Dog Walking Pleasantville

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

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Over 27
pet parents in Pleasantville have booked dog walking

Pleasantville, 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: Ronald S.
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Ronald S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
7 repeat clients
35 years of experience
PLEASANTVILLE, NY, 10570

“Ron is the best! He is reliable, respectful and trustworthy. We know our dog is in good hands with him every time he comes to walk her. Would recommend Ron without hesitation.”

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Ann Marie M.
Sitter Profile Image: Carolina N.
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Carolina N.
from
$36
per walk
5.0 out of 5 stars
• 13 reviews
1 repeat client
10 years of experience
Pleasantville, NY, 10570

About: I have loved dogs since I was a child and have always felt a special connection with them. I’m an active, outdoorsy young woman, and my energy helps dogs feel happy, comfortable, and cared for. I can keep your pup safe and cared for in my home, take them on long walks, play with them, and make sure they always feel comfortable and loved — just like they’re at home I’m currently work with amazing family take care of two boys and an adorable dog(Penny) so I have mornings free and weekends off I can also do overnight very flexible I can keep your baby safe in my place go for a long walks play, fit them and always make feel lik they’re at home.

Sitter Profile Image: Randi F.
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Randi F.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
• 24 reviews
8 repeat clients
20 years of experience
Armonk, NY, 10504

“Great job with the doggos and such a kind person, highly recommend.”

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David S.
Sitter Profile Image: Jessica F.
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Jessica F.
from
$25
per walk
1 repeat client
38 years of experience
Ossining, NY, 10562

About: I have had my own pets since I can remember ranging from cats, dogs, iguanas, hamsters, fish, salamanders, hermit crabs, and even chicks. Growing up, I spent my summers on my grandfather's farm raising cows, horses, pigs, cats, dogs, chickens and a rooster. I don't have and human kids but I have raised many fur babies. I am the go-to person for family and friends, especially for pets with very specific care instructions. I am in NYC; I drive and have a pretty flexible schedule at this time. My career outside of pets includes Human Resources Management and Operation Director at different schools. I am currently working for myself as a treat maker so I am very flexible with time. I also have a clean license and reliable transportation. I am currently in NYC but can travel to Westchester County and northern NJ as well. I love when a client gives me detailed instructions and will follow them to a tee. I am a very organized person with a high attention to detail who often goes above and beyond in everything I do. Because I have worked with children and at schools, I have been fingerprinted by NYS/NYC, Dept of Health and the NYC Dept of Ed.

Sitter Profile Image: Ethan B.
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Ethan B.
from
$15
per walk
3 years of experience
Hoboken, NJ, 07030

About: I’ve grown up with dogs since I was a young boy, and when I turned 15 I started my own Dog Walking service in my home town of Hoboken NJ. I ran it for 3 years straight building a vast clientele basis until I moved to Pace University for college. Can’t wait to meet all of your adorable pets!!! Would be able to do walks any day during any time of the day and more then happy to do pet sitting in your home if needed!!! I’ve always cared for pets in a special way since I was a young child. I’ve grown up with dogs since I was a little boy and try even if I am with the dog for only a short period of time to give the dog as much love and care as possible

Sitter Profile Image: Kathleen S.
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Kathleen S.
from
$45
per walk
5.0 out of 5 stars
• 112 reviews
55 repeat clients
30 years of experience
Hawthorne, NY, 10532

“Kathleen was very friendly, knowledgable, and thorough with coordination to walk Chunk. We will definitely ask her to walk Chunk again.”

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Zachry P.
Sitter Profile Image: Kate R.
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Kate R.
from
$20
per walk
15 years of experience
Thornwood, NY, 10594

About: I have taken care of dogs since I was 6 years old (but would have started earlier if I was allowed!). I am extremely experienced in walking dogs of all shapes, sizes, and temperaments as I grew up volunteering to walk and babysit dogs in my neighborhood and for family and friends. I cared extensively for my family dog who faced many health struggles up until he passed away in 2021 at the age of 15. Just over a year ago, I got and trained a new puppy from the age of seven weeks who lives full time with my parents while I am at school. I’m currently working part-time, so I have plenty of time for pet care! My schedule varies week to week, but I am extremely flexible and available! I am extremely attentive and accommodating to all needs. Due to my passion for animals and experience caring for dogs specifically, I am more than capable of prioritizing safety and individual needs depending on the environment and service provided.

Sitter Profile Image: Caleigh F.
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Caleigh F.
from
$21
per walk
5.0 out of 5 stars
• 96 reviews
34 repeat clients
15 years of experience
Tarrytown, NY, 10591

“I felt at ease having Caleigh walk our brand new baby, Leo. She was communicative and right on time which was important for us with an 8wk old puppy. Will be using again. Thank you!”

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Nikki J.
Sitter Profile Image: Martin C.
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Martin C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 15 reviews
5 repeat clients
40 years of experience
Mt Kisco, NY, 10549

“Responsive. Responsible. Very sweet with our dog. What more could we ask for. Martin has been a great partner, and I’ve gladly recommended him to pet-owning friends.”

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Edmund F.
Sitter Profile Image: Catherine C.
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Catherine C.
from
$25
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
15 years of experience
Ossining, NY, 10562

About: Long time pet parent with experience ranging from cat care to dog walking and even farm animal sitting! Happy to help you and your family take the stress out of pet care. I am available in mornings, some mid-days and evenings for walks and drop ins. My flexible work schedule allows me to be available for you and your pets' needs. Your pet will receive seamless care that keeps them happy, healthy and safe. They won't even notice you're gone! Their routine will be meticulously followed.

