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 1,236 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.
“Jenna took great care of our 4 kitties while we spent a weekend at the beach. She arrived during the requested time and sent pictures to us so we knew they were in good hands. Would recommend for anyone looking for a fur baby care taker!”
“Rebecca took such good care of our sweet dog. She came on time and left us gorgeous pics and a detailed note about what her and Lilly were up to. It made me feel so much better to get her reports and know that Lilly was safe and well loved. DEFINITELY would recommend!!”
“She took great care of Nudy while I was away. I really appreciated the detailed updates, photos, and notes after each visit. Nudy looked happy, comfortable, and well cared for, and I could tell she gave him lots of attention. I would definitely book with her again!”
“You are an absolute doll and a very kind young lady. Everything you did brought a smile to my face and heart. Thank you for coming on short notice. I will definitely call you again. 🥰”
“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.”
“We’ve used Tatiana for about a year now and she’s amazing. She’s always available when we take quick unplanned trips and the dogs LOVE her. She’s such a rock star. We’ll be using her for all our pet sitting needs.”
“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!”
“Nina saved me with a last minute request when LuLu and I arrived after a long day of travel from Denver to Orlando. She came to our hotel and got LuLu some much needed exercise and vitamin D. I sent her a lot of instructions and everything seemed to go smoothly and puppy was happy when I got home!”
“This was my first time leaving my cats with a sitter, so I was initially a little anxious, but I can without a doubt say Kellye helped tremendously with putting my mind at ease. She sent photos and kept me updated each day with details from her visits. I would HIGHLY recommend anyone book with her — she will take great care of your fur babies!! I will definitely be booking with her again if I ever need a sitter.”
“Peter was great with our two cats. He sent photos and was able to adapt to their prescription dietary needs. We also had a few packages delivered while we were gone and he brought them in! Would 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!”
“This is the second time Aly sitting Gordito. He is again, in the process adaptation back to me and his old routine (sellout). I am not a cat person perhaps a treat him to much as a friend. The fact is that he rally likes her and misses her cuchi-cuchi routines.”
About: I’ve loved animals for as long as I can remember and grew up around dogs my whole life! Growing up, my family had three dogs and we also regularly fostered, so I’ve been around all kinds of personalities, energy levels, and routines from a young age. Now, I pet sit frequently! I’m very patient, attentive, and genuinely love spending time with animals! Whether it’s long walks, throwing a ball, or just keeping them company while you’re away, I always want pets to feel happy, comfortable, and loved. I know every dog is different, and I’m happy to adapt to their personality and routine! I’m also very reliable and communicative, and I understand how important it is to fully trust the person caring for your pet. I work remotely with a flexible schedule, which gives me plenty of availability throughout the day for walks, check ins, etc! I’m available on both weekdays and weekends, and I’m happy to work around your pet’s normal routine/ I always want pets to feel safe, comfortable, and happy while you’re away! I’m very patient and attentive, and I know every pet has a different personality and routine. I’m also happy to send photo updates throughout the day!
“Brooke was exceptional! I was very worried about leaving my needy senior cat for a week while on a cruise but Brooke set my mind at ease and sent wonderful daily updates and photos. Excellent communication amd I would absolutely hire Brooke again!”
“David is great! He is so good with our girl Luna and is dedicated to helping her with her manners with every interaction. David’s patience and enthusiasm for supporting Luna is really appreciated, especially because she can be stubborn! I also can’t overstate how professional and reliable David has been. It has been difficult to find someone we feel comfortable trusting with our girl and I am so glad to have David to work with!”
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
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.
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 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 $19.98 per visit (as of July 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 July 2026, there are 5,514 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
- 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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