Dog Walkers in Winterstown, PA

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winterstown dog walkers

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: Beth K.
Verified Enhanced Background Check
Beth K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
290 reviews
36 repeat clients
25 years of experience
Stewartstown, PA, 17363

This was my first time using Rover. Beth was excellent! I I had complete confidence she would care for my little dog, and keep her safe and happy.

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Kristie P.
Sitter Profile Image: Chelsey B.
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Chelsey B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
58 reviews
16 repeat clients
10 years of experience
New Freedom, PA, 17349

Great communication!

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Kristie P.
Sitter Profile Image: Paul M.
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Paul M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
7 reviews
6 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: Treanne K.
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Treanne K.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
19 reviews
8 repeat clients
35 years of experience
Red Lion, PA, 17356

About: I am a veterinary technician with over 30 years of experience working with dogs, cats, birds, reptiles, pocket pets and some large animals. Animals have been part of my life since i was a little girl and I love giving them the best care! . I am punctual and trustworthy. I will take care of your babies like they were part of my family. **THE PRICE FOR MY OVERNIGHTS INCLUDES 1 MIDDAY DROP IN** I can take care of your pets anytime during the day or night. I will spend time to make them as happy and comfortable as I can while you are away. I provide walks if needed to give then the exercise they need, or play time in your fenced in yard. I will spend time giving them snuggles and love. If you have cat(s), I will clean the litter and spend time with them to make them feel comfortable and at ease.

Sitter Profile Image: Gabbie B.
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Gabbie B.
from
$25
per walk
5.0 out of 5 stars
34 reviews
14 repeat clients
15 years of experience
Red Lion, PA, 17356

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

Sitter Profile Image: Andrea C.
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Andrea C.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
25 years of experience
Dallastown, PA, 17313

Andrea was absolutely amazing. My pups were so well cared for and the daily summary gave me peace of mind.

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Kimberly W.
Sitter Profile Image: Alexis P.
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Alexis P.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
30 reviews
10 repeat clients
10 years of experience
Red Lion, PA, 17356

Alexis was great with our dog! She’s reliable and sends plenty of photos. Highly recommend.

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Aaron G.
Sitter Profile Image: Trinity B.
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Trinity B.
from
$19
per walk
4 years of experience
Felton, PA, 17322

About: I am experienced in walking, playing, and taking care of dogs. I will be playful, affectionate, and loving towards your dog and treat them with the best possible care. I previously have worked in a pet store driven more towards cats and dogs and had the best time! I take college classes during the day through the week and am looking for an enjoyable job about something I am passionate about. I would love to spend my free time with your pet! I will care for your pet in your home by using your provided supplies like food, bathing, and cleaning items. I love caring for animals and pampering them.

Sitter Profile Image: Caleb & Juliana B.
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Caleb & Juliana B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
40 reviews
9 repeat clients
15 years of experience
New Freedom, PA, 17349

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.

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Tanya P.
Sitter Profile Image: Noah P.
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Noah P.
from
$15
per walk
5.0 out of 5 stars
3 reviews
10 years of experience
New Freedom, PA, 17349

About: I’ve cared for animals my whole life. I grew up with a German Shorthair Pointer as a family dog, so high energy is nothing new to me. I have senior dog experience that includes medication administration (including oral, topical, and injectables), palliative care, and hospice care. I have worked with dogs that do not have the use of their back legs, and dogs who have to wear diapers and need assistance using the restroom. I am a high school senior with early release. I can be out of school as soon as 11:15 to care for your pet. I do not have a fenced yard. I love to play with cats and dogs of all ages and sizes. I will walk whatever animal that you need, I am also able to take them on hikes if that is something there is interest in. I often care for farm animals including horses and cows, so I am available to care for them as well.

Sitter Profile Image: Rowan S.
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Rowan S.
from
$15
per walk
3 years of experience
New Freedom, PA, 17349

About: I’m a responsible college student with a genuine love for animals and a flexible schedule to give your pet tons of attention, exercise, and snuggles! Being home from college for the summer gives me the perfect opportunity to provide reliable, attentive pet care. I have lots of free time for walks, playtime, and snuggles. I love house sitting as well. I am a responsible college student home for the summer. I am happy to provide pet care in your home, where your pet feels most comfortable. In my home we have 3 dogs. Winston is a Bernese Mountain Dog, Rosie is a Yorkie, and Sofie is a Bernadoodle mix. So I am comfortable with dogs of all sizes and personalities.

