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 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.
“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!”
“Ruth does an excellent job caring for my puppies! She is prompt in response to any communication about their visits or changes in my work schedule, adjusts her schedule when possible to take them out earlier or later, and is easy to communicate with. She’s been overly helpful today especially when I forgot to put the lock box on my door on the way out and had a full schedule at work, she even stopped by to get the key where otherwise my puppies would have been stuck with no potty or exercise breaks for hours. These two are full of energy so I know they appreciated the extra play time they got together today also! We are very grateful for Ruth and her excellent dog walking services.”
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)
“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.”
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 have over 15 years of experience caring for dogs of all shapes and sizes. Having loved and handled animals since I was 8 years old, pet care is truly second nature to me. I’m incredibly flexible and dedicated to following your exact routine, whether that means high-energy playtime or long walks. I treat every dog as if they were my own and can’t wait to meet yours! I am currently working part-time, which gives me plenty of flexibility and open blocks of time to dedicate to your pups. I usually work nights but not everyday so just reach out! I have one adopted dog who's been with me for a year, and a cat I've had for six years. Because I am a pet owner myself, I know how important it is to maintain your pet's normal routine, keep a close eye on their environment, and ensure all doors, gates, and leashes are completely secure while you are away.
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.
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 grew up with dogs, and I used to have two cats. I have over 3 years of experience using Rover and multiple 5-star reviews. I have taken care of pets who need medication or have special needs. I am open to dog walking and pet sitting. I do not have any pets of my own to take care of daily. I drop in on one dog three days a week and walk another dog twice a week. I will follow all guidelines provided by the client. Respecting all rules in their home and ensuring that their pets will be in good hands.
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: Hi! We run a small hobby farm in Plant City with goats, chickens, a King Charles spaniel named Gracie, and a rescue cat named Pipsqueak. I’m an RN and work 3 days a week. My husband is a real estate agent and works from home. We work together with our 3 school age boys, ages 6, 10 and 12 to care for your pets. We can take care of your pets in your home and walk on their schedule. We love animals and would love to care for yours, while treating your home with respect and care!
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: Hi! I'm Sarah, and passionate and experienced dog and animal lover who has been caring for dogs since I was 10 years old. I treat every pet like family and always make sure they feel comfortable, safe, and loved while you're away. I have experience with dogs of all ages including puppies as young as 7 weeks and senior dogs who are blind, deaf, and require frequent medication. I am very patient and attentive, and I'm happy to follow your pets routine closely-whether that includes exercise, feeding, medication, or special care instructions. I have cared for a wide variety of breeds including labs, miniature schnauzers, yorkies, chihuahuas, pitbulls, rottweilers, german shepherds, golden retrievers and more. Im comfortable with dogs of all sizes and energy levels, from high-energy pups to relaxed and calm dogs. You can expect regular updates about your pet which include photos and communication so you always know how your pet is doing. I am available on weekends and have a flexible schedule. I would love to meet and greet your pet- feel free to reach out anytime if you would like to set that up! I am currently working part time- so I am available most of the time including weekends! The only day I have obligations is Sunday until 1pm- but if needed that can change. I am able to crate dogs if needed, I am able to take care of dogs in any home type- I can accommodate any requirements.
About: With over 9 years of experience in the pet care industry, I've had the pleasure of working in various settings, including veterinary clinics, pet resorts, shelters, and grooming salons. My extensive experience has given me a unique understanding of the needs of animals of all shapes and sizes. I'm a patient and compassionate individual who is committed to providing top-notch care for your beloved pets. My dependability and love for animals make me an ideal candidate for pet sitting or dog walking services. I'm excited about the opportunity to bring joy and comfort to your pets as their next sitter or walker! I work full time as a veterinary assistant at a local clinic in Lakeland. I will be available at various times throughout the week to take care of your pets! I'm delighted to offer flexible services in the comfort of your home. Above all I prioritize your pets' safety and well-being, I strive to provide a fun and relaxing experience for both you and your furry companions.
About: I’ve always had a big heart for animals especially dogs. My wife and I used to save around 2 dogs a week in Texas before we moved back to Florida. I am retired so I am home all the time. I am able to go wherever needed to take care of your pets. My availability is open and very flexible. Our yard is fenced in and I can always accommodate to whatever your pets’ needs are. My daughter and wife love animals so they will be very well take care of.
About: I grew up having dogs my whole life and luckily now I have one of my own! My pup is almost 2 years old and he is the best decision I ever made! Work from home so ill be able to tend to your dogs needs and make sure they are having a great time with me :) I’ll happily do whatever I can to make sure your fav family member(s) are comfortable and have the best time possible by treating them like they are my own
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.
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 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 $21.8 per walk (as of July 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 July 2026, there are 4,670 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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