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 1,232 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.
“Tori was great! She dropped in daily to check on our dogs, feed them and have them go potty while I was doing long stretches of work with my husband out of town. She was communicative, respectful, and took some great pictures of our pups. We will be booking again!”
“Natalie was wonderful with our cat while we were traveling. She was reliable, communicative, and made us feel completely at ease being away. She followed all instructions carefully, kept us updated with messages and photos, and it was clear our cat was comfortable and well cared for in her hands. We came home to a happy, relaxed cat and everything in perfect order. We would absolutely trust Natalie again and highly recommend her to anyone looking for a thoughtful and dependable sitter. She is wonderful!”
“Peter took such great care of our dog while we were out of town! This was our first time using Rover, and he made the whole experience so easy. He was very trustworthy and reliable, and we felt completely comfortable knowing our dog was in good hands. We also got lots of great picture that brought us so much joy while being away. We’ll definitely be using Peter again in the future!”
About: Animals have been part of my life from day one. I grew up with two veterinary technicians as parents, so caring for pets wasn't just something we did, it was part of our family. At 15, I got my first job as a kennel technician, where I learned how to safely handle dogs of every size, age, and personality. Over the years, I've had the joy of owning dogs and cats of all kinds, including raising three Great Pyrenees through college and adulthood. Giant breeds taught me patience, consistency, and how to confidently handle even the strongest dogs. Whether your pup loves a leisurely "sniffari" with plenty of time to explore or prefers an energetic jog to burn off some zoomies, I'm happy to match their pace and personality. I have experience with puppies, seniors, large breeds, small breeds, and everything in between. I know your pets are family, and I'll care for them with the same attention, safety, and love I'd want for my own. I work from home with a flexible schedule, which allows me to accommodate walks, drop-in visits, and pet sitting throughout the day. I'm available mornings, afternoons, evenings, and weekends, and I can often accommodate last-minute requests. My flexible workday means your pets will receive reliable, attentive care and won't be left waiting for their visit. I understand that trusting someone with both your pets and your home is a big decision. I'll treat your home with the same care and respect I would my own, keeping it clean, secure, and exactly as you left it. Your pet's safety and comfort are always my top priorities, and I'll follow your routines and instructions carefully to help them feel relaxed while you're away. You can expect reliable communication, photo updates, and dependable care every step of the way.
“David did a wonderful job helping care for my new dog who has separation anxiety while I was at work. He is very trustworthy, flexible and you can tell he really cares about your pet. I feel in just a few short days he made a difference helping my dog adjust to her new life. I highly recommend him.”
About: I’ve taken care of dogs for neighbors, relatives, and family friends for the past four years. I’m very active and go on daily walks, so I love making sure pets get plenty of exercise and attention. I’m comfortable with feeding, and giving extra care to both puppies and senior dogs, and I treat every pet like my own. I’m a student at Rollins College with a flexible schedule. I have plenty of availability for pet care, walks, and drop-ins. I also have my own reliable transportation, so getting to you and your pets is never an issue I understand how important it is to trust someone with your pets, and I take that responsibility seriously. In my previous job at a clothing store, I was trusted with opening and closing the shop, which taught me accountability and reliability. I also believe every pet and family has different needs, so I always listen closely to what you want and customize my care to match your pet’s routine, personality, and comfort level.
“Great experience! She was reliable, communicative, and took great care of Peaches while I was away. I really appreciated the updates and knowing Peaches was in good hands. I’d definitely book with her again!”
“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’ve watched 30+ dogs on Rover! I have a 8 month old weenie mix named Ballpark. I also love volunteering at the animal shelters and taking pups on hikes with me! I’m available daily on weekdays and weekends! I want to spend more time supporting dogs in the community and loving on pups while their families are away <3 I love to be active and loving with the pups. I have experience with gentle and cozy seniors as well as young, energetic, fun puppies.
“Heather was so great with Severus! Thornton was not super anxious when I returned which is not common. I have to attribute both of their dispositions to their excellent sitter, Heather. I will absolutely rebook Heather whenever I travel. Thank you Heather!”
