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.
“I can’t thank Joshua enough for the wonderful care he’s given Melvin. He’s been incredibly patient and understanding with my pup, and it’s clear that he genuinely cares about animals. Highly recommend Joshua to anyone looking for a reliable, kind, and attentive dog walker!”
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.
“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!”
“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 been taking care of my own dogs , family dogs included and others for the past 7 years I have most experience with several German sheppards, labs and golden retriever and shitzus I currently go to college at University of South Florida on Tuesdays and Thursdays from 11 am-4:30 till December and am available either before or after and any other day! I don’t do in my home because my dogs but I can do your home! I am well prepared! And hard working to care for your dogs!
“Ruth is exceptional! She is timely, communicative, and very thoughtful. Our meet and greet was wonderful, and I could tell she is very thorough because of all of the questions she asked to make sure our fur babies get the best care possible. Today she walked our dogs while we were away, sent a report card, and multiple pictures. We are extremely pleased and look forward to hiring her again ☺️ Thanks, Ruth!”
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 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 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!
“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!”
“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’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!
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 currently work at a dog training facility so I have experience in training and taking care of dogs in a professional manner. 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: 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 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.
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 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 August 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 August 2026, there are 4,580 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:
- 90% 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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