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 168 pet parents in Winter Springs have booked pet sitting
Winter Springs, Find top rated pet sitting
“My dog was very anxious with us leaving for the day and Jennifer went above and beyond to comfort her and put her at ease. I’m grateful to have found Jennifer!”
“Peter was great with our pup and cats! They all took so well to him and loved Peter! He took great pictures and was very responsive and respectful. We loved Peter’s calm demeanor. We will definitely be requesting his services again in the future.”
“Dan was the best. I felt that he went above and beyond to give the kitties everything they needed. We had great communication. The pictures were awesome. If he had a question, he was quick to ask to make sure things were done properly. He also went above and beyond with household chores. He was quick to volunteer to help. ie. bring my plants in from the cold. So much appreciated. He is very personable. I will definitely use him in the future.”
“So happy to have found Zach! Zach truly cares about animals and it’s easy see in how he approaches the first visit. My pets were very well cared for. I received plenty photos and updates which eased my stress of being away from them. Note: I have an elderly dog who needs a little extra love and leaves a little extra mess. He very graciously cleaned up after my dogs accidents and didn’t make me feel bad about it.”
“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.”
“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!”
“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!”
“Cassi is excellent and immediately connected with our dachshund on the couple of drop-in visits we needed her for. Our dog is disabled and she has taken such sweet care of our girl. Recommend Cassi! She is on time and a great communicator!”
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 always had pets growing up. I used to volunteer at a dog shelter. I just personally love animals and are really good with animals I work part time but I have a very flexible schedule, I’d always make time to take care of pets when needed. I love all dogs big and small I have a blue tick hound that I rescued. I always play with her and take her out, she loves sleeping on my bed with me or in my room.
“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.”
The median cost per visit for pet sitting in Winter Springs is $20
Pet parents share their Rover experiences - Winter Springs
This was my first time to use Rover or any sitter other than family. It was also the first time to leave our two 6 month old kittens for an extended weekend. Needless to say, I was very nervous, but from the first correspondence with Lori, I felt very comfortable. After the meet and greet I had no concerns trusting her with the care of my two babies! Lori's knowledge and love for cats was very apparent and she took a genuine interest in my expectations of care. Lori sent updates and photos with every visit , which I truly appreciated! Lori's two teenage daughters were an added bonus and the kittens got extra spoiled. I highly reccommend Lori and I will definately use her again without hesitation!
I highly recommend Rebecca. She has visited my cat Sneakers several times. This past week she visited 2x per day, once in the morning and then again in the evening for 4 days to feed, scoop the litter box and give Sneakers love and pets. She took the bags of litter out to the big trash when she left. Each day I received a message or picture of Sneakers letting me know he was okay and if he ate or peed or pooped. Rebecca followed all the feeding schedules. Thanks again Becca for taking such good care of Sneakers.
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.
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 Pet Sitting - 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 September 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 September 2026, there are 5,163 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:
- 91% 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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