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

“Meg was a compassionate and consistent friend to Buddy while I was away for work. She sent me daily notes and photos to let me know how he was doing. Would highly recommend!”

“Ryan’s visits are my dog Bella’s favorite! He gives her medicines, as well as tons of love and attention. Super friendly and communicative. Thanks so much Ryan!!”


“The whole experience of trusting the care of Gordito to Aly was excellent. He is very shy, unsocial and fearful with everybody. I was really surprised. When watching pictures of him getting friendly and trusting after just a couple of days. When I came back he was hiding for a while from me and seemed to ask for Aly back..”


“WE LOVE JOYCE! My husband and I are definitely 100% helicopter parents for our fur babies, and we’ve had our fair share of not so great experiences. Joyce was the EXACT OPPOSITE - she sent us photos and videos the whole time, she was super communicative, and Holly and Sonny were sooooooo relaxed and happy when we got home. We DEFINITELY recommend her and will be asking her to sit for them again!!”


“Kelley took great care of my fur babies. I loved getting photos and videos of every visit. Communication was so easy. This was my first time away from my girls. I was immediately at ease. Thank you so much. I am incredibly grateful.”


“Lyle and Karen did a great job with my 2 senior cats! Both cats have meds and special dietary needs and they were amazing with them. We loved the updates and communication they gave while we were out of town. I’d highly recommend them and hope to have them watch my cats again in the future!”


“We had a wonderful experience with Ariana! She was very patient and quick to respond to messages, and she managed to win over our grumpy senior terrier while we were out of town. When our flight was delayed by several hours she was able to come back for an extra visit to feed and walk her. This was our first experience with Rover.com, and I’m so glad we picked Ariana. I would definitely contact her again next time we need someone to care for our dog.”


“Thank you so much , Heather, really appreciated you taking care of Deliah”


“Took such amazing care of Eli and went above and beyond to make sure he got enough interaction and happiness. Will definitely book again and again”



About: Hello! I grew up with dogs in the house as well as many other animals. I can't really own a dog at this time period of my life so let me help out by watching or walking your dog. Currently work from home so I am pretty much home all the time. Looking to find your dog a best friend? It so happens I am the market for a doggie best friend as well! Experienced with all kinds of dogs. Can also administrate medicine and stick to a schedule. Please make to discuss prior before booking if medication is to be taken while in my care. I look forward to working with you and playing with your pets! Let me know if you have questions. Thanks, I work from home so I am avaliable before 9am and after 5pm. Depending on distance lunch services may be avaliable. My weekends are pretty free! Currently don't offer services at my own home anymore. I'm avaliable to go to your home to care for your pets. If they like to snuggle, then we shall snuggle! They aren't allowed on the furniture? No problem, we will both hang out on the floor.

“Domenique is simply THE BEST! She is professional and thorough in what she needs from you before the booking begins, which made me feel at ease from the start. So far I’ve booked her for an in-home stay and a drop-in and both times she was on time and I received routine updates of my babies. My dog and cat love her too! I’ve booked with a couple people on Rover before finding Domenique and it’s great to finally have a sitter I can keep going back to.”


“Ciara was a great dog sitter! She was so responsive and really took the time to get my pup acclimated to her. I would definitely recommend her to others!”


“This was my first time using Rover and leaving my munchkin behind. Zoe showed my Nola so much love, took her out on walks so she could her energy out, made sure she had tv to watch while she was home alone, and sent lots of cute lil pics every day to show how good she’s doing. I have really bad trust issues when it comes to my dog and Zoe def made me feel like my fur baby was in good hands and was well taken care of. I’ll def book with her again and so should you, she’s amazing!!!”


“Incredibly helpful and quick to assist in a pinch. Adapted to my dogs’ usual schedules for a few visits while we were out of town. We’ll definitely reach back out (with more of a heads up next time)!”


“It has been an absolute pleasure working with Roxsanna, she went oht of her way to come meet my babies before the dates and work on getting them comfortable with her. Communication was impeccable with her and she always made sure to reassure me my babies were okay. Truly a weight off my shoulders on my trip and was able to go about worry free, thank you so much Roxsanna. I think i definitely found my longterm pet sitter and my pets new friend!”


