Dog Walking Windward Trail
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 40 pet parents in Windward Trail have booked dog walking
Windward Trail, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I’ve been an animal lover since I’d first discovered them as a young child, it never mattered the type or size, I’ve always been drawn to them. I grew up in the PNW where I spent many years in 4-H, showing horses and participating in our local county fair. Last year we took the leap and moved to South Carolina with our 2 senior dogs, 4 cats, and bearded dragon, and have been loving how beautiful it is. Since our move, we have acquired 3 more cats that were picked up as strays, bringing our total to a whopping 7 cats! I truly wouldn’t have it any other way. I have experience with all sizes, breeds, and energy levels of dogs, as well as behavioral issues. One of senior dogs struggles with reactivity while on leash, and I make it a point to make sure he is always comfortable and safe while out. I also specialize in pets with special needs who may require a little extra attention and care. One of the kittens we took in is completely blind, amongst other things, and had required daily medication at times. She also suffers from behavioral issues which is why I’m so adamant on being patient with animals. They are learning every day, just as we are. If given the opportunity, I promise to treat your animals as I do my own, with love and grace. I’ve been blessed enough to have a very open schedule and can pretty much fit any time a pet may need into my day. Whether it be weekdays or weekends, I’m flexible and have reliable transportation. The safety and comfort of your pets are my top priority and I plan to treat them the way I treat my own. I’m very mindful of securing doors and fences to insure your babies are safe and secure where they are supposed to be. I speak to all animals the way I would speak to a friend because I believe, while they may not be able to understand all the words, they can understand tone and intention.
About: I’ve grown up with pets ever since i was born! I currently have two cats and one dog that i love so deeply! I can take dogs out for walks or play with them outside and entertain the cats or simply just stay with them while they relax. I’m currently in Anderson for college and would love to take care of your animal! I have availability throughout the weekdays and selective availability on the weekends! My pets at my house are cared for so deeply and I promise to care for yours just the same! I would ensure safety all the time when walking or watching your animal(s).
“I am in the military so long days are inevitable. Mary was very helpful and flexible to my constantly changing schedule. I am tremendously grateful. It’s is noticeable how much Chewie enjoys walking with Mary with the way he greats her.”

About: I have been around animals my entire life and have always had pets in my household. At one point, I lived in a home with 12 dogs and 2 cats, so I am very comfortable caring for multiple pets, different personalities, and different breeds. I currently have a 2-year-old Standard Poodle of my own who is very loved and well cared for. I am also a mom of three, a nursing student, and a business owner, so I am responsible, organized, dependable, and used to managing a busy schedule. I understand that pets are part of the family, and I will treat your pet with the same patience, attention, and care that I give my own. I make my own work schedule, which gives me plenty of flexibility to fit pet walks, drop-ins, and sittings into my routine. I’m also currently in nursing school, so I only work part-time. This allows me to plan my schedule around both school and pet care, making sure your pet gets the time, attention, and care they deserve. For the Safety, Trust & Environment section, you could put: I always make sure pets are in a safe, comfortable, and loving environment. I follow each owner’s instructions closely, including feeding schedules, walks, medications, and routines. I’m very attentive and will treat your pet like one of my own. When caring for pets in a client’s home, I’m also respectful of their space and make sure everything is secure before I leave.
About: I have experience with all sizes of dogs, from Shih Tzus to Great Pyrenees as well as both indoor and outdoor cats. I also have experience with different temperaments, such as fearful, hyper, or dominant animals. I am a stay-at-home mom with a newborn, so my schedule is very flexible and I would love the chance to play with your fur babies! I make sure your fur babies are comfortable and all their needs are met, as well as taking care when entering your home to ensure any escape attempts are unsuccessful!

About: Hey y’all! My name is Kait and I have had animals for as long as I can remember! I have a Maine Coon cat and had one that needed medicine daily so I can administer medication as needed! I also have a kitten i rescued! I am available at anytime/anyday as of right now! I love every animal like they’re my own and spoil every single one! I’m currently available at anytime during the day as of right now to help your pet in any way needed! Let me know please! :) My kitties are spoiled rotten so i promise to spoil your pet while I am with them. I promise they’re in the best care with me and I will send pictures when I am with them!

