Pet Sitting in Winter Springs
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winter Springs pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Peter was wonderful with our dogs. He took care to be sure our Houdini dog was properly secured before letting her out. He gave plenty of loves. He readjusted the throw on the couch to make sure it remained free from drool and fur. He even included a photo of our ducks one day, even though they weren’t his responsibility for care. Peter stayed in touch via text every visit. I will be booking him again for our future travels.”
“Dan has been a great sitter. He has kept me updated on my kitties health and emotional well being. He brought my mail in, kept my outdoor pets happy and watered plants for me. Dan is a keeper. I would be happy to have him look after my babies and my home in the future. I definitely recommend him.”
“Victoria is a wonderful cat sitter. She checked in exactly when we asked and spent time with our senior cat. We had to add medication in between booking and the visit and Victoria was willing and able to help us with that. We will 100% be using her again in the future.”
“Zach is an animal lover for sure! My kitties love him. He is reliable, honest and genuinely a nice person. I know my fur babies are being well taken care of with Zach. Thank you Zach! From Karen, Tesla, Kiefer and Zoe.”
“Jennifer was great! She was very flexible when our flight was delayed, canceled, and rebooked. She was very communicative, sent lots of pictures, and kept Kano fed and happy. She was also very respectful of the house and even cleaned up after Kano when he got sick and had a hairball. We’re very happy we found Jennifer and we’ll be using her again!”
“My cats absolutely love Kellye! She took the time to get to know each of them, learning their quirks and giving them so much love while we are away! As a pet sitter myself, I know the importance of finding someone you can truly trust with your animals and I am happy I found that in Kellye!! 🥰”
“She took great care of Nudy while I was away. I really appreciated the detailed updates, photos, and notes after each visit. Nudy looked happy, comfortable, and well cared for, and I could tell she gave him lots of attention. I would definitely book with her again!”
“Sara was great with Moga. Spent time playing and walking. Great communication on every visit. We will definitely use her again for any overnight or drop ins as needed.”
“Morgan was absolutely amazing! She is a very caring and attentive person and will make sure your furry friend feels loved. From the beginning, she had clear communication and provided very informative updates. I never felt like I had to worry about my cat when Morgan was watching her! Can’t wait to have Morgan again!”
“Sarah is outstanding, punctual, responsive, and caring. I was throughly informed on ALL visits with pictures and a status twice daily. I was a little apprehensive since it was my first time using Rover and their service, but Sarah simplified everything and made me feel comfortable with the entire process. I’ll never hesitate to call on Sarah to provide her loving care to my fur baby Bella. Outstanding job Sarah your the best and Bella loves you!!!”
About: I have grown up with dogs of all shapes and sizes my entire life! I enjoy being around animals and love to take care of them. I own two female German shorthaired pointers who have TONS of energy! And that’s what I love most about them. I know how important it is to meet all animals exactly where they’re at temperament wise. I truly enjoy being around animals…more than humans sometimes! I look forward to getting to walk or play with your fur babies! I work a hybrid job, so I am remote 2-3 times a week where I am fully home all day with my pups. On the days I go into the office, my partner comes home during lunch to let our dogs out. On weekends, I am home full time as well. I have a big fenced in backyard perfect for activities! My own pups love to run around and play fetch back there. Dogs are allowed in furniture and to sleep in the bed in my house.
“Jennifer was WONDERFUL!! 💕👍😊... After having a horrific experience with a supposed 'Star Sitter', Jennifer came to the rescue ❤️🎉. I will be eternally grateful that she was able to jump in and show her kindness and care for my elderly pup. A million thank you's Jennifer! I would definitely use your services again!”
“Lori was incredible and I will absolutely be asking her to watch my cat Teddy again when I need a cat sitter. She very clearly loves cats and takes incredible care! Teddy doesn’t do very well when we go out of town, but when we returned, he was very happy and content showing me that Lori went above and beyond with his care. She provided great updates and made me feel at ease about being gone. I'm very thankful to have found her and cannot recommend her enough!”
About: My family breeds and trains labs so I have been around dogs of all ages my whole life. I have also dog sat many friends and family dogs before. I am a nursing student so I will have class some days but reach out so I can let you know my exact schedule! I am working part time through out the week so it is easy for me to tend to almost any time during the day or night. I feel confident that I can keep your fur baby safe on walks or drop in visits as I have had experience with many types of animals, dogs, cats, reptiles, etc.
“There is no better sitter than Carolina. Firstly she is one of the kindest people I have ever met. I met her daughter who was equally as sweet! She took amazing care of my kitty, sent lots of pictures and kept me worry-free on my trip. I also came home to a holiday toy for both my dog and cat! As hard as it is to leave your pets for a trip, it felt a lot better knowing they were in such great care. A+ experience with Carolina!!”
Over 246 pet parents in Winter Springs have booked pet sitting
Winter Springs pet parents share their Rover experiences
100/10! Morgan was absolutely incredible. We were extremely anxious leaving our kitties with a stranger, but Morgan did so great at learning our cat’s individual personalities. She was no longer a stranger, but seemed to be our kitties’s new favorite friend. She listened to all of our worries & answered every question we had. Would definitely recommend Morgan to anyone who’s overprotective of their pets and hiring a pet sitter for the first time . If you want the best, book Morgan! We are extremely grateful 🩷🫶🏻
This was my first time using a sitter and Jessica was amazing! My three boy cats were well taken care of and she made sure to send some great pics of them while I was away. Even the scaredy-cat came out eventually and got some treats. Jessica communicated each visit and how everything went which helped me feel secure knowing someone super caring was watching over them. I will definitely book her again for my next trip!
We are so grateful for the care and attention Caitlyn gives Niko. It’s clear how much patience, kindness, and love she has for animals. Communication is always great, and we appreciate the updates and reliability. Thank you for being dependable — we highly recommend Caitlyn to anyone looking for a trustworthy dog walker
I met Becca last week before this visit and had a great first visit going over the details of care for my Geriatric Cat. Becca communicated with me every step of the way and took pictures throughout her visit. I know Sneakers enjoyed the attention. When I got home, he was sleeping in his box and everything looked great! Thank you so much for loving on Sneakers.
The peace of mind Nina gives us when we’re away is everything, I love that she not only just feeds them but she also plays with them, gives them affection and was even kind enough to clean up after their messes/accidents. We’re thankful to have found a caring and trustworthy pet sitter!
Ashland was excellent with our dogs Chloe and Mochi. She played with them and they truly enjoyed her company, and care! Ashland is punctual , and well versed in doggie care. Photos were sent every visit which eased our minds, Will be using Ashland in the future for sure!
Popular requests near you
Select a filter and find qualifying Winter Springs 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 Springs 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 Springs 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 Springs on Rover as of Jun 2026 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 2026, there are 1,192 pet sitters in Winter Springs. 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 Springs pet sitters respond in under an hour.
Pet sitters in Winter Springs have an average of 14 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 Springs.
Rover makes it easy to find Winter Springs 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 1,192 pet sitters in Winter Springs on Rover, so you’re sure to find the perfect match for your pet! In Winter Springs, 100% of pet sitters offer daily exercise, 98% offer medication administration, and 94% 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.
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