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.
“I felt so confident leaving my cat in Hannah’s care! She gave great updates every day and even went above and beyond by adjusting our visit schedule TWICE!!! due my plans changing. I would happily recommend her to care for anyone’s fur babies!”
About: I’ve enjoyed the steady companionship of dogs and cats since I could walk. I’ve been pet sitting from a young age and I love animals of all kinds! I’ve taken care of my own family pets from young to old and can’t imagine my life without animals playing a key role. My schedule is very open as I am self-employed and I’m happy to work around whatever you need. I prefer to be home in the evenings for my own pets but can occasionally make accommodations if necessary. I am very safety conscious and will ensure that pets are kept away from everyday dangerous and that your rules are followed to the letter.
“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!”
About: I have had dogs my whole life and I have had a cat for the last 7 years. I am very good with animals and I love them very much. I have also babysat my own dogs when my parents go away as well as my aunts cats, and my neighbors dogs and cats. Since I've had many animals in my life, I know how to take care of them and I know how to tell what they need. I am in college but have many hours throughout the days that I am available and I am also free most nights (though I would need notice incase I make plans with friends) I am available all day on Mondays, available from 11-2 and after 5:30 on Tuesdays and Thursdays and available all day besides 2-4 on Wednesdays and Fridays. I am also available all day on weekends I would just need to know in advance due to plans. I will offer your pet lots of love and will do whatever is best for your pet! I can easily crate your dog and I love long walks and would be happy to go on one with your pet.
About: Hi there, my name is Kristina and I’ve just recently moved to the Winchester area! Caring for animals has always been one of the greatest joys in my life. With years of experience, looking after pets of all ages, personalities and needs I’ve built a reputation for being reliable, attentive and genuinely invested in each animals wellbeing. One of the biggest advantages of working with me is that I work from home full-time, this means that your pets will never be left unattended and I am able to give them consistent attention to ensure they feel safe and comfortable throughout the day. When your pet is with me, they’re treated like family whether it’s daily walks, playtime medication reminders or just offering affection and companionship, I make sure every animal feels loved and understood. I look forward to giving your pets the dependable, worry free care they deserve. I currently work from home Monday through Friday. I have the ability to visit your home and ensure your pets are doing well and to provide them any enrichment they may need whether it be walks or play. I currently live in townhouse with my husband and our dog, named Gorgi (Gorgonzola), we go on frequent walks in the morning afternoon and evening. We keep a clean home and have a basement that lets out into a small backyard. I have one X-Large kennel if your pup prefers to sleep in one as well as a puppy pad corner for those late night bathroom breaks. I would be happy to provide a tour our home upon request.
About: (Formerly Kamp Kelley) I have been fostering small dogs for a rescue group in No. VA. for the last 9 years (my aching back doesn’t allow me to work with dogs larger than 20 lbs)--prior to that I fostered cats and kittens. I has experience with many types of small dogs—especially Shih Tzu’s and Llasa Apso’s, but also Yorkshire Terriers, Basset Hounds, Pom's, Toy Poodles, etc. My expertise is in rescuing and caring for senior and special need dogs. Since I have a dog-friendly house and a large-fenced yard (1/4 acre) for them to run and play in, I decided to become a dog-sitter 5 years ago. I believe in loving and treating your fur-baby like my own! We keep her home and yard dog proof so your little angel will be in a safe, relaxed, dog-friendly, and loving environment! Because I am retired, my schedule is very flexible. I'm retired and except for occasional trips to the store, bi-weekly Bridge games. monthly book group and a occasional meeting, I'm home ALL THE TIME. At this point, I am accepting only ONE dog at a time EXCEPT if there are 2 dogs from the same household. Same for cats. I have a large, fenced yard that can be separated off. I have lots of dog equipment. For example large crates if your dog is used to being crated, bowls, beds and cushions, a big bed for them to share with me, jackets, leashes, kongs and lots of love and affection. Same for cats--EXCEPT, I let them out only on the back deck (enclosed).
About: I’ve been volunteering at my local animal shelter for the past two years, where I’ve had the opportunity to work with dogs and cats of all ages, sizes, and personalities. This experience has taught me how to recognize different temperaments, build trust with shy or anxious animals, and confidently care for energetic pets as well. I genuinely enjoy getting to know each pet’s unique personality and always strive to make them feel safe, comfortable, and loved while they’re in my care. I’m a PA (Physician Assistant) student who absolutely loves animals and enjoys spending my free time caring for pets. My class schedule keeps me busy during the day on weekdays, but I’m available for early morning (before 7am) and evening visits (after 5pm) on weekdays, open on weekends, and many overnight stays. Your pet’s safety, comfort, and routine are my top priorities. I know that every pet is different, so I take the time to learn about their personality, preferences, and any special needs before each booking. I carefully follow all feeding schedules, medication instructions, exercise routines, and house rules to help them feel comfortable and maintain their normal routine.
