Dog Walking Chester

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Chester, 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: Katie R.
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Katie R.
from
$20
per walk
1 repeat client
7 years of experience
East liverpool, OH, 43920

About: Hi! I'm Katie, a certified dog groomer, dog trainer, and lifelong animal lover. I've worked with dogs of all breeds, sizes, and temperaments, including puppies, seniors, and dogs that need a little extra patience and understanding. I have experience with: • Dog walking • Drop-in visits • Overnight pet sitting • Multi-pet households • Basic medication administration • Feeding and maintaining routines • Training reinforcement and enrichment I know how important it is to trust the person caring for your pets. I'll make sure they are safe, comfortable, loved, and treated like family while you're away. I provide regular updates and photos so you can have peace of mind knowing your pets are in good hands. Pet care is already a big part of my daily life. As a dog trainer and groomer, I spend much of my time caring for animals, and I have dogs of my own as well. My flexible schedule allows me to provide walks, drop-in visits, overnight care, and plenty of one-on-one attention throughout the week. Because working with animals is both my profession and my passion, caring for pets fits naturally into my routine. I'm a professional dog trainer with six dogs of my own, so caring for animals is a big part of my everyday life. All of my dogs are socialized and get along well with other dogs. I have a fully fenced yard for safe outdoor play and exercise, and because I make my own schedule, I'm able to be flexible and provide plenty of attention and supervision throughout the day. When caring for pets in my home, they are treated like family. They receive regular potty breaks, exercise, enrichment, playtime, and lots of affection. When caring for pets in a client's home, I follow their normal routine as closely as possible, including feeding schedules, walks, medications, and any special instructions. I also provide updates and photos so owners can feel confident their pets are safe, happy, and well cared for. As someone who works professionally with dogs and even takes my own dogs to work with me, I understand how important trust, consistency, and positive care are for every pet.

Sitter Profile Image: Leah D.
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Leah D.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Monaca, PA, 15061

“Leah did such a great job with our five month-old puppy, which is a tall order because he has A LOT of energy! She even took some time to work with him on a few tricks. I would highly recommend Leah as she is reliable, conscientious and very patient.”

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Lauren W.
Sitter Profile Image: Chelsea S.
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Chelsea S.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 22 reviews
8 repeat clients
20 years of experience
Coraopolis, PA, 15275

About: I’m a Star Sitter on Rover with hands-on experience providing reliable, professional in home pet care, including drop ins, house sitting, and walks. In addition to being a dedicated dog mom to two large breed dogs, I’ve worked in boarding facilities and pet hotels and have volunteered with animal shelters, giving me experience with dogs of all breeds, sizes, and temperaments. My background has taught me how to safely handle dogs in a variety of environments, follow detailed care instructions, recognize stress signals, and maintain structured routines, all while keeping pets comfortable in their own homes, where they’re often happiest. I customize the care I provide according to individual needs while emulating the pet’s current routine. What Sets Me Apart • Comfortable and confident with all breeds and sizes, including pit bulls, bully breeds, and large dogs • Professional experience in boarding facilities, pet hotels, and animal shelters • Experienced with daily walks, structured play, and exercise for high-energy dogs • Jogging and structured cardio exercise available for high-energy or working breeds. I’m a trained runner and prioritize safety, proper pacing, and each dog’s individual fitness level • Skilled in feeding routines, basic training reinforcement, senior care, and administering medications • Attentive, reliable in-home care, your pet will never be rushed or overlooked • Physically capable and experienced in safely handling large, strong, or athletic dogs • You’ll receive frequent updates and photos, so you always know how your pet is doing My focus is on providing calm, consistent, and dependable care in your pet’s familiar environment, whether that’s during a quick drop-in, a long walk, or overnight house sitting. I stay in your home so your dog can feel safe, loved, and comfortable in their normal routine *Discount available for recurring bookings! Schedule regular drop-in visits for your pets while you are at work! *Available for last minute bookings *Constant care available upon request I also have experience caring for ferrets, snakes, and other small or exotic pets, and I’m comfortable following detailed instructions to ensure every pet feels safe and well cared for. Thank you for considering me. I truly value the trust you place in me to care for your furry family members. Please contact me if you have any questions! I am available to ensure your pet feels safe and is properly cared for while you are away. I am flexible and willing to travel to your home. If your pet is crate-trained that is also not an issue. I am very skilled and can safely administer medication, in addition I know canine CPR.

