Cat Sitting in Winter Garden

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

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Top rated Winter Garden cat sitters

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: Julie H.
Verified Background Check
Julie H.
from
$14
per visit
4.6 out of 5 stars
14 reviews
3 repeat clients
15 years of experience
Winter Garden, FL, 34787

Great job taking care of our two cats. They’re often afraid of strangers but they actually came out several times and let themselves be petted. Would definitely hire Julie again!

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Ray C.
Sitter Profile Image: Darryl W.
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Darryl W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
35 reviews
10 repeat clients
20 years of experience
Winter Garden, FL, 34787

Darryl is very reliable and caring for my fluffy Mocha. He even washed her bowls for me. Thank you so much for your attentiveness and for going above and beyond to care for my pet !

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Sheng Yi L.
Sitter Profile Image: Grey G.
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Grey G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
78 reviews
19 repeat clients
5 years of experience
Winter Garden, FL, 34787

Grey was amazing, on time, and took such great care of our three cats. We are lucky to have found her and will definitely book again for our next trip.

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Eman B.
Sitter Profile Image: Tracy W.
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Tracy W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
20 years of experience
Winter Garden, FL, 34787

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.

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Gloria C.
Sitter Profile Image: Imani Z.
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Imani Z.
from
$20
per visit
5.0 out of 5 stars
30 reviews
5 repeat clients
10 years of experience
Winter Garden, FL, 34787

Imani was great caring for my cat when I was gone for over a month period. She was attentive to my instructions, communicative, left the space clean on my return, and most importantly interacted well with my cat.

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Nicolas D.
Sitter Profile Image: Madison B.
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Madison B.
from
$22
per visit
5.0 out of 5 stars
48 reviews
17 repeat clients
28 years of experience
Enderis Park, Ocoee, FL, 34761

Madison followed the written instructions I left for her, was respectful of my home and time, and always pleasant when communicating. My cat loved Madison’s company. She left my apartment clean and neat. I came back to a fluffier cat - thanks for the brushing! You will not worry about leaving your pets with Madison!

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Janet F.
Sitter Profile Image: Aaliyah R.
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Aaliyah R.
from
$16
per visit
5.0 out of 5 stars
2 reviews
1 year of experience
Winter Garden, FL, 34787

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

Sitter Profile Image: Jezabell D.
Verified Background Check
Jezabell D.
Star Sitter
from
$50
per visit
5.0 out of 5 stars
26 reviews
7 repeat clients
20 years of experience
Winter Garden, FL, 34787

Love Jezabell. She takes good care of the puppies, communicates, and is available.

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Gerri M.
Sitter Profile Image: Margarita Maria M.
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Margarita Maria M.
from
$28
per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
8 years of experience
Oakland, FL, 34760

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!

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Brian S.
Sitter Profile Image: Alison M.
Verified Enhanced Background Check
Alison M.
from
$15
per visit
20 years of experience
Winter garden, FL, 34787

About: Hi, I’m Alison As a lifelong pet lover and current cat parent, I know how important it is to find someone you can trust to care for your furry family members. I’ve owned both dogs and cats and have plenty of experience pet sitting for friends and family. As a teacher with summers off, I have lots of availability to give your pets the time, attention, and love they deserve. Whether it’s playtime, walks, or snuggles, I’m here to help while you’re away. I'm available during the week as well as weekends during June and July. I have reliable transportation, and I am looking forward to visiting your furry friends. Whether in your home or mine, your pet will be cared for and provided for with the utmost care. If I am visiting your home, I will take every precaution to ensure the safety of your furry friend by following any directions or instructions you provide.

Sitter Profile Image: Yelena L.
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Yelena L.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
16 reviews
2 repeat clients
40 years of experience
Gotha, FL, 34734

Very good sitter! She kept me informed the entire time and provided me with pictures and videos.

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Mike D.
Sitter Profile Image: Ani'yah G.
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Ani'yah G.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Winter Garden, FL, 34787

About: “What sets me apart from other sitters is my experience and patience. I’ve owned and cared for my dog for over 10 years, so I’m comfortable with dogs of all ages. I’m skilled at potty training, keeping dogs on a routine, and making sure they stay active and well-fed. especially with my my dog passing recently. I will make it my priority to make sure others dogs are well taken care of. Pet care fits easily into my daily routine because I’m already used to caring for my own dog. I make time every day for feeding, walking, playtime, and bathroom breaks. I’m consistent with schedules, so adding another pet into my routine is no problem. When I’m caring for pets in a client’s home, I follow their instructions closely. I stick to the pet’s normal schedule, make sure they eat on time, take them on walks, give bathroom breaks, and spend time playing or keeping them company.

