Dog Walking Winston
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 29 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 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.
“Joshua was incredible with our pup ! We had a very busy week & had to rely on Joshua to ensure our dog had some stability while we weren’t able to. We felt comfortable with Joshua entering the house with no one home & taking good care of our pup including feeding her after their walk. Thank you Joshua !”
About: Hello! 👋 Animals have always been a huge part of my life. I grew up surrounded by both cats and dogs, and caring for them has always come naturally to me. Providing a safe, loving, and happy environment for pets is something I truly enjoy. I currently care for dogs from two different families whenever they travel, and they love staying with me! One of the dogs has special needs and requires extra attention, including meals every four hours, feeding in a harness, and daily medication. I’m honored to be the only person outside of her immediate family that they trust with her care, and I take that responsibility very seriously. Whether your pet loves to play, cuddle, or simply relax, they’ll be treated like part of the family in my home. My goal is to make every pet feel comfortable, loved, and well cared for while you’re away, so you can enjoy peace of mind knowing they’re in great hands. ❤️ Hi! I’m so glad you’re here! I currently work remotely full-time through September. After that, I’ll be a stay-at-home mom, which gives me even more flexibility to provide attentive, personalized care for your pets. On weekdays, I take my child to school in the morning and return home by 8:30 a.m. School pickup is between 2:15–3:00 p.m., and we usually head straight home for homework and our evening routine. This means your pet will spend the majority of the day in a calm, loving home with plenty of attention. While I don’t have a fully fenced yard, I live in a safe, pet-friendly neighborhood that’s perfect for walks, potty breaks, and getting some fresh air. Inside my home, your pet’s safety and comfort are my top priorities. I use baby gates to keep certain areas, like my child’s playroom, off-limits, creating a safe and pet-friendly environment throughout the rest of the house.
“Mikala is wonderful! Always sweet, prompt, and incredibly good with our very energetic Goldendoodle. He absolutely loves her, and we feel completely comfortable knowing he’s in such good hands for his walks. She is reliable, caring, and great with dogs. Highly recommend!”
About: Hi there! I’m a lifelong animal lover who grew up with a dog and two cats and honestly, I can’t remember a time when there wasn’t a furry friend by my side. I’ve always been surrounded by animals, from family pets to farm animals, and over the years I’ve become the go-to pet sitter for friends and neighbors. Now that I’m a college student, I really miss having animals around, so I’m excited to share my love and care with your pets! Whether it’s going for walks, playtime, or just keeping them company, I’ll treat your pets like my own. I know how important it is to trust someone with your furry family members, and I’ll always make sure they’re safe, happy, and loved! I am currently in a social work graduate program, so I am in an internship during the weekdays 9am-4pm. I can usually work around those times, and I try to be as flexible as I can, so please reach out even if my calendar says I’m not available! I live in a pet-friendly apartment with two friendly cats (who can easily be separated if needed), a screened-in patio perfect for lounging, and access to a dog park and safe walking trail nearby. It’s a cozy, welcoming space where pets can feel relaxed and at home. I’m comfortable following any specific care routines or instructions you provide, and I’m also very intuitive when it comes to understanding an animal’s needs and emotions. Whether your pet needs extra playtime, quiet companionship, or just someone to make them feel secure while you’re away, I’m happy to provide that love and attention.
About: Your pup or cat will have the best care under me they will have lots of cuddles, walks, kisses, play time and runs! I am experienced with small dogs from a tea cup chihuahua to a large breed dog like a great dane. If your pet is taking medication I will be attentive to their care and make sure they are treating like my own. I will always make sure to text or call with daily updates. If there’s anything specific such as certain amounts of walks a day, being groomed, or if they need to go to the dog park etc... I don’t mind doing those things. I can’t wait for you to book me today I can’t wait to meet your sweet angel! :)
About: I work from home and have a ton of availability. I currently have 1 pet dog. He is 15 years old. Hes very much an old man and a loner. I love all animals but my favorite are dogs. I am salary so my job is very flexible. & I live an active lifestyle so incorporating activities for your dogs will fit right in! I currently work from home. I am salary so my job is very flexible. I live an active lifestyle so incorporating activities for your dogs will fit right in! I have a fenced in backyard. I currently have 1 dog (yorkie) that is 15 years old. He is an old man and a loner so he sleeps most of the day.