About: I have over 8 years of experience caring for both dogs and cats. As a pet owner myself, I’ve had multiple dogs and have provided pet sitting services for countless dogs and cats over the years. I have experience with puppies, senior pets, and animals that require medication or extra attention. The most I’ve cared for at one time is two dogs and two cats, so I’m comfortable managing multiple pets while ensuring each one receives the care and attention they deserve. I genuinely love animals and have the flexibility to provide reliable, attentive, and compassionate care for your pets while you’re away. Over the next few months, I’ll be out of school, which gives me a very flexible schedule. I’m available throughout the week and on weekends to accommodate your pet care needs, whether it’s drop-in visits, walks, or overnight care! Your pet’s safety and comfort are always my top priorities. I take the time to learn each pet’s routine, preferences, and any special care instructions so they feel as comfortable as possible while you’re away. I treat every home with respect, keep a clean environment, and make sure doors, gates, and other safety measures are always secure. I’ll also send regular updates and photos so you can have peace of mind knowing your pet is happy and well cared for.
About: Growing up, my family always had at least two dogs at all times. Although I don’t have a dog of my own, I love taking care of and spending time with other people’s dogs. 🩷 I am a teacher by day (Aug-end of May) and dog sitter on the side! I love kids but dogs truly have my heart. The bigger, the better! I am a teacher, so I will be gone from 6:30am-3:30pm. I have watched dogs while I’ve been at school who are used to be alone for an extended amount of time but but I will walk them prior to leaving for work and then spend the evening with them once I get home. :) ***If your dog isn’t used to being alone while I would be at work, I do have someone who can check on your pet and also take them out midday while I’m at work! :) Although I do not have a fenced in yard, my neighborhood community has a fenced in dog park area to give your dog(s) the space and freedom to roam as needed. :)
About: I have had pets all my life and always wanted to be a professional with animals when I grew up. As life goes, I took a different path and had a family! I've worked at two different animal clinics beginning in 2007 so I do have some medical knowledge, at least enough to know when there is an issue. Having worked at the vet clinic for the past year that I also take my own animals to, I have a personal and friendly relationship with all the doctors, assistants, and techs! If the need arises to have to take your pet to the vet, they would be in amazing hands, and just a short drive away from my home! In addition, I have a small zoo at my home! :) All caged animals, except for my 3 dogs who are kennel/house trained and very social and friendly! They would be the only animals that your pet would encounter. Your baby would have such a fun time with my family which includes 3 young boys who also love animals! At the end of their stay, I also offer a bath and basic grooming for an additional fee, if you choose. I use a dog grooming table, and dog grooming tools. I'm looking forward to caring for your furry friend!! I am now a stay at home mom, so I have the availability to be with and care for your pet consistently (barring possible errands that need to be done)! All my kids are in school, so during the day my animals and yours would be my primary focus! In the evening, my kids are a big help with our own dogs, leaving me available to put more focus on your pet! The neighborhood I live in is side walked, and so dog friendly that some of the neighbors have a group dog walk! In my home, my pet areas are clean, well tended, and esthetically pleasing. My dogs are fed twice a day, each in their own little spot, they are up to date on vaccines, parasite tested negative, and receive flea/tick/heartworm prevention monthly. If your pet needs medications administered, I have experience with this from working at animal hospitals and you can rest assured they will be administered properly. Finally, your fur baby will be able to run around and get some exercise in my large fenced-in lot with my 3 dogs and buckets of water available on these hot days!
About: I’ve been caring for dogs for most of my life. At 13, I started a neighborhood dog-walking business for owners who were “too pooped to walk their dogs,” which quickly grew into in-home and overnight dog sitting. I got my first dog at age ten and trained her myself, and I’ve since attended multiple dog training classes because I genuinely enjoy working with dogs. Over the years, I’ve cared for labs, golden doodles, pit bulls, and more for families that I have worked with through high school and college. Now that I have my own home (next to a park) I’m excited to start again with plenty of space, structure, and love for every pup. Pet care fits naturally into my weekly routine. I’m an emergency nurse and work every Monday and Tuesday and every other weekend, which gives me most weekdays free and flexible for walks, drop-ins, and sitting. On my off days, I enjoy staying active with walking, running, and hiking, and I love including dogs in those activities for both exercise and enrichment. I plan my schedule carefully to ensure every pet receives consistent attention, timely care, and plenty of love. Safety and trust are my top priorities. As an emergency nurse, I have strong medical training and stay calm and attentive in all situations, including emergencies. I closely follow pet parents’ instructions and routines in both my home and theirs, ensuring a low-stress, loving environment. I provide supervised play, secure walks, and plenty of mental and physical stimulation. Living next to a park gives dogs safe space to explore, exercise, and enjoy structured outdoor time while always being carefully monitored.

