Dog Walkers in Winston, FL
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Top rated Winston dog walkers
“Bri is great! I just moved to the area and I’m so glad I found her. Bri takes lots of photos during her visits and leaves great feedback and notes. I will continue to use Bri as my go to dog walker!”
“Ruth has been so wonderful with my puppy Zoey. It's my first puppy and my first time using a sitter so I am so grateful to know that there is an agency with kind and pet loving people that are willing to help people like me. Thank you again Ruth.”
“It's only been a few days but Ashley's been great with Emma. Ashley's been friendly, responsive, on-time and thorough and we enjoy her Rover Cards. Very satisfied with her service and definitely recommend her.”
“We hesitated writing a review because, honestly, we’re selfish and don’t want his popularity to skyrocket, making it harder to book him! But he truly deserves it more than anyone on Rover. He’s amazing! Quick to respond, always on time, no matter the weather—whether it’s raining or ridiculously hot. We trust him 100%. He even has the code to our front door, comes in, gets the dogs, makes them happy, and brings them back exhausted (which is no easy feat with our two energetic GSPs). So, long story short—book him! You won’t regret it.”
“Rachelle was so responsive and made me feel so comfortable! It is my first time ever using Rover & I’m glad that she was available. Definitely will be using her services again! Highly recommend!”
About: I’m patient and attentive when it comes to animals and their individual needs. I’m physically capable of engaging in any animal-related activities, and I stay observant to make sure they’re comfortable, happy, and well cared for. I also adapt easily to each animal’s personality and preferences. As a college student without a current job, I have a flexible schedule that allows me to dedicate time throughout the day and week to care for pets. This fits well into my routine and gives me the opportunity to focus fully on their needs. I provide a safe, loving environment, follow routines closely, offer regular potty breaks, playtime, and ensure pets feel comfortable, secure, and well cared for at all times.
About: I'm so excited to welcome you and your beloved pet to our family! As a fellow pet owner with a spacious home, a securely fenced yard that has cameras monitoring the back and side yards, and a lively household that includes my wife, kids, dogs, and cats, I understand the importance of a safe and loving environment for your furry friend. You can rest assured that your pet will receive exceptional care and feel right at home with us. I bring over two decades of diverse pet ownership experience, caring for everything from dogs and cats to hamsters, fish, and even bearded dragons, ensuring your beloved companions receive attentive care. You can relax knowing your pets are in capable hands, while you can enjoy your time away from them. Since I work from home full-time and my wife is a stay-at-home mom, we have constant availability to care for your pets throughout the day. This setup allows us to provide ample attention, playtime, and outdoor exercise for all the animals in our care, including our own dogs and cats. Your pet will receive consistent supervision and plenty of opportunities for activity and companionship. You can bet your pet will be safe and sound at our place! We've got a fenced yard with cameras for extra peace of mind, and a big crate if they need some quiet time. Plus, we're totally comfortable giving any meds or treatments they might need.
“Cassidy was very accommodating, flexible and kind with my fur babies. It was their first time left alone all day in a very long time and my first time using the app and Cassidy was patient with my new navigation of this process and tender hearted to my lonely doggie. Warmed my heart that she sat with my girl and encouraged her to eat her meal even though she was missing her momma. I even needed to add an extra walk when my day went unexpectedly late, and this was no issue.”
About: I grew up on a farm and then moved on to caring for my family's pets. My love for animals grew as I have aged I am semi retired and home all day with plenty of time to be attentive to the animals in my care. They will be well looked after I live in a safe contained mobile home park where there is plenty of room to walk pets. I also have a yard and Florida room. I do work part time i do still have alot of time for your pets and time to walk and playing and petting and lying on the couch I have a Florida room whitch i call the rover room we go out and play when it's raining i keep my living room door open
About: I have loved and cared for my own pets plus those of friends and neighbors. It's been one one of the most rewarding things that anyone can do. I am very happy just being home with my pets. We are not worthy of their love. I welcome the chance to help you care for your fur baby. I am a personal trainer so I have the flexibility to set my own schedule. My weekends are for the most part open, especially during the summer. My pets are my babies. I have cameras strategically placed to help me keep and eye on them at all times. I make sure to take a head count and take lots of cuddle breaks.