About: I’ve been a dog lover for as long as I can remember! My mom had a rescue and I’ve grown up surrounded by dogs of all sizes and personalities, and caring for them has always come naturally to me. I’ve also spent time volunteering at dog shelters, which has helped me understand and connect even more deeply with our furry best friends. Whether your pup is full of energy and loves playtime, or prefers snuggles and a calm walk, I’ll make sure they feel safe, happy, and loved while you’re away. I treat every dog like they’re my own—with patience, kindness, and lots of belly rubs! I’m reliable, gentle, and truly passionate about what I do. I know how much dogs mean to their families, and I’ll care for yours with all the love and attention they deserve. Can’t wait to meet you and your furry best friend! 💗😊 I’m home all day, everyday since I study from home. Taking care of pets is something I truly enjoy, and it fits perfectly into my routine. I have two super friendly Shih Tzus. They love meeting new furry friends and are great at keeping other dogs company! But if your pup prefers their own space, no worries I can easily keep them separated to make sure everyone feels safe and comfortable. I don’t crate dogs unless it’s requested by the owner. I’m happy to follow your pup’s usual routine, whether that means long walks, playtime, trips to the park, or just some relaxing cuddle time. My home is full of love, and your pup will be treated like part of the family!
About: I’ve been taking care of pets for over five years now. My family and friends rely on me when they go out of town or call me when they need advice on how to care for their pets :) I work fives days a week Monday-Friday 5a-1:30p and I’m off on the weekends so that leaves plenty of time to spend relaxing around the house or running around the yard or whatever else they may fancy I live in a large house with a huge fenced in yard that all the doggies love! So there’s plenty of space for the furry friends to frolic and just be happy and play
About: I love all the pets, I have had cats and dogs in the past. I’m very affectionate and attentive. I can handle high energy and tame animals. Code CANDAR06954, https://www.rover.com/sit/candar06954 for 20 dollars off your first booking I’m available anytime in the Lakeland area, I have also extended my radius. I do weekdays and weekends. I can care for your animals multiple times a week if need be. I’m willing to walk dogs around the neighborhood. I cannot bring animals into my home. I’m willing to cat and dog sit also. If the animal needs special care, please let me know.
About: I’ve been around animals my whole life and have experience caring for all kinds of pets! I currently have a German Shepherd, a senior cat, and a 6-month-old ferret, so I’m familiar with caring for animals of different ages, sizes, and needs. I’ve been watching dogs for friends, family, and neighbors since I was little, and I’ve cared for all kinds of breeds and personalities, big and small. I’m definitely the person who stops to pet every animal I see! I love making animals feel safe, loved, and comfortable, and I’ll treat your pets like they’re my own. 🐾❤️ If your pet is extra needy and loves being the center of attention, no worries! When your pet boards at my house, my own animals will stay at their own house and won’t be at the boarding house, so your fur baby can enjoy all the love, cuddles, and attention to themselves! Pet care fits easily into my routine because my job offers a flexible schedule! As long as I have about a week’s notice, I can arrange my work schedule around your pet’s needs. I’m happy to provide care throughout the day and night, whether your pet needs frequent potty breaks, regular meals, playtime, medication reminders, or just extra company and cuddles. Your pet’s comfort and routine are my priority, and I’ll make sure they get the time, attention, and care they deserve! 🐾❤️ I care for my animals like they’re my own babies, and I’ll treat your pets the exact same way! ❤️ I have a fenced-in yard for safe outdoor time, and my ferret is very friendly and loves other animals. I’m comfortable administering medications, giving baths, crate training or crating when needed, feeding, cleaning up after pets, and pretty much anything else your fur babies might need. I understand that every animal has different needs, routines, and personalities, and I’m happy to accommodate them. Whether your pet needs lots of playtime, extra cuddles, patience, or a little extra care, I’m here to make sure they feel safe, loved, and right at home! 🐾
About: Hello! My name is Bianca and I am a passionate animal lover with years of experience caring for pets. I have always had a deep connection with animals. I have owned pets my entire life, including dogs, cats, and small animals, and have a strong understanding of their needs and behaviors. I am committed to their health and well-being, ensuring they receive proper nutrition, exercise, overall care. I have a flexible schedule that allows me to spend quality time with your pets, ensuring they receive the attention and care they deserve. I am also a skilled animal worker and have experience working with pets with special needs, providing them with the extra care and support they require. I look forward to the joy and companionship a pet brings and am dedicated to being the best dog sitter I can be. Pet care fits perfectly into my lifestyle as I prioritize creating a loving and nurturing home environment, have a flexible schedule that allows me to provide ample attention and care, and enjoy the companionship and joy that pets bring to my life. Caring for any animal is a breeze for me , whether I'm at home or at someone else's house, as I am well-prepared with all the necessary supplies, have a strong understanding of animal needs, and enjoy creating a safe and comfortable environment for them wherever I may be.
