Dog Walking Winterstown

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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.

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Sitter Profile Image: Paul M.
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Paul M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 13 reviews
9 repeat clients
52 years of experience
Dallastown, PA, 17313

“Paul is the best of the best. So nice and dependable. My dog loves Paul probably more than me!! Book Paul, you won’t regret it!”

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Brittany D.
Sitter Profile Image: Tai B.
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Tai B.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 21 reviews
6 repeat clients
6 years of experience
York, PA, 17402

“Tai communicates well and my dog Belle just loves her.”

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Monica K.
Sitter Profile Image: Mary Y.
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Mary Y.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
40 years of experience
Felton, PA, 17322

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.

Sitter Profile Image: Jewel M.
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Jewel M.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
7 years of experience
Windsor, PA, 17366

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 work part-time in the evening. 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.

Sitter Profile Image: Melissa H.
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Melissa H.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
20 years of experience
Stewartstown, PA, 17363

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.

Sitter Profile Image: Murray D.
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Murray D.
from
$18
per walk
5.0 out of 5 stars
• 7 reviews
12 years of experience
Spry, PA, 17402

“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.”

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Mandy K.
Sitter Profile Image: Kate M.
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Kate M.
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
13 repeat clients
15 years of experience
Parkton, MD, 21120

“Kate and my dog got along great. I was nervous because he had a tummy problem the day before, but she followed the request I sent her the night before/note I left at the house and my dog had a stress free day in his own house while I took a day trip to visit family. Would definitely use her again!”

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Arianne B.
Sitter Profile Image: Isabelle L.
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Isabelle L.
from
$35
per walk
5.0 out of 5 stars
• 11 reviews
3 repeat clients
10 years of experience
Stewartstown, PA, 17363

“Isabelle is great! She was professional, communicative, and sent us photos of our dog enjoying his walks with her. We really appreciate her stepping in to help us on short notice as well. We will definitely be reaching out to Isabelle first for any future dog walking or dog sitting needs. 10/10”

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Mary Jane D.
Sitter Profile Image: Jaclyn A.
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Jaclyn A.
from
$30
per walk
5.0 out of 5 stars
• 22 reviews
5 repeat clients
35 years of experience
Yoe, PA, 17313

About: I’ve cared for dogs for over 35 years and cats for 11 years. I’ve taken care of hermit crabs, Guinea pigs, rabbits, fish, turtles, rats, goats, chickens, pigs and ponies. I have a part time jobs with summers off and have time to tend to others pets. I am available to border on weekends and potentially weekdays with a reasonable notice. I have 2 friendly dogs and animal loving kids to keep your fur babies company. I can crate your pup if need be and have a lead in my yard to keep them safe from running off! They will never be left out alone. I’m a school bus driver so I am home and available most of the day. I’m only away from home for 2 1/2 hrs at a time so pets are not left unattended for long periods of time! I do not have a fenced in yard but I do have a lead in the yard that your dog would be on when not on a leash and being walked when outside.

Sitter Profile Image: Liam G.
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Liam G.
from
$15
per walk
10 years of experience
Wrightsville, PA, 17368

About: Experience with dogs of all breeds and sizes and energy levels. Multiple years of experience with reactive and aggressive dogs from 10 pounds through 120 pounds I am more than willing to work with your schedule to fit in however I can along with my other clients schedules so assure your peace of mind I have a full bread Australian Shepherd, and a pitbull/boxer mix. I have multiple years of experience working alongside local dog trainers with reactive and aggressive dogs

Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
40 years of experience
New Park, PA, 17352

About: I have lived with cats and dogs my entire life. Taken care of neighbors’ and co-worker’s pets. Previously worked for a cat vet, so giving medications is not a problem. Recently retired and looking to stay busy! I currently live with three of my own dogs and I’m finding extra free time these days. Recently retired from law enforcement and looking to stay active with dog walking or drop-ins. Looking forward to decompressing and helping those who work long hours not worry about their pets!

Sitter Profile Image: Lliam K.
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Lliam K.
from
$20
per walk
5 years of experience
Shrewsbury, PA, 17361

About: I grew up with dogs, have lived with cats. Most comfortable with dogs and cats but have some experience with birds and lizards as well. I currently work from home so my schedule is pretty open. I'm available anytime any day as long as it does t conflict with my son's baseball schedule I love animals so I will treat your pet like my own. I will provide attention, affection and any other basic services you may require

Sitter Profile Image: Brooklyn L.
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Brooklyn L.
from
$18
per walk
5.0 out of 5 stars
• 6 reviews
12 years of experience
Spring Grove, PA, 17362

About: My love for dogs began at a very young age, nothing can make me happier. I assisted my mom in running her kennel for many years, (we had 6 of our own) i was able to learn a lot from that and even got familiar with delivering puppies and working with dogs on behavioral issues before they were placed into their permanent homes. At 18 i got a job working as a kennel technician at a local pet shoppe, after showing my hard work and dedication i was given their assistant manager title! and i now own 2 dogs of my own, Everest & Copper. I am always willing to see if i can make something work out! i have a job but consistent hours can be a struggle within my work place. I truly believe that its all up to the owner, every dog is very different and has their own schedule and way they like to do things ! communication and listening to my clients is very important to me in order to make sure I'm respecting wishes and making their pup comfortable and happy as possible during our times spent together.

