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

Over 14 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.
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: I’ve been caring for dogs on and off since I was 12 years old. From Rottweilers to Malteses, I have experience with many different breeds in all sorts of shapes and sizes. I enjoy feeding, socializing, and exercising dogs, even minor grooming such as brushing and nail clipping. I’ve traveled to North Carolina, Virginia, Kentucky, and Pennsylvania to care for dogs long term in their residences. I truly care for dogs as they’re such loving, loyal companions who deserve the same love and loyalty reciprocated. I also have 5 years experience of bird care! I currently have a pretty flexible schedule that allows me to have plenty of time to care for your pets! I’m more than happy to discuss your needs. Caring for your pet in your home allows them comfort and a sense of peace that they wouldn’t have in a new environment. I respect your home as I respect your pet! I will always follow your rules and conduct myself in a professional manner. Your pet’s care is my #1 priority!
About: I’ve always loved animals and have experience caring for pets of all kinds. I have been pet sitting for several years now. I’m happy to help with walks, feeding, playtime, and keeping your pets company while you’re away. I’ll treat your pets like my own and make sure they feel safe and comfortable :) I’m a student at UCF with a flexible schedule outside of classes. I’m available for walks, drop ins, and house sitting, and I’ll have plenty of time to give your pets attention and care. I’ll make sure your pet feels safe and comfortable while you’re away. I’m happy to follow their normal routine and your instructions, and I’ll keep you updated with how they’re doing!

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.
About: I’ve taken care of all kinds of animals ever since I was 5 years old! I’ve taken my time to learn animal behaviors and I can assure your pet will be in good hands. I have had the chance of taking care of multiple animals! Ranging from dogs, cats, goats, pigs, many kinds of birds, reptiles, amphibians and many more. Ive also taken care of many animals of many ages in life. I am mostly always free! I am a student just earning money and experience to become a future veterinarian. I have a great passion for all things animal related so I hope to have the greatest opportunity to take care of your pets! (Hablo español) (I cannot stay overnight!) I am currently a student just earning money and studying. So I am almost always free! (unless my parents planned something.) If anything comes up I will always let you know! I have a dog of my own that is very friendly! If you'd like to socialize your pet I can help! I don't mind buying things to ensure your pets needs are met. (within reason and budget of course)
About: What sets me apart from other sitters is my unique combination of professional discipline, compassion and hands-on experience. As a retired Army veteran, I bring a strong sense of responsibility, reliability, and attention to detail to every job. I've raised 7 dogs of my own and rescued several strays, giving me a deep firsthand knowledge of canine behaviors across all life stages. I have experience caring for both puppies and senior dogs, including administering medication, managing special diets, and adapting routines for comfort and safety. Pet care is a natural and fulfilling part of my daily routine. As someone who has dedicated years to caring for animals both professionally and personally, I structure my day around providing attention, exercise and companionship to the pets I care for. I make sure each pet's needs are met with reliability and heart. This commitment is part of my lifestyle, not just a job I am veteran pet sitter with years of pet care experience, I understand the importance of trust, safety, and respect-both for your pets and your home. I take pride in creating a calm, secure environment for animals in my care, ensuring they feel comfortable and well-attended.
“I can’t say enough great things about Danielle. She has been absolutely amazing with my dog. Super reliable, communicative, and genuinely caring. I always get detailed updates and the cutest pictures after every walk, which gives me so much peace of mind. My pup gets so excited every time they show up — that alone tells me everything I need to know!”

About: I grew up always having pets, as an adult when I didn’t have the circumstances to have my own pet, I started watching pets for all my friends. Bunnies, Dogs of all breeds, cats and more, I have watched and played with them all. I work for myself, for the most part from home, and I always love having a walking partner. Most of my work is very early in the morning or in the evening leaving me open most of the day for walks and playtime. I have a backyard, it is not completely fenced in but there is some nice grass. The house is pet ready with no choking hazards and laminate easy to clean flooring.
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 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 grew up with pets almost all my life cats and dogs mostly. But I've helped friends take care of their pets like cats, dogs and some reptiles. I do my best to make sure I take care of any pets in my care. I'm available all times of the week and weekends. Only times I will not be available as if I have important things that have come to my attention. Such as medical visits and other various important appointments I keep all animals well fed.Make sure they have plenty of time to play.Go on walks and rest with plenty of peting and I make sure any special needs are met for the animals

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: Hi there! I’m Lia and this is my amazing full-time job. This is my dream job and I’m just in love taking care of pets specially dogs and cats. All my life I’ve been taking care of pets specially my sweet little girl Sharon (Sadly, she passed away two months ago.) so I’m more than prepared to take care of your best friend. I’m gonna do my best giving you the best experience ever! Things to consider: ~ Your pet needs to be friendly and kind with babies. ~ I need to meet you and your pet first before booking with me. ~ I don’t accept pets with separation anxiety. ~ I don’t accept aggressive pets. ~ Your pet needs to be house-trained. 🧻 ~ I live in a first floor. 🪜 ~ I have a closed backyard. ~ I speak Spanish and English . My schedule is: boarding (24/7) day care (every day 7am-11pm) drop visits (Wednesday after 6:30pm, Thursday-Saturday 7am-7pm) Of course I would make some exceptions but basically those are my working hours. 🐶 🐱 I will give them all the love as much as they want and take care of them as if they were mine so you won't have to worry about them while they're in my care.
About: I worked at an animal shelter for a 4 years- fostering litters of puppies and older dogs at my home. I’m currently studying Animal Behavior & Digital Cinematography through online classes; I am a Certified Vet Assistant. I have 2 friendly active dogs of my own as well! I currently work at a rescue part-time, so I have experience with all breeds from all types of backgrounds! From anxious dogs to the high energy goofball’s I can handle it. I’m currently a part-time student and part time employee at a boarding facility. I go on runs, walks and hikes and would love to bring your pet for a stroll. I am also able to just hang out and spend quality time with your pup or cat if they have separation anxiety. I have a fenced yard and pool. If your animal needs to be kenneled, a crate will need to be provided. Three people in total live in my household, so someone will always be present to keep an eye on everything. Feeding will be done separate as a safety precaution and playtimes with my personal dogs will be monitored. I treat every animal as though they are my own; furbabies are exactly as the name suggests- babies!!
About: Ive had 4 animals a Labrador, 2 orange tabbys, I've had a pitbull and a Rottweiler and I walk my grandma's dog for over a year, I've had animals since I was young In August at the end on the 30 I'm going to college from Monday to Thursday in the morning until June and I take my grandma's dog out in the morning and night 7:30 in the morning and 7 at night I have a fenced in yard I keep my dog in the house until time for her to go outside and I feed her morning in night and I give her hugs and loves throughout the day
About: I have taken care of animals since I was young. I now work professionally at Animal Kingdom taking care of animals there. I have experience taking care of a variety of dog breeds. I have 5 years of training experience. I am available all day Tuesday, Wednesday, Thursday. I am available for walks as well as home visits. I can be flexible during my work week as well. Of course I have lots of play time with my animals but on top of that I’m always observing for any signs of illness or discomfort. I am very proactive on making sure my animals are healthy and comfortable 24/7.
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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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
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 on Rover is $22 per walk as of October 2026. Most bookings cost between $18 and $32 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 4,723 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 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 , 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 , 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 .
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
- 98% 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 .
walkers on Rover set their own , 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.





