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


“We love Robyn! She takes wonderful care of our babies, and we will be hiring her more often, now that we have a trusted sitter in the area. She’s communicative, thorough, loves all animals and puts in the extra effort. Traveling is so much easier when you have someone you can rely on. Thank you Robyn!”


“I am SO glad I selected Jordan to provide care for our 2 elderly cats. She came to the house twice a day, fed them, administered medication, cleaned litter boxes and even took photos! It was such a relief to know our 2 old girls were in good hands. We couldn’t have had a more responsible, friendly person assume this responsibility. Thank you Jordan!”


About: Adventure buddy, cuddle pro, and dog-loving human at your service! Hi, I’m Hillary! I’ve been caring for dogs since I was a kid, and I’ve never met a pup I didn’t love. I’ve owned two amazing dogs in my adult life, fostered with multiple rescues, and have been the go-to dog sitter for countless friends over the years. My current sidekick is Grizzwald — my adventure-loving pup who’s always down to explore! We hike, run, walk, swim, bike, and play our way through life, and we’d love to welcome your dog into the fun — or just keep things chill for pups who prefer lounging over lunging. We’re located just north of Silverthorne on about 2 acres of doggy bliss, with a small fenced-in area for easy outdoor hangouts. Whether your dog is high-energy or a certified couch potato, we’ve got the space, time, and love to make them feel right at home. All pups welcome — let’s get your dog on the schedule for some tail-waggin’ fun! I’ve got a super flexible schedule and am happy to work around your needs — and your pup’s! Whether you need care in the morning, afternoon, or evening, I’m here to help and can accommodate most requests. Just let me know what works best for you, and we’ll make it happen! Have leash, will travel! I have reliable transportation and can easily come to you — whether that’s for a quick potty break, a long walk, or some quality playtime. If your pup loves the dog park, I’m happy to take them for social time, or we can hit the trails for a walk, hike, or even a run! Whatever your dog’s energy level or routine, I’m here to make sure they’re happy, exercised, and well cared for. I also offer care at my home — whether it’s just for the day or an extended stay! Your dog will be treated like family, with plenty of love, space to roam, and a built-in adventure buddy (my pup, Grizzwald!).


“Jackie is great! She takes excellent care of our two puppies several times a week. She drops by and let's them out to go potty mid-day, pays them a little attention, and our dogs love her.”


“Thank you to Claire for taking such great care of my babies while we were out of town!! Claire is trustworthy and kind, has great communication skills, and is willing to go above and beyond while she’s caring for your animals! I would absolutely trust her again. Thank you so much, Claire!!!”


About: I live in Silver Plume 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: 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: I have been around dogs since the day I was born. Always living with at least two in my house. Most have been rescues but I have had the opportunity to train some from 8 weeks old. I watch both of my best friends dogs when they go out of town usually for a couple of nights. I love dogs with all my heart. I always walk and care for them no matter whose they are. I’m currently spending time back home and have lots of extra time to help take care of your pets. I’m available most days to either walk, or house sit depending on your needs. I love animals and can help for single to multiple days. I have three dogs that all get along well with other dogs. If you needed me to take care of your pets at my house I have plenty of space and activities. Behind my house is a soccer field as well as a trail up to mesa cortina. Fetch and hikes will be a definite.

About: I’m a dog-whisperer, ha! I seem to have a calming affect and can connect with hyper-active dogs, dogs that deal with separation anxiety issues, as well as timid dogs. Pretty much dogs of all kinds! They are an extension of our lives and our families! They bring so much joy. Let me bring some joy to your family fur-babies as well! I am an online student, so I have tons of availability, even last-minute requests! I can pet-sit in your home, for daily check-ins and/or overnight care! I am available for last-minute and overnight care. I have great references to boot! I am happy to take your pup(s) on walks and/or outings. Im also available for hikes!