Sitter Profile Image: Brie K.
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Brie K.
from
$25
per walk
20 years of experience
New Castle, PA, 16101

About: I’ve been pet sitting and caring for dogs and cats for over 20 years, and I can genuinely say there are few things that make me happier than getting to know a new furry friend. I currently run my own pet-sitting business and have been incredibly lucky to build a wonderful little family of happy pets, repeat clients, and pet parents who trust me with their babies. I know every pet is their own little person! Some want to play fetch until your arm falls off, some want to be your shadow, some would happily spend the entire visit getting belly rubs, and others need a little extra patience and time before deciding you’re worthy of their friendship. I love learning all of those little quirks and keeping their normal routines as familiar and comfortable as possible while their people are away. I have experience with dogs and cats of different ages, sizes, personalities, and needs, including multi-pet households and routine oral and topical medications. And because I know how much you miss your babies when you’re apart, I’m a BIG believer in sending plenty of photos and updates along the way! Your pets won’t just be fed, walked, and checked on…they’ll get conversation, playtime, companionship, scratches, cuddles, and plenty of love. My goal is for you to be able to enjoy your trip or get through your workday knowing your pets are safe, comfortable, happy, and being genuinely cared for. Loving Your Pets Like They’re My Own isn’t just my slogan, it’s exactly what I try to do with every animal entrusted to me. 💕🐾 Pet sitting is already a regular part of my weekly routine, and I currently have a very flexible schedule that allows me to devote plenty of time to the pets in my care. I’m available weekdays, evenings, weekends, and overnight, and can often accommodate extended stays as well. Whether your pet needs a quick drop-in, some company during a long workday, or someone to stay with them while you’re away, I love being able to plan my schedule around their normal routine. When I’m caring for your babies, they’re never treated like something I need to “fit in.” Spending time with them is the best part of my day! 💕 I provide care in my clients’ homes because I believe pets are often happiest and most comfortable in their own familiar environment. I take the time to learn each pet’s normal routine, personality, feeding and potty schedule, favorite activities, medication needs, and any special instructions their family provides. I’m respectful of both your pets and your home, and their safety and comfort are always my priority. I never force interaction with a shy or nervous pet…I’m happy to give them the time and space they need to decide that we’re friends! While you’re away, I’ll provide plenty of companionship, playtime, conversation, scratches, cuddles, and love, along with lots of photos and updates so you can see how your babies are doing. 🐾💕

Sitter Profile Image: Kristie B.
Verified Enhanced Background Check
Kristie B.
Star Sitter
from
$45
per walk
5.0 out of 5 stars
• 75 reviews
22 repeat clients
40 years of experience
Pittsburgh, PA, 15241

“So far I’ve been pleased with Kristie. My pup took a liking to her immediately. Kristie is tough. Even if it’s cold or nasty weather, she will push through and make sure the dog gets his exercise. I hope she can become my regular dog walker for many more years”

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Simona P.
Sitter Profile Image: Holly B.
Verified Enhanced Background Check
Holly B.
from
$25
per walk
15 years of experience
Schenley, Youngstown, OH, 44509

About: From seniors, to unsure, to feral, to kittens I’ve dealt with & shown love to all spicy, reserved, or full of love they are all the one for me(: I have a flexible job, I work as I choose so I’m available for you and your fur babies whenever I am possibly needed (: I’ll provide them fresh food and water, bathroom breaks, cleaning, entertainment & enrichment I’ll provide them there medications and companionship as well as nice walks

Sitter Profile Image: Jackie M.
Verified Background Check
Jackie M.
from
$23
per walk
5.0 out of 5 stars
• 5 reviews
10 years of experience
Pittsburgh, PA, 15221

About: I’ve taken care of multiple dogs & cats since could remember, around 10 years plus. I have pets of my own and they are my world. One dog named Luna and a black cat named bean! I own my own cleaning business and make my own schedule, which gives me a lot of flexibility\! This allows me to dedicate plenty of time and attention to your fur babies and work around their routines and needs\. 🐾 I’m happy to accommodate different schedules and locations whenever possible! I live in a safe & quiet neighborhood, in a apartment in Edgewood area. I love all animals and would treat yours like my own.

Sitter Profile Image: Ja'Vae G.
Verified Enhanced Background Check
Ja'Vae G.
from
$31
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
2 years of experience
Squirrel Hill North, Pittsburgh, PA, 15217

About: Hi there! I’m Jae☺️, a passionate dog lover and experienced dog walker. With a deep appreciation for all breeds, I’m dedicated to providing a safe, fun, and engaging experience for your furry friends. I prioritize their well-being and happiness during our walks, ensuring they get the exercise and socialization they need. Having worked with dogs of all sizes and temperaments, I understand their unique personalities and needs. Whether it’s a leisurely stroll in the park or an energetic romp, I tailor each walk to suit your dog’s preferences. I’m also committed to maintaining open communication with pet owners, providing updates and photos during our adventures together. I can’t wait to meet your four-legged family members and give them the care and attention they deserve! Let’s make every walk a tail-wagging good time! I’m currently in college so this schedule goes great with my classes. Sometimes my classes get canceled and I can dog sit early or take walks early. I have a dog playground in my neighborhood. I also have plenty of space inside to play and run around. I promise to make this a great experience.

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

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  • 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.

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

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for dog walking - Chester

Select a filter and find qualifying sitters offering dog walking.

Sitters in Chester average 3
repeat dog walking clients

FAQs for Dog Walking - Chester

Frequently asked questions about Rover

As of November 2026, there are 1,206 sitters on Rover offering Dog Walking across Chester. 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 Chester. 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 Chester 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 Chester. On Rover:

  • 90% of walkers can help with special care needs
  • 92% 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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