Sitter Profile Image: Brandi M.
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Brandi M.
from
$23
per walk
5 years of experience
Shrewsbury, PA, 17361

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.

Sitter Profile Image: Mary Y.
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Mary Y.
from
$20
per walk
5.0 out of 5 stars
3 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: Mark W.
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Mark W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
24 reviews
10 repeat clients
13 years of experience
York, PA, 17403

About: Have rescued and cared for dogs of every size and age and fostered 3 dogs for military families on short-term and long-term deployment and currently care for a cat and mini horse, too. I teach private guitar lessons and perform for local gigs, also produce music and create art so am home often or within a few miles. I have a multi fenced yard and three levels in my house, guests may play with my 3 dogs and cat or be safely housed on a different level or even crated if preferred

Sitter Profile Image: Murray D.
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Murray D.
from
$18
per walk
12 years of experience
Spry, PA, 17402

About: I've had a household full of pets for 12 years, and I can't go without! I bring my experience as a pet owner of dogs, cats, small mammals, and reptiles, as well as hundreds of hours of volunteer experience at a local shelter. I know how to provide many different kinds of enrichment to suit your pet personally, I have basic training experience, and I'm able to provide walks to all sizes of dogs in any weather on any terrain. I can also administer medication, and provide select grooming services to most pets. I'm currently available at any time Monday through Thursday, and available at 6PM or later on Friday and Saturday! I am not available on Sundays (exceptions can be made at my discretion). I can stop by at these times for any duties you require. I am happy to care for your pets however you desire in your home. If I'm stopping by for a check-in and some feeding, I'll make sure that I spend time with your pet to make sure they're alright. If you have an enclosed backyard you would like me to make use of, I'm happy to take any dogs out for a play session! Whatever you are set up for at your home and are comfortable entrusting me with, I will strive to meet those requests the best I can.

Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$20
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
30 years of experience
Felton, PA, 17322

About: I am a Registered Veterinary Technician with over 20 years of pet medical experience, pet care, cat rescue, and TNR work. I have volunteered at Animal Rescue, Inc, walking dogs and caring for cats. I also volunteered for feral cat spay/neuter clinics. For over 20 years I have provided complex daily care, including medical needs, for my personal pets. This, and petsitting, have previously been accomplished during full time employment as a veterinary technician at veterinary hospitals. I have provided petsitting many times in owners' homes in the past. I can also pick up mail, water plants, close curtains, turn lights on and off, etc.

Sitter Profile Image: Brent O.
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Brent O.
from
$20
per walk
5.0 out of 5 stars
21 reviews
8 repeat clients
25 years of experience
Stewartstown, PA, 17363

Brent has helped us with walking Dixie a few times and he is amazing. Super thorough with questions and follow up to which we really appreciate. We will definitely have Brent help us out in the future. Thank you Brent ?

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Dawn K.
Sitter Profile Image: Cheyene S.
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Cheyene S.
from
$23
per walk
5.0 out of 5 stars
50 reviews
12 repeat clients
10 years of experience
Red lion, PA, 17356

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! :-)

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Anita P.
Sitter Profile Image: Jennifer N. P.
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Jennifer N. P.
from
$25
per walk
5.0 out of 5 stars
16 reviews
6 repeat clients
25 years of experience
Windsor, PA, 17366

Jennifer is wonderful! She communicates her timing and notifies you of any changes well in advance. She definitely loves my doggo and I feel so at ease knowing that he is being so well taken care of

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Samantha G.
Sitter Profile Image: Leah M.
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Leah M.
from
$25
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
15 years of experience
Dallastown, PA, 17313

Leah is great!

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Jenise R.
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Winterstown dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

I just started using Madeline as a drop in visit/dog walker due to my prior one moving. She’s great at communication and flexible with my schedule. Both Belle and I couldn’t be happier.

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Monica K.
Dog Walking
1 / 1
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How Rover works

  1. 1. Search

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  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Winterstown average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winterstown on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Winterstown dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,442 dog walkers in Winterstown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of Winterstown dog walkers respond in under an hour.

Dog walkers in Winterstown have an average of 16 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winterstown.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 1,442 dog walkers in Winterstown on Rover, so you’re sure to find the perfect match for your dog! In Winterstown, 96% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.