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 166 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 took absolutely amazing care of my dog, Oddie. This was the very first time we ever left Oddie with someone who wasn’t family, and we couldn’t be happier with the experience. From the very beginning, Peter made us feel at ease and treated Oddie with so much love and care. He kept us updated and sent us photos, which truly meant the world to us and gave us so much peace of mind. We are beyond grateful for his care and will absolutely be using his services again. 100% highly recommended!”
“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!”
“Rosanne was so thoughtful and cared for our Scout so well, understanding his routine, fears and favorites immediately while we were away. I highly recommend her as I had peace knowing Scout was happy, seeing his Rover cards and the care that she gave 🐾”
“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!”
“Emma was absolutely wonderful with my pets! She provided drop-in visits twice a day on the days when my boyfriend or neighbor wasn’t able to be there, and she handled all of their complicated little routines so easily. I was honestly a little nervous about finding someone who could keep up with everything, but Emma was fantastic. Her daily reports were incredibly detailed, and I really appreciated knowing how each visit went and how my pets were doing throughout my trip. She made me feel completely comfortable knowing they were being checked on, cared for, and getting everything they needed while I was away. I would absolutely recommend Emma and would happily book her again! ❤️”
“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.”
About: As a dog lover I have always had dogs in my life! I’m a responsible, caring, and attentive pet sitter who will treat your pets like they’re my own. I’m comfortable with walks, playtime, feeding routines, cuddles, and making sure your pets feel safe and comfortable while you’re away. I am a business owner and make my own schedule! I have flexible availability throughout the week and weekends — open to come to you or have your doggies stay with us! I have a fenced in yard as well as two friendly dogs who love other doggies! I am also able to come to your home and watch your dogs!
“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!!”
About: I've been caring for animals of all sizes for most of my adult life. I spent several years caring for animals professionally at a pet boarding facility in Sanford. I also learned a lot about animal care while working as a receptionist in a veterinary clinic. I currently work a free lance job that takes me all over. Please let me know what your regular schedule is like so we can make a good plan for your pets care while you are away. It is important to me that your pet sticks to their regular routine while you are away. I always schedule a meeting before booking to take detail notes on your pets daily routine.
“Brent was great! He did a drop-in visit for my two dachshunds and took plenty of pictures, which made me feel very comfortable leaving them at home. He was reliable, communicative, and caring with my pups. I’ll definitely book him again!”
About: I've taken care of everything from pitties to kitties! I love animals and dream of having my own mini menagerie someday. I've been petsitting reptiles, cats, and dogs since I was 13 years old, and have never run into any issues. I can render any service from medication to enrichment. I currently work part-time, so I'll have plenty of time to spend with your pet. I have no trouble taking a day off from work if the situation calls for it, and can work around medication schedules even on work days. When taking pets out for walks, leashes are a must! Additionally, any potentially dangerous foods or substances will be put safely out of reach of the pet. I set alarms and reminders for feeding, medication, and appointments to make sure everything is done at the proper time.
“Christina was great dropping in to visit our dog and cat for a week while we were away. Even though our dog got a bit worked up one day and got into some chewing trouble, she handled it smoothly and even cleaned up. Will definitely trust her again to watch our pets!”
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.
How to book pet sitting
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 of Pet Sitting in Winter Springs is $21 per visit as of October 2026. Most bookings cost between $14 and $31 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 5,149 sitters on Rover offering Pet Sitting across Winter Springs. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 .
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 , 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:
- 89% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 96% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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