“I had never utilized this app before so I was very scared at first but Sally made everything seamless. Very happy to have picked her to take care of my babies considering that cats are not the same as dogs. She immediately connected with them and I felt at easy while being away. She sent us pictures and updates every single day and was always quick to respond.”


“Maya was very accommodating and quick to respond to any questions or concerns. I'd happily rebook with her!”


About: I have watched over dogs of a wide variety of breeds throughout my entire life, providing me with valuable skills needed to take care of all types of dog friends. I am a recent college graduate with a passion for helping dogs live their best lives! As I am still searching for full-time employment, I have a very open schedule and welcome the opportunity to watch over dogs to help bring some new excitement to my life during this transitional period. I have a screened in backyard with an a pool and patio for the dogs to freely roam. When in the front yard or on walks I always keep my dog on a leash. My dog is allowed in all rooms of the house, but is always well supervised by myself or my boyfriend who works full time remotely.

About: I’ve taken care of pets since I was 13. My family has needed me to take care of my pets that required special attention such as medicines and shots. Family and friends have asked me to take care and walk their dogs frequently. I’m currently a college student at home for the summer and looking to make some extra money for when I go back to campus. I am free during the week and weekends, allowing flexibility for time and days. I would love to take your dogs for a walk or hang out with them! In my own home, I take care of my dog every day. I take her out, play with her, and take her on walks while my parents are at work. I love giving my dog a lot of attention as well. I would treat your dogs as my own.

“What can I say. David is a heaven sent. I travel a lot for work and I downloaded this app as a last minute thing. I’m extremely happy with David. My fur baby’s love him and he texted me pictures and that made my day. 100% recommend him & will be booking him again.”

Loving pet sitters in your neighborhood
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1. Meg T.
“Meg was a compassionate and consistent friend to Buddy while I was away for work. She sent me daily notes and photos to let me know how he was doing. Would highly recommend!”


2. Ryan S.

“Ryan’s visits are my dog Bella’s favorite! He gives her medicines, as well as tons of love and attention. Super friendly and communicative. Thanks so much Ryan!!”


3. Altynai G.

“The whole experience of trusting the care of Gordito to Aly was excellent. He is very shy, unsocial and fearful with everybody. I was really surprised. When watching pictures of him getting friendly and trusting after just a couple of days. When I came back he was hiding for a while from me and seemed to ask for Aly back..”


4. Joyce R.


“WE LOVE JOYCE! My husband and I are definitely 100% helicopter parents for our fur babies, and we’ve had our fair share of not so great experiences. Joyce was the EXACT OPPOSITE - she sent us photos and videos the whole time, she was super communicative, and Holly and Sonny were sooooooo relaxed and happy when we got home. We DEFINITELY recommend her and will be asking her to sit for them again!!”


5. Kelley A.

“Kelley took great care of my fur babies. I loved getting photos and videos of every visit. Communication was so easy. This was my first time away from my girls. I was immediately at ease. Thank you so much. I am incredibly grateful.”


6. Lyle & Karen P.

“Lyle and Karen did a great job with my 2 senior cats! Both cats have meds and special dietary needs and they were amazing with them. We loved the updates and communication they gave while we were out of town. I’d highly recommend them and hope to have them watch my cats again in the future!”


7. Ariana M.


“We had a wonderful experience with Ariana! She was very patient and quick to respond to messages, and she managed to win over our grumpy senior terrier while we were out of town. When our flight was delayed by several hours she was able to come back for an extra visit to feed and walk her. This was our first experience with Rover.com, and I’m so glad we picked Ariana. I would definitely contact her again next time we need someone to care for our dog.”


