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 431 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.
“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!”
“Absolutely amazing!! She sent pics when she stopped in, followed instructions without a hitch, 15/10 service. I had a flight cancelled and two re-bookings and Meg was so sweet and understanding, she went out of her way two days later to come drop my fob off to me while she already had two other bookings.”
About: With 6 years of dedicated experience caring for dogs of all life stages from energetic puppies to gentle seniors I provide deeply reliable, attentive pet care. Living steps from a popular Orlando park, I specialize in active, scenic outdoor walks. Because I lived with and consistently pet sat my sister's dog for years, I treat every cat and dog with true, family style devotion. My availability is perfectly tailored for before 6AM walks, after 5 PM weekday check ins and open, flexible weekend boarding, giving busy local owners total peace of mind. As a professional engineer with a structured 8 AM to 4 PM office schedule, my daily routine is highly predictable and reliable. I kick off my mornings with early bird energy, meaning I am fully available for brisk morning walks or drop in visits anytime before 6 AM to get your pet ready for the day.After sitting at a desk all day, getting home to active exercise is exactly what I need. My evening hours after 5PM are completely wide open, making me highly available for long park walks, dinner feedings, and playtime. Weekends are even more flexible for extended care. Because I cannot have a dog of my own right now, your cats and dogs get 100% of my focus, affection, and energy! Safety and comfort are my top priorities. I maintain a highly secure, pet-friendly apartment equipped with a smart home system, allowing me to remotely verify locked doors and manage optimal lighting for your pets. I have dedicated cameras monitoring both the exterior entryway and the indoor living area, ensuring I can constantly check in on your pet visually even when I step out. Before any stay, I require a meet-and-greet to ensure a great fit. Because I do not own a dog of my own, your pet enjoys a stress-free environment as the exclusive center of attention. For cleanups, I keep a bissel green machine on hand to handle any accidental messes instantly, keeping the space pristine. As well as, living steps from a popular local dog park, I utilize secure, double clip leashes for all outdoor walks to guarantee zero risk of escape. I closely monitor the Florida heat and pavement temperatures, ensuring walks are safe, shaded, and well hydrated. During in home check ins, I strictly follow your specific entry, feeding, and locking instructions, and I will always send you photo updates and a detailed report card after every single visit.
About: I will take care of any dog from small to large so bring it on! I owned a black lab mix growing up and that black ball of lightning lived the dream. Let's just say my background as a college baseball player worked perfectly into her fetching routine. You will get a high class, energetic, and caring sitter if you choose me. Experience includes Weimaraners, Daschund, Black Lab, Australian shepherd, Pomeranian, Bull Terrier, and a Boston Terrier. The only downfall of your dog being with me is they will never want to leave. You up for the risk? I know you are so pick up that phone and call me. I work remote so I am pretty flexible. I currently own a Pomeranian and Australian shepherd. Love dogs and taking care of them. I trained my own dogs. Pomeranians a rescue and the Australian was a puppy when I got them. I can handle all sizes and personalities. I care for my dogs by taking them outside at least 3x a day. Dogs eat at the same time. I understand boundaries between dogs so I make sure to keep watch. I also operated a dog training service when I lived in Daytona for basic commands so positive reinforcement with my dogs work best.
“Natalie is a gem and is great with our dog. She is reliable, professional, and easy to partner with. Grateful to have made the connection, I would love to continue working with her in the future, as we’ve worked with her in the past. Thanks, Natalie!”
About: I have experience petsitting and working at a doggy dagcare. I've cared for pets with different personalities, needs, and energy levels. I’m comfortable with walks, feeding routines, playtime, and making sure pets feel safe and comfortable while their owners are away. I also have experience caring for puppies and understand the patience and attention they require. I have also recently started fostering with a local rescue! I currently have a flexible schedule, which allows me to accommodate walks and visits at different times throughout the day. And I am available for any overnight! I am super careful with watching your pet and making sure they do not get into anything they are not supposed to get in to. I am such a helicopter mom to my pets so I will treat them as my own and always keep my eyes on them and stay engaged!
“Camryn was professional, kind, and our cats bonded with her quickly. We had a nervous girl cat and she handled checking in and taking care of all 3 incredibly. Grateful for her and coming back to a happy house with 3 happy cats.”
About: I grew up with two large German Shepherds, so I’ve been comfortable around big, powerful breeds my entire life. I’ve recently lived with a rambunctious Golden Retriever puppy & an elderly Boston Terrier. I'm active on another pet/house-sitting app called TrustedHouseSitters through which I've cared for 2 Australian shepherds (3yrs & 6yrs), 2 Goldens (5yrs & 5yrs), a Rhodesian ridgeback mix (2yrs), a a Boston terrier (3yrs), a yorkipoo (16yrs), a Chihuahua (15yrs), and a Shiba Inu (4yrs). I'm comfortable with all sizes, ages, and regimens. I work remotely which allows me to work around whenever your pet needs to be walked, fed, medicated, or entertained! I lead an active lifestyle myself, so if your dog thrives on long walks, runs, hikes, or endless games of fetch, I’m very down to be their exercise partner. If you have a couch potato who just wants to chill, I’m happy to match that energy as well. Following directions and communications are both strong suits for me! I am more than happy to jump on a quick call or video chat to answer any questions you might have, or arrange an in-person meet & greet to ensure we’re a great fit. Since I work remotely, I can fit my work schedule around any type of pet care - administering medicine, bathroom breaks, multiple meals, etc.. I exercise almost every day so adding walks/run or playing games of fetch acts as great exercise for both of us! If your pet comes to my place, it's a spacious apartment with a dog park and multiple green spaces or walking paths nearby. Communication is very important to me so you know your pet's routine is staying consistent. If I am to come to your residence, the majority of my experience has been full house-sitting for pet owners. I adhere to instructions well and quickly ask questions when needed!
“Erika was incredibly communicative and cared for my cats as if they were her own! She went above and beyond my expectations and was so very kind the whole time. I will definitely be asking her to watch my cats again in the future.”
“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!”
About: I’ve owned cats and dogs most of my life. I had two cats that both lived to be 21 years old. I have friends and neighbors that trust me with their dogs and cats while they go on vacation. I enjoy providing pet parents with photos, videos, or text while they are gone. There is no worrying about your pet. Trust is the most important thing. I currently own two cats, so every day care and litter box cleaning is a must. I am happiest when I am taking care of my pets, and hopefully yours! You can trust me with your pets and the safety of your home. I will follow your instructions to the letter and on the schedule you request.
“Kaia was great with my cats! We were so happy to receive updates and photos while we were away. My orange tabby especially took to her. Would love to book with her again.”
The median cost per visit for pet sitting in Winter Park is $20
Pet parents share their Rover experiences - Winter Park
Havana was absolutely amazing! She was so attentive and kept us updated throughout the entire stay, which gave us so much peace of mind. You can genuinely tell how much love she has for animals because she cared for our doggies like they were her own. 🥹🤍 Our youngest pup has been struggling a little with socializing, and Havana was incredibly patient, gentle, and understanding with her. By the end of the stay, our girl had even made a new bestie, Ballpark! 🐾 We couldn’t be more grateful for the love and care she showed our babies. We would absolutely recommend her!
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!
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!
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 is $20 per visit as of November 2026. Most bookings cost between $14 and $31 per visit. On Rover, 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 November 2026, there are 5,516 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 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:
- 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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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