Dog Walking Winston
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
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’ve been caring for pets for over 7 years, and it’s something I genuinely love. I have experience with dogs of all sizes from energetic puppies to senior dogs who need extra care and attention. I treat every pet like family and always make sure they feel safe, comfortable, and loved. Pet care is a regular and rewarding part of my weekly routine. I’m calm, dependable, and attentive to each pet’s needs making sure they get the right balance of exercise, playtime, and rest throughout the day. Pets stay in a clean, cozy, and pet-friendly space with plenty of room to relax or play, including a fully fenced yard where they can safely explore and enjoy the outdoors. There’s always someone home even if I need to step out briefly, my mom grandma or my boyfriend, who are both equally experienced and caring with pets, are always around to help. I usually introduce them during meet and greets so everyone feels comfortable and at ease
“Ronda was great and went above and beyond. We needed to book last minute, and she did a meet and greet the same day. Ronda was thorough which put our minds at ease that our baby was well looked after.”
About: I’ve taken care of dogs and cats of all ages and provided medications when needed including pills, eye drops, and shots! I also am flexible to what your pet’s routine already is! I’m home for summers from college (Go Dukes) and I’ve always loved animals, so pet-sitting is my only job over this time! I’m available all days throughout the week! When you’re vacationing in the summer I will look after your pets and give you peace of mind with pictures I take of them and I always leave your house looking like I was never even there!
“After we had an awful first experience with rover with another Dog Walker, Deborah restored our faith in this service. What an incredible human, let alone dog walker. Consistent, great communication, and our dog adores her. I would go back to her 10 times out of 10!”
“Madison did a wonderful job and even took pictures of Kukka! She’s a young pup so I was nervous to leave her—- it was nice to get the updates and see how she was doing :) I hope I can coordinate a time with Madison again!!”
About: I’ve had my own dogs since I was like 5 I learned how to take care of them at a young age.Im pretty good at what I do. I’m currently working part time .I have lots of free time on my hands . Im open to almost any schedule .Just shoot me a text. Caring for pets in my client's home involves a personalized approach tailored to each pet’s specific needs and the services I am providing. I prioritize creating a safe, clean, and comfortable environment where the pet feels secure and loved. This includes feeding them according to their dietary requirements, ensuring they have fresh water at all times, and providing plenty of opportunities for exercise and play to keep them mentally and physically stimulated. I also follow grooming routines and administer medications as instructed, keeping a close eye on their health and behavior. Whether I am offering daily walks, pet sitting, or grooming services, I am committed to providing compassionate, attentive, and reliable care that respects the pet’s routine and comforts, ensuring they feel happy and secure in my care.
About: I been around dogs and cats my whole life. I been housesitting for family and friends for the last 5-6years. My grandmother’s pets are on a strict schedule, and diet therefore I understand strict diet. I’ve worked on a farm so I have experience with farm animals, small pets, and some exotic animals. In the last two years, I’ve had two sets of puppies so I know what it takes to care of puppies. My Roxy was 13 year old when we had to put her down from old age, so I know what it takes to care for a senior dog. I’m currently not working, therefore I have plenty of time to cuddle, play and care with your pets. I can send pictures and/or videos thought your vacation for peace of mind! I like taking care of pets in their own house to make them feel as safe as possible. I will follow any rules or instructions you have for your house and pets.
About: I've had dogs, cats, turtles, hamsters, and fish throughout my life. Love animals! I often pet sit for family and friends, as well as, have two cats of my own. Clean background as I work in foster care. I can promise I will love on your pet as if it's my own. Part time availability nights and weekends, overnights at times. Looking to earn supplemental income and love on some animals while doing so. Reliable and trustworthy. I will walk your pets as needed, give medication and care for them, as if they were my own. I'm willing to stay overnight once comfortable with the pet and owner.
“Ninia has done a wonderful job at walking Denali! She has been kind, a great communicator, asked some great questions that I did not think of, and really seems to care for animals so much! I’m thankful I have found her!”
About: I have taken care of dogs before and I’m currently a owner my self, I will love to take care of other dogs my self. I am currently working doing delivery on Instacart, and I have plenty of time to take care of dogs and walk them and take them to the dog park. I have a very good boy, and there’s a big dog park that can take your baby to have the best time ever, and if it is needed I can crate ur baby
“Anastasia was wonderful! We did an initial meet and greet and from the very beginning, she was great with communication. She was always timely for picking up our our, Barkley, and I think our dog really started looking forward to her coming! Thanks for everything!”
About: I've done dog sitting for 9 years now and have experience with house sitting along with walking pets and doing a first meet before the scheduled date. I am also in nursing school. I currently am in nursing school (last year) since I am about to graduate I do have flexibility that is updated on my rover calendar frequently. I will schedule a time to meet your pet and see what routine is best for your pet and what their needs are in your home to make them feel as comfortable as possible.
“Really liked meeting with Emily. She was super friendly and my dog hit it right off with her at the meet and greet. When she came to take care of my dog she was on time and left a great message with details about the walk. TOTALLY will be using her again and 100% recommend.”
The median cost per walk for dog walking in Winston is $20
Dog parents share their Rover experiences - Winston
Katie has been absolutely amazing with Cas, he’s a bit of a tough cookie requiring lots of patience due to him being older and partially deaf/blind. Me being chronically ill and working with long commutes, Katie has been a lifesaver and accommodated last minute requests! Highly recommend.
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?
Cashless payments
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.
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
As of October 2026, there are 911 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:
- 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 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.
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