Dog Walking in Winter Garden
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winter Garden dog walkers
About: I have taken care of family and friend's pets for years. Plus having my own. I am retired so most of the time I am available to come and love on your fur-babies. I am very active so if your pup needs plenty of walks, I'm the person for the job. I am retired so I have most weekdays and weekends available to care for your fur-babies with pop-in visits. Unless I am out of town. I would love to do pop-in visits and walks. Unfortunately, at my home my fur-baby only loves people. She gets very jealous, and I would never want to put anyone's pups at risk.
About: I have over fifteen years’ experience in the Veterinary and Animal Behavioral world. I love Pet sitting because it allows me to mix my expertise and passionate care for pets into a loving, and fun experience for pets while their owners are away! I will gladly provide your pet with companionship, friendship, exercise, and mental stimulation while I care for them. I have experience with all breed types and temperaments. I will also care for reptiles and other exotic pets. What I think differentiates me from other pet sitters is my dependability, flexibility, punctuality, and the bond built with the pets that I care for. Sometimes it is the little things that separate the best from the rest. I look forward to hearing from you and caring for yours as my own <3 I also offer bath, nail trim and ear cleaning services during my visit at extra rates if interested.:) I am currently only focusing on my Pet sitting business so I am available for your pet 24 hours during the stay and can be very flexible to meet your unique needs. I offer bath, nail trim and ear cleaning during my stay for extra fee. I keep the routine during my stay as close as possible to minimize their disruption while you are away with lots of love and attention and frequent video or photo check ins.
“Reece was punctual and very attentive with my dog. She made sure he was comfortable, gave him a treat, and refreshed his water. I really appreciated her care and attention to detail.”

“I felt so comfortable and reassured leaving for a long work day knowing that Samantha was caring for my dog. She is reliable, professional, and treated my dog with so much love. Highly highly highly recommend.”

About: I have raised colts, goats, cats, and a couple of dogs. I believe my experience with various animals, particularly horses, has helped me connect with/ win the trust of dogs relatively quickly. I work remotely. I can give attention to your animal more frequently. I am a proud owner of a golden retriever and former owner of many animals, having grown up on a ranch. I treat your animals as if they were my own. I respect that responsibility. Animals are very special in our families and ought to be treated as such.
“Jenn is terrific! She was very responsive to my requests. She came to my house to meet my dog and immediately got on the floor with her. My dog loves Jenn! She was on-time and provided great care to my dog. Additionally, Jenn was super-flexible when i needed her to change the time she came to do the walk. I can’t recommend Jenn highly enough! I will use her again for sure!”

About: I’ve grown up with animals for as long as I can remember. I have had the advantage of taking care of calves, horses, cats, hamsters, hedgehogs, and dogs! I love animals and make sure they are cared for and treated with the love they deserve to give you peace of mind! I work from home everyday and have weekends free so I’ll be frequently available to ensure your pet is very well taken care of and watched. I take the job seriously. Any need that your fur baby has I will ensure is completed and that your baby is treated and handled with the best care.
“Remy was great! Very reliable, professional and took great care of my dog! She even brought my packages inside and made sure my dog had enough fresh water before leaving. Highly recommend.”

“Amazing, we continue to use her every time. Our dog had a medical condition and she took extra care of her, giving her medication and ointments twice daily. Our pets live her!”

About: I welcome all dogs whether big, small, shy, energetic, and everything in between. I have been a dog owner for over 15 years and I worked as a K9 handler for several years, which means I’m trained in reading body language, managing different temperaments, maintaining routine, and keeping dogs safe in any situation. That experience taught me patience, confidence, and how to build trust quickly with animals. I’ve cared for dogs of all ages and needs from playful puppies who need structure and consistency, to seniors who thrive with a gentle, calm approach. I’m comfortable with high-energy breeds, strong pullers on leash, anxious dogs, and pups who need a little extra reassurance. My style is warm, friendly, and dependable. I treat every dog as if they were my own, making sure they feel secure, loved, and understood. Whether you need daily check-ins, long walks, or overnight house sitting, I focus on creating a safe and positive environment tailored to your dog’s personality and comfort. I am currently transitioning between jobs so I have a pretty open schedule! I will be sure to update my schedule again once my full time job begins. I feel very comfortable handling most dogs with care, dignity, and of course fun. Being a dog owner myself, I strive to treat every dog I meet with the same approach I have with my own dogs.
“I highly recommend Michele We’ve used her services multiple times, and she has consistently impressed us with her quick responses and excellent communication. My dog absolutely loves her, which gives me peace of mind when I’m away. It’s clear that she truly cares about animals. We’ll definitely be using her services again!”

