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 6 pet parents in Winter Park have booked pet sitting
Winter Park, Find top rated pet sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Lauren did 4 drop in visits for our two cats over a weekend and was absolutely fantastic! She sent plenty of photos and thorough updates. Quick to respond and left the place in great shape. Would recommend!!”
About: I’ve been caring for dogs for many years, both my own and those of family, friends, and anyone who has needed a helping hand. I have experience breeding Labrador Retrievers, raising litters of puppies, and caring for dogs through every stage of life. As a dog owner myself, I know how important it is to find someone you can trust. My three dogs are part of my family, and I treat every dog in my care with the same love, patience, and attention I give my own. To me, dogs are so much more than pets—they’re family. My goal is to make every dog feel safe, loved, comfortable, and well cared for while you’re away, so you can have peace of mind knowing they’re in good hands. I have a very flexible schedule, which allows me to provide reliable and consistent care for your pets. I work from home with our family business, giving me the flexibility to accommodate morning, afternoon, evening, and weekend visits whenever possible. Whether your pet needs a walk or drop in visit, I’m committed to providing dependable, attentive care while keeping their routine as normal as possible. My goal is to be available when you need someone you can trust with your furry family member. I provide dependable, loving care for pets in the comfort of their own home through drop-in visits, walks, and pet sitting. I know pets thrive in their familiar environment, so my goal is to keep their routine as consistent as possible while you’re away. Whether it’s feeding, fresh water, potty breaks, walks, playtime, companionship, or simply giving them extra love and attention, I’ll care for your pet as if they were my own. I understand that every pet has unique needs and personalities, and I’m happy to follow your instructions to ensure they feel safe, comfortable, and well cared for. My priority is giving you peace of mind, knowing your pet is receiving reliable, compassionate care while you’re away.
About: I have taken care of my own families dogs, my neighbors pets, and even my family friends pets since I was about 11 years old I work for Neil’s Lunceford Landscaping in Tabernash, but live in Winter Park. I work Monday-Thursday from 8am-6pm and occasionally on Fridays until about 2pm. Even with my work schedule, I am flexible to take care of your pets throughout the week! I cater to the pets needs, whether that’s needing food, exercise, or to go outside to the bathroom, I always make sure to be on top of what the pet needs. I am respectful in clients homes and make sure everything in the home is just how they left it, if not even better. I take care of everything like it is my own, I like to show my respect and appreciation! As well as help you out by watching over your fur babies!
About: I’ve been around animals all my life. I pay attention to what each pet needs, whether it’s a bouncy pup who needs play or a senior dog who deserves patience and a softer pace. I just want them to feel safe and loved while you’re away. I am available full time and have plenty of flexibility to care for your dogs, giving them consistent attention, playtime, exercise, companionship, and plenty of love throughout the day. I treat every dog like they’re part of the family. In my care, they get a safe, comfortable environment, plenty of attention, and a consistent routine.” In client homes, I respect your space and follow your dog’s normal routine, making sure they have fresh water, a comfy place to rest, and, of course, lots of love and supervision
“Haley completed some drop in visits with my cat ghost over a week period. She did amazing, always making sure to spend time with my cat and still complete the feedings and little box cleanings. Pictures would always show her cuddling up with my cat or playing with him, which is always great to see when you’re away for a bit. Would definitely recommend her to others as she is super caring, thoughtful and responsive! Thank you again Haley!”
“Aspen was a great pet sitter for our two cats. Very responsive and communicative, clearly comfortable with cats, and managed to coax out our shy cat who normally hides from strangers. We would definitely book Aspen again for cat drop-ins.”
About: I’ve taken care and owned cats and dogs my entire life and have taken care of many of my neighbors and friends pets while they were away or on vacation. I’m currently working part-time until Christmas so I’ll have plenty of time to play with your precious animal. Even after Christmas my availability should be pretty open. Dogs are always leashed when outside. Cats sometimes come and go or they are an inside cat and need fresh water, food and a clean litter box
About: I grew up with cats and dogs. I've had animals in my life for as long as I can remember. I currently have one dog of my own. She is my world. I am the go to pet sitter for my friend's, plus, word has gotten around and I have a few other clients that I sit for periodically. I've cared for dogs and cats, as well as other animals. Pet care is something I'm passionate about and take seriously. At 42 y/o I am going back to school! Working full time doesn't work with my schedule. Gigging does, plus I can do what actually love! Hang out with animals! In the clients home, I am diligent, and respect all the requests of the client especially when it comes to pet care. Overarching, is love. I provide calm and loving care. I understand that pets can get stressed without their primary caregivers. My job is to alleviate that as best I can. I have a natural ability to connect to animals which makes me a great choice for in home sitting, or drop in care. I'm also physically fit and I love to hike and walk with dogs. It's a win win win for me.
About: I have a fenced yard with no pets or children that live at home. I have been taking care of animals since I was a young boy. I find animals to possess the purest form of unconditional love and kindness… I have always been the go to pet sitter for family and friends…. I love animals with all my heart:)❤️… I work from home for myself with a very flexible schedule. I have a lot of time to devote to caring for other peoples beloved pets… There is plenty of space to play in fenced back yard and a pet safe home. I love taking frequent walks and hikes. I’m okay with sharing my furniture with pets, however, I am flexible with pet owners wishes Because I am self employed and work from home with a flexible schedule I am able to focus my time on your fur babies. I like to give them all the exercise they require to be able to relax with no anxiety. Although I have a home with a fenced yard, I never leave pets unattended. I do not have any children living at home and I don’t have any pets which alleviates any aggression concerns. I would like to be your pet’s favorite uncle:)💚
About: I have experience dog sitting for friends and family and providing dependable care tailored to each dog’s individual needs. My background in animal welfare has strengthened my understanding of animal behavior and compassionate care. I’m committed to making pets feel safe, happy, and well cared for while their owners are away. I am a stay at home Mom to two girls. I will be able to be at home with your pups all day long and have the ability to take them on walks throughout the day! I have a fenced in backyard with a senior Golden Retriever (don't tell him he's a senior pup!). I have two children under the age of 5 so I can only take dogs that are ok with small children. I also only accept one client at a time to ensure your pup gets lots of attention, cuddles, and pets!
The median cost per visit for pet sitting in Winter Park is $21
Pet parents share their Rover experiences - Winter Park
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 7 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 $56 per visit as of October 2026. Most bookings cost between $19 and $56 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 October 2026, there are 2,755 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
- 94% can help with giving oral medications or injections
- 97% 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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