About: About Me Hi, I’m Tiffany! I’ve worked in nearly every corner of animal care and training throughout my life—from ranch work to obedience, to post-surgical care and behavioral support & training. I pride myself on being attuned to the unique needs of both pets and their people. There’s not much I haven’t seen, so you can feel confident communicating any unique needs . ❤️ What I Offer: In-home pet sitting Basic obedience tune-ups Daily exercise (walks, runs, fetch, enrichment) Booking Note for Colorado Guests: I'm currently living full time in Denver Colorado! A Quick Favor Before We Start: Please be upfront about any behavioral issues or quirks your pet may have (e.g. bolting, jumping, chewing). Also let me know your house rules—whether it's no pets on the bed or keeping them out of the kitchen—I’ll do my best to reinforce your daily structure while you’re away. A Few Important Notes: I’m self-employed, so my schedule is flexible—but I never take on bookings I can’t fully commit to. To make sure everything goes smoothly, please let me know in advance about any additional responsibilities like plant care, timed medications, or other specific tasks that need to be done during my stay. These should be discussed during the booking process so I can plan accordingly. I’d love the chance to get to know your home and your pets before the stay—feel free to reach out to schedule a no-pressure meet & greet! Meet & Greets I offer a meet & greet for all new clients to make sure I’m the right fit for you, your pet, and your home. This time helps me get acclimated with your space and allows your pet to feel more at ease when the stay begins. I introduce dogs with an abundance of caution and always with dog psychology in mind to ensure a calm, safe, and respectful transition. Dog Walking My dog walks are never just a walk—they’re mini training sessions. I’m always reinforcing good behavior and working on basic skills. If your dog does well in public or needs to start that safe slow exposure, I’m happy to include park time, socialization, or light training like leash manners and car behavior. Just let me know what you’d like your pup to learn or practice—especially if you don’t have time to train it yourself—and I’ll let you know what’s realistic based on your dog’s breed, temperament, and trainability. I won’t waste your time or money trying to train a dog to do something it wasn’t built for or a job they don't want, it’s like asking a fish to climb a tree. I also offer hourly dog training for real-world situations like paddleboarding, biking, store manners, and other types of environmental training. Whether it’s making friends at the park, building confidence, or learning how to navigate the world, I tailor the time to your dog’s needs and your goals. I've worked with animals most of my life—including training horses and riding lessons for all types of individuals and needs. I bring the same patient, observant approach to every dog I work with.

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 a landscaping job and I have weekends off, including most fridays! I would love to fill those days with more things, such as watching over and taking care of your pets!! :) 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!

“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!”


About: Ive taken care of dogs since I was in college and have always love giving my pets attention! I’m super active and enjoy scenic daily dog walks - the more the merrier! I’m a remote worker and my schedule can be flexible! I love early mornings and am happy to take dogs on longer walks in the afternoon and evening. I live in a small quiet area with a great dog walking loop. I have my own transportation and wouldn’t mind taking the pups on an outing!

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!


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 am currently a full-time student; however, I have a very flexible schedule. On M/W/F I have a class 2:30-4 and then another at 6-8. Fridays are only the afternoon class. T/Th I only have classes from 10-2 and live very close to my school. 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 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 work everyday from 7am-3pm so am available really anytime after 3pm. I am also usually off on Thursdays and Fridays so would be available all day on those days! 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’ve been watching my parents’ and neighbors’ pets for over 10 years! I grew up with 2-3 dogs at a time of my own, as well as over 35 foster dogs. I would love to play with and comfort your pets while you’re away! 😊 I am currently enrolled in online graduate school, but it is self paced. This will make it easy for me to check on your fur babies as often as necessary! I am not currently working another job. I will do whatever means necessary to make your pets comfortable and happy! I am reliable and care very much about the comfort and safety of all sorts of pets.
Loving pet sitters in your neighborhood
Search Results


Whitney D.Star Sitter

“Whitney is a true dog lover and care giver. She went above and beyond for our old dogs and we are grateful for how well she took care of them while we were away.”




Robyn S.Star Sitter

“We love Robyn! She takes wonderful care of our babies, and we will be hiring her more often, now that we have a trusted sitter in the area. She’s communicative, thorough, loves all animals and puts in the extra effort. Traveling is so much easier when you have someone you can rely on. Thank you Robyn!”


Jordan A.

“I am SO glad I selected Jordan to provide care for our 2 elderly cats. She came to the house twice a day, fed them, administered medication, cleaned litter boxes and even took photos! It was such a relief to know our 2 old girls were in good hands. We couldn’t have had a more responsible, friendly person assume this responsibility. Thank you Jordan!”


Hillary B.
“I've known Hilary for well over 15 years, and she has always been an animal lover! Between growing up with dogs in her family, to being a foster dog mom, to now having her own dog named Gris, Hilary has always showed that she is responsible in caring for her dogs. It was at no shock when I found out she was fostering dogs and helping them find homes. Hilary is extremely genuine, has a big heart, a love for dogs and the outdoors. I think that is why her companionship with animals is so strong! Any dog she has helped take care of is always out exploring, and having the time of their life. I know Hilary will be a great asset to any person or family needing her assistance.”




Jan R.Star Sitter

“We felt really good leaving our senior dog with Jan. We will use her again!”




Josephine B.

“Jackie is great! She takes excellent care of our two puppies several times a week. She drops by and let's them out to go potty mid-day, pays them a little attention, and our dogs love her.”


Claire G.Star Sitter

“Thank you to Claire for taking such great care of my babies while we were out of town!! Claire is trustworthy and kind, has great communication skills, and is willing to go above and beyond while she’s caring for your animals! I would absolutely trust her again. Thank you so much, Claire!!!”


Alec G.
“Alec is a very caring and responsible individual. He has grown up around dogs and is definitely a dog lover. At the age of 12, Alec had his first dog walking job for a neighbor. Since then Alec has taken care of many pets while the owners have been gone for a few days or on vacations.”


