Pet Sitting Winter Springs
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 162 pet parents in Winter Springs have booked pet sitting
Winter Springs, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Peter was great with our two cats. He sent photos and was able to adapt to their prescription dietary needs. We also had a few packages delivered while we were gone and he brought them in! Would recommend.”
“Absolutely fantastic dog sitter! She took wonderful care of my pups, sending regular updates and photos that gave me total peace of mind. My dogs were very happy, well-exercised, and clearly loved. Highly professional, reliable, and genuinely caring-couldn’t recommend more! Will definitely book again.”
“Thanks Dan for taking such great care of Tucker and Leo once again! We love having you as our pet sitter because you are so caring, detailed and communicative. You do such a thorough job every visit!”
“Becca is the absolute best! She is so on top of it every time we book with her. Always has great communication and goes above and beyond. Gatsby loves her and we love seeing how happy he is to see her in the photos she sends. Thank you, Becca!”
“Isabella was/is great, she had 3 boys to look after and she always sent pics and a paragraph of their activities. We also have a pet with medication and she administered that with no problem, even sent a picture of that too! 6 stars, will try to get her again!”
“Zachary is wonderful! He took excellent care of our pups when we needed extra hands. His communication skills are great, he is timely, and very courteous and professional. We will use him 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!! 🥰”
“Amanda watched my very anxious dog and my cat while we were out of town. She was always on time, sent an update about what happened at her drop in, and always sent pictures of our fur babies. I love that she also took the time to find my cat at every visit (he was often under the bed). Thrilled with this experience!”
“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.”
“Melissa took such great care of my fur babies! She spent a lot of time with them during her check in and made sure they got a long walk and plenty of time in the backyard. She also brought a package in for me, which was very thoughtful. She added super cute photos of the pups that I loved. Will definitely be using Melissa’s services again!”
“Jennifer was wonderful and did a fantastic job doing drop ins to check on my dog Tsuki. She kept me informed and always took pictures/gave good updates. I would definitely reach out in the future if I need dog help again - thank you so much!!”
“Rosanne took wonderful care of my dog, Zoe. She spent extra time with her during visits to help her feel comfortable and cared for. She also sent pictures and updates throughout her visits, which gave me peace of mind. Rosanne was always on time, communicated consistently, and treated Zoe with kindness and patience. I would absolutely recommend her to anyone looking for a caring and reliable sitter.”
“Our love for Emma knows NO BOUNDS! 1. She takes care of our baby like she is her own and appreciates all the fun quirks of her personality. 2. She goes above and beyond — often comes early and stays late, gives medication, and helped care for our girl after she had surgery. She is by far our favorite Rover sitter and we will always request her first! She is the best!”
“Christopher did a wonderful job taking care of our older cat for the week while we were away. He went above and beyond in all aspects and our cat was so lucky to be taken care of by Christopher!”
“Tatiana replaced our smoke alarm battery when it died while we were away because it kept beeping and she was concerned for Molly. This is not a sitter who goes through the motions (although she is thorough with photos and check-ins) but rather she cares about your home and your pet.”
The median cost per visit for pet sitting in Winter Springs is $20
Pet parents share their Rover experiences - Winter Springs
Peter took such great care of our dog while we were out of town! This was our first time using Rover, and he made the whole experience so easy. He was very trustworthy and reliable, and we felt completely comfortable knowing our dog was in good hands. We also got lots of great picture that brought us so much joy while being away. We’ll definitely be using Peter again in the future!
Jackalyn was absolutely amazing! She took such wonderful care of my girls and truly treated them like they were her own. She kept me updated the entire time, was super communicative, accommodating, and very detailed about how they were doing. She also sent me the cutest pictures, which I loved and really helped me feel at ease while I was at work. My girls looked so happy and comfortable with her, and I could tell they absolutely loved spending time with her. It’s always nerve-racking leaving your pets with someone, but Jackalyn made the whole experience so easy and stress-free. I would 100% recommend her to anyone looking for a reliable, caring, and trustworthy dog sitter. I will definitely be booking with her again in the future. She’s truly the best!
Madison took excellent care of Minifeli. He is very shy and hides when someone arrives, but he came out every time Madison visited him. When we returned from our trip, Minifeli was calm and happy. She took great care of him. She also sent us photos of him every day. I will call her again next time.
Becca was AMAZING to work with! She was so helpful and responsive in getting all the details of our booking confirmed and I so appreciated her detailed updates and pictures of my sweet pooches. I highly recommend Becca and I’ll absolutely be booking her again for any future drop-in or boarding needs.
Luisa is timely and we’ve used her twice to check in on our kitties. One of our kitties can be a bit territorial so we are grateful that she is so fearless and willing to check in on him. She sends us great photos and updates on how the kitties are doing while we are gone
Morgan was great; she was timely with her visits and make sure the needed tasks for my cat were done. Even though my cat stayed hidden for the majority of her visits, she made it a point to stay for the time, in the hopes my cat would come out from hiding and get to know her. Will use Morgan again in the future!
This is my second time booking with Addie and couldn’t recommend her more. I am confident that she will be reliable, respectful, and loving with my cat. I appreciate that she stays for the whole time making sure the animal feels the love and attention, and she is excellent with her updates and quick responses!
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!
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.
Meet local sitters who will treat your pets like family
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 Springs
Select a filter and find qualifying sitters offering pet sitting.Sitters in Winter Springs average 6 repeat pet sitting clients
FAQs for Drop-In Visits - Winter Springs
Frequently asked questions about Rover
The average cost for Pet Sitting in Winter Springs on Rover is $22.2 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
As of August 2026, there are 5,104 sitters on Rover offering Pet Sitting across Winter Springs. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winter Springs stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 Springs. On Rover:
- 90% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 98% 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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