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 3 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%.
“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.”
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: I’ve been caring for dogs since I was about 11 years old, starting with my own family dogs and expanding to neighbors’ pets and family friends’ dogs. I’m comfortable caring for dogs with different personalities, needs, and routines. I genuinely love animals and enjoy making sure they feel safe, comfortable, and loved while their owners are away. I’m responsible, attentive, and happy to give each pet the time and care they deserve! Hi! I’m Lucy! I live in Fraser, Colorado, and work at Vertical Bistro & Tap at the base of Winter Park Resort. My current work schedule is Tuesday–Saturday from 10 AM–5 PM, but I have flexibility outside of those hours and on my days off to care for your pets. I’m a very attentive and dependable pet sitter who genuinely enjoys spending time with animals. Whether your pet needs meals, walks, playtime, bathroom breaks, medication, or just some extra company and affection, I make sure their needs and routines are always a priority. I’m also very respectful of my clients’ homes. I treat every home with the same care I would my own, making sure everything is left clean, tidy, and just as I found it. My goal is to give you peace of mind while you’re away, knowing your pets are happy, comfortable, and well cared for!
About: I’ve owned dogs throughout my whole life. I currently have two cattle dogs that are great with other dogs. I have experience with all dog types including high energy and anxious dogs. I also have a lot of experience giving medications. I have a flexible work schedule and understand how hard it is to leave your dog home alone all day. I can accommodate most times. I can accommodate the dog’s needs whether that is playing fetch in the yard, or multiple walks a day. In our home they will have access to our large fenced in yard. They won’t be left unattended.
“In addition to taking great care of Maebel, Lauren was easy to communicate with and kept me posted of her status and visit with Maebel. Thank you and am planning to contact Lauren on our next visit. Thank you!”
About: I have years of both professional and personal experience caring for animals. l've worked in veterinary clinics and spent 3 years as an Animal Care Technician, where I cared for animals with a wide range of medical needs, personalities, and temperaments. I'm comfortable administering medications, following detailed care instructions, and recognizing when an animal may need a little extra attention or patience. I've also been a dog owner for over 15 years, and my dogs truly are my children and my entire world. Their happiness, comfort, and well-being always come before my own, and I'll bring that same level of love and attentiveness to your pets. I understand how much trust it takes to leave your pets in someone else's care. Whether your pet is outgoing and playful, shy and cautious, a senior who needs a slower pace, or has special care needs, l'm happy to meet them where they are and make sure they feel safe, comfortable, and loved while you're away. I'll care for your pets the way I would want someone to care for my own. I'm a self employed full time artist and I work from home. My schedule is completely flexible and I can dedicate lots of time to be attentive and there for all your pets needs. Whether l'm caring for your pets in my home or yours, my goal is to make them feel as safe, comfortable, and loved as possible. I know every animal has their own personality, routine, and individual needs, so I'll always follow your care instructions closely and adjust my approach to what makes your pet happiest. l'll do my best to keep their normal routine consistent, including feeding schedules, walks, medications, playtime, potty breaks, and of course plenty of attention and affection. I'll also respect your home and make sure everything is left just as I found it.
About: I am from Boulder Colorado I have taken care of dogs my entire life . Family and friends have relied to me to walk feed and bathe their pets I am currently working part time so I’ll have plenty of time to take care of your pets make sure they’re safe feed them walk them I have a fenced in yard I also have a doggie door I also bring my own doggy shampoo and always happy to accommodate whatever you need
About: I have taken care of dogs, cats, chickens, sheep, goats, horses, and cows since I was a kid. Neighbors, family and friends relied on me to walk, feed, bathe, clean stalls, and give love and attention to their fur babies. I have taken care of kittens that needed bottle feeding, Birds with cones on because they are plucking their feathers. Horse feedings and stall cleanings. Bottom line is, I LOVE ALL ANIMALS like they are my own and I will make sure your fur child is taken care of. I am a full time student that is currently studying online for ensure a mobile lifestyle. I am here for your pet 24/7 when they are in my care. I am here to create and maintain and open line of communication, transparency, safety and your fur child needs are my #1 concern. I have a gentle giant male dog that lives in our home. However, when traveling to a clients home my focus is solely on your pet and my dog will stay with his other human.
About: I have taken care and love dogs since I was a very young age. I am stern yet playful with all pets. I have walked, fed, bathed, and giving medication to animals before. I am a gig worker. So I have tons of availability and time to take care of your pet. I'm available daily and all week long. I live very close to a dog park as well as tons of walking and exercise room to take care of any dog that may enter my home.
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: Your dog will love the large back yard to play and enjoy exercise. However, I also walk in the mornings with my own dog so company welcome. I work from home and take frequent breaks to give dogs the attention they need for play etc. Morning walks. Play fetch every couple hours. I work from home and take breaks to give attention to my own dog so your dog is welcome I have a fenced backyard. I walk in the mornings and if need be take a quick walk at noon or evenings.playing fetch for a 10 Minutes is fun to me.
The median cost per visit for pet sitting in Winter Park is $22
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 November 2026. Most bookings cost between $36 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 November 2026, there are 2,765 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:
- 89% 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 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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