Pet Sitting in Winter Park
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Winter Park pet sitters
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Ruby was absolutely amazing, she made sure to send pictures of my boy and was able to accommodate a last minute booking to watch him again when I booked incorrectly 🙃 I will absolutely book with Ruby in the future!!”

“Sarah has been a lifesaver as our puppy Carly gets adjusted to her second home in the mountains. Having Sarah come to walk and spend time with Carly allows us to spend more time skiing.”

“Sarah was an amazing dog sitter for our dog and new puppy while we were staying in Winter Park on a family trip! After doing a meet and greet we could tell our pets were in excellent hands and would get lots of love. Sarah was also super flexible and accommodating when we had late changes in our plans. I would highly recommend booking with Sarah!”


“Aleah is amazing and has been such a huge help for me and Jupiter. She is always willing to work with my last-minute bookings, which I really appreciate, and she consistently does an awesome job. Jupiter genuinely gets excited when I tell him she’s coming by, which says everything. It gives me a lot of peace of mind knowing he’s in such good hands. I would absolutely recommend her to anyone looking for a reliable, caring pet sitter.”

About: I live in Empire and work from home full time with some occasional travel here or there (just depends). There is a lot of flexibility in my job when I’m at home and I wanted to offer to anyone who has dogs, cats, or any other pets my services. I am available for pet sitting and/or house sitting—whether it’s quick drop-ins for your dog, cat during the day or overnight stays while you’re out of town. I’ve got experience with both and can be flexible depending on what you need. I’m happy to follow any specific routines or instructions. If you’re looking for someone dependable and easy to work with, feel free to reach out. I’m happy to chat or answer any questions about myself! Best Regards, Alec I work full time on call M-F from 8:00-4:30 but I have flexibility to do other tasks during the day like to walk or let a dog out, administer medication etc. I make sure to get my work done everyday along with my other tasks at hand It varies by the pet and how much attention or exercise they are needing. If you have an animal that needs to burn off energy, I will do my best to do so wether it’s a hike, playing fetch or something else! If you have a low energy animal that wants to sit on the couch and sleep, that’s completely fine as well. I enjoy giving animals love and attention! I will make sure to follow proper feeding and medication schedules as needed I will treat your pet exactly how I would want mine to be treated and that is with love and respect ❤️
About: I have loved dogs my whole life and have been taking care of dogs for about 10 years! I have lots of experience walking and caring for neighbor’s dogs as well as taking care of dogs of friends and family. I have a pet friendly apartment and would also be happy to go anywhere to take care of your dog, whether that be your house or the park! I would able to take care of your dog almost any day of the week! Just need to know I’m advance to make sure it works with my schedule! I have a good sized apartment and there is also a yard area for dogs to run around outside. I am happy to walk, feed, and take care of your dog in any way you might need!
About: I take care of dogs the way I hope someone would take care of mine. Reliable, calm, and present. Your dog gets real attention. We have two friendly labs at home who love having a buddy around. They are well socialized and help visiting dogs feel comfortable fast. I keep things relaxed and structured with plenty of play, potty breaks, and downtime. I only take a limited number of bookings so I can focus on the dogs in my care. Drop-ins and walks include refreshing water, feeding if needed, a full potty break, and a quick tidy before I go. I stay the full time and I send updates with photos so you know how your dog is doing and don’t have to wonder. If you are visiting the area, I work often with dogs staying in rentals and I help keep routines steady so you can enjoy your trip without stress. If you want someone who treats your dog like family and communicates clearly, I’d love to help. I work from home, which gives me the flexibility to fit in walks and visits throughout the day. When I’m not out adventuring with our dogs, I’m happy to be spending time with yours. I currently provide care walks, check-ins and day care in my home. If staying for day care I have 2 labs and will follow your routines for feeding, walks, and playtime, and give them the same love and attention I give my own.
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 at a restaurant on the base of Winter Park Resort! My hours differ throughout the week, but I am very flexible and able to watch over your fur babies when needed! 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 live in the heart of Grand County and have a highly flexible work schedule that allows me to work remote/come and go from the office as needed. Happy to provide any level of care for any and all breeds and personalities! I have a highly flexible schedule! I am able to work remote as needed/can come and go from the workplace based on my schedule and workload. I grew up with cats and dogs (both of which were ill for several years). I have experience providing care with pets who require a strict diet/medicine/bathroom schedule.
About: I’ve been taking care of pets since a very young age- 4 different cats, 3 different dogs at home- and have also been a pet sitter more times than I can count, for neighbors and friends etc. I have experience with both older dogs and puppies, and same thing with cats. I work nights full-time at a bar in Winter Park and coach skiing all day on Saturdays. I try to be as active as possible, so dog walking/exercise is just as beneficial for me as it is for the pup! Days are definitely better (excluding my coaching days). I would ensure that my actions are familiar to the dog and not something that would offset their comfort. In my home, I will give the dog plenty of outside time as I have a fenced in backyard and live very close to a dog park. My household is very much a pet-loving environment!
About: Love animals and want to help give you piece of mind! I have a super flexible schedule, so available when you need me. Can pop over on ski days or take your pup all day/night if you’re out of town. I have experience with older dogs, so understand the gentle touch it takes. Also can run your dogs, if they’ve got lots of energy. I’m high energy and love animals! I just moved to Fraser & loving the area & wanted to put my flexible schedule/love of dogs to good use. Often times I know people have early meetings or late meetings and feel guilty, so this service is great! Reach out with any questions! I work for myself, so have an extremely flexible schedule and am a morning person, so can come walk early mornings if needed - often home on weekends as well - reach out for your needs! I am a licensed real estate agent, so have had a criminal/background check. I also can pet-sit in my home overnight or on some weekends if needed. If you need plants watered, am able to assist there as well!
“Sandy & Chase are great! Super quick to respond and are great communicators. They sent nice pics and updates of our dog during the visit and we really appreciated their care.”