Sitter Profile Image: Reece L.
Verified Enhanced Background Check
Reece L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
65 reviews
20 repeat clients
10 years of experience
Ocoee, FL, 34761

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.

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Camille V.
Sitter Profile Image: Poliana D.
Verified Enhanced Background Check
Poliana D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
596 reviews
157 repeat clients
15 years of experience
Windermere, FL, 34786

Poliana is a wonderful pet sitter. She goes above and beyond to make sure your pets are cared for like they were her own. She takes time with each visit to play and love on my cat Sumi and the pictures she sends comforts me while I’m away ❤️

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Kimberly C.
Sitter Profile Image: Jenn H.
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Jenn H.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
114 reviews
40 repeat clients
10 years of experience
Orlando, FL, 32835

Jenn is amazing! Made sure everyone was taken care of so I didn’t have to stress. The auto litter box broke at one point and she did research to fix it for us. I would recommend her to everyone!

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Jennifer W.
Sitter Profile Image: Emma B.
Verified Enhanced Background Check
Emma B.
from
$21
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Winter Garden, FL, 34787

About: I have owned both dogs and cats and have pet-sat for people in my community since I was 11 years old. I love animals and give them the quality care and love they deserve. I have a part-time job with a flexible schedule, so I am available most weekdays and weekends as needed. I only work a few hours a week with another job, and am able to work around my schedule to ensure openness and reliability with my availability. I care for pets by watching, playing, feeding, and walking them, depending on their needs. I maintain a calm and clean environment while focusing on what the pets and their owners need. I prioritize safety in the home while I am there and before I leave to ensure quality care and protection for the pets.

Sitter Profile Image: Ashley L.
Verified Enhanced Background Check
Ashley L.
from
$25
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
Oakland, FL, 34787

About: I’ve had dogs in the family all throughout my childhood and adult life, and I’ll take care of your furry friend as if they were my own! I currently have a 29 lb cockapoo who loves every dog he meets and we would love to take your pup on walks, cuddle with them, and make sure they are happy and comfortable while you’re gone! I work from home on Fridays but I am in the office Monday - Thursday. We live in a two story house with plenty of room for the pups to run around in. Happy to answer any and all questions that you may have! I work from home on Fridays. Your pups will have constant access to potty breaks and the dog park for exercise to run out their energy. I have a screened in porch and an apartment dog park, plus a mile of sidewalks for walks. My own pup will be there to keep your dog entertained and I am even comfortable with crate training!

Sitter Profile Image: Carolyn L.
Verified Enhanced Background Check
Carolyn L.
from
$16
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
40 years of experience
Winter Garden, FL, 34787

Carolyn did a great job watching my sweet cat, Lucy! Carolyn came beforehand for a meet & greet, - she took notes and asked great questions to be best prepared for the visits. Every day I received several pictures and a sweet message about how they spent their time together. By the end of the week, it was clear Carolyn & Lucy had developed a friendship. It was such a relief to know Lucy was in great hands while we were away. Thank you very much. We will definitely book again in the future!

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Caitlin L.
Sitter Profile Image: Madeline C.
Verified Enhanced Background Check
Madeline C.
from
$13
per visit
4 years of experience
Winter Garden, FL, 34787

About: I’ve had dogs my whole life and have experience caring for over a dozen dogs ranging from puppies to seniors. I’m patient, attentive, and comfortable handling different personalities, energy levels, and routines. I genuinely love spending time with animals and miss being around dogs since moving away from home, so I’d love to give your pet lots of care, attention, and exercise while you’re away. I currently work 4 days a week, and am available most mornings and evenings. I am also available for midday visits on Mondays, Thursdays, and Saturdays. I provide care through visits to my client's homes, making sure pets stay comfortable in their normal environment and routine. During visits, I can handle feeding, fresh water, walks, playtime, bathroom breaks, and plenty of attention and companionship. I know how important updates are while you’re away, so I also make sure to communicate clearly and send photos/check-ins whenever possible

Sitter Profile Image: Brittney C.
Verified Enhanced Background Check
Brittney C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
29 years of experience
Ocoee, FL, 34761

Great experience! Brittany was timely, provided photos, and provided results of visit! Will book again.

