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 702 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.
“Brooke was amazing, the best person who could have taken care of my cats, she is attentive, careful, affectionate, easy to communicate, always sending several photos and updates every visit, my cats loved her, in the end she even left some pampering for my cats, who loved it, thank you for taking such good care of my babies.🥰”
“Heather did an amazing job watching my cats over Thanksgiving! She kept me updated the entire time, sent photos, and truly took great care of my pets. It was such a relief knowing they were in good hands. Highly recommend her!”
“Peter was so great with our kitties! He followed our instructions perfectly and helped maintain their routines to avoid stress. They looked happy and healthy when we returned. And the house was clean too! Not even a speck of litter outside the boxes. Thank you for your attentiveness and care, Peter!”
“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!
“Rebecca takes great care of my cats and fish. She's always prompt, remembers all the little details and has a terrific rapport with the cats. I'm glad to have found her and will be booking her again very soon.”
“Kellye is the best! She came daily to care for our new chihuahua puppy and took great care of her. She was helpful with training consistency and is incredibly communicative. She was flexible with changes in Susy’s care anytime we asked and we are sad to be moving as we will no longer have Kellye nearby. Highly recommended you book with Kellye!”
“Aly is so wonderful to work with. When our old pet sitter moved we were devastated. Our girls are precious to us and we were worried we wouldn’t be able to find another sitter that would have the same compassion for them that we could trust. All of my fears went away when we met Aly. She came over for a meet and greet and immediately her calm energy eased all my worries. Our cats are pretty shy with strangers, but when Aly came in and went to greet them they met her with interest and curiosity (and didn’t run away!) They sat calm next to Aly and she patiently let them sniff her until they were comfortable. Talking with Aly, it was clear her love for animals and this type of work. I immediately booked her when we said our goodbyes. During her check ins, Aly is prompt, detailed, and so loving to our girls. I’m so surprised that our shy girl, Pepper, has come out so much for her! She was born right before the covid outbreak and didn’t get much interaction with strangers in our home. Despite that, Aly had some play sessions with Pepper and she even wanted some pets! It makes my little cat mom heart swell with happiness. Needless to say, we’ve found our new favorite pet sitter in Orlando. We can’t wait to become Aly’s regulars. Thank you so much Aly! ☺️💛”
“What can I say that hasn't been said before?! Jenna is just amazing! From going the extra mile even when I had to change the previously booked dates to noticing one of my cats flare-ups. She is punctual, attention to detail and so sweet to the furry family 🙏. Thank you sooo much again!!!”
“Hannah was AMAZING! She went above & beyond to make our pets comfortable. We had some issues with our house while we were away and she helped us with that as well. She stayed in contact with us nonstop and our dogs adored her. She was always prompt and stayed the full length of time, and sometimes longer to help with our house situation. She also took the dogs on an unplanned walk, just to help get them out of the house for a bit. She truly was amazing. We recommend Hannah 1000% and hope to use her every time we go out of town!”
“Rebecca does a wonderful job taking care of my kitties when I'm away. I have been using her for three years and really appreciate the fantastic job she does!! I highly recommend her.”
“Natalie was wonderful!!!! She takes wonderful care of my babies and provides wonderful updates! It was kind of a last minute request and she was able to accommodate us!!!!”
About: Hi! I’ve always been an animal lover — I’ve grown up with dogs for my whole life. I treat every dog like my own. walks, cuddles, and lots of playtime! My daily routine already includes lots of pet time! I work from home, so it’s easy for me to give attention, walks, and love throughout the day. Having furry friends around just makes everything better I have a sweet dog at home, so your pup will have a little friend to hang out with! I make sure they feel comfy, get walks, playtime, and lots of love — just like they’re part of the family.
“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!”
“Zoe was awesome with our two Golden’s. She took great care in helping us. The dogs were happy. Zoe shares pictures and provides an outstanding report. Zoe is our “go to” for help!”
“Lexus was the best cat sitter we have ever had! She was very organized, professional, and loving towards our animals. She used great judgement to resolve any issues between our two cats, as we adopted a kitten recently and our older cat is still adjusting. We will definitely be working with Lexus again!”
“What can I say. David is a heaven sent. I travel a lot for work and I downloaded this app as a last minute thing. I’m extremely happy with David. My fur baby’s love him and he texted me pictures and that made my day. 100% recommend him & will be booking him again.”
The median cost per visit for pet sitting in Winter Park is $20
Pet parents share their Rover experiences - Winter Park
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!
Natalie came into a crazy first time working with me and 7 of my pets. One of the ferrets had neglected to get in the cage at the appropriate time and so she had to corral her. All while trying to give the appropriate attention to the cats and the dogs. She did a phenomenal job! all the Pets and the house were good to go and ready for me when I got home. Definitely recommend and will rebook.
Anna has been wonderful with our puppy! She’s kind, reliable, and always keeps us updated with photos and messages after her visits. We’re very grateful for her help and would highly recommend her to anyone looking for a caring and trustworthy pet sitter or dog walker.
I cannot recommend Zoe highly enough. From the moment I entrusted my three cats to her care, I knew they were in excellent hands. One of my cats, Hope, has special medical needs and requires nebulizer treatments. She handled those treatments with confidence, patience, and ease, which gave me tremendous peace of mind while I was away. It's not easy to find someone who is both capable and comfortable providing that level of care. Beyond meeting their physical needs, she genuinely spent quality time with all three of my cats. She played with them, gave them attention and affection, and treated them as if they were her own. It was clear from the photos and updates she sent that she truly cared about their well-being and happiness. She was consistently punctual, reliable, and professional. Every visit was communicated clearly, and I received thoughtful updates and pictures each time, which meant so much to me. As a pet parent, especially to a cat with medical needs, that level of communication is invaluable. What sets her apart is her empathy and genuine love for animals. She doesn't simply "check in" on pets, she cares for them. Knowing my cats were safe, loved, and receiving excellent care allowed me to relax and enjoy my time away without worry. If you're looking for someone trustworthy, compassionate, dependable, and exceptional with animals, I would recommend her without hesitation.
Jazzlyn is super communicative and responsive, and she took great care of my two kitties, including my high needs senior cat who needed medication twice daily. She fearlessly administered it for him, which is exactly what he needed. She even spent extra time with him so he wouldn’t feel so lonely. I highly recommend!
Leah is an absolute darling and both my pups fell in love with her instantly. They felt so comfortable with her and she is incredibly knowledgeable and caring. I could focus on my work and meetings knowing Leah is there taking care of my fur babies. We are all thrilled (my pups and I) that we found Leah! I will definitely rebook very soon.
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 Rover works
1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Winter Park sitters!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 $18.87 per visit (as of June 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 June 2026, there are 5,382 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:
- 91% of sitters can help with special care needs
- 97% 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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