About: I have had at least one dog my entire life, so over 20 years. I have experience with puppies who were just born, all the way to a pup who is 17 years old - almost as old as me! I have owned multiple dogs at a time, trained my own puppies, and have even had farm animals (cows, pigs, goats, chickens, you name it!) My family and friends have relied on me to care for their pups for years, and I have experience with over 20 breeds including (Shih Tzus, Yorkshire Terriers, Chihuahuas, English Bulldogs, Great Pyrenees, German Shepherds, Mountain Curs, Golden Doodles, Golden Retrievers, Doberman Pinchers, and many more!) I am a 23 year old newly married, dog loving girl! I have a 5 year old English bulldog of my own and her and I are the best buddies! I can assure you, your pup will be just as loved as if it was my own. I absolutely love walking dogs and taking them to the dog park (two of my faves) or simply just playing in the yard. Prior to taking care of your pup, I love for them to get familiar with me, so I will take the on a walk or play with them first. I do not offer overnight services in my personal home, but will visit your home so that your sweet pup (or cat!) feels safe and very familiar with its surroundings. I have found that relocating your pup to a place they have never been can make them very nervous, therefore I simply visit your home where your pup is at the times that you typically feed/water, and take out your pup on a normal basis!
About: Growing up we always had pets and learned how to take care of them. Over the years I have had two ferrets and two large dogs (not at the same time!) Recently I have been doing more pet and house sitting and volunteering for the SPCA. For the SPCA I have walked dogs of all breeds and sizes and helped with adoption and fundraising events. My schedule is very flexible right now. I am talking online classes and can adjust my schedule as needed. That frees me up for walking, drop in visits or sitting. When house sitting, I respect your home and your wishes as a guest. Share with me all the details about how to best care for your furry family members so that I can make the time you are away the most comfortable for them. Currently I am not available for day care or boarding.
About: I have not only owned dogs my whole life but i am in school to work with a variety of animals and have learned so much about different behaviors and caring for different breeds. I have worked in an animal hospital as well as volunteered at several shelters. I have waked neighbors dogs and stayed overnights at family friends to care for their pets for as long as i can remember and am no stranger to the importance of good communication with the owner when they are away from their beloved pet. I have an unusual schedule for work where i conduct data collection on a boat but when i am not at sea then i am able to help out with any pet care needs so just reach out and i can communicate my availability! Unfortunately i do not know far in advance when i will have to work for my job so it is hard to book out for pet care far in advanced. I have cared for many different breeds of dogs with a variety of energy levels and needs. My own huskies have taught me to be extra aware of my surroundings and where they are in relation to what is around as they would try to run off after wild animals and get themselves lost often when they were younger.
About: I grew up with all sorts of pets- dogs, rats, chinchillas, ferrets. I LOVE animals! My dog I grew up with lived to be 17. They fill my soul with joy and I will provide your pet with nothing but love, cuddles, and plenty of food and walks. I am available all summer. I do not sleep over at your house, but check in as often as possible. I plan on following all of your directions clearly and if your pet needs to be crated or gated in a certain place, I will do that. I always make sure pets are safe and healthy and away from any harmful foods/plants/etc. I am available all summer and will do my best to be flexible and as responsive as I can be. :) Mornings, afternoons, evenings, weekends, etc. I will follow the owner’s rules. Should the pet need to be crated at a certain time, I will do that. I provide plenty of walks and love.
About: I've been a teacher for 25 years and I like animals more than kids! Lololol!! I've had dogs, cats, fish, prairie dogs, hamsters - and 3 kids and 4 grandkids. Your babies are safe with me, I absolutely promise to take care of yours like I take care of mine. I am off for the summers, so I am very much available right now. Just came back from vaca, and no plans to go anywhere else so I am also available on the weekends! I can come to your home, I happen to have a roommate right now so bringing them to my home wouldn't be available at this moment.
About: I love animals. They love me. I’ve never met one that doesn’t like me. I will enjoy spending time with your pets while you are away on business or vacation My work schedule is very flexible and I can accommodate just about any timeframe you have with your pets. Whether it’s 4 in the morning or midnight. It does not bother me I am a very clean and respectful person. I’ve spent most of my life with a plethora of animals in my home and I’m quite skilled in many breeds needs and restrictions.
Loving dog walkers in your neighborhood
Search Results
Bri S.Star Sitter
“Bri is great! I just moved to the area and I’m so glad I found her. Bri takes lots of photos during her visits and leaves great feedback and notes. I will continue to use Bri as my go to dog walker!”
Ruth M.
Star Sitter
“Ruth has been so wonderful with my puppy Zoey. It's my first puppy and my first time using a sitter so I am so grateful to know that there is an agency with kind and pet loving people that are willing to help people like me. Thank you again Ruth.”
Ashley V.
“It's only been a few days but Ashley's been great with Emma. Ashley's been friendly, responsive, on-time and thorough and we enjoy her Rover Cards. Very satisfied with her service and definitely recommend her.”
Joshua G.Star Sitter
“We hesitated writing a review because, honestly, we’re selfish and don’t want his popularity to skyrocket, making it harder to book him! But he truly deserves it more than anyone on Rover. He’s amazing! Quick to respond, always on time, no matter the weather—whether it’s raining or ridiculously hot. We trust him 100%. He even has the code to our front door, comes in, gets the dogs, makes them happy, and brings them back exhausted (which is no easy feat with our two energetic GSPs). So, long story short—book him! You won’t regret it.”
