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

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Top rated Winter Park cat sitters

“Whitney took care of our 2 kitties whilst we were away for a week, she kept us up to date everyday with photographs and giving them lots of pets and attention, they were very happy boys! Would absolutely recommend Whitney, such a smooth experience and incredibly reassuring throughout. Thank you so much again!”



“We love Robyn! She takes wonderful care of our babies, and we will be hiring her more often, now that we have a trusted sitter in the area. She’s communicative, thorough, loves all animals and puts in the extra effort. Traveling is so much easier when you have someone you can rely on. Thank you Robyn!”


“I am SO glad I selected Jordan to provide care for our 2 elderly cats. She came to the house twice a day, fed them, administered medication, cleaned litter boxes and even took photos! It was such a relief to know our 2 old girls were in good hands. We couldn’t have had a more responsible, friendly person assume this responsibility. Thank you Jordan!”



“I couldn’t ask for a better pet sitter! This is the second time Josie watched my kitties. Josie is so attentive and clearly loves my cats. They get tons of attention, and it’s obvious she understands their little quirks and personalities. She keeps me updated with cute pictures and a detailed report card every day, and honestly, she takes the best photos—I look forward to them! She’s also super reliable and easy to communicate with, so I never have to wonder how things are going. I know I will come home to happy, relaxed cats, which means the world to me. Highly recommend her to anyone looking for a caring, trustworthy sitter!”


About: I grew up with dogs my whole life and am currently a puppy raiser for Guide Dogs for the Blind so haven’t been dog sitting much lately. I love all animals and making new furry friends. I have 10 years experience dog sitting dogs that aren’t my own. I am outside everyday and can take your dog on runs, hikes, walks or play frisbee! I have experience house breaking rescue dogs and teaching them dog tricks. I also work close by and have the flexibility to go home during the day. Feel free to reach out with any questions via email or phone. I work on Pearl st and am very flexible. I can do drop in visits house sitting and I can board one dog at a time for a short period of time I love to play frisbee with dogs, go on runs or walks. I usually spend a good chunk of my day outside and would love to bring your pet along!

“Booked Derek last minute to watch my cat Cudi and he was awesome! Plenty of photo/video updates throughout my time away and he followed my instructions perfectly. Would absolutely recommend him to everyone!”


About: I live in Silver Plume and work from home full time with some occasional travel here or there (just depends). There is a lot of flexibility in my job when I’m at home and I wanted to offer to anyone who has dogs, cats, or any other pets my services. I am available for pet sitting and/or house sitting—whether it’s quick drop-ins for your dog, cat during the day or overnight stays while you’re out of town. I’ve got experience with both and can be flexible depending on what you need. I’m happy to follow any specific routines or instructions. If you’re looking for someone dependable and easy to work with, feel free to reach out. I’m happy to chat or answer any questions about myself! Best Regards, Alec I work full time on call M-F from 8:00-4:30 but I have flexibility to do other tasks during the day like to walk or let a dog out, administer medication etc. I make sure to get my work done everyday along with my other tasks at hand It varies by the pet and how much attention or exercise they are needing. If you have an animal that needs to burn off energy, I will do my best to do so wether it’s a hike, playing fetch or something else! If you have a low energy animal that wants to sit on the couch and sleep, that’s completely fine as well. I enjoy giving animals love and attention! I will make sure to follow proper feeding and medication schedules as needed I will treat your pet exactly how I would want mine to be treated and that is with love and respect ❤️

“Lauren took great care of our cat and our home while house sitting. Our house was clean and tidy when we got home and our cat was in good spirits. We would definitely trust Lauren with our pets again!”