About: 5 Acres, Pool, Large PRIVATE HOME PROVIDING POOCH PAMPERING SECOND TO NONE. Dog boarding, pet taxi, walking or house sitting I do it ALL!! I have over 20 years experience with all sizes and breeds, serving Franklin, Clarke & Western Loudoun Counties in Virginia and Innwood WV. Give your baby a luxury vacation while you are away, a great day-care experience while you work or shop or I’m happy to care for your pet in their own home. Pet taxi service to/from my house, to your vet or groomer is also one of our services. Schedule a meet and greet to come see for yourself. WHY I LOVE DOG SITTING My parents raised Collie's and my first dog was Lady, I was 18 months old! So I have always had dogs, a house just isn't a home without a pup! I have owned, fostered and rescued dogs all my life. I have experience with all breeds, from Great Danes to Yorkies, I have done it! I love dogs, pamper them but give them the boundaries that make them feel secure. SERVICE AREA I am located in a large home with a pool and fenced in backyard in Clear Brook Virginia serving Winchester, Purcellville, Round Hill, Berryville, Bluemont, Hillsboro, Lovettesville and the surrounding areas. We can arrange pet taxi service to/from our home at an extra charge. CALL FOR MORE INFORMATION I’m happy to provide many references from past clients, give a phone and/or in person interview. All boarding clients must complete a meet & greet prior to booking. MEDICATION AND SPECIAL ATTENTION I am trained in administering oral medications and injections. Pet care is my full time profession, I’ve dedicated the past 20 years to watching clients pups so they can work, vacation or travel without their fur babies suffering from separation anxiety, or stress. I have unparalleled experience providing love & attention to my boarders, keeping them happy & safe overnight (or longer) while their family is away. Our pet taxi service can come pick up your baby to start their stay with us or provide excellent transport if your pup has an appointment at the vet or the spa.
About: What sets me apart from other sitters is my lifelong experience with animals, having grown up with dogs and cats in the country. I provide compassionate care for senior pets. My joyful, hardworking, and caring nature for animals ensures each pet receives the personalized attention and love they deserve. I am a flexible and reliable pet sitter available anytime with advance notice. Ready to provide loving, attentive care for your pets whenever you need! I provide attentive care in my clients' homes. For outdoor time, I use a leash to ensure safety and proper exercise. Your pets will receive personalized attention, love, and regular activity.
“Sara was fantastic! She took amazing care of my 5 kitties. She kept me updated on how they were doing after each visit and made sure to provide photos of all of them. I was also very happy to hear that my very shy cat who tends to hide from everyone came out each visit and was happy to say hello and get some pets. I would definitely recommend Sara and book with her again!”
About: I have had dogs all my life and have always had the responsibilities to look after them. I have been around bigger dogs as well as smaller dogs and very familiar with senior care. I work full time but with a flexible schedule and a husband who works odd hours so I can be very flexible with times and dates! I am willing to travel within reasonable distance to look after your animals with reasonable notice. I do understand last minute things can happen as well.
“Chantal did an exceptional job caring for my 3 babies. She went above and beyond in every way, and I felt completely at ease knowing they were in her care. My dogs absolutely loved her, and she treated them with so much love, patience, and attention. She did everything and more, and I would highly recommend her to anyone looking for someone reliable, caring, and truly amazing with pets.”
About: I have been dog sitting for pets for over 11 years now. I am almost always home and always free my schedule is super flexible. I love caring for fur babys!! . I have always been an animal lover and always had tons of pets growing up!! I have a lab of my own. I have dog sat for multiple kinds of dogs from puppies, to great danes and saint bernards. I would love to care for your baby!! As of right now i'm off most the week. If i do work my shifts are pretty short and I would be available but will coordinate in advance or let you know im not able. Whatever you may need to make you and your fur bby comfortable I am happy to do!! I will love them as my own. My lab goes on plenty of walks during the day.
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.
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- 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?
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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 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.
How to book cat sitting
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 Cat Sitting - Winchester
Frequently asked questions about Rover
The average cost of Cat Sitting in Winchester on Rover is $24 per visit as of October 2026. Most bookings cost between $14 and $41 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 388 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 .
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 , which provides up to 25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
Yes, you can find sitters who have experience with handling special pet needs in Winchester. On Rover:
- 93% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 98% 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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