Dog Sitting Winter Springs
Book a Winter Springs dog sitter to watch your dog in your sitter’s home or yours.
Over 118 pet parents in Winter Springs have booked dog sitting
Winter Springs, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have had 2 dogs since I was 5 from when they were pups till present day, they have been 2 of the best dogs I have met and I think that goes to show how much love and care they have received from me and my family. I have so much love for animals as a whole. My house has always been full of animals my whole life, that also includes 3 cats, 2 birds, and 2 horses. I am currently taking college online and have no other job holding me back. I spend a lot of my time already going on walks so I am very free almost all the time. I have experience with putting dogs in crates, putting on collars, and feeding dogs. I am gentle with dogs and am aware of what they are doing whether it’s outside possible dangers such as cars passing by or if I see any sort of problem with the dog physically.
About: Other than loving animals, I look forward to meeting new people and the lovely owners who built a home for their pets. I’ve also worked at a pet grooming shop where I met huge amount of dogs with different personalities. I cherished those moments even though it wasn’t easy. It taught me patience and to cherish impactful moments. This is my dream side job to take if fur babies in the most loving and safest way possible. I am currently on summer break, which gives me a very flexible schedule and open availability throughout the week, including mornings, afternoons, evenings, and weekends. This allows me to provide your fur babies with consistent attention, care, and companionship throughout the day. I have a large fenced yard and plenty of space for pets to safely roam, play, and get exercise throughout the day. Whether in my home or a client’s home, I follow each pet’s normal routine, provide constant supervision, and make sure they receive plenty of attention, care, and affection.
“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 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!
“She did a great job. Was very prompt and thorough and took many pictures of our kitties with updates. Even when our cat misbehaved and broke a plate, she cleaned it up so they wouldn’t hurt themselves with the glass. Would definitely hire again.”
“Ava did a wonderful job taking care of our 2 dogs and cat. She sent lots of pictures and loved on our pets while we were gone. Will definitely be reaching out again for our pets!”
About: I grew up with dogs around the house. We always had larger dogs so I got very accustomed to their size and strength. Dogs require ample attention or otherwise they can become restless leading to accidents in the home. Being mindful with your pets creates genuine bonding opportunities. I have a very flexible schedule especially during the summer days. I work as a high school teacher and during the summer I have more free time. I make sure there are no choking hazards that any pet can interact with. You also want to prevent access to chemicals or toxins that can harm the pets. When I'm pet sitting the priority is making sure the pets get attention and care first things first
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.
“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!!”
“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!”
About: I pay extra close attention to your pets needs. Whatever special conditions they require I always do my best to tend to them. Your pet is your child and I take care of them as if they were my own. As I have recently lost my baby on 09/24, I can now commit the time to take care of other fur babies. I am committed to caring for them as if they were my own. I am a guest in your home and a guardian to your fur baby. I take safety and respect of your space very seriously. I would want the same if it were me.
The median cost per visit for dog sitting in Winter Springs is $20
Dog parents share their Rover experiences - Winter Springs
We are so grateful for the care and attention Caitlyn gives Niko. It’s clear how much patience, kindness, and love she has for animals. Communication is always great, and we appreciate the updates and reliability. Thank you for being dependable — we highly recommend Caitlyn to anyone looking for a trustworthy dog walker
Joyce has always been professional and caring towards all of our dogs and cats. She is exceptionally compassionate towards our anxious and elderly pets. We can tell by the photos she sends us that our fur babies are happy and comfortable with the care she gives them! 5 stars!
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!
Brent was amazing with my dogs! He visited twice to let them out and feed them, and he sent plenty of pictures during each visit, which gave me so much peace of mind. I was very happy knowing both dogs were safe, comfortable, and well cared for at home. I would definitely book him again!
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!
Shelby was amazing! She is very sweet even when my dog decided to tear up his bedding, she cleaned it and was attentive to him. She was punctual and on time to every single drop in, and made me feel way better about being away from home. I would recommend her for any of your pet needs!
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 Rover works
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Winter Springs sitters!Sitters in Winter Springs average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Winter Springs
Frequently asked questions about Rover
The average cost for Dog 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 Dog 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 Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 5,017 sitters on Rover offering Dog 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.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winter Springs choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Winter Springs with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
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
- 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.
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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