Dog Walking Pyletown

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Pyletown, 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: Sierra C.
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Sierra C.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
5 repeat clients
7 years of experience
Boyce, VA, 22620

About: Hello, my name is Sierra! As a dedicated pet owner myself, I understand the deep bond between animals and their families. With over 7 years of experience caring for dogs and cats of all breeds, I've honed my skills in providing compassionate and reliable pet-sitting services. I'm excited to extend my love for animals to your furry friends. I am seeking a rewarding opportunity to utilize my free time. I'm available most days and times and would love to offer my services as a reliable and compassionate pet sitter. Your pet will feel right at home in my caring environment. I offer a safe and fun outdoor space, as well as cozy indoor comforts. I'm flexible and adaptable, ensuring that your pet's needs are always met.

Sitter Profile Image: Meghan H.
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Meghan H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 647 reviews
314 repeat clients
24 years of experience
Stephens city, VA, 22655

“After 16 years, we finally decided to try a dog walker with our dog. We couldn't have picked a better person to trust her with! After meeting Meghan we felt very confident with her taking care of Lily. We will definitely use her again.”

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Regina P.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
• 354 reviews
121 repeat clients
8 years of experience
Winchester, VA, 22601

“Kim takes such great care of my girls, is willing to be flexible, and is very communicative! I highly recommend her to anyone in need of pet care 😊”

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Heaven A.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
• 102 reviews
22 repeat clients
10 years of experience
Winchester, VA, 22602

“⭐️⭐️⭐️⭐️⭐️ A True Gem – Like Family to Us and Maximus! We feel incredibly lucky to have found Hannah—she’s not just a dog walker, she’s part of our family. Our dog Maximus is truly our baby (especially now that our kids are grown and out of the house), and knowing that Hannah cares for him with the same love and attention we do means the world to us. Hannah has been with us for over three months now, and in that time she’s become someone we fully trust with our most spoiled and beloved family member. She’s reliable, flexible with our crazy schedule, and always greets Maximus with affection and warmth. You can tell she genuinely loves what she does. Maximus absolutely adores her! She goes above and beyond to make sure he feels cared for when we’re not home, which gives us such peace of mind. We treasure Hannah and everything she does for our family. If you’re looking for someone who will love your dog like their own, look no further. She’s truly one of a kind.”

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Gigi F.
Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 91 reviews
28 repeat clients
10 years of experience
BERRYVILLE, VA, 22611

“Sarah is great and she is super with my dog! W Sarah”

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Eric W.
Sitter Profile Image: Paloma A.
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Paloma A.
from
$12
per walk
1 year of experience
Stephenson, VA, 22656

About: Hi! Paloma** 🐾 I’ve had dogs for year, three, in fact, over the course of my life. I recently said goodbye to my last pup, and while I’m not ready for a full time dog in my home just yet, I miss it all deeply: the walks, the game of fetch, the pure joy and love only a dog can give. I am not new to dog care, I’ve looked after many dogs over the years, but this is my first time doing it through Rover! I’d love the chance to give your pup some of that same love and attention while you enjoy a vacation, work trip or time away. I treat every dog like my own, patient, attentive, and always up for a good walk or a solid game of fetch. Looking forward to meeting you and your pup! I work 9-6 hybrid, Monday thru Friday with somedays being fully remote. I am home most weekends and spend my free time walking, doing arts and crafts or gardening. Peace of mind is definitely important when it comes to my fur babies, I know that first hand. I can send check in photos with every walk, treat and meal if that is what you wish. I like to also take them to the dog park in my neighborhood if they play well with others. 3 walks a day minimum will be provided unless more are required. I currently working on building a fence to m a backyard and should be completed but end of September!

Sitter Profile Image: Tambra L.
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Tambra L.
from
$20
per walk
5.0 out of 5 stars
• 20 reviews
9 repeat clients
40 years of experience
Boyce, VA, 22620

“Great with dogs”

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Cathleen M.
Sitter Profile Image: Reina P.
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Reina P.
from
$18
per walk
4.9 out of 5 stars
• 29 reviews
8 repeat clients
10 years of experience
Boyce, VA, 22620

About: Hi, My name is Reina, I recently retired and love to care for pets. I have a lot of time and dedication to care for yours. Flexible with schedules. I am currently retired, so I have a lot of time to play and properly care for your pet. I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours. I have a fence yard and a very clean environment.I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours.