About: About Me Hi, I’m Tiffany! I’ve worked in nearly every corner of animal care and training throughout my life—from ranch work to obedience, to post-surgical care and behavioral support & training. I pride myself on being attuned to the unique needs of both pets and their people. There’s not much I haven’t seen, so you can feel confident communicating any unique needs . ❤️ What I Offer: In-home pet sitting Basic obedience tune-ups Daily exercise (walks, runs, fetch, enrichment) Booking Note for Colorado Guests: I'm currently living full time in Denver Colorado! A Quick Favor Before We Start: Please be upfront about any behavioral issues or quirks your pet may have (e.g. bolting, jumping, chewing). Also let me know your house rules—whether it's no pets on the bed or keeping them out of the kitchen—I’ll do my best to reinforce your daily structure while you’re away. A Few Important Notes: I’m self-employed, so my schedule is flexible—but I never take on bookings I can’t fully commit to. To make sure everything goes smoothly, please let me know in advance about any additional responsibilities like plant care, timed medications, or other specific tasks that need to be done during my stay. These should be discussed during the booking process so I can plan accordingly. I’d love the chance to get to know your home and your pets before the stay—feel free to reach out to schedule a no-pressure meet & greet! Meet & Greets I offer a meet & greet for all new clients to make sure I’m the right fit for you, your pet, and your home. This time helps me get acclimated with your space and allows your pet to feel more at ease when the stay begins. I introduce dogs with an abundance of caution and always with dog psychology in mind to ensure a calm, safe, and respectful transition. Dog Walking My dog walks are never just a walk—they’re mini training sessions. I’m always reinforcing good behavior and working on basic skills. If your dog does well in public or needs to start that safe slow exposure, I’m happy to include park time, socialization, or light training like leash manners and car behavior. Just let me know what you’d like your pup to learn or practice—especially if you don’t have time to train it yourself—and I’ll let you know what’s realistic based on your dog’s breed, temperament, and trainability. I won’t waste your time or money trying to train a dog to do something it wasn’t built for or a job they don't want, it’s like asking a fish to climb a tree. I also offer hourly dog training for real-world situations like paddleboarding, biking, store manners, and other types of environmental training. Whether it’s making friends at the park, building confidence, or learning how to navigate the world, I tailor the time to your dog’s needs and your goals. I've worked with animals most of my life—including training horses and riding lessons for all types of individuals and needs. I bring the same patient, observant approach to every dog I work with.

About: I have been around dogs since the day I was born. Always living with at least two in my house. Most have been rescues but I have had the opportunity to train some from 8 weeks old. I watch both of my best friends dogs when they go out of town usually for a couple of nights. I love dogs with all my heart. I always walk and care for them no matter whose they are. I’m currently spending time back home and have lots of extra time to help take care of your pets. I’m available most days to either walk, or house sit depending on your needs. I love animals and can help for single to multiple days. I have three dogs that all get along well with other dogs. If you needed me to take care of your pets at my house I have plenty of space and activities. Behind my house is a soccer field as well as a trail up to mesa cortina. Fetch and hikes will be a definite.

“Angela amazing. I will recommend her to anyone and will definitely book again next time we are out of town. She took care of our cats so like they were he own; communicated effectively, sent adorable photos and stories. Our house was better than we left it when we returned home and that's saying something as Angela dealt with the big windstorm that knocked out power to our rural home. She even took care of my plants. Seriously, Angela is a wonderful human being who will treat your pets and home with kindness and respect.”


About: I don’t remember a life without pets and I wouldn’t have it any other way. My best friend will always be my 16 y/o pup. I work as a part time server and go to school online. I’m available most parts of most days as my shifts are not that long. I believe animals are family and should be treated that way. I’m aware everyone has their individual rules that are followed on top general respect towards the pets.

About: I have taken care of my own families dogs, my neighbors pets, and even my family friends pets since I was about 11 years old I work a landscaping job and I have weekends off, including most fridays! I would love to fill those days with more things, such as watching over and taking care of your pets!! :) I cater to the pets needs, whether that’s needing food, exercise, or to go outside to the bathroom, I always make sure to be on top of what the pet needs. I am respectful in clients homes and make sure everything in the home is just how they left it, if not even better. I take care of everything like it is my own, I like to show my respect and appreciation! As well as help you out by watching over your fur babies!

About: I’ve cared for dogs, cats, rodents, and reptiles. As someone with pets, I know it’s important for them to feel loved and safe even when you’re gone; it’s also important for you to know they’re safe and well cared for. I’m a responsible, organized, and flexible pet sitter that is always happy to adjust pricing or hours, so please feel free to reach out with questions prior to booking. I currently work full time and have a cat, so I am sadly unable to host your pet in my home. My work schedule is flexible and I am available for limited overnight stays. I frequently travel through the i70 corridor so am able to be flexible on location and hours. Weekend work is preferable but weekdays are always open for business as well:) I am unable to care for pets in my home, as my cat is king of the castle and does not accept any intruders in his kingdom. When caring for your pet in your home, I aim to stick to their routine as much as possible and am happy to accommodate the majority of requests.

“Sarah was an amazing dog sitter for our dog and new puppy while we were staying in Winter Park on a family trip! After doing a meet and greet we could tell our pets were in excellent hands and would get lots of love. Sarah was also super flexible and accommodating when we had late changes in our plans. I would highly recommend booking with Sarah!”


About: Ive taken care of dogs since I was in college and have always love giving my pets attention! I’m super active and enjoy scenic daily dog walks - the more the merrier! I’m a remote worker and my schedule can be flexible! I love early mornings and am happy to take dogs on longer walks in the afternoon and evening. I live in a small quiet area with a great dog walking loop. I have my own transportation and wouldn’t mind taking the pups on an outing!
Loving cat sitters in your neighborhood
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Whitney D.Star Sitter

“Whitney took care of our 2 kitties whilst we were away for a week, she kept us up to date everyday with photographs and giving them lots of pets and attention, they were very happy boys! Would absolutely recommend Whitney, such a smooth experience and incredibly reassuring throughout. Thank you so much again!”




Robyn S.Star Sitter

“We love Robyn! She takes wonderful care of our babies, and we will be hiring her more often, now that we have a trusted sitter in the area. She’s communicative, thorough, loves all animals and puts in the extra effort. Traveling is so much easier when you have someone you can rely on. Thank you Robyn!”


Jordan A.

“I am SO glad I selected Jordan to provide care for our 2 elderly cats. She came to the house twice a day, fed them, administered medication, cleaned litter boxes and even took photos! It was such a relief to know our 2 old girls were in good hands. We couldn’t have had a more responsible, friendly person assume this responsibility. Thank you Jordan!”




Josephine B.

“I couldn’t ask for a better pet sitter! This is the second time Josie watched my kitties. Josie is so attentive and clearly loves my cats. They get tons of attention, and it’s obvious she understands their little quirks and personalities. She keeps me updated with cute pictures and a detailed report card every day, and honestly, she takes the best photos—I look forward to them! She’s also super reliable and easy to communicate with, so I never have to wonder how things are going. I know I will come home to happy, relaxed cats, which means the world to me. Highly recommend her to anyone looking for a caring, trustworthy sitter!”


Bella F.
“I've known Bella for over 5 years now and every day she proves to be the most responsible, loving, and caring person I know. Her energy is unmatched and as an avid runner she has always proven to be willing to do anything and everything for what she cares about and commits herself to. She has grown up with a dog and cares for him just like any other member of her family. Your dog is in good hands with Bella.”




Jan R.Star Sitter

“Jan was Great! Prompt and communicated about her visits with our pups!”


Claire G.Star Sitter

“Thank you to Claire for once again taking great care of my babies!! Claire has excellent communication and is willing to go the extra mile when needed!”


Derek R.Star Sitter

“Booked Derek last minute to watch my cat Cudi and he was awesome! Plenty of photo/video updates throughout my time away and he followed my instructions perfectly. Would absolutely recommend him to everyone!”


Alec G.
“Alec is a very caring and responsible individual. He has grown up around dogs and is definitely a dog lover. At the age of 12, Alec had his first dog walking job for a neighbor. Since then Alec has taken care of many pets while the owners have been gone for a few days or on vacations.”


Lauren N.

“Lauren took great care of our cat and our home while house sitting. Our house was clean and tidy when we got home and our cat was in good spirits. We would definitely trust Lauren with our pets again!”




Tiffany W.

About: About Me Hi, I’m Tiffany! I’ve worked in nearly every corner of animal care and training throughout my life—from ranch work to obedience, to post-surgical care and behavioral support & training. I pride myself on being attuned to the unique needs of both pets and their people. There’s not much I haven’t seen, so you can feel confident communicating any unique needs . ❤️ What I Offer: In-home pet sitting Basic obedience tune-ups Daily exercise (walks, runs, fetch, enrichment) Booking Note for Colorado Guests: I'm currently living full time in Denver Colorado! A Quick Favor Before We Start: Please be upfront about any behavioral issues or quirks your pet may have (e.g. bolting, jumping, chewing). Also let me know your house rules—whether it's no pets on the bed or keeping them out of the kitchen—I’ll do my best to reinforce your daily structure while you’re away. A Few Important Notes: I’m self-employed, so my schedule is flexible—but I never take on bookings I can’t fully commit to. To make sure everything goes smoothly, please let me know in advance about any additional responsibilities like plant care, timed medications, or other specific tasks that need to be done during my stay. These should be discussed during the booking process so I can plan accordingly. I’d love the chance to get to know your home and your pets before the stay—feel free to reach out to schedule a no-pressure meet & greet! Meet & Greets I offer a meet & greet for all new clients to make sure I’m the right fit for you, your pet, and your home. This time helps me get acclimated with your space and allows your pet to feel more at ease when the stay begins. I introduce dogs with an abundance of caution and always with dog psychology in mind to ensure a calm, safe, and respectful transition. Dog Walking My dog walks are never just a walk—they’re mini training sessions. I’m always reinforcing good behavior and working on basic skills. If your dog does well in public or needs to start that safe slow exposure, I’m happy to include park time, socialization, or light training like leash manners and car behavior. Just let me know what you’d like your pup to learn or practice—especially if you don’t have time to train it yourself—and I’ll let you know what’s realistic based on your dog’s breed, temperament, and trainability. I won’t waste your time or money trying to train a dog to do something it wasn’t built for or a job they don't want, it’s like asking a fish to climb a tree. I also offer hourly dog training for real-world situations like paddleboarding, biking, store manners, and other types of environmental training. Whether it’s making friends at the park, building confidence, or learning how to navigate the world, I tailor the time to your dog’s needs and your goals. I've worked with animals most of my life—including training horses and riding lessons for all types of individuals and needs. I bring the same patient, observant approach to every dog I work with.


