Cat Sitting Winchester

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

End
Search

Over 67
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.

1 / 1
Sitter Profile Image: Kristin B.
Verified Enhanced Background Check
Kristin B.
from
$14
per visit
5.0 out of 5 stars
• 48 reviews
14 repeat clients
8 years of experience
Winchester, KY, 40391

“Kristin was great with my cats! She sent me updates, pics and videos which helps when you’re away from your babies! I don’t think Cole and Lillie even noticed I was gone! Would definitely book with Kristin again!”

Profile image
Lisa C.
Sitter Profile Image: Tanika L.
Verified Enhanced Background Check
Tanika L.
from
$18
per visit
5.0 out of 5 stars
• 17 reviews
4 repeat clients
12 years of experience
Richmond, KY, 40475

“I recently moved from NY to KY and was in need of someone to help care for my four dogs. I had spoken to many people and wasn’t comfortable with anyone as I had my prior dog walker in Ny for over 10 years. I found Tanika and she and I hit it off right away: she was super accommodating to my ever changing schedule. I was nervous to have my one rescue dog meet anyone because he could be unpredictable. Tanika came armed with treats and was relaxed and so easy going with all the dogs that he took to her first!!!! Tanika had been above and beyond amazing . She helps with my dogs that have medical issues and she is always there when and if I need her. She takes care of my dogs as if they were her own and I’ve never had to worry about them when I’m away. She is an absolute god send and I highly recommend her!”

Profile image
Kimberleigh M.
Sitter Profile Image: Dannica B.
Verified Enhanced Background Check
Dannica B.
from
$18
per visit
25 years of experience
Lexington, KY, 40515

About: About Me Animals have always been a huge part of my life, and caring for them isn’t just something I enjoy—it’s something I do professionally. I own a pet-sitting business serving Central Kentucky. I have extensive hands-on experience caring for dogs, cats, and horses of different ages, sizes, personalities, and needs. I’m comfortable with multi-pet households, senior pets, animals with special routines, and pets who need a little extra patience to become comfortable with someone new. I’m also a lifelong animal owner myself, so I understand how important it is to find someone you genuinely trust with your pets. I pay attention to the little things—changes in appetite, behavior, bathroom habits, mobility, or anything else that seems unusual—and I believe in keeping owners updated so they can relax while they’re away. What You Can Expect I’m comfortable following detailed feeding and care instructions, maintaining your pet’s normal routine, walking dogs, cleaning litter boxes, providing playtime and companionship, and giving each pet the individual attention they need. I especially enjoy working with animals who may be shy, particular, anxious, or simply need time to decide that a new person is trustworthy. I don’t expect every pet to immediately love me—I’m happy to earn their trust at their pace. Safety & Communication Your pet’s safety comes first. I follow owner instructions carefully, keep a close eye on the animals in my care, and communicate promptly if I notice anything concerning. You’ll also receive updates so you know how your pets are doing while you’re away. I know how difficult it can be to leave your pets in someone else’s hands. My goal is for you to come home to happy animals who have been well cared for and whose normal routine has been disrupted as little as possible. Whether you have one spoiled house cat, an energetic dog, a senior who likes to take things slowly, or a whole household of four-legged family members, I’d be happy to care for them. Although I work as a substitute teacher, there are many days I am home part or all of the day. While I have a generic routine, I like to know the pets usual routine so I can cater to that as much as is possible. I have a small fenced yard, but most importantly, my apartment is set up with pet safety in mind. I have gates and latches to prevent accidental runners, my cat has her own space to keep away from other animals, I have the space and ability to separate dogs if needed. Ultimately I treat them like my own. They are welcome in my bed, have free run of the common areas, have lots of toys... I am always up for snuggles and fun!

Sitter Profile Image: Ana A.
Verified Enhanced Background Check
Ana A.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
3 years of experience
Lexington, KY, 40509

“Ana is so sweet and took great care of my sweet Annie. She is very attentive and kept me updated on how she was doing with pictures. She even allowed my cat to get used to her pets while taking care of her. 10/10 would recommend Ana:)”

Profile image
Kaylie E.
Sitter Profile Image: Claire H.
Verified Enhanced Background Check
Claire H.
from
$17
per visit
10 years of experience
Lexington, KY, 40509

About: Hi, I’m Claire! 🐾 Growing up, my house was basically a mini zoo—in the best way. At any given time, we had at least three cats, two dogs, and a rotating crew of fish, rabbits, and guinea pigs. I was raised on animal love and responsibility. Now, I bring that same lifelong care to every pet I meet. I truly treat your pets like they’re my own—with belly rubs, cuddles, playtime, and lots of attention to their unique needs. Whether your pup is high-energy or your cat just needs a quiet place to nap, I’ve got you covered. Your pet won’t just be looked after—they’ll be loved, spoiled, and safe. I can’t wait to meet your best friend! I work full time during the week, but come Friday, I’m all yours. I’m most available Friday evenings through Sundays, which makes me a perfect fit for weekend getaways, last-minute plans, or just giving your pet some extra love when you’re busy. With a lifetime of experience raising dogs, cats, rabbits, guinea pigs, and fish, I know how to tune into each animal’s needs and personality. Whether your pup loves a long walk or your cat prefers a calm cuddle buddy, I treat every pet like they’re part of my own family. Need someone dependable, loving, and experienced to care for your pet over the weekend? I’d love to help! In your home: I’m respectful of your space and follow your instructions closely—whether it’s meal times, favorite toys, medication routines, or little habits that make your pet feel most at home. I make sure they get plenty of attention and comfort while you’re away, so you can relax knowing they’re in good hands.

