Dog Walking Winter Garden
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 83 pet parents in Winter Garden have booked dog walking
Winter Garden, Find top rated dog walking
“Tracy is a life saver. I always get nervous introducing my dog to new people but she is so patient and kind, my dog took to her right away. Tracy sent photos, updates and kept communication top tier each day. I feel so much peace of mind thanks to Tracy, DEFINITELY recommend.”
“Highly recommend! Remy is reliable, responsible, caring and goes above and beyond to take great care of my dog during walks. Her communication, updates and photos are great! She even brings my packages inside from the porch.”
About: Growing up, we always had a dog or 2 in the house, and I currently have a dog named Meeka. I’ve also dog sat for my friends and family before. I’m currently working part time for the ymca before/after school program a few days a week, so I have a few hours in the middle of the day free to come take care of your fur baby. I have a fenced in yard so my dog can run around. I take her out periodically, give her love and attention and treats. I make sure she has water, and I’ll take her for walks.
About: I’ve been around dogs my whole life and can’t imagine life without them! I genuinely love all dogs—big, small, energetic, or snuggly. Over the years, I’ve cared for my own dogs as well as watched and babysat dogs for friends and family. Whether it’s going on long walks, keeping up with a feeding routine, or just giving lots of love and attention, I’m someone you can count on to treat your dog like my own. I currently work full-time Monday through Thursday, and remote on Fridays. Whether it’s walks or drop-in visits, I’m able to accommodate a variety of needs and routines. I love spending time with animals, and I’m happy to adjust my schedule to make sure your pet gets the attention and care they deserve! When caring for pets in their own home, I make sure to follow all routines and instructions provided to keep them comfortable and stress-free. I respect the home and treat it with care, making sure pets stay safe, happy, and well-looked-after in their familiar environment. I keep a close eye on them during walks or playtime, always making safety a top priority—whether that means using a secure harness, avoiding busy areas, or watching for anything that could be harmful. Communication is also important to me, so I’ll provide updates and photos to keep you informed and at ease while you're away.
“⭐️⭐️⭐️⭐️⭐️ Fantastic experience with Sharyn! My 60 lb hound mix, Saint, can be stubborn and has IBS, so I’m always nervous leaving her with someone new—especially after a few not-so-great Rover experiences in the past. Sharyn completely put my mind at ease! I loved getting photos, a completed Rover Card after every walk, and even the exact route they walked. It was so reassuring knowing Saint was being well cared for. Thank you, Sharyn, for taking such great care of my girl! We will definitely be using you again! 🐾”
About: I’ve had the privilege to take care of dogs of all personalities thanks to my family and friends. On top of their basic necessities I’ve learned how to bond with hyper energy-filled doggies to the relaxed and snuggly kind! I’m currently in summer break after my graduation so I will be available any day, and at all times, from 12 AM to 11:59 PM Whenever I dog-sit for a new dog I always ensure to ask for any information on grumpy neighbors, or animals in the area to ensure the dogs walks are as enjoyable and stress-free for everyone as possible!
“Tathyana is amazing! She's so responsible and flexible. My elder dog had an accident and she helped me clean up. She is so loving and caring for Mocha. Definitely 100% recommend !”
“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”
“We’ve had such a wonderful experience with Rebecca. She is incredibly sweet, gentle, and clearly cares deeply about the dogs she works with. Our pup absolutely loves her! She’s always punctual, very communicative, and keeps us updated, which gives us so much peace of mind. It’s clear that she treats our dog like her own. We’re so grateful to have found someone so reliable, kind, and trustworthy. Highly recommend!”
“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.”
About: I’m patient with older dogs and pups just learning, as well as those missing their people and are scared. Grand mom to 4 sweet puppers. Lifetime pet family, we have guinea pigs, hamsters and every kind of dog and cat. I always helped neighbors when the needed pet care as well as years of volunteer work in shelters. Pets are family. I am a retired teacher due to injury and have a home based business so my hours are flexible. With enough notice I will do my best to accommodate care needed. I am unable to care for other pets in my home, we have 7 cats. I will follow all instructions given to lovingly care for your pets at your home
“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 have grown up with at least 2 dogs my whole life and I love the bond that can come with an animal. I have walked and pet sit many times. I also volunteer at the animal shelter whenever I can! I would love to help watch over or walk your dog! I am currently working part time and have a pretty open schedule and availability. Just contact me about scheduling and we can work it out! I can pretty much help with whatever the animal needs. I know everyone has different styles on how they take care of their animals, so that’s something that we can discuss!
“Devin has been an incredible dog charmer! Maddix took to him in minutes. He's courteous, flexible, knowledgeable and he was there for Maddix at the last minute. You are missing out if you don't give Devin a try! Thank you Devin for helping me out, especially at the last minute!”
The median cost per walk for dog walking in Winter Garden is CA$20
Dog parents share their Rover experiences - Winter Garden
Delanie is a gem!! She walked and kept our very needy goldendoodle with severe separation anxiety company, her communication is level 10. She is very accommodating and definitely goes the extra mile! We absolutely will be calling her back for help! Thank you Delanie!
Jezabell is exceptional! I have both a dog and a bunny that she cared for and both had very different needs. She went above and beyond to make sure they both had their individual play time, and were both cared for individually specific to their needs. She is also extremely sweet, kind, caring, and goes above and beyond her duties. Our sensitive babies loved her! Highly recommend and will be booking again with her for sure!
Tracy is a life saver. I always get nervous introducing my dog to new people but she is so patient and kind, my dog took to her right away. Tracy sent photos, updates and kept communication top tier each day. I feel so much peace of mind thanks to Tracy, DEFINITELY recommend.
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 walkers who will treat your dogs like family
1. Search
Browse profiles of walkers near you who offer dog walking
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 dog walking - Winter Garden
Select a filter and find qualifying sitters offering dog walking.Sitters in Winter Garden average 3 repeat dog walking clients
FAQs for Dog Walking - Winter Garden
Frequently asked questions about Rover
The average cost for Dog Walking in Winter Garden on Rover is $21.09 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking 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 Walking. For more information on service fees, click here .
As of September 2026, there are 5,259 sitters on Rover offering Dog Walking across Winter Garden. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Winter Garden. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Winter Garden.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.
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.
Every walker 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 .
Yes, you can find walkers who have experience with handling special pet needs in Winter Garden. On Rover:
- 90% of walkers can help with special care needs
- 95% can help with giving oral medications or injections
- 97% 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 dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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 walker.
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