Dog Walking Winston
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 7 pet parents in Winston have booked dog walking
Winston, 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 owned and cared for all types of dogs. I've walked and cared for large and small. I've experenced easy, well trained to the most challenging. I love them all. I'm retired, so I can easily work in walks, drop-ins, and sittings during my days. Most days I'm available after 10 A.M., but I'm flexible. I only do care at the pet parent's house, and I follow the guidelines the pet-parent sets because routines are important for consistency. I will always respect your home.
About: I am experienced, responsible, friendly and loved by pets of all ages. Get reliable pet sitting from someone who’s raised a Westie and wrangled puppies. I live and work locally in Lakeland. Available for midday walks and sitting evenings/weekends. I am happy to provide snuggles, walks, park trips, feeding and treats. I previously worked in a pet store providing care for puppies and I currently have a 12 year old Westie. She is very friendly & loves to play with other animals.
About: I have had a dog since I was 5, she is currently 15. I care for her greatly and will do anything to keep her happy and healthy. I would do the same for anyone else's pet while their owner is away. I am available while I am home from college all the time. I am willing to take care of an animal to the best of my abilities any time of the day. I follow the instructions given by the owner very well so the change does not harm the animal. I have a fenced in backyard and one medium sized female dog. If boarding at my home, the dog(s) would need to be good with female dogs. I will ensure the dog is very well taken care of while in my care.
About: I am a 47 year old male, whose Air Force duties were crew chief for F-22 fighter jets, serving overseas during the Iraq war. I have top secret security clearance and many missions under my belt. My passion now is animals. I am currently an SPCA foster parent to both dogs and cats. No job is too big or too small when caring for your pet. Whether they have medical needs or just need a happy face to lick, I can take care of it all. I am available day or night with total peace of mind everything will be cared for. I live in South Lakeland. I am retired and available for boarding, client home boarding and care, pet walks and visits. I'm available any day and time. I will answer all requests as soon as I see them. I live alone in a small and safe community, with little traffic, which makes it safe for walks. I have a unfenced yard but I take great care allowing the dog to have freedom in the yard while being on a leash. I have access to a fenced in dog "play" area in my community. My home is non-smoking, cozy, and quiet. I keep the home air cool to provide comfort for the animals. I maintain constant contact with your loved one to know they are safe and happy. I will provide daily texts and photos of the pet, to the owner, to show they are safe and happy.
“Ruth has been such a blessing to our family and our dogs. From the very beginning, she has been dependable, caring, and incredibly attentive. It's obvious that she genuinely loves animals and treats our dogs like her own. ❤️”
About: I’ve taken care of many pets whether it was mine family or friends. I really enjoy having fur babies around I live by myself so it’s good company/fun I’m home full time. I do work from home but it doesn’t get in the way of the care for your babies. I have my own and he’s very happy. I live in a gated community. Lots of trail walks inside the community also DOG PARK ! Your baby will be safe with me. Can’t wait to see them all !
About: I’ve had hamsters, dogs, cats. They were mainly family pets but I also taken care of pets on another website. I’m excited to learn about your pet and gain more experience! I’ve also volunteered for spca and love all kinds of pets. I am also a mother of an 8 month old and pets should be no different. I have taken care of snakes, turtles, Guinea pigs, hamsters, cats, dogs, and birds! I work as well as pet sitting so we can discuss if my schedule is good for you. I’m available even for last minute bookings as long as I have an opening. I have a fenced back yard and a large crate. Dogs bowls and lick pads for your animals! Fresh water and food is always available.
About: Firstly, I will listen to your pet's needs that you have, and follow them accordingly. Secondly, I will play with your babies and pay attention to them, with love and affection. I will walk with them around the Lake's, and engage them, by talking to them, so that they know they are loved by me. Thirdly, I do like to play catch and engage them in different games, so their time away from you will fly by for them. Lastly, I am not trained in the Heimlich for dogs, nor CPR, but I have had to do the Heimlich on my own dog, whom was choking on food, to save her life. I look forward to playing with your babies. Thank you so very much.
“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: As a passionate pet lover, what sets me apart from other sitters is my dedication to providing personalized and attentive care to each pet. I have extensive experience in training puppies, ensuring they develop good habits and social skills from a young age. Additionally, I am well-versed in senior pet care, offering gentle and patient support tailored to their unique needs. My genuine love for animals drives me to go above and beyond, ensuring every pet feels safe, happy, and loved under my care. I’m home for the summer and working part time as an interior design intern. I am home most days so I will be able to give the upmost care and attention to your pet. I offer both in-home and client-home pet care services, each tailored to meet the unique needs of the pets and their owners. **In My Home:** Your pet will be welcomed into a safe, clean, and pet-friendly environment. I provide a comfortable space with plenty of toys and cozy resting areas. Regular exercise, playtime, and cuddles are a part of the daily routine. I maintain a consistent feeding schedule and adhere to any special dietary requirements. With constant supervision, your pet will never feel alone or neglected. **In Your Home:** I ensure your pet stays comfortable in their familiar surroundings. I follow your specified routines for feeding, exercise, and playtime, maintaining consistency for your pet's well-being. I am attentive to their needs, providing companionship and care while you're away. For puppies, I continue with their training and socialization, and for senior pets, I offer gentle and patient care tailored to their needs. In both settings, my top priority is the happiness and health of your pet. My approach is to treat every pet as if they were my own, providing the love and attention they deserve.
