thank you so much, Ashley!!”
“Cammie was super sweet to my little dogs which made me feel better leaving them at home!! I felt totally comfortable with her in the house! Would highly recommend her!”
“Kate did a wonderful job taking care of our two kitties. She was easy to communicate with, arrived on time and followed the instructions that I provided. I have marked her as one of my favorites in Rover.”
“Perri is the best! Our experience was so great. She took a lot of care in doing a sitting with our extremely shy and nervous two-year-old pointer mix. She knows dogs, asked the right questions, and we trusted her. Not only that, she’s super friendly and interesting as a person. Would totally recommend.”
About: Hi! I’m a lifelong dog and cat lover with experience caring for pets of all ages and personalities. I currently have both dogs and cats, so I’m very comfortable with multi-pet households and different temperaments. I work from home, which gives me a flexible schedule for dependable walks and drop-in visits throughout the day. I’m calm, attentive, and detail-oriented, and I always follow your pet’s routine so they feel safe and comfortable. You can expect consistent communication and photo updates so you always know how your pet is doing. I look forward to meeting you and your furry family in West County! I work from home, which means I get plenty of breaks for dog walks, potty breaks, and cuddle visits throughout the day. I’m usually available mornings, midday, and early evenings on weekdays, plus weekends with a little notice. I love building routines with pets (and becoming part of their daily favorite-human rotation). I always follow your instructions closely so your pet can stick to their normal routine and feel comfortable. I treat your home with respect and make sure doors, gates, and leashes are secure at all times. On walks, I stay aware of surroundings and keep things safe and calm. I use secure leashes/harnesses and adjust the walk based on your pet’s energy and needs—whether that’s a relaxed sniff-around or a more active walk. And of course, there’s plenty of love, attention, and reassurance built in. I’m also happy to clean up after pets as needed so everything stays tidy and stress-free. My goal is simple: your pet feels safe, cared for, and at ease while you’re away.
The median cost per visit for cat sitting in Winchester is $20
Cat parents share their Rover experiences - Winchester
Ashley was great!! I got pictures & a report card every check-in. She was very attuned to my senior kitty. She is on some medication that can come with side effects and Ashley made sure to let me know what she was noticing! Definitely will hire again. She has a great attitude & even watered my plant while I was away! Thank you so much, Ashley!!
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
It's that easy! All payments are processed through Rover's secured platform
Popular requests for cat sitting - Winchester
Select a filter and find qualifying sitters offering cat sitting.Sitters in Winchester average 7 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 $16.05 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 1,287 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:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 93% 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.
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