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

Over 157 pet parents in Winter Garden have booked cat sitting
Winter Garden, 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.
“Ani’yah was such a wonderful person to work with! She was so good with our pup and very communicative! We will absolutely be recommending her to our friends! Thank you so much Ani’yah!”


“Skye took such great care of my pitbull Kilo! She was attentive, communicative, and kept me updated throughout the visit. Kilo seemed to really enjoy his time with her, which gave me so much peace of mind. I would absolutely book with her again and highly recommend her to anyone looking for a caring and reliable dog walker. :)”

“Ashley was amazing with our pups!! One of our dogs is very shy and Ashley was extremely patient, friendly and kind with him, which made us feel very happy and comfortable during our quick trip. Highly suggest & will use again!”

“Reece took the time to meet my dog and to address any concerned or question that I had. My dog can be a little hyperactive and she was able to handle him just fine. Will definitely recommend her or use her service again. Thank you Reece for taking good care of my doggy.”

“Just the best! Loving our cats like your own, even coming out with an impending hurricane to make sure they had what they needed. Thank you again for helping us enjoy our vacation!”

“Darryl cared for our two kitties Linus and Lucy while we were away on vacation and the experience was seamless. From meeting him before hand, setting up the drop in times and the check ins when he checked on our cats gave us peace of mind while we were away. We will certainly use him again for any future pet needs.”

“Karen is always my go to for watching my cat when I’m out of town. She is the absolute best! She truly cares and makes sure he feels loved and cared for. Thank you Karen!!”

“Yolanda is a fantastic communicator and wonderful caretaker for our fur babies. She goes above and beyond to ensure their comfort and fun and came through on a last minute request!”

“First time using a sitter on Rover (we've boarded in the past) and Katie was amazing for us! She tucked our girl into bed, and checked on her the following morning. We got tons of pictures and updates with the Rover card and texts. We would definitely use her again. Thanks Katie!”

“Jezabell did a wonderful job with our 3 dogs. She sent pictures and videos and updated us often of how they were doing. We will definitely be rebooking with her in the future.”


“We had an awesome experience with Tori! She had a great initial meeting with Coco and asked lots of questions to make sure he was well cared for while we were out of town. There was great communication after each visit and pictures to let us know he was doing well. We never had a worry while we were away and returned to find him happy and relaxed. Very pleased with Tori and the care she provides!”

“Tracy did an excellent job caring for my achnauzers. She was attentive, responsible, and went above and beyond by keeping the crate area clean and organized after every visit. I truly appreciated her professionalism, communication, and the care she showed to my pets and my home. I would absolutely recommend Tracy to anyone looking for a reliable and thoughtful pet sitter.”

About: Hi! I’m Aaliyah, and I’ve been around dogs and cats my whole life 🐶🐱 I absolutely love caring for animals and making sure they feel safe, comfortable, and happy while you’re away. I’m very reliable, attentive, and patient, and I’m great with pets of all personalities from playful to shy! I also love keeping owners updated, so you can expect regular photos, videos, and messages while you’re gone! Whether it’s walks, drop-ins, or overnight stays, I’ll treat your pet like my own and make sure they’re well cared for and spoiled with love 💕 I’d love to meet you and your fur baby feel free to reach out anytime! currently have open availability this week and accept last minute bookings. I work part time at Grand & Berries, usually in the mornings. I’m free in the afternoons and evenings for walks, playtime, and cuddles. I like to keep a consistent routine so pets get attention and care on a regular schedule I follow your routine, give your pet lots of love, and make sure they feel safe and happy. I also keep your place tidy and treat it like my own
“I would definitely book Grey again! She had great communication prior to the drop in and provided a great report after the visit. My shy dog warmed up to her quickly which is rare! She made him feel comfortable and kept him safe. Couldn’t ask for more. Thanks, Grey!!”

“Jenn is an amazing sitter...our cat loves her, and Jenn sends me such wonderful pictures of our cat getting lots of pets and looking very happy while we are gone! Jenn is a very kind and responsible person...I feel very lucky to have found her.”

“Polly was so great with Luna!! She was on time, provided pictures and videos for us. Let us know when she arrived and when she left. Gave us detailed information on each visit. She treated her with such care and just made us feel so comfortable. Looking forward to Luna seeing her again! Thank you!!”

About: I have grown up with at least 2 dogs my whole life and I love the bond that can come with an animal. I have walked and pet sit many times. I also volunteer at the animal shelter whenever I can! I would love to help watch over or walk your dog! I am currently working part time and have a pretty open schedule and availability. Just contact me about scheduling and we can work it out! I can pretty much help with whatever the animal needs. I know everyone has different styles on how they take care of their animals, so that’s something that we can discuss!
“Chrys is always quick to respond to inquiries and is super great with our boy. She leaves great detailed reports cards which my husband and I love to read. Thanks so much for always taking great care of our boy.”
About: I grew up on a ranch in Montana, where caring for animals was part of everyday life. I have experience caring for dogs of all ages, including senior dogs and dogs with anxiety, as well as cats. I'm also comfortable administering medications and always follow each pet's routine and your instructions carefully. My goal is to provide dependable, compassionate care so your pet feels safe, comfortable, and loved while you're away. As a medical student, I enjoy spending my study breaks walking dogs and caring for pets. It’s a great way for me to stay active while giving your pet the attention, exercise, and care they deserve. My schedule is flexible, and I genuinely look forward to spending time with your animals Your pet's safety and comfort are my priority. I'll follow your care instructions, respect your pet's routine, and provide attentive, reliable care during every visit or walk.
The median cost per visit for cat sitting in Winter Garden is $20
Cat parents share their Rover experiences - Winter Garden
Karen is an absolute gem! We recently moved to Florida and were so worried about who was going to care for our cat, Daisy. Karen visited us before our planned time away for a brief meet-and-greet. She's a total delight, and we knew right away she was perfect. Her communication throughout our vacation was awesome; we received daily updates and pictures - and each update was so witty and charming. We loved every one of them! Our Daisy can be quite shy, but Karen kept working with her and talking to her, and eventually she came out of hiding! Karen treated Daisy as her own, and we couldn't appreciate that more. She left the house in immaculate condition; you'd never know someone was in and out twice a day. I will 100% be calling on Karen again and highly recommend her!!

Thank you Kellie!! We are so grateful to have Kellie look after our cats over two years, while we are away. My diabetic cat needs insulin with his food every 12 hrs and has difficulty peeing in the letterbox so he uses several puppy training pads. Kellie understands his needs and takes great care of him. She was booked on the last day of our trip so we planned to come home early but she was able to fit him into her already busy schedule so we didn't have to worry. She is a real blessing!! 🙏

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 - Winter Garden
Select a filter and find qualifying sitters offering cat sitting.Sitters in Winter Garden average 6 repeat cat sitting clients
FAQs for Drop-In Visits - Winter Garden
Frequently asked questions about Rover
The average cost for Cat Sitting in Winter Garden on Rover is $22.2 per visit (as of August 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 August 2026, there are 2,401 sitters on Rover offering Cat Sitting across Winter Garden. 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 Winter Garden. On Rover:
- 89% of sitters can help with special care needs
- 95% 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 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.