Mae S.
“Mae is a sweet, loving and gentle dogsitter. She watched my dog Ava a number of times when I was unable to, and she took Ava on walks and overnights. Mae is super responsible and Ava had a great time with her. 10/10 would recommend to anyone who needs petcare.”


Evan W.
“Evan has been around dogs all of his life. Every furry friend is in good company whether they're out isn't good company whether they're out on a walk, playing fetch, or chilling on the couch. He even took the animal shelter volunteer class so he's dialed in. I would recommend him to watch your special fur baby.”


Angela K.
“Angela K. has a natural ability with animals! I have two terriers who can be a bit particular, and she instantly connected with them! She has a loving and caring demeanor towards pets and their owners, making it easier to trust her with their care. I would strongly recommend Angela to other pet owners!”


Lauren N.

“Lauren is the best. She has helped me out with my dog and taken such good care of her. She is reliable and I can tell she cares about my dog.”




Tiffany W.

About: About Me Hi, I’m Tiffany! I’ve worked in nearly every corner of animal care and training throughout my life—from ranch work to obedience, to post-surgical care and behavioral support & training. I pride myself on being attuned to the unique needs of both pets and their people. There’s not much I haven’t seen, so you can feel confident communicating any unique needs . ❤️ What I Offer: In-home pet sitting Basic obedience tune-ups Daily exercise (walks, runs, fetch, enrichment) Booking Note for Colorado Guests: I'm currently living full time in Denver Colorado! A Quick Favor Before We Start: Please be upfront about any behavioral issues or quirks your pet may have (e.g. bolting, jumping, chewing). Also let me know your house rules—whether it's no pets on the bed or keeping them out of the kitchen—I’ll do my best to reinforce your daily structure while you’re away. A Few Important Notes: I’m self-employed, so my schedule is flexible—but I never take on bookings I can’t fully commit to. To make sure everything goes smoothly, please let me know in advance about any additional responsibilities like plant care, timed medications, or other specific tasks that need to be done during my stay. These should be discussed during the booking process so I can plan accordingly. I’d love the chance to get to know your home and your pets before the stay—feel free to reach out to schedule a no-pressure meet & greet! Meet & Greets I offer a meet & greet for all new clients to make sure I’m the right fit for you, your pet, and your home. This time helps me get acclimated with your space and allows your pet to feel more at ease when the stay begins. I introduce dogs with an abundance of caution and always with dog psychology in mind to ensure a calm, safe, and respectful transition. Dog Walking My dog walks are never just a walk—they’re mini training sessions. I’m always reinforcing good behavior and working on basic skills. If your dog does well in public or needs to start that safe slow exposure, I’m happy to include park time, socialization, or light training like leash manners and car behavior. Just let me know what you’d like your pup to learn or practice—especially if you don’t have time to train it yourself—and I’ll let you know what’s realistic based on your dog’s breed, temperament, and trainability. I won’t waste your time or money trying to train a dog to do something it wasn’t built for or a job they don't want, it’s like asking a fish to climb a tree. I also offer hourly dog training for real-world situations like paddleboarding, biking, store manners, and other types of environmental training. Whether it’s making friends at the park, building confidence, or learning how to navigate the world, I tailor the time to your dog’s needs and your goals. I've worked with animals most of my life—including training horses and riding lessons for all types of individuals and needs. I bring the same patient, observant approach to every dog I work with.


Lucy M.
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 a landscaping job and I have weekends off, including most fridays! I would love to fill those days with more things, such as watching over and taking care of your pets!! :) 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!


Sarah O.

“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!”


Sarah M.
About: Ive taken care of dogs since I was in college and have always love giving my pets attention! I’m super active and enjoy scenic daily dog walks - the more the merrier! I’m a remote worker and my schedule can be flexible! I love early mornings and am happy to take dogs on longer walks in the afternoon and evening. I live in a small quiet area with a great dog walking loop. I have my own transportation and wouldn’t mind taking the pups on an outing!


Catie L.
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!




AnnaLiese J.
“AnnaLiese has cared for our dogs and cats many times and is amazing. She connects quickly with animals and loves them like they are her own. She is also very respectful of our home and wishes. I wouldn't hesitate to recommend her and will continue to use her in the future.”


Alexander W.
“Alex is a warm, caring, responsible person with a particular fondness of and affinity for pets, especially dogs. He has cared for my dogs for over five years now and I've never met anyone who not only loves animals as much as Alex does but can also take of them so well. Alex is a wonderful young man who go over and above for anyone's pets. I can't recommend Alex enough to walk and/or sit for your dogs or cats.”


Alana S.
“Alana would be the perfect best friend for your pets!!! She is my best friend, such an incredibly loyal and loving person. Alana grew up with two beautiful doggies who love her so much ((love the pictures of them cuddling)). She has such a kind and honest heart, with a special place for furry friends! Alana is such a special human, if you choose to work with her you will not regret it!”
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 pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 Aug 2025 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 Aug 2025, there are 39 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, 95% of Winter Park pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 8 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 39 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.