About: I have volunteered at animal shelters. I have experience working with “exotic” animals. There was not a moment in my life I did not have a furry or feathered friends. Hi! My name is Dustin, and I’m a dedicated animal lover with a genuine passion for caring for pets like they’re my own. I have hands-on experience with dogs of different sizes, temperaments, and energy levels, including strong breeds like American Bullies. I understand that every pet is unique, and I take the time to learn their routines, personalities, and needs. Whether it’s walks, playtime, feeding, or simply providing comfort and companionship, I prioritize safety, patience, and positive reinforcement. I know how important it is to trust someone with your furry family member, and I aim to give you peace of mind while you’re away by providing attentive, reliable, and loving care. Your pet’s happiness, comfort, and well-being will always come first with me. I do not board any animals in my home. I know that every animals schedule is different and will follow any special instructions given. I am comfortable taking dogs for walks, car rides (if you are comfortable, of course) and love to play with your fur or feathered babies!
About: Ive always had my pets.I worked at a boarding pet facility for the summer and worked with hundreds of dogs and cat at a time! I just graduated from college and have such a passion for animals. I would love to help care for your pets! Whatever their need is, I am happy to see if I am a match! I have 2 small friendly dogs, and a large backyard (not fenced). I have a lot of room inside the house to keep pups comfy!
“This was our 2nd booking with Elizabeth, and she was very flexible with a last-minute booking. She even gave extra attention to our pup when she had some extra time in the booking. Elizabeth is a great choice!”
About: I’ve taken care of multiple animals while also having animals of my own. I will follow their routines to a tee and make sure they’re well loved. I’m currently working at Ragga Surf Cafe that is a dog friendly cafe. I am home most hours of the day and there will be an upcoming month of no work coming up for me in January so I can put my full attention into pet sitting. If they have a routine I will make sure to follow it. Animals are just like people. They deserve love and kindness at all hours of the day. I make frequent stops at houses to let animals go potty and eat. They are helpless without us so we have to help.
About: I'm a certified pet sittier through Fetch Find and have over a decade of experience. I work with dogs, cats, and bunnies. I have experience with sick and anxious animals. My own senior cat is both and requires tender loving care to medicate. I'll bring the same love and patience to your animals that I bring to my own. I currently work from home full time. I have a semi flexible schedule and I'm available from 2pm-9pm for walks, drop ins, or anything your pets may need. I individualize my care based on what each client needs. That may look like giving your babies tons of attention or the space they need to feel safe. We can talk 1:1 to make sure your pets have what they need.
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.
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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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How to book dog walking
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 - Winston
Select a filter and find qualifying sitters offering dog walking.Sitters in Winston average 3 repeat dog walking clients
FAQs for Dog Walking - Winston
Frequently asked questions about Rover
The average cost of Dog Walking in Winston is $18 per walk as of November 2026. Most bookings cost between $18 and $28 per walk. On Rover, 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 November 2026, there are 4,685 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 Winston. 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 Winston 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 Winston. On Rover:
- 89% of walkers can help with special care needs
- 92% 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 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.
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