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.
“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.”
“Margot loves her walks and time with Kylee! So thankful we found an awesome doggie walker! I feel guilty for being unable to do long walks so it is amazing knowing Margie’s having a great time when we’re apart!”
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.
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’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!
“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 have been pet sitting for neighbors, friends, and family since I was 13. I have been trusted to care for, feed, walk, bathe, play with, and clean up after all kinds of pets. I am always respectful to you, your home, and your pet. I have a Golden retriever of my own who I love an insane amount, and I will always treat your pet with the same love as I treat mine! I’m currently working a part time job, so I will have plenty of time to stop by and feed, walk, and play with your pet between shifts! I will gladly walk your dog on a leash, or just let them out in a yard. I will always keep eyes on your pet and will play with them during the whole visit! I will feed/give them water as instructed, and am always interested in learning any commands or skills your dog may know!
About: I’ve walked dogs around my neighborhood for the past four years. I have lots of experience with animals— I personally have many different animals such as dogs, cats, and others! I’ve had experience in the veterinary field and want to pursue the veterinary field and become a licensed veterinarian! I am free for whenever is needed! I am hoping to head over to college soon but in the mean time work up some cash! I have been walking dogs around my own neighborhood around four years now. I treat the animals week, in which they are safe and happy!
“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!”
“Ruth is always quick to respond to my messages and is very reliable. She makes sure to keep my updated on my girl’s status when she walks her and always sends me pictures. She’s flexible and understanding as well. I’m very happy and lucky to have found her since I moved to a new area.”
“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: I grew up in a house hold where we always had some sort of four legged critters. From breeding to part of the family. I prefer four legged companion than 2. It's therapeutic to just chill with someone who just wants to be loved and played with. I've relocated to be closer to my mom. So I'm looking for work to pay my bills. I love animals, so why wouldn't this be an awesome way to make money and play with four legged critters. All care be done in the client's home. So pets are familiar with own surroundings and have a better experience with a random stranger, when it comes to caring for others four legged family member.
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 have owned dogs since was 9/10 years-old, and enjoy playing with dogs and love keeping them occupied espically puppies. For puppies, I like to help potty-train them by offering treats to understand that "outside is where we use the bathroom not inside". I also pay really close attention to due to possible getting into things. I watch out for things that could possibly hurt your dog. As a dog owener myself I will treat your dog as if it was my own dog at home, giving all the attention and play time there hearts desire. I’m currently not working so I am available during select times. I also know what it is like to need a caregiver for your pets while you are away on a business trip or just a quick get away from reality. I live in an apartment complex where everyone keeps to themselves but as for any home I would treat it as if it were my home and how I would want to make sure things are in the right place
“I can tell Maria loves animals. She was very attentive and bonded with Quest however, Quest was not a fan of her husband. Maria is very flexible so when it didn’t work out for daycare, she was able to come to the home and take him for walks instead. Very grateful for Maria.”
About: I have always had fur babies growing up, and have three dogs of my own now! I love taking care of all animals big and small and have experience with all. I can walk, play, and administer any medications that are needed as. I look forward to meeting all our fur babies! I have a pretty flexible schedule and lots of availability during the week and weekends. If you have any questions about my schedule and availability feel free to reach out. When taking care of your pets in your home I try to keep the same routine as if you were home. I will feed at specific times, walk at specific times, administer medications at specific times, and make sure they are always safe. I will keep you updated with everything and send pictures!
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.
Meet local walkers who will treat your dogs like family
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 for Dog Walking in Winston on Rover is $21.8 per walk (as of September 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 September 2026, there are 4,694 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
- 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 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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