Sitter Profile Image: Chelsea N.
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Chelsea N.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 133 reviews
49 repeat clients
20 years of experience
Spring Grove, PA, 17362

“Chelsea was wonderful! She treated my puppies like they were her own. My border collie was hesitant at first (he always is when he first meets someone) but he warmed up to her very quickly. She sent daily pictures which helped us know our puppies were well taken care of while we were out of town. I've even asked Chelsea to be our go-to sitter and dog walker!”

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Lamis A.
Sitter Profile Image: Taylor C.
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Taylor C.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
8 years of experience
Spring Grove, PA, 17362

About: Being around animals just brightens my day! I was a groomer for 2 years before becoming a mom full time. I have experience with dogs ranging from little baby doggies to the giants of giants and I love them all. I ABSOLUTELY will take pictures of your furbaby so fully expect picture updates along the way. I have experience with diabetes in dogs so I’m good with giving insulin injections as well as taking blood for blood sugar checks. I’ve dog sat for friends/family/neighbors and my priority is to always treat every pup as my own. I have 8 years experience house sitting/checking in/dog walking for others and 11 years personal experience. I’m a stay at home mom so I have plenty of time to hangout with your fur babies! My morning availability starts at 8:30am. When doing check ins or house sitting I like to follow any requests/routines you the pet parent already have in place for your fur babies day to day.

Sitter Profile Image: Madison K.
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Madison K.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Whitehall, MD, 21678

About: I have grown up with having dogs as pets my whole life. I grew up on a farm so I have experience in caring for livestock as well. I have a very flexible schedule this summer including weekdays and weekends as I am home from college for summer break. Please feel free to reach out! I have been around many types of dogs so I have experience with all types. Based on what the owner wants to be done/ the dogs needs I’m happy to help.

Sitter Profile Image: Keisha C.
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Keisha C.
from
$25
per walk
4.7 out of 5 stars
• 17 reviews
3 repeat clients
20 years of experience
York, PA, 17408

“Where Do I Begin. First i want to start by saying Thanks 🙏🏽 Mrs Keisha for Helping me with my fur babies while out of town. No words can express how much we appreciate your services . She was infallible!!!!!. Great with the Dogs . She gravitated to Chino and kods as they gravitated to her . That’s was awesome. The level of care she provided for them was above and beyond. I can’t thank Mrs Keisha enough. I will forevvvvvvveeeeeeerrrrrrr request her services. As long as she’s available. I highly recommend Mrs Keisha she will care for your fur babies as they were her own. She had provided 5Star ⭐️⭐️⭐️⭐️⭐️services 🙏🏽Thanks”

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Devin’S J.
Sitter Profile Image: Marlana F.
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Marlana F.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
9 years of experience
York, PA, 17406

About: I've always had lots of love for pets since a young age. Growing up my family had a house of 2 dogs and 3 cats, which means a lot of bowls to be filled, yard and litter box to be cleaned, and snuggles to be given and received at the end of the night. My on-hand experiences have ranged since 2017 with my own pet sitting clients, worked as a receptionist at a vet local hospital, and as a caretaker at Petco. I understand the importance of treating pets as if they were my own. Safety, comfortability, and attention are my top priorities when I'm responsible for your beloved furry ones. I am a fresh graduate. My most recent schedule is 6am to 4:30pm Mon-Thurs in the Hellam township area. I am very available and more open Friday, Saturday and Sunday all day. In the past, I had my own senior cat (Sapphire) who I loved and cared for every day for 3 years until she passed onto the rainbow bridge. I personally understand how that bond and connection feels. Although my present living situation at an apartment doesn't allow pets, for the past two years I've been housesitting at my clients' homes. I respect and follow the guidelines of each and every one. During most of client's departure, I've collected or separated mail, trash is out on time, and ensured the home is cleaned for when they return. I enjoy sending daily updates through texting, photos, or videos to the owner with our activities from playing, walking, feeding and napping. Clear communication with dietary, medication, grooming and other needs is my responsibility. I will do everything to the best of my abilities to ensure a stress-free time for my clients and their pets.

Sitter Profile Image: Haley R.
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Haley R.
from
$15
per walk
16 years of experience
Street, MD, 21154

About: I have cared for dogs all my life. I successfully raised two dogs on my own. Neighbors, friends, and family have always relied on me to help with their dog care needs. I have just graduated from pharmacy school and am studying for my board exam. I am available weekdays and weekends all throughout the day, whatever your dog needs. I will maintain daily routines with feeding schedules, medications, potty breaks, and play time. I will uphold safety protocols and will respect your household’s boundaries.

Sitter Profile Image: Melinda F.
Verified Enhanced Background Check
Melinda F.
Star Sitter
from
$32
per walk
4.9 out of 5 stars
• 31 reviews
6 repeat clients
24 years of experience
Manchester, PA, 17345

“Melinda was great at communicating and was very reliable.”

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Julie B.
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The median cost per walk for dog walking in Winterstown is $20

Dog parents share their Rover experiences - Winterstown

1 / 1
5.0 out of 5 stars

Amazing! We were in a bind with having a long day out of town and Madeline showed up twice to walk our dog. No worries on our end. Very responsive and Mia (our puppy) got in some much needed exercise.

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Yvonne H.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Winterstown

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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 is $17 per walk as of November 2026. Most bookings cost between $2 and $17 per walk. On Rover, 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 November 2026, there are 3,554 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 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 a map of the walking route, 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 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 Winterstown. On Rover:

  • 88% of walkers can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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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