About: I’ve had both dogs and cats my whole life! My current pet, Gus, is a pomeranian-bichon. Im experienced in dog sitting and training. Fun fact, i’ve also had fancy mice before! I’d love to ease your mind and give your babies the care they need when you’re unable to. I am working Part-Time, so on days that I work, i can be available before 10, and after 7:30. On days when I’m off, I can do anytime! I have a fenced in yard that accommodates my 3 dogs here at home. We also take care of several strays in the neighborhood that have a little sanctuary on the front porch.
About: I have had dogs my whole life. I am also the co-founder of a rescue and have experience with the care of the dogs in our rescue. I also have 4 dogs of my own. I am currently retired , so my schedule is flexible. I can spend time with your pet to play, take for a walk, or just hang out with. I’m also available to feed your pet if needed. I have experience with a variety of different dogs, and am able to handle large or small dogs. I love to bond with them to earn their trust.
About: What sets me apart is my calm, patient approach and genuine love for animals. I specialize in overnight care, ensuring pets feel safe, comfortable, and loved while their owners are away. I'm experienced with senior pets who need extra attention and gentle care, as well as energetic puppies that require structured routines and basic training reinforcement. Whether it’s administering medication, sticking to special diets, or just offering extra cuddles, I tailor my care to meet each pet’s unique needs. You can rest easy knowing your pet is in caring, capable hands. Pet care is a big part of my daily routine, and I make it a priority in my schedule. I’m available for overnight stays during the week and weekends, and I plan my days around the pets I care for—whether it’s feeding, walks, playtime, or medication. I maintain a calm, consistent environment to help pets feel secure, and I give updates regularly so you know how your pet is doing. I’m flexible and can adjust to meet your pet’s usual routine to keep them happy and stress-free. Your pet’s safety and comfort are always my top priorities. When caring for pets in your home, I create a calm, secure, and familiar environment by following your routines closely—feeding schedules, walks, playtime, and any special instructions you provide. I’m always mindful of safety, keeping doors, gates, and potential hazards in check, and I never leave pets unattended in unsafe situations. I provide regular updates with photos and messages, so you can feel confident and connected while you're away. Building trust—with both you and your pet—is at the heart of how I care.
About: I have been on Rover for over a year now and have fallen in love with pet sitting! I have several repeat clients who I love. I have always had dogs in my house and I am currently raising my puppy Roy! I feel as though pets have more feelings than humans so I make sure to give them special attention! I am a full time student at Clemson University and work a part time job so when i’m away from those i always make sure to spend time playing with my dog and taking care of him. I love to be around and let him hangout with me anytime I can since he’s so sweet and funny! I typically find myself watching a few pets every month! I typically work a few days out of the week and 4-6 hour shifts! I always give pets as much attention as they will let me. I feel as though feedings schedules and daily walks and attention are necessary for animals. I also like to make sure they have clean food and water and plenty of it! I also make sure to pay special attention to their body language and can change my routines or anything they may need to make them more comfortable.

About: I love animals, especially dogs. I've taken care of dogs for friends and family for over 20 years. I am a fur mama to 2 yorkie's. One of them is a diabetic and requires daily shots. I can take care of any special needs that your pets require. I'm great with all dogs, they're my favorite kind of people.. I work full time Monday-Thursday 8-5. I'm available after 5 and then anything Fri-Sunday. I can run to your home to walk on my lunch if its in the Greenville or Simpsonville area. I will do what the owner needs me to do: walk on leash, stay in fence yard, crate in kennel. My two yorkies are trained. One walks on leash while other one stays by my side when outside.

About: I adore all animals. Since I was a child animals have felt safe and protected around me. It's a special and pure love that we as humans don't always deserve! I'm a reliable, caring and trustworthy animal lover with a flexible schedule. I will always do my best to make your fur baby my priority! I treat animals as if they're children. They get the same love, care and patience that you would give a child. Even moreso, actually. Trust and respect are vital in a human and animal relationship.
The median cost per walk for dog walking in Windward Trail is $20
Dog parents share their Rover experiences - Windward Trail
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.

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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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

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Popular requests for dog walking - Windward Trail
Select a filter and find qualifying sitters offering dog walking.Sitters in Windward Trail average 3 repeat dog walking clients
FAQs for Dog Walking - Windward Trail
Frequently asked questions about Rover
The average cost for Dog Walking in Windward Trail on Rover is $19.26 per walk (as of August 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 August 2026, there are 1,409 sitters on Rover offering Dog Walking across Windward Trail. 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 Windward Trail. 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 Windward Trail.
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 Windward Trail. On Rover:
- 93% of walkers can help with special care needs
- 96% 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 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.