Sitter Profile Image: Madison W.
Verified Enhanced Background Check
Madison W.
from
$14
per visit
15 years of experience
Lexington, KY, 40511

About: I’ve had pets my entire life, starting with my bunny I named Cutie Pie. Since then, I’ve been blessed to know and love so many animals, whether they are mine or not. I’ve taken care of herding and hunting dog breeds, juvenile and senior cats/dogs, and even farm animals! When it comes to pets, there is nothing I will stop at to ensure the comfort and safety of your furry friends. I develop close connections with each pet I encounter, growing to love and miss them like they’re my own. Many friends, family, and even strangers have trusted me to watch over their little ones while they’re away. I’m currently not working, so I have plenty of time to take care of your furry friends! My visits are far from “short and sweet”. I take time to cuddle and play with every pet; their mental and physical health is my top priority! I currently do not bring other pets inside my own home for the sake of my own cat, Truffles. However, I happily travel to you! For first time visits, I like to meet clients in their home with their furry friends present. I want to get to know the dynamics, schedules, special needs, favorite scratch spot, everything there is to know!

Sitter Profile Image: Glenn & Terrill M.
Verified Enhanced Background Check
Glenn & Terrill M.
from
$25
per visit
5.0 out of 5 stars
• 226 reviews
75 repeat clients
15 years of experience
Lexington, KY, 40511

“Amazing! My cat gets extremely stressed when I’m gone. I’ve never seen him so relaxed as to when I got back from this trip. It was clear Glenn took incredible care of him. I also really appreciate the pictures and videos to keep my mind at ease. Will certainly book again!”

Profile image
Lydia M.
Sitter Profile Image: Zara F.
Verified Enhanced Background Check
Zara F.
from
$17
per visit
5 years of experience
Lexington, KY, 40504

About: I’ve grown up with dogs for as long as I can remember. I’m a huge dog lover who has 3 dogs at home. I’m frequently helping out friends or family by stopping by and taking care of their animals when they can’t be around. I’m currently a college student in Lexington, so I will make sure to work around my class schedule when it comes to drop-ins or overnight stays! I’m very flexible and will always find time to make your pet care requests work! I make sure to keep the enviornment exactly as the owner prefers, and make sure to take all safety measures seriously. I make sure to keep everything in order and tidy while respecting house rules. I own 3 energetic dogs who play constantly and run around the yard, so I am definitely used to a little controlled chaos. I can easily take dogs on walks or crate them. I also make sure to check in with the owner and send in pictures of their pet!

Sitter Profile Image: Brooklyn M.
Verified Enhanced Background Check
Brooklyn M.
from
$14
per visit
7 years of experience
Lancaster, KY, 40444

About: I have 7 years experience in everything animals! exotic too! i’m reliable, timely, and organized! i can accommodate to all needs! whether that’s hand feeding, some anxiety, medical issues or administration of medicine, i can handle it all no matter the age or breed. i work full time as a Security Officer but my schedule is very set most days of the week with the occasional weekend shift once a month. but i will work very hard with you to account for any need you have! all animals have their own personality just like children! i wanna get to know your baby and find out what makes them happiest to ensure smooth and easy transition and a good bond! if they have a favorite toy, are food motivated, etc.

1 / 1
View more

The median cost per visit for cat sitting in Winchester is $18

Cat parents share their Rover experiences - Winchester

1 / 1
5.0 out of 5 stars

Laura was the best cat sitter we could have asked for for our cat- kind, considerate, went above and beyond. Would happily book again!

Profile image
Heather S.
Drop-In Visits
5.0 out of 5 stars

Kristin was great with my cats! She sent me updates, pics and videos which helps when you’re away from your babies! I don’t think Cole and Lillie even noticed I was gone! Would definitely book with Kristin again!

Profile image
Lisa C.
Drop-In Visits
5.0 out of 5 stars

Kayla was incredible! It was my first time leaving my two cat babies, so I was naturally hesitant altogether because I didn’t know how the girls would take it. I got daily photos, which put my mind at ease. I hope to be able to have Kayla as a sitter for the babies for the foreseeable future. Thank you!!!

Profile image
Dora T.
Drop-In Visits
1 / 1
Find pet care near you

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.

How to book cat sitting

  1. 1. Search

    Browse profiles of sitters near you who offer cat sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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 4
repeat cat sitting clients

FAQs for Cat Sitting - Winchester

Frequently asked questions about Rover

The average cost of Cat Sitting in Winchester is $14 per visit as of November 2026. Most bookings cost between $13 and $33 per visit. On Rover, 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 November 2026, there are 109 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 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 Meet & Greet.

Yes, you can find sitters who have experience with handling special pet needs in Winchester. On Rover:

  • 89% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 92% 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 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge