Pet Sitting Winter Park
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 1,266 pet parents in Winter Park have booked pet sitting
Winter Park, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Since 2017, I’ve had experience caring for extra large to extra small dogs breeds, cats, and other types of pets. The first puppy I had the responsibility of caring for was a husky/lab mix, I’m grateful to have been able to help him grow into a well-trained, well-mannered adult dog! I want to make sure your pet’s dietary, medical, exercise, and overall wellbeing needs are met and I’m looking forward to understanding these from you! :) I currently work in a position with a very flexible schedule. I am absolutely willing to work with a schedule that meets you and your pets needs! I will treat your mammalian, reptilian, or aquatic loved ones like I do my own - with kindness, love, and respect! I want to make sure they are comfortable as possible while you’re away.
“Jenna is absolutely amazing! We had a small hiccup with the house key early on but we got it worked out quick and easy. Jenna took a ton of photos of my kiddo and was super communicative the entire time. Thank you so much for everything, I would absolutely rebook on my next trip! ❤️”
“Cheyenne is an awesome dog walker! She responds quickly to a request, and treats your dog with the best care. I have had a few last minute dog walking needs and Cheyenne tries her best to accommodate!”
“A+++ dog walker/pet professional! Rebecca was great, and my dog Cooper couldn’t have been happier. Timely, communicative, thoughtful — all of the things. Highly recommend!”
“Carolina did a wonderful job with Levi for his drop in visit! She kept me well informed and made sure my little guy was feeling relaxed before leaving him, and overall exceeded expectations. Would highly recommend her!”
About: I have had a lot of experience around all sorts of animals. I have experience with walking, bathing, playing, as well as some training. Let me help you with your fur baby and let you have a peace of mind whether you are at work or traveling. I am available Monday through Saturday and I am here to help you with your schedule. I can help with walks, feeding, playing and can also give your fur baby a fun bath I am also available to have doggy play dates as I have two dogs of my own. They are very friendly and loving. I could come to your home and help you with your Animal by caring for her or him with respect and compassion
“Sage was very happy with his new paw friend 🐾 great communication and updates, Bailey did not skip a beat! Always on time! She’s everything you want and need as a pet sitter!”
“Brooke is an amazing cat sitter. She even brought a welcome gift to my cat. She was very attentive, communicative, and clearly cares deeply about animals. Highly recommend ✨”
About: I’ve spent my whole life surrounded by dogs and truly love caring for them. I’ve had experience with dogs of all sizes and personalities, from a Maltese and rescue mutts to a German Shepherd and my current 130 lb Doberman. Caring for dogs at different stages of life has given me experience with everything from playful puppies to sweet senior dogs. I’m currently a student at the University of Florida studying Business Administration and Sport Management. As a lifelong athlete, I’m active, patient, and able to keep up with energetic pups who love walks, playtime, and adventure. I’m reliable, responsible, and will treat your dog like they’re part of my own family. My goal is to make sure every pet feels safe, loved, and cared for while you’re away. As a student, during the weekdays I have the afternoon and evenings free. I am available during the weekends any time to walk your dog. During the summer I will have a lot more availability and flexibility with my schedule. I care for every pet based on their individual needs, personality, and routine. I’ll make sure they stay on their normal schedule with feeding, walks, playtime, medication (if needed), and plenty of attention. I’m experienced with crate training, large breeds, and high-energy dogs, so I’m comfortable adapting to different training styles and routines. When caring for a pet in their own home, I’ll respect your space and keep you updated with pictures and messages so you can feel confident your pet is in good hands.
“My cats absolutely love Kellye! She took the time to get to know each of them, learning their quirks and giving them so much love while we are away! As a pet sitter myself, I know the importance of finding someone you can truly trust with your animals and I am happy I found that in Kellye!! 🥰”
“Isabella was/is great, she had 3 boys to look after and she always sent pics and a paragraph of their activities. We also have a pet with medication and she administered that with no problem, even sent a picture of that too! 6 stars, will try to get her again!”
“Lexus was very professional and friendly. She helped calm our nerves by coming to our house to meet our dog and talk with us about expectations. Lexus was always on time and kept us updated with photos and reports. Shiloh loved her!! We will definitely be booking her again in the future! Thank you, Lexus!”
“Absolutely love Jereny. She is very sweet, sends great pics, and actually spends time with the cats. She actually listens to special considerations with cat behavior and we were thrilled to see our slightly wary cat open up to her with time.”
About: I've grown up with pets my entire life and caring for animals has always been second nature to me. I have hands-on experience with senior dogs and understand the extra patience and care they need. Friends and family have trusted me for years to walk their dogs and provide reliable, loving pet sitting. I treat every pet like my own—whether that means long walks, belly rubs, or just keeping them company while you're away. I’m a college student on summer break, so I have a lot of free time and a super flexible schedule right now. Pet care fits in really easily for me—I’m available most days and happy to work with whatever routine your pet is used to! Whether I’m watching your pet at my place or yours, I make sure they’re safe, comfy, and happy. I follow your instructions and give them lots of love. I’ll treat your pet like one of my own and always be watching them with my full attention!
The median cost per visit for pet sitting in Winter Park is $20
Pet parents share their Rover experiences - Winter Park
Cheyenne went above and beyond in her time taking care of Koda. I loved the hilarious pictures I would get from her and the compilation video of them playing; you can tell she loves what she does! I would definitely recommend her services to anyone who wants exceptional and attentive care for their animal babies!!
Camryn was amazing!! Camryn was communicative throughout my entire trip and I felt extremely comfortable leaving my girls alone. She took daily pictures and kept me updated as necessary. The entire process from start to finish went smoothly. She took great care of my girls and would love to have her again! I’m so grateful for her and all she did for us. I would absolutely recommend Camryn for your pet needs. Thank you, Camyrn! :)
Tess did such a great job. The communication was fantastic we were out of the country and did not have reception or internet most of the time but Tess made sure to keeps us in the loops so when we did get service we could read all the messages and see all the photos. We would book her again!
Amber is fantastic! She did a great job communicating with me throughout my trip and took wonderful care of my guinea pigs and chinchilla. I would absolutely book with Amber again and highly recommend her to anyone looking for a reliable and caring pet sitter!
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 pets like family
1. Search
Browse profiles of sitters near you who offer pet 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 pet sitting - Winter Park
Select a filter and find qualifying sitters offering pet sitting.Sitters in Winter Park average 6 repeat pet sitting clients
FAQs for Drop-In Visits - Winter Park
Frequently asked questions about Rover
The average cost for Pet Sitting in Winter Park on Rover is $19.98 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 Pet 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 Pet Sitting. For more information on service fees, click here .
As of August 2026, there are 5,431 sitters on Rover offering Pet Sitting across Winter Park. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winter Park stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
Yes, you can find sitters who have experience with handling special pet needs in Winter Park. On Rover:
- 90% 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.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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.
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