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 169 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.
“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.”
“This was my first time using rover. Dan was easy to communicate with and was very attentive to my finicky cat. He went above and beyond to try and make the process easy on my cat, who’s dealing w some health issues. I felt comfortable knowing he was caring for my cats.”
“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.”
“Thank you, Kellye for servicing my cats. They mean a lot to me, and knowing that you were efficient and kind to them, makes me excited to rebook with you in the future.”
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.
About: I’ve been around animals for most of my life and grew up with smaller dogs in my home while developing a love for dogs of all breeds and sizes. I currently care for my cat, Teddy, and our new kitten, Minnie, which has given me daily experience with feeding schedules, playtime, litter box maintenance, and providing plenty of love and attention. As someone who works remotely and attends school online, I have a flexible schedule that allows me to provide attentive care, companionship, walks, and potty breaks throughout the day. I promise to treat your pets with the same care and patience that I give my own! I currently work remotely as an online fitness coach while also attending school online, which gives me a very flexible schedule. Because I work from home, I can provide frequent potty breaks, walks, playtime, companionship, and regular check ins throughout the day. I genuinely enjoy spending time with animals and have the flexibility to adapt to your pet’s routine and needs! I care for pets in their own home where they are most comfortable and can maintain their normal routine. I understand the importance of following feeding schedules, exercise routines, medication instructions, and household rules exactly as requested. As a pet owner myself, I prioritize safety, patience, and building trust with every animal in my care. I’m also willing to provide regular updates and photos so you can feel confident that your pet is safe, happy, and well cared for while you’re away!
“I had a great experience and will definitely rebook in the future! I hate leaving my babies when I travel but it gave me peace of mind knowing they were well taken care of. She even brought my package in that was delivered while I was away which is very much appreciated. Thank you so much!☺️☺️”
About: I’ve taken care of dogs my whole life, beginning with helping care for dogs as a child. I’ve owned and cared for many breeds from small to large, puppy to senior! I am a teacher with older children so my evenings and weekends are often free. I can’t fit any more pets at home so I’d love to share the love by helping others nearby! I am accustomed to caring for friends’/family members’ pets with extensive care requirements including fearful/shy pets and pets with dietary requirements and medications. I have an eye for the details and will follow my clients’ instructions carefully.
“Zachary was quick to respond to our request and set up a meet and greet, even at a last minute notice. We appreciate that he was able to accommodate us. He is very detailed oriented, which I appreciate and our dogs obviously loved him. He kept us informed at all times and sent us lots of photos and videos. Thanks Zachary.”
“I ’ve used Jessica three times now to do drop-ins with my dogs while I was out of town, and I’d highly recommend her! She’s reliable, communicates great, and always gives me peace of mind knowing my dogs are well cared for.”
“Cristen was absolutely wonderful with my 11 year old English Bulldog.. she sent daily pics to make sure I knew Rosco was in good hands. She also have him lots of love and snuggles.. I would highly recommend her to take care of your doggies.”
“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!”
About: I’ve taken care of family pets since I was a young teenager and have since taken care of my own fur babies for the past 8 years. I also have veterinary experience as I currently am a Veterinary Assistant with 3 years of experience. You can rest assured that your pets are safe with me and would be treated as my own. Allow me to alleviate a possible stressor in your travels by being a trusted pet sitter for your fur family. I understand from first hand experience with my own that each fur baby can be different and require additional needs, I am willing and capable of catering the service I provide to be as best as it can for your particular fur baby. Comfortable and experienced with Dogs, Cats, and some smaller exotics (Guinea Pigs, Gerbils, etc). I currently work full-time at a vet clinic, however, I am available Wednesdays and Sundays with 2nd and 4th Saturdays of the month being available as well. I am able to make early morning and evening trips during my work days as well, if needed, as I start at 8am and am off by 6pm. I have experience with strict and more relaxed feeding instructions and specifications. I also have experience giving medications as well as bathing. From fenced backyards to leashed potty-breaks, I have you covered.
The median cost per visit for pet sitting in Winter Springs is $20
Pet parents share their Rover experiences - Winter Springs
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 July 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 July 2026, there are 5,184 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
- 97% 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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