Sitter Profile Image: Desi M.
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Desi M.
from
$10
per walk
5.0 out of 5 stars
• 5 reviews
3 repeat clients
10 years of experience
Berryville, VA, 22611

“Desi is friendly, helpful, responsive. She took great care of her too large and medium sized dogs. I will be requesting Desi’s help again and highly recommend.”

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Liz P.
Sitter Profile Image: Sherry R.
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Sherry R.
from
$16
per walk
5.0 out of 5 stars
• 22 reviews
8 repeat clients
3 years of experience
Stephens City, VA, 22655

“Sherry took our menagerie of dogs and cats in stride when she arrived and she handled my dog Duncan with ease during the walk. She obviously loves animals and my dog, who is sometimes shy with strangers, immediately liked her and will be happy to see her the next time she comes. I highly recommend her if you need a good caretaker for your pets.”

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Kelly F.
Sitter Profile Image: Taylor R.
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Taylor R.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
15 years of experience
Winchester, VA, 22601

About: I’ve taken care of dogs and cats of all sorts. I grew up with small, medium, and large dogs as well as indoor and outdoor cats. I’ve also grown up caring for animals from a variety of backgrounds- fosters, rescues, you name it. I genuinely love spending time with animals and since I can’t have one of my own this seems like a great way to connect with pets and offer my services. I’m happy to come meet any animals in advance to make you more comfortable. I currently work remotely 90% of the time so this gives me a lot of flexibility to walk and take care of animals during work day hours if needed. I’m very good with following whatever directions will make you and your pets feel the most comfortable in your homes and out on walks.

Sitter Profile Image: Alex H.
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Alex H.
from
$18
per walk
5.0 out of 5 stars
• 20 reviews
9 repeat clients
10 years of experience
Winchester, VA, 22601

“Alex has been great with our dogs! He goes above and beyond and our dogs do so great with him! I would definitely recommend Alex. He has a great attitude and works well with different breeds. We have a pitbull and an Australian Shepherd, and they really love Alex and look forward to their time with him!!”

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Tammy S.
Sitter Profile Image: Cameron W.
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Cameron W.
from
$18
per walk
7 years of experience
Winchester, VA, 22601

About: I have a love and understanding for all animals! I have trained my own and have learned so much through them. I have a lot of experience with dogs with behavioral issues. I am a college student with a lot of free time. My evenings are free and I have a lot of gaps during the day! I would love to get out on walks with dogs in my gaps. I have my own dog to keep yours company if that is something you would like. If not, he can stay with his other mama when your pup is over! Dogs will get full exercise and enrichment when staying with me. We will be in a fenced in yard running around and go on serval walks throughout the day.

Sitter Profile Image: Kathy G.
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Kathy G.
from
$25
per walk
5.0 out of 5 stars
• 59 reviews
18 repeat clients
30 years of experience
Winchester, VA, 22601

About: I have been an animal lover & owner my entire life. I've always had a dog along with the occasional hamster, cat, guinea pig, lizard, hermit crab, rabbit, bird & fish. I love animals especially dogs. I am very comfortable with large breed dogs as well as smaller dogs too. I like to think the bigger the dog the more loves & cuddles you get.🥰 I've volunteered for rescues over the past 10 years & have fostered both dogs & cats. I'm very excited to meet new animals and their owners. I currently have 1 dog & 3 cats. I try to stick to your animal's schedule so they continue with their normal routines. I make sure your animal is given lots of attention & play time. I will show your animal affection & lots of play time & snuggling if they enjoy that. I've never met a dog that hasn't liked me....big or small.

Sitter Profile Image: Susan B.
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Susan B.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Winchester, VA, 22601

About: I’ve loved animals my whole life, and I’ve had the pleasure of living with, and pet sitting for multiple cats and dogs. I’ve done both kitty and dog meds, so if you have a high maintenance fur child like me, I’ve got you covered!! If you trust me with your fur baby, I promise I will love them as much as I love my own!! I work from home, so I have a lot of flexibility. Mornings are more difficult for me, but I can definitely work with you to find what’s best for the pets! My own pets are high maintenance, so I am definitely able to work with your pets needs. I crate my own dog, and give both my dog and cat meds and supplements. I don’t have any human children so my pets are my children. I will give your pet the love, attention, and care I give my own!!