“Eboni was an absolute joy to work with while our family was on vacation. She walked our Husky twice a day for over two-weeks and was communicative and reliable. After each walk she’d send us several pictures of our dog on the walk and it made us know that we left our girl in safe hands. Our dog enjoyed her time too as she patiently waited by the door everyday for her walk! Our family highly recommends Eboni for any pet service and plan to use her again in the future.”

“My dog immediately loved Claire when she entered our home to take her for a walk! Claire was also very easy to talk to and provide instructions for, and I have more peace of mind now that I've found someone reliable to walk my pup if I have to be out of the house during the day. Highly recommend booking Claire for doggo needs!”

“James did great with Finnick despite my pup being nervous around new people. He did a great job and was a huge help to me since I broke my foot and cannot exercise my pup the way he needs to be. Finnick took right to him and James kept me updated the entire time as I was nervous about how Finnick would be with a new person. They played at the park and had a blast. He sent me videos and pictures showing how excited my boy was which made me so happy to see. Finnick loved spending time with James. Will definitely book him again!! Thanks James!!!”

“Darryl is the best dog walker you could ask for! Very friendly, and will show your pup the utmost attention and respect. Will always go to him for my dog walking needs”

About: I have a background in dog walking, caring for dogs and all of their needs. Keeping energetic dog entertained, and making sure your little buddie gets whatever they need. I have experience taking care of senior dogs that require a little extra love and attention, as well as younger dog who have energy to burn. My mom is a veterinary nurse and I work as at an ER vet so taking care of animals has become second nature for me. As an owner of two dogs and a cat, I will care for your four legged family members as if it were my own. From bell rubs and playing fetch to long walks around the neighborhood I insure you, your dog will be well taken care of . When I'm not working at ER vet I work at I love to either come home and cuddle with my dogs or find a new place to explore with them. My dogs and other pets have become part of my daily life and I wouldn't change have it any other way. I will make sure that your fur babies have the best time while I'm caring for them and have no problem giving them any meds they may need or making sure they are put back in there crate (if they have one).
About: I graduated from the University of Florida with a bachelor’s in Animal Sciences. I have been dog-sitting since I was 13. I started out with dogs in the neighborhood, and as I got older, my neighbors then shared about my great care and love for their pets to their friends. Now, I will give them a good walk, play with them, take them out on car rides and MOST IMPORTANTLY reward these good boys/ good girls with a good puppachino!! (If parents approve ofcourse) leaving them all ready for a good nap for the rest of the day. The following schedule is an estimate, I may be free at earlier or later times as needed! Mondays: 6am-10pm wednesdays: 6am-10pm fridays: 6am-10pm saturdays: 6am-10pm sundays: 6am-10pm If caring for pets in my home, I have a fenced yard, and plenty of room for your pets to run around, prioritizing their safety first.
About: We have experience with special needs dogs. We are active so we are happy to tire your puppy. A tired dog is a better behaved dog for sure. We have had dogs all our lives and love every dog, even the tough ones. Your dog or dogs will be spoiled and loved. We are not new to Rover, nor watching visiting dogs. We believe your dog will benefit from us being it's friend. My wife works from home everyday so potty breaks are plentiful. We love dogs and can't imagine life without them. Your fur baby will be in great hands and get the spoil treatment. We look forward to spoiling your puppy. You will get pictures and information throughout the stay. We know you will miss your puppies so we will do our best to bridge that gap We spend the majority of our days focused and trying to tire out the puppies every single day. Our dogs are the most important thing in our world and will treat your dog(s) like our own. Our back yard is fenced in with secure fencing and has no soft spots or gaps for small dogs to get out of. We keep a close eye on all the dogs while in the back yard.
Over 557 pet parents in Winter Garden have booked dog walking
Winter Garden dog parents share their Rover experiences
Rafael is the perfect person to walk my Sadie. He was firm with her and managed to train her on their walks. Sadie thinks he is her best friend and stares at the door awaiting his arrival. He is knowledge in dog behavior and was able to give me some pointers on how to get Sadie to obey. Rafael is very professional, always on time, and communicates well. I will definitely hire him again!!!
How Rover works

1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog
2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Winter Garden is $19
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 dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Winter Garden average 3 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winter Garden on Rover as of Dec 2025 was about $19 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Dec 2025, there are 4,801 dog walkers in Winter Garden. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 87% of Winter Garden dog walkers respond in under an hour.
Dog walkers in Winter Garden have an average of 14 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winter Garden.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 4,801 dog walkers in Winter Garden on Rover, so you’re sure to find the perfect match for your dog! In Winter Garden, 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.



