Dog Walking Winterstown
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 2 pet parents in Winterstown have booked dog walking
Winterstown, 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.
“Treanne was able to make daily walks happen for my best friend even on a fairly short notice. She sent pictures and notes about what was going on. Absolutely a great job!”
“Caleb is personable, friendly, and energetic enough to keep up with our lively puppy. Stella would always return her walks with Caleb happy, joyful, and yet ready for a nice puppy nap. Caleb even took the extra step to come over for an introductory visit to meet Stella, get acquainted, and talk us through any concerns/answer questions. Highly recommend using Caleb & Julianna.”
About: I've always loved animals and am fascinated with their care. I have trained my own German Shepherd Husky as well as dog-sitted for a variety of restricted breeds. I am currently attending college classes in the mornings so I can perform tasks before class and the full day after. I also drive for Uber Eats so I balance both positions. I will ask lots of questions about your typical care of your pet prior to taking on the animal to ensure their routine remains the same. I am slow in introducing myself to animals, by letting them sniff and be comfortable before engaging.
About: I've personally worked with a professional dog trainer, a doggy day care, and a pet store, so I have various knowledge when it comes to how to interact, play, treat, walk, watch, and love your dogs. I also have personal experience with seniors, puppies, special needs and x-large large dogs. I also have much understanding and experience with cats and kittens as well I'm currently Part-Time, which means I will have more time to watch over and love on your babies. Weekends and holidays are no problem either. I believe (and have experienced it with my own pets) that pets are more comfortable in their own home, and that's why I offer to come and house/pet sit in the safe haven that is your house. Your pet will get treated, and spoiled, as if they were my own
About: I’ve taken care of dogs of all breeds and sizes, cats and small farm animals for 12 years and I have a vet assistant certification from Animal Behavioral College. Experienced with med administration, puppies, rescues, and senior dogs. I’m currently home full time - basically my daily and weekly routine is to care for my animals and garden at home. I do travel out of state occasionally to sit for friends and family I’ve worked with over the years. I have a fenced in yard and two dogs to keep your fur baby company and active. A senior Great Pyrenees and a year and a half old mixed breed that love to run around and chase each other and balls in the back yard. My cat is very used to dogs and puppy play dates, and I’m able to crate your baby if needed.
“I am very thankful for Cheyene was amazing with my dog Bonnie! She is reliable and her professionalism, her genuine love for animals. Well trusted dog walker and definitely be calling her again. Thank you Cheyene! :-)”
“Murray was wonderful! Delightful to work with. Excellent with communicating. Very attentive to Nala’s needs, especially as they cared for her during very intense heat. I would give my highest recommendation over and over. I’m very grateful for the care Nala received.”
About: I grew up on a small farm. I currently have four cats and I am experienced in taking care of litter pans, feeding and providing love to cats. I currently also have two dogs. I love spending time with animals and I love walking so this new adventure seems like a great fit for my lifestyle. I currently work part time as a Dental Hygienist so I am available to be there for your pets needs. I am experienced to do this because I have 4 cats and two dogs that mean everything to me! I am a very trustworthy and detail oriented. I take pride in having a strong work ethic. I treat animals with the utmost respect and kindness realizing that each pet has a unique personality just like humans.
About: I have been around animals my whole life and I have 2 pets of my own. I feed and take them on walks every day I have 2 pets of my own. A dog named Reese and a cat named Sawyer. I am able to come to someone's home also. I also work in the evenings Wednesday through Sunday so I am able to care for animals in the mornings and all day on the days that I am off from my regular job which is Monday and Tuesday. If you need an overnight sitter I can do that as well. My schedule at work is usually 7 hrs and I would be able to come stay a night after I get off work. We can discuss that at a later time upon booking if needed. I take my dog out on the leash because of the place that I live at doesn't have a fenced in yard. Watch them closely when not on leash. I also have kennels that can separate them if needed.
About: Hi! I’ve grown up with dogs all my life and also was a trainer for the seeing eye before! We are a very active family so lots of playing and walks will be had! I have a puppy of my own that I am training so your baby will always have a friend! Look forward to meeting you and your fur baby I’m a stay at home mom so I will be home full-time minus errand running here or there so you can expect your fur baby to be fully enriched with constant company! We will play outside, go on trips and of course walks including hikes if you are comfortable with that! I also have a puppy so they will have a built in bestie!
About: I have owned and cared for dogs most of my life. I currently have 3 myself and am always caring for my friends and families pets when they need me. I will care for your animals as if they were my own. I have experience with dogs, cats, fish and reptiles. My house is like a zoo! I am available any day of the week, but time of day may differ as I am a police dispatcher and work a mixture of AM and PM shifts. Just shoot me a message! I will send you updates/photos anytime I drop in to care for your pets. I will keep a constant eye on them and will contact you if any problems arise.
About: Hi I am Brandi soon to be your pets favorite sitter/ best friend. I am a huge dog lover and will love to do whatever your dog chooses. Whether it’s cuddling, walking, playing, and etc. I want your dog to love and feel comfortable around me and cared for while you are away. You will get plenty of updates from me about your pets and cute photos/videos. Your pet’s happiness and well being is priority at all times. They will feel lots of love and attention so that they are happy with me also every experience is tailored to their needs and personality. With every visit you can trust that they will be safe and in good hands. I have had lots of experiences with dog whether it’s returning a lost dog to there home, walking friends dogs, stoping by at friends houses to check in on there dog, and giving food/love also potty breaks to pets. Before caring/spending time with your pet I would like to know their favorite activities, what time they eat, any medical information/health needs, special needs, and any behavioral signs I should be aware of from your pet. I am currently working at home with a flexible schedule and so I can accommodate you and your pets needs from walks, visits, and more. I can take your dog on walks and have plenty of play time. I can unfortunately not take your pet to my house so I will be at ur house to accompany them.
The median cost per walk for dog walking in Winterstown is $20
Dog parents share their Rover experiences - Winterstown
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- 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
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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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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 - Winterstown
Select a filter and find qualifying sitters offering dog walking.Sitters in Winterstown average 4 repeat dog walking clients
FAQs for Dog Walking - Winterstown
Frequently asked questions about Rover
The average cost of Dog Walking in Winterstown on Rover is $17 per walk as of October 2026. Most bookings cost between $2 and $17 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 3,568 sitters on Rover offering Dog Walking across Winterstown. 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 Winterstown. 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 Winterstown 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 Winterstown. On Rover:
- 93% of walkers can help with special care needs
- 96% can help with giving oral medications or injections
- 97% 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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