“Erika watched our 3 babies twice a day for an entire week. She was truly incredible. She is very responsible, timely, and took multiple pictures of each pup. She was so very patient, experienced, and listened to all of our directions so well. Even when one of our pups was anxious she cleaned up after him and cared for him. Thank you Erika for being so caring and loving to our fur baby family!!”
“Rachel did an amazing job with our two pups. She was very communicative and provided picture updates. I would definitely recommend her and would choose her for future pup needs.”
“Kaia took great care of my cat and home while I was away on business. She followed all my instructions, was always on time, and took great photos! Highly recommend.”
About: My Name if Kimberley. Leaving your dog with someone else can feel like a BIG deal. You want to know they are safe, loved and with someone who can handle them in all aspects. That's exactly what I'm here for! I have cared for dogs for over 25 years. I especially love working with active, playful, and high energy dogs who need more than just a quick walk around the block. I'm comfortable handling big personalities, lots of energy, and dogs who need plenty of mental and physical stimulation. If you're looking for someone who will treat your dog like one of their own, I'd love to meet you both. I live in Downtown Orlando very close to Lake Eola. I will care for your pets as if they were my own and I always treat them like part of the family. I do not smoke or have kids so your dog will get the attention he or she deserves. I am open to all different ranges of dog breeds and ages. I also do cat drop in visits. I'm currently working part time with a lot of flexibility in my schedule. I am available most days and evenings with advanced notice for potty breaks and Drop In visits. I live in Downtown Orlando so I'm very close to Lake Eola and Delany Park. Plus I'm close to many dog parks if that is something your dog loves.
About: I have had pets in my home ever since I was a kid. My pets have always been more than pets, they are apart of our family. I understand how much trust it takes to leave your pet in someone else's care. I am patient, dependable and attentive to their needs. After 15 years of loving my own dog, I know that the extra things make a big difference I am retiring October 30th and caring for pets will be a priority for me. I will be available day or night, weekends and holidays We have a community dog park, a lot of green grassy areas for dogs to walk and sniff and plenty of space playing and exploring
The median cost per visit for pet sitting in Winter Park is $20
Pet parents share their Rover experiences - Winter Park
If you want someone who will truly care for your kitties and go above and beyond, book Natalie! She is very attentive, communicative, and caring. She cared for our cats during a long overseas trip and even took one of our cats to the vet. We highly recommend her!
Emma did a fabulous job with our dog Marley! It was just for a short weekend, and it's our first time having Emma watch her but it was a great experience. When we initially did our first meet and greet, she was on time, very punctual and very nice and inviting. All throughout the weekend, she sent photos and updates and very detailed on her visit with Marley. It was great! She is very trustworthy and responsible, I definitely will have Emma again when we go out of town. Thank you so much to Rover for employing such a great person. A bigger thank you to Emma for doing such a wonderful job! 😁🤩
Amber was wonderful! She made sure to play with my kitties and made them feel loved and cared for. She was on time and always sent pictures of our babies on each visit. We trusted her with our home and she delivered! We Would certainly recommend Amber to anyone! Thank you again!
Lyle & Karen helped me with feeding my dog Cody who had suddenly developed an aversion to food, also administered medication that is nearly impossible to do by myself. It's especially helpful to have 2 people assisting me instead of just one. They were very patient and caring. I really appreciate them coming to see Cody, and want to apologize about the sloppy "canine cookies" instead of the liquid meal that I originally had planned to feed him. I hope to see them again for another visit. It's especially convenient how close they live to us. Thank you for everything.
Carolina was great! She dropped in to check on my 10 month old pup following a spay. Following the spay, my puppy’s incision became infected and required emergency care. Given the situation, I wanted an experienced individual checking in and monitoring. Carolina was more than just experienced — she was friendly, communicative, timely, and caring. I would recommend her without reservation.
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 pet sitting
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 Pet Sitting - Winter Park
Frequently asked questions about Rover
The average cost of Pet Sitting in Winter Park on Rover is $20 per visit as of October 2026. Most bookings cost between $13 and $31 per visit. 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 October 2026, there are 5,494 sitters on Rover offering Pet Sitting across Winter Park. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 .
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 , 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:
- 88% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 96% 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 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 .
sitters on Rover set their own , 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.
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