8. Heather G.

“Thank you so much , Heather, really appreciated you taking care of Deliah”


9. Renee P.

“Took such amazing care of Eli and went above and beyond to make sure he got enough interaction and happiness. Will definitely book again and again”




10. Brandi L.
About: Hello! I grew up with dogs in the house as well as many other animals. I can't really own a dog at this time period of my life so let me help out by watching or walking your dog. Currently work from home so I am pretty much home all the time. Looking to find your dog a best friend? It so happens I am the market for a doggie best friend as well! Experienced with all kinds of dogs. Can also administrate medicine and stick to a schedule. Please make to discuss prior before booking if medication is to be taken while in my care. I look forward to working with you and playing with your pets! Let me know if you have questions. Thanks, I work from home so I am avaliable before 9am and after 5pm. Depending on distance lunch services may be avaliable. My weekends are pretty free! Currently don't offer services at my own home anymore. I'm avaliable to go to your home to care for your pets. If they like to snuggle, then we shall snuggle! They aren't allowed on the furniture? No problem, we will both hang out on the floor.


11. Domenique K.

“Domenique is simply THE BEST! She is professional and thorough in what she needs from you before the booking begins, which made me feel at ease from the start. So far I’ve booked her for an in-home stay and a drop-in and both times she was on time and I received routine updates of my babies. My dog and cat love her too! I’ve booked with a couple people on Rover before finding Domenique and it’s great to finally have a sitter I can keep going back to.”


12. Ciara G.

“Ciara was a great dog sitter! She was so responsive and really took the time to get my pup acclimated to her. I would definitely recommend her to others!”


13. Zoe P.

“This was my first time using Rover and leaving my munchkin behind. Zoe showed my Nola so much love, took her out on walks so she could her energy out, made sure she had tv to watch while she was home alone, and sent lots of cute lil pics every day to show how good she’s doing. I have really bad trust issues when it comes to my dog and Zoe def made me feel like my fur baby was in good hands and was well taken care of. I’ll def book with her again and so should you, she’s amazing!!!”


14. Brittney R.

“Incredibly helpful and quick to assist in a pinch. Adapted to my dogs’ usual schedules for a few visits while we were out of town. We’ll definitely reach back out (with more of a heads up next time)!”


15. Roxsanna P.

“It has been an absolute pleasure working with Roxsanna, she went oht of her way to come meet my babies before the dates and work on getting them comfortable with her. Communication was impeccable with her and she always made sure to reassure me my babies were okay. Truly a weight off my shoulders on my trip and was able to go about worry free, thank you so much Roxsanna. I think i definitely found my longterm pet sitter and my pets new friend!”


16. Sally O.

“I had never utilized this app before so I was very scared at first but Sally made everything seamless. Very happy to have picked her to take care of my babies considering that cats are not the same as dogs. She immediately connected with them and I felt at easy while being away. She sent us pictures and updates every single day and was always quick to respond.”


17. Maya C.

“Maya was very accommodating and quick to respond to any questions or concerns. I'd happily rebook with her!”


18. Emma W.
“Reliable, caring, and knowledgeable about dog sitting, Emma knows how to love on our pups. We appreciate her attention to detail on their needs and her loving on them. Without hesitation I would recommend her!”


19. Megan P.
About: I’ve taken care of pets since I was 13. My family has needed me to take care of my pets that required special attention such as medicines and shots. Family and friends have asked me to take care and walk their dogs frequently. I’m currently a college student at home for the summer and looking to make some extra money for when I go back to campus. I am free during the week and weekends, allowing flexibility for time and days. I would love to take your dogs for a walk or hang out with them! In my own home, I take care of my dog every day. I take her out, play with her, and take her on walks while my parents are at work. I love giving my dog a lot of attention as well. I would treat your dogs as my own.


20. David W.

“What can I say. David is a heaven sent. I travel a lot for work and I downloaded this app as a last minute thing. I’m extremely happy with David. My fur baby’s love him and he texted me pictures and that made my day. 100% recommend him & will be booking him again.”
Over 804 pet parents in Winter Park have booked pet sitting
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!
The median cost per night for pet sitting in Winter Park is $20
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 6 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 2025 was about $20 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 2025, there are 1,017 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, 87% of Winter Park pet sitters respond in under an hour.
Pet sitters in Winter Park have an average of 13 years of experience. Pet sitters with repeat customers have an average of 6 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 1,017 pet sitters in Winter Park on Rover, so you’re sure to find the perfect match for your pet! In Winter Park, 98% of pet sitters offer daily exercise, 91% offer medication administration, and 91% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. 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 background checks 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.
