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
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.”
“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!”
“Zack has been amazing! He is very thorough and wants to do a good job. Great communication, reliable, and responsible. Sends pics and video and keeps you update on how the visits went. We will definitely continue to use him.”
“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.”
“Jennifer showed up on time and gave my wife and I plenty of updates during her stay with our puppy! She gives great advice and is very trustworthy! I highly recommend Jennifer!”
“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!”
About: I’ve had and cared for dogs and cats since I was 5. In my group of friends and colleagues, I am known as the quintessential animal lover. There’s nothing I wouldn’t do for my pups and kitties. I have fostered dogs and cats (and I’ve randomly rescued 3 opossums in the last year alone). I’ve taken care of puppies and kittens, medically complicated animals, and incontinent seniors with dementia. I had two senior dogs who passed in the last two years and I’m not ready to have another one just yet but I do miss being around them. Would love to take care of your fur babies 😊 I work from home and have a lot of flexibility in my schedule so I can usually accommodate different times for walks, play, etc. If I’m staying in your home overnight, your animals wouldn’t be alone for more than an hour or two at most and even that I can adapt as needed (for puppies, for example). I know each house and pet parent has their own way of doing things. I’ll gladly adapt to what you, your pet and/or your house need.
“She did amazing! She came and watched our dog three days and stayed for the majority of the day! I felt very comfortable with having her in our home and our pup absolutely loved snuggling and playing with her! Overall, I’m so happy we moved forward with her!”
“Very friendly and let me know when my doggo was being stubborn about eating while I was gone. She sends good rover cards with pictures and the walking tracker, so I know he got plenty of exercise while I was away.”
“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.”
“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.”
“Emma is a very responsible, respectful, dedicated and caring pet sitter. She handled my senior and young adult small dogs with care . She sent me detailed notes and pictures daily on how they were doing which I very much appreciated. I highly recommend her services to anyone in need. I will certainly use her services myself in the future.”
“Thrilled with Sarah. She never missed a day and spent extra time with our cat. We arrived home to a calm and not psychotic pet. Thanks Sarah, you are our go to cat sitter.”
“I will definitely book with Lori again next time we need a sitter for Archie and Buoy. I had a sitter lined up that backed out at the last minute and Lori stepped right in as soon as I requested services. She and her daughters were at my home less than 30 minutes later to meet us and go over everything for the drop ins. She sent great photos and both my crazy dogs looked very happy. She even cleaned up a pile of cardboard they decided to destroy for fun. Highly recommend Lori and her daughters!”
“Maria did a wonderful job caring for my new kitten as always! My girl had her spay surgery a few days before Maria watched her, and Maria was very attentive to her needs and watched her stitches for any issues. I highly recommend her!”
The median cost per visit for pet sitting in Winter Springs is $20
Pet parents share their Rover experiences - Winter Springs
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.
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.
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!
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 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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