“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!”
About: I’ve grown up around animals my entire life and have experience caring for dogs, cats, and multiple pets at once. I regularly cared for a household with five dogs, so I’m very comfortable managing different personalities, routines, and energy levels. I’m also a pet owner myself (one dog and two cats), so I truly understand how important it is to have someone you trust caring for your pets. I treat every animal like my own and focus on keeping them safe, comfortable, and stress-free while you’re away. I’m reliable, very responsive, and available for last-minute bookings when needed. I’m happy to follow detailed instructions, send updates/photos, and make sure you feel completely at ease while you’re gone. I work full time but I am remote, so taking time during the day is no problem in addition to availability in the mornings and evenings. I’m happy to provide care in your home, where pets are most comfortable and can stick to their normal routines. Whether that includes feeding, walks, playtime, medications, or just companionship, I’m committed to making your time away stress-free for both you and your pets. I’m very respectful of your space and privacy, and I also provide updates and photos so you can feel at ease while you’re away. I’m also happy to help with small extras like bringing in mail or watering plants.
“Kylee is awesome! I shopped around for a while and couldn't find the right match.My Sadie is very protective and she has been very sheltered so she doesn't care for too many people but she took to Kylie right away! she loves her! She is very prompt and very trustworthy ! She is capable of doing any type of service that you need! Even though I would like to keep her all to myself she could benefit other people as well! Highly recommended!”
About: I have had animals my entire life and caring for them has always been a huge part of who I am. Over the years, I've cared for pets of all sizes, personalities, and energy levels-from high energy pups who need lots of playtime to older pets who prefer a slower pace and extra TLC. I'm well versed in basic pet first aid and always pay close attention to behavior, appetite, and overall well-being, so you can feel confident your pet is in safe capable hands. I know how important peace of mind is when you're away, and i take that responsibility seriously. At home, I have a very full (and very spoiled) house-one dog, two cats, and a guinea pig- so I'm used to managing different routines personalities and needs. Whether your pet needs long walks, playtime, or just someone to keep them company, I'll treat them like one of my own-with plenty of attention, care and extra belly rubs! This is currently my main focus so i have a completely open schedule to accommodate pet parents that may need me at all hours based on their needs I have access to several dog friendly parks and trails near my home as well as a crew cab truck so even the largest dogs can enjoy a ride. I also keep a dog seatbelt and pet friendly steps in the truck in case anyone needs a little extra hand getting in
About: As a senior UCF and a passionate animal lover, I bring hands-on experience with both dogs and cats to every pet sitting in opportunity. I am also involved in STEP UCF, a club that is dedicated to training future service dogs and has given me valuable skills in reinforcing commands and working with puppies. Using I learned in my club I am able to practice obedience training, ensuring your pets receive consistent care and positive reinforcement. With a flexible schedule and genuine love for animal, I’m committed to providing attentive trustworthy care for your furry friends. I am currently taking online summer classes, so I have full availability to take your pets on long walks and play all day. Regardless if your pup has lots of energy that needs to be let out or just needs company I am available. I love to really get to know both pet and owner. Whether it’s that there is a specific location they like to go on walks or they have a special routine for eating. I make sure to clean whatever I’m using to prepare the meal. And I am very patient with shy animals that need some time to warm up to strangers.
“Rosemary has been an incredibly dependable and caring dog walker for my senior dog, Lola. She shows up on time, communicates clearly, and handles Lola’s aging needs with such patience and compassion. Her gentle bedside manner gives me real peace of mind, knowing Lola is in thoughtful and capable hands. I’m truly grateful for the care she provides and highly recommend her to anyone with an older or special-needs pup.”
About: Grew up with dogs (dachshunds, German Shepard, mutts) . Have 3 grand dogs (Quinn & Archie, Jack Russells, Maggie tree hound), who I love spending time with back in Massachusetts. Unfortunately we recently lost Quinn due to age and illness. I know he is waiting at the Rainbow bridge for us along with Sasha, Truffles, Harry, Solo, Skippy, Maestra, Toi, Chichi, Heathcliff and the other birds, turtle, goldfish that I loved in the past. I miss being with them and would love to spend time with dogs again. For past 24 years have been mother to several cats who are my furry children. I understand that dogs are not just our pets, but family members that you love like children. I am also available for cat sitting, including feeding, brushing, playing, cleaning litter boxes.
The median cost per walk for dog walking in Winston is $20
Dog parents share their Rover experiences - Winston
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?
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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 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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
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 near you
Select a filter and find qualifying Winston sitters!Sitters in Winston average 3 repeat dog walking clients
FAQs for Dog Walking - Winston
Frequently asked questions about Rover
The average cost for Dog Walking in Winston on Rover is $18.87 per walk (as of June 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 June 2026, there are 4,599 sitters on Rover offering Dog Walking across Winston. 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 Winston. 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 Winston.
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 Winston. On Rover:
- 91% of walkers can help with special care needs
- 95% can help with giving oral medications or injections
- 99% 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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