Evan W.
“Evan has been around dogs all of his life. Every furry friend is in good company whether they're out isn't good company whether they're out on a walk, playing fetch, or chilling on the couch. He even took the animal shelter volunteer class so he's dialed in. I would recommend him to watch your special fur baby.”


Angela K.

“Angela amazing. I will recommend her to anyone and will definitely book again next time we are out of town. She took care of our cats so like they were he own; communicated effectively, sent adorable photos and stories. Our house was better than we left it when we returned home and that's saying something as Angela dealt with the big windstorm that knocked out power to our rural home. She even took care of my plants. Seriously, Angela is a wonderful human being who will treat your pets and home with kindness and respect.”


Megan B.
“Megan has the most loving and caring heart imaginable. She cares for animals more then anything else and always just seems to know what each and every animal needs when she’s around. When I think animal lover Megan comes to mind.”


Lucy M.
About: I have taken care of my own families dogs, my neighbors pets, and even my family friends pets since I was about 11 years old I work a landscaping job and I have weekends off, including most fridays! I would love to fill those days with more things, such as watching over and taking care of your pets!! :) I cater to the pets needs, whether that’s needing food, exercise, or to go outside to the bathroom, I always make sure to be on top of what the pet needs. I am respectful in clients homes and make sure everything in the home is just how they left it, if not even better. I take care of everything like it is my own, I like to show my respect and appreciation! As well as help you out by watching over your fur babies!


Olivia G.
About: I’ve cared for dogs, cats, rodents, and reptiles. As someone with pets, I know it’s important for them to feel loved and safe even when you’re gone; it’s also important for you to know they’re safe and well cared for. I’m a responsible, organized, and flexible pet sitter that is always happy to adjust pricing or hours, so please feel free to reach out with questions prior to booking. I currently work full time and have a cat, so I am sadly unable to host your pet in my home. My work schedule is flexible and I am available for limited overnight stays. I frequently travel through the i70 corridor so am able to be flexible on location and hours. Weekend work is preferable but weekdays are always open for business as well:) I am unable to care for pets in my home, as my cat is king of the castle and does not accept any intruders in his kingdom. When caring for your pet in your home, I aim to stick to their routine as much as possible and am happy to accommodate the majority of requests.


Bethanie M.

“Beth was wonderful with our cat. She is reliable and friendly. I highly recommend her.”


Sarah O.

“Sarah was an amazing dog sitter for our dog and new puppy while we were staying in Winter Park on a family trip! After doing a meet and greet we could tell our pets were in excellent hands and would get lots of love. Sarah was also super flexible and accommodating when we had late changes in our plans. I would highly recommend booking with Sarah!”


Sarah M.
About: Ive taken care of dogs since I was in college and have always love giving my pets attention! I’m super active and enjoy scenic daily dog walks - the more the merrier! I’m a remote worker and my schedule can be flexible! I love early mornings and am happy to take dogs on longer walks in the afternoon and evening. I live in a small quiet area with a great dog walking loop. I have my own transportation and wouldn’t mind taking the pups on an outing!




AnnaLiese J.

“AnnaLiese did a great job house sitting and watching our cat Bunny! We would definitely trust her with our pets again.”
Over 5 pet parents in Winter Park have booked cat sitting
How Rover works
1. Search
Read verified reviews by cat parents like you and choose a sitter who’s a great match for you and your cat2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your cat while you’re away3. 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 Park is $25
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 cat sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total cat fanatics. You can get in touch with us anytime.
Sitters in Winter Park average 3 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 Park on Rover as of Aug 2025 was about $25 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.
As of Aug 2025, there are 73 cat sitters in Winter Park. 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, 83% of Winter Park cat sitters respond in under an hour.
Cat sitters in Winter Park have an average of 14 years of experience. Cat sitters with repeat customers have an average of 3 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 Park.
Do you simply need someone to stop by and play, feed, and scoop? Winter Park 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 73 cat sitters in Winter Park on Rover, so you’re sure to find the perfect match for your cat! In Winter Park, 100% of cat sitters offer daily exercise, 96% offer medication administration, and 96% 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.