Sitter Profile Image: Maddie E.
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Maddie E.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Stephens City, VA, 22655

About: I’ve taken care of dogs of every shape and size since I was born. I was an infant cuddling with our massive doberman! My friends, family, and neighbors always knew they had a reliable pet sitter as long as I was around. I also ran on Harrisonburg Rescue Squad as an EMT for about 2 years, which has taught me excellent hard and soft skills in the case of an emergency. I’m working part time right now, so I’m able to spend as much time as needed with your lovely pooches (or other animals)! I mostly work nights on the weekends, but am able to adapt my schedule, if needed. :) I absolutely respect a given owner’s rules for their pets. In my own home, we raised our pit bull to listen and be intentional, and he is an amazing boy. In my client’s homes, I will treat their animals with the utmost respect, while enforcing the necessary house rules. I can promise you that I will treat your pet(s) like my own and give them the love they deserve!

Sitter Profile Image: Isabelle M.
Verified Enhanced Background Check
Isabelle M.
from
$18
per walk
5.0 out of 5 stars
• 1 review
12 years of experience
Berryville, VA, 22611

About: I’ve had a cats and dogs since I was little and have experience giving medication, taking them on walks, feeding them, including specialized diets and medications. I have experience in senior care and taking care of disabled animals, having two senior pets and a disabled cat of my own. I’m very flexible and love animals! I’m a student and working part time, but I still have plenty of free time to care for your animals! I am dedicated and able to take care of my own animals and take care of yours! I am very calm and understanding of animals boundaries. I can hangout with your pet if needed, but also understand if they’re more skittish, having experience with past skittish pets.

Sitter Profile Image: Caitlyn N.
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Caitlyn N.
from
$14
per walk
5.0 out of 5 stars
• 1 review
18 years of experience
Paris, VA, 20130

About: I’ve taken care of my dads friends dogs aswell as my own cat. I’ve fed, walked, etc.. I’d love to work with your pet! I’ve had my cat for 12 years and she’s well taken care of. This is currently my main priority as I’m going to college soon! I can do pretty much any days and any times!! Monday-Friday. 7Am- 9PM (just an example) I currently do not offer this ! But if i ever did I’d make sure your fur baby is as comfortable as my own. Thank you for trusting me!

Sitter Profile Image: Hannah C.
Verified Enhanced Background Check
Hannah C.
from
$25
per walk
9 years of experience
Stephens city, VA, 22655

About: What sets me apart from other sitters is my lifelong experience with animals, having grown up with dogs and cats in the country. I provide compassionate care for senior pets. My joyful, hardworking, and caring nature for animals ensures each pet receives the personalized attention and love they deserve. I am a flexible and reliable pet sitter available anytime with advance notice. Ready to provide loving, attentive care for your pets whenever you need! I provide attentive care in my clients' homes. For outdoor time, I use a leash to ensure safety and proper exercise. Your pets will receive personalized attention, love, and regular activity.

Sitter Profile Image: Kristen C.
Verified Enhanced Background Check
Kristen C.
from
$18
per walk
19 years of experience
Winchester, VA, 22601

About: I have been a pet owner for most of my life. I volunteered at the SPCA while I was in college, and I thoroughly enjoy interacting with animals. I will care for yours as I cared for my own! While my daughters are in school, my day is open! I can visit, walk, and play with your pet while you’re at work, so you won’t have to worry if they’re bored or lonely. I will come to your house to walk, feed, and/or play with your pet. We can discuss your pet’s needs at any time.

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

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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
  • 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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  • 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. 1. Search

    Browse profiles of walkers near you who offer dog walking
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Popular requests for dog walking - Pyletown

Select a filter and find qualifying sitters offering dog walking.

Sitters in Pyletown average 4
repeat dog walking clients

FAQs for Dog Walking - Pyletown

Frequently asked questions about Rover

As of October 2026, there are 1,537 sitters on Rover offering Dog Walking across Pyletown. 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 Pyletown. 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 Pyletown 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 Pyletown. On Rover:

  • 92% of walkers can help with special care needs
  • 98% can help with giving oral medications or injections
  • 95% 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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