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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Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check.Learn more about RoverProtect
Loving pet sitters in your neighborhood
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1. Jan R.

“Jan was Great! Prompt and communicated about her visits with our pups!”


2. Claire G.

“Thank you to Claire for once again taking great care of my babies!! Claire has excellent communication and is willing to go the extra mile when needed!”


3. Chynna O.

“Chynna did great! Prompt picture updates so I never worried about how my cat was doing. When I came home everything looked good further cementing that things were all well cared for. I would rebook her again if needed.”


4. 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!”


5. 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!




6. Robyn S.

“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!”


7. Whitney D.

“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.”


8. 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 at Winter Park Resort on the Tubing Hill and my days off are Sunday and Monday! 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!


9. 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.”


10. Lauren A.

“We had recently moved to town and needed a cat sitter, we have an older (20 years) cat. Lauren was absolutely AMAZING! She was prompt in all of our communications. She let us know her schedule so we could leave town knowing our cat, Friday, was in good hands. She came 2x/day and gave Friday food and the attention he craves. Everything was as it should be upon our return. Most importantly, Friday was loved upon and cared for while we were away!❣️ We received daily pics/updates on how he was doing. Thank you Lauren!!”


11. Ella D.
“Ella is a lover of all creatures, big and small. She has been around animals since a very young age and has two of the most loved and well behaved dogs I have ever met. I have no doubt that she would make a great pet sitter for Rover.”


12. Hillary B.
“Hillary is the most responsible, professional, loving, and honest person. I trust her immensely with anything my dog or I need. She will care for your dog like it is her own by making sure he/she receives the love and care it needs. Once you work with Hillary you'll never want anyone else!”




13. AnnaLiese J.
“AnnaLiese is a super caring person, for animals and people alike. She is reliable and responsible. She has watched our furry friend on many occasions and he says she takes top notch care of him.”


14. Laetitia G.
“Laetitia is a delight and so easy to coordinate with. She took loving care of my kitty and sent photos with updates letting me know they were enjoying each other's company. I'd welcome her back anytime! Thanks!”


15. Tasha & Joe S.
“Tasha was very accommodating on short notice and was very flexible with timing. She was communicative. Highly recommend her.”


16. Lauren R.

“Lauren was amazing!! Her communication is great and she sent me lots of photos and video updates. Would highly recommend her and can’t wait to use her in the future!”


17. Lela H.
“10/10 I cannot express how kind and compassionate Lela is! My dog Luciano loves her and hates to see her leave. She’s is by far my favorite and i appreciate her punctuality and excellent communication skills! Highly suggested”


18. Melody W.

“Melody was so great with my cats while I was away for a week. Couldn’t have asked for a better catsitter. Definitely continuing to use her services.”


19. Elizabeth E.
“Lizzie is a reliable, attentive, and loving pet caregiver. She’s incredibly responsible—always on time, follows instructions carefully, and treats every animal like her own. Pets naturally trust her, and she’s great with feeding schedules, medications, and playtime. I’d trust her completely to care for any pet.”


20. Derek R.

“Derek is absolutely WONDERFUL with our little pup! Couldn’t be happier. Would recommend him 10000000% to anyone! Thanks Derek, you are the BEST!”
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 Apr 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 Apr 2025, there are 35 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, 96% 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 35 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.
