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 bring 12 years of hands-on experience with a local dog rescue, including fostering, training, and caring for dogs of many breeds, ages, sizes, and personalities. We have fostered everything from young puppies to dogs over 100 pounds, so I’m comfortable adapting to each dog’s individual needs and routine. I’m also comfortable administering medications and providing extra care when needed. My experience has taught me to pay close attention to a dog’s behavior, body language, comfort level, and individual personality. Because I work full-time from home and don’t travel for work, I’m able to provide plenty of companionship, supervision, and attention throughout the day. Most importantly, I understand that every dog is different. I take the time to learn what makes your dog comfortable, happy, and feel at home. Pet care fits naturally into my daily routine because I work full-time from home and don’t travel for work. Your dog will have plenty of companionship, attention, walks, playtime, and care throughout the day. I’ll follow their normal routine as closely as possible and make sure they feel comfortable, safe, and loved while you’re away How I Care for Pets Our personal dog passed away a few years ago, and while we aren’t ready to get another dog just yet, we truly miss having one around. He was spoiled and treated like another member of the family, and that is the same warmth and care I provide to every dog I look after. I offer in-home boarding, house sitting, drop-in visits, and dog walking. Whether your dog stays with me or I care for them in their own home, I’ll follow their normal routine, provide plenty of attention and exercise, and make sure they feel safe, comfortable, and loved.
About: I’ve taken care of my family and friends puppies often, whether they’re big or small. I can administer any medications, give extra snuggles, really anything needed! I’m currently a college student at Greenville Technical College. Monday-Thursday I have one class each day til 11am, otherwise I’m completely free to take care or your pets! I care for pets in clients' homes by following their routines, providing playtime, walks, and all the love they need. I ensure they feel safe, comfortable, and stress-free while sticking to their usual habits.
About: Please reach out to discuss rates! 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 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: 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.

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’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 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: 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 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! These 4-6 hour shifts are either 10am-3pm or 3pm-9pm! 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 have worked in rescues on and off for the last 10 years. I have also been a private pet sitter for the last 7! I am currently a stay at home mom but have great flexibility with both kids in school. I am also available for early morning and evening walks for those who may work night shift. I have a fenced in back yard and a living fur baby to help keep your dog company. However if you prefer I also have space to keep them separate and still love on your fur baby while they’re in my care!

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: 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!
“Olivia is so good with our dog Remi! She’s friendly and understanding, very flexible with scheduling and helpful! We trust her completely with our fur baby. We highly recommend her!”

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: I grew up on a farm, so I’ve had the opportunity to work with many different kinds of animals. Since that time, I’ve rescued a few cats and dogs with mental and physical issues. I’ve learned that each animal has their own personality and needs and am happy to provide what they need. I have a flexible schedule. I am able to give your pet the time they need. Whether it’s a potty break, playtime, or some cuddles. I am able to follow instructions. I understand how important it is to keep your pet on a routine, especially when you are not home.

About: Originally from Upstate South Carolina, I’ve always been an animal person. I grew up around dogs and horses, so caring for animals has been part of my life for as long as I can remember. Today, I’m a proud dog dad myself, and I know just how important it is to have someone you trust caring for your pets when you can’t be there. I’m dependable, respectful, detail-oriented, and take pet care seriously. I understand that every dog has their own personality, routine, quirks, and preferences, and I make a point to follow your instructions closely so they feel as comfortable and at home as possible. When I’m not working, I enjoy traveling, spending time with friends and family, being outdoors, trying new restaurants, and cheering on Clemson during football season. Whether your dog needs a walk, drop-in visit, companionship while you’re away, or overnight care, my goal is simple: to make sure they’re safe, comfortable, happy, and genuinely cared for. I’m also happy to provide plenty of updates and photos along the way, because I know leaving your pet with someone else can feel a little like handing over a small, furry member of the royal family. I’d love the opportunity to meet you and your pup and learn more about their routine, personality, and what makes them happiest. My work schedule is very flexible, which allows me to be available for pet care throughout the day—especially in the mornings and afternoons. Whether you need a regular walker, last-minute drop-in, or consistent daytime care, I’m happy to accommodate. I understand that every pet (and owner) has a unique routine, so if you have specific timing needs or questions about my availability, don’t hesitate to reach out. I’m always happy to work with your schedule to ensure your pet gets the care they deserve. I’ll treat your pet like they’re my own. I have two dogs—Mac Miller (a golden retriever) and Brody (a mini Bernedoodle)—so I know how important it is to have someone you fully trust caring for your pets. Most days, my dogs tag along with me for my morning routine, whether I’m heading into the office or grabbing coffee. They’re super well-behaved and love being out and about. In the evenings, we usually hit the beach or dog park for some fresh air and playtime. Whether it’s a walk, a drop-in visit, or overnight care, I’ll make sure your pet feels safe, loved, and well taken care of—just like I do with my own dogs.
The median cost per walk for dog walking in Windward Trail is $20
Dog parents share their Rover experiences - Windward Trail
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- 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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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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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 of Dog Walking in Windward Trail on Rover is $19 per walk as of October 2026. Most bookings cost between $11 and $28 per walk. walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,388 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Windward Trail after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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
- 95% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
walkers on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.