About: Not only did I grow up my entire life helping raise dogs and cats with my family, but since being independent from my parents I have assisted friends with training, exercising, and loving their pets as well. I am well-recognized by my friend's dogs as the one who always takes them on hikes, so generally they express the same excitement as me when we get to see eachother. I will be available every day to help friends, family, and new folks care for their pets. I have no other work to do during this time so I will be entirely dedicated to giving these pets attention, love, and exercise. I love being outdoors and exercising, whether it is hanging out at a park or going for a walk/run, I always make sure to exercise the pet to their own capabilities. Based on their physical condition, I ensure that they are enjoying their time with me and not being over exerted. Whether they are still learning, just starting training, or fully trained, I always make sure to align myself with the owner or my peer's standards, that way I do not confuse the animal and can help improve upon it's behavior.
About: Experienced with all ages! I’ve raised playful puppies and cared for senior dogs with medical needs. Adaptable to meet the needs of your specific fur baby. I work from home most of the week with a flexible schedule, and I can even bring dogs to my office in the county as needed. As an active person, your pet will enjoy plenty of outdoor playtime and adventures to keep them happy and healthy I provide attentive, loving care for pets in both my home and yours. I’m respectful of the routines and preferences each owner has for their animals, ensuring they feel comfortable and secure. I also maintain a clean and tidy space, so you can trust your home (or mine!) will always be well cared for.
About: Hello! I was in the service industry for over 25 years, and developed lots of allergies…so I am now the Barktender! I own my own business, offering cleaning, petsitting and other services my commUNITY may need. Very rewarding! Love my life! I am using Rover to fill in the few gaps I have, hopefully outside my home area, to travel more. The winters are getting too long for me, after being in the mountains for almost 20 years. I have been apprenticing under a dog trainer for several years and about to venture on my own! I have experience with some livestock and eager for more experience! I have a thirst for knowledge and learn quickly. I love animals and do my best to treat all the animals as my own. I own my own business and try to schedule jobs to accommodate to your pets needs. I do cleaning, yard work etc on the side and my schedule is very flexible. I can not have pets in my home. This is why I started the business. I love animals and hard to find pet friendly places in the mountains! Your pets are my priority!
Over 26 pet parents in Winter Park have booked pet sitting
Winter Park pet parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Winter Park sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Winter Park is $25
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 pet 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.
Sitters in Winter Park average 11 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winter Park on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, there are 48 pet sitters in Winter Park. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 92% of Winter Park pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 11 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winter Park.
Rover makes it easy to find Winter Park pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 48 pet sitters in Winter Park on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.