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Katie L.
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Over 436
pet parents in Winter Garden have booked cat sitting

Winter Garden cat parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Karen took wonderful care of my two kitties, she sent me updates and pictures everyday and my kitties loved her! She is kind and dependable and I would recommend to anyone!!

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Destin J.
Drop-In Visits
5.0 out of 5 stars

I’m so happy that Remy was available again to check on my cat, Harris, while I was out of town. She always offers great communication and attention to detail, and I look forward to using her again, in the future!

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Charles C.
Drop-In Visits
5.0 out of 5 stars

Always the best. My cats love Olivia and she’s so amazing with them. It’s so much peace of mind knowing my cats, especially one that’s 14+ years old is in such loving care. Can’t recommend Olivia enough.

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Adam L.
Drop-In Visits
5.0 out of 5 stars

Wonderful experience. She communicated throughout and sent a pic during the visit. Will rebook for a summer vacation while she has the reduced price.

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Vincent P.
Drop-In Visits
5.0 out of 5 stars

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!! 🙏

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Becky W.
Drop-In Visits
5.0 out of 5 stars

Darryl is an outstanding pet sitter! Took great care of our two cats. Kept us informed every day of his visits & went above and beyond in their care. Treats the pets as his own and couldn’t ask for a better sitter.

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Jane E.
Drop-In Visits
5.0 out of 5 stars

Michele was amazing…my kitties loved her. Always checked in and sent pics. I would definitely book her again!!!!

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Jennifer L.
Drop-In Visits
5.0 out of 5 stars

She’s awesome did a great job very trustworthy and respectful to my home . I will only use her when needed .

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Lance L.
Drop-In Visits
5.0 out of 5 stars

I cannot say enough great things about Julie! She cared for my sweet older dog and two cats this past weekend. Unfortunately my dog got sick while she was there and Julie handled it with absolute care and professionalism. I highly recommend her!

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Dania L.
Drop-In Visits
5.0 out of 5 stars

Rafael always takes amazing care of Minnie. She’s an old lady with some special needs and he takes care of everything that she requires as well as I would myself.

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John M.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by cat parents like you and choose a sitter who’s a great match for you and your cat
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  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for cat sitting in Winter Garden is $20

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  • Reservation protection

    It doesn’t happen often, but if your cat sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total cat fanatics. You can get in touch with us anytime.

Sitters in Winter Garden average 7
repeat cat sitting clients

Cat Sitting FAQs

Frequently asked questions about Rover

Cat sitters on Rover are free to set their rates. The median cost to hire a cat sitter in Winter Garden on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A cat sitter’s rate may also change as you customize your booking to fit your and your cat’s needs.

If you’re searching for a Winter Garden cat sitter for the first time, visit the cat sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a cat sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,397 cat sitters in Winter Garden. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.

Rover makes it easy to reach out to multiple cat sitters about your booking. Typically, 88% of Winter Garden cat sitters respond in under an hour.

Cat sitters in Winter Garden have an average of 15 years of experience. Cat sitters with repeat customers have an average of 7 repeat clients. Experience can vary from cat sitter to cat sitter, but you can view reviews, years of experience, and number of repeat clients when you compare cat sitters in Winter Garden.

Do you simply need someone to stop by and play, feed, and scoop? Winter Garden cat sitters are happy to take care of your cat while you’re at work, on vacation, or unavailable for the day, even if all you need is a quick drop-in! Your cat sitter will stop by to feed, play with, and snuggle your cat as many times a day as you like. And the best part? Your cat gets to stay on their home turf.

There are 1,397 cat sitters in Winter Garden on Rover, so you’re sure to find the perfect match for your cat! In Winter Garden, 99% of cat sitters offer daily exercise, 97% offer medication administration, and 89% have experience with senior cats and cats with special needs. We know each cat is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.

Yes! Cat sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your cat sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your cat sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your cat is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your cat sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your cat sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your cat sitter’s cancellation policy.