Rachelle S.
“Rachelle was so responsive and made me feel so comfortable! It is my first time ever using Rover & I’m glad that she was available. Definitely will be using her services again! Highly recommend!”
Michelle C.
“Michelle was an excellent dog sitter! We watched my Rottweiler, Sam while I was out of town for a weekend and she was great! She checked in with me consistently to let me know how everything was going. She also shared pictures with me. She is very friendly and lighthearted and her dog Mochi is a beautiful little puppy. I'd highly recommend Michelle for any dog sitting or dog walking needs!”
Sheldon B.
“With over 15 years of experience caring for our own beloved family pets, my husband is a seasoned and incredibly reliable host for your furry friend. He is active with our dogs and adores our kitties.”
Alexandre S.
“My dogs are super happy getting their steps in with Alex. He’s great. Thank you”
Cassidy W.
“Cassidy was very accommodating, flexible and kind with my fur babies. It was their first time left alone all day in a very long time and my first time using the app and Cassidy was patient with my new navigation of this process and tender hearted to my lonely doggie. Warmed my heart that she sat with my girl and encouraged her to eat her meal even though she was missing her momma. I even needed to add an extra walk when my day went unexpectedly late, and this was no issue.”
Joy W.
“Thanks so much taking care of Quincey-sr dog and Endy puppy; different needs; feeding,walking and making sure they were happy and cared for”
Kimberly C.
“Kimberly is a very organized and attentive person. She has a love and respect for animals and will make sure they are taken care as if you were taking care of them yourself. She is very understanding and easy going.”
Cameron T.Star Sitter
“Cameron is absolutely the best! We especially appreciate her kindness and detailed messages. So grateful for her support and pet care service.”
Calinda P.
“I have known Cali for over 30 years. She has been a pet lover and pet owner for as long as I’ve known her. She’s a loving, caring and responsible caretaker. Her home is a pet sanctuary. She has cats, a bird and until recently had dogs. She has also cared for my animals, two cats and one dog when I’ve gone on vacation. I trust her completely with my animals and I know she will be a perfect fit for Rover. I recommend her highly.”
Matilee R.
“Matilee is great with our three dogs! Always on time, great communication and the pups love walking with her. She’s very patient with our 17 year old senior pup and keeps up with our two year old pups who of course want to go out and explore all around the neighborhood! Don’t hesitate to give her a call!”
Mickey M.
“I'm very cautious of leaving my dog in someone else's care due to age and on going medical conditions. Mickey made me feel comfortable leaving my best friend in her care. She was very diligent in administering his daily meditation and special food on schedule. I would recommend her as a responsible person to care for your home and pet.”
Kira P.
“I recently had the pleasure of having Kira care for my dog while I was away for a week, and I couldn’t be happier with the experience! Kira is an incredibly reliable and attentive person, making sure that my dog, Cooper, was well-fed, exercised, and loved. I received regular updates and photos, which gave me peace of mind knowing that Cooper was in great hands. Kira went above and beyond to ensure everything was perfect. I highly recommend Kira to anyone looking for a trustworthy, experienced, and caring dog sitter.”
Alison N.
“Thank you so much! Roxy is happy ?”
Felicia S.
“Felicia is a very mature, responsible, and kind person. She has always adored animals and I have no doubt that she will provide the best care to your animal. She is able to anticipate needs and will go out of her way to ensure your dog is happy and healthy. I highly recommend her for your dog caregiver needs!”
Dori F.
“Dori took amazing care of my 2 cats while I was traveling for work. They were fed and watered daily and their litter box was scooped. Dori gave lots of pets and cuddles and sent photos because I missed them so much! Highly recommend!”
TJ O.
About: I love animals. They love me. I’ve never met one that doesn’t like me. I will enjoy spending time with your pets while you are away on business or vacation My work schedule is very flexible and I can accommodate just about any timeframe you have with your pets. Whether it’s 4 in the morning or midnight. It does not bother me I am a very clean and respectful person. I’ve spent most of my life with a plethora of animals in my home and I’m quite skilled in many breeds needs and restrictions.
How Rover works
1. Search
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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
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The median cost per walk for dog walking in Winston is $19
Why Choose Rover?
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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 Winston 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 Winston on Rover as of Aug 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 Aug 2025, there are 2,462 dog walkers in Winston. 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, 86% of Winston dog walkers respond in under an hour.
Dog walkers in Winston 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 Winston.
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 2,462 dog walkers in Winston on Rover, so you’re sure to find the perfect match for your dog! In Winston, 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.
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