Sitter Profile Image: Tara B.
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Tara B.
Star Sitter
from
$29
per walk
5.0 out of 5 stars
• 701 reviews
184 repeat clients
18 years of experience
Purchase, NY, 10577

“Tara takes excellent care of our doggies, and we are thankful for her! She is dependable & compassionate. Our dogs love her, and it makes me so happy that they are in good hands 💓”

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Calli K.
Sitter Profile Image: Kerry & Charisma M.
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Kerry & Charisma M.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Scarsdale, NY, 10583

“Kerry is a gem!! My senior dog needs lots of TLC and patience (he's lost most of his vision and hearing, has trouble with stairs and occasionally gets confused), so I was nervous about bringing in someone to walk him. Kerry immediately put my fears to rest -- asked all the right questions, was wonderful with my dog, and communicated well and often during the visit. I won't hesitate to have him visit again and am relieved I found him.”

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Maj W.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$25
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
12 years of experience
White Plains, NY, 10603

About: I’ve had pets my entire life growing up! I loved helping my neighbours / family friends out with their animals as well! That Included feeding outdoor cats, indoor cats, dogs of all sizes, taking them on walks, mixing up their food, giving them baths, etc! I also helped out with bunnies, and hamsters as well! Growing up I had a Doberman, a Jack Russell Terrier, 2 cats including a cat of my own and a few other animals! I’ve had TONS of experience with pets and I can’t wait to meet yours! I currently work from home so my schedule is wide open! If I’m contacted a few days before the desired date I can most likely accept! I am comfortable house/ pet sitting overnight as well. I do not bring pets to my home, however I’m comfortable going to your home. I find Im excellent at following instructions and following a routine!

Sitter Profile Image: Grace C.
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Grace C.
from
$30
per walk
5.0 out of 5 stars
• 9 reviews
1 repeat client
5 years of experience
White Plains, NY, 10601

“Grace was wonderful with our Jack Russell pup! She was so caring and attentive, and we felt completely confident knowing our pup was in the best hands. We highly recommend Grace and are so grateful for the wonderful care she provided. Thank you so much 🐾❤️”

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Kala E.
Sitter Profile Image: Valerie G.
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Valerie G.
from
$25
per walk
10 years of experience
White Plains, NY, 10607

About: I've been surrounded by animals my entire life and have experience caring for dogs, cats, rabbits, guinea pigs, and horses. Through my involvement in 4-H, where I served as president of my club, I developed strong animal care skills, leadership experience, and a deep appreciation for responsible pet ownership. Growing up, I regularly helped care for family pets and spent time dog walking for neighbors. During high school and college, I provided drop-in visits for pets, helping with feeding, walks, playtime, and companionship. I'm currently a proud dog mom to my hound mix, Choco, which keeps me active and helps me stay in tune with dogs' individual needs and personalities. I understand that every pet is different, and I take the time to make them feel safe, comfortable, and loved while you're away. What sets me apart is my lifelong experience with a variety of animals, my reliability, and my genuine love for pets. Whether your pet enjoys long walks, playtime, cuddles, or simply a calm and reassuring presence, I'll provide attentive care and treat them like part of my own family. Beginning this fall, I'll be a law student, but my schedule still allows me to provide reliable pet care throughout the week. I have excellent availability on weekends and am generally available in the late afternoons and evenings on weekdays. I also expect to have availability for early morning visits before class and occasional drop-in visits between classes, depending on my daily schedule. Because my class schedule varies, I'm happy to communicate and work with pet parents to find times that fit their needs. Whether your pet needs a walk, a drop-in visit, feeding, playtime, or companionship, I'll do my best to provide flexible, dependable care. I understand how important it is for pets to feel safe and comfortable in their environment. As the owner of an anxious dog, Choco, I know that every pet has different needs and that changes in routine can sometimes be stressful. I take the time to learn each pet's personality, preferences, and routines so I can provide care that helps them feel secure and at ease. When caring for pets in a client's home, I strive to maintain their normal routine as closely as possible, including feeding schedules, walks, playtime, and any special instructions. I pay close attention to safety by ensuring doors, gates, and leashes are secure and by keeping a watchful eye on pets during walks and outdoor time. My goal is to create a calm, positive experience for every pet by being patient, attentive, and respectful of their boundaries. Whether a pet is energetic and social or shy and anxious, I'll provide compassionate care and treat them as if they were my own.

Sitter Profile Image: Kelsey K.
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Kelsey K.
from
$26
per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
15 years of experience
Harrison, NY, 10577

“Kelsey was amazing with our dog, Lucy. She went above and beyond and communicated throughout her visit! I can’t recommend her enough!”

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Megan S.
Sitter Profile Image: Meghna K.
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Meghna K.
from
$15
per walk
4 years of experience
Hartsdale, NY, 10530

About: Hi! I’m a caring, reliable, and animal-loving pet sitter with hands-on experience in veterinary and animal care settings. As a pre-vet student, I’ve developed strong skills in animal handling, observation, and compassionate care through clinical and research environments. I worked as a veterinary assistant at Cornell University Specialists, where I gained experience working alongside veterinary professionals and strengthened my understanding of animal health, behavior, and safety. I also have a 11-year-old cockatiel and two cats of my own, so I truly understand the daily care, attention, and trust it takes to look after someone’s pets. I prioritize patience, attentiveness, and routine, making sure every pet feels safe, loved, and comfortable while you’re away. Whether it’s walks, playtime, cuddles, or special care needs, I treat every animal like my own! I am also BLS and ALS CPR certified I am flexible and available throughout the week for dog sitting and house sitting. I am happy to help with daily visits, walks, feeding, and check-ins. I do not offer overnight stays, but I am reliable and willing to help wherever needed during the day. I provide attentive in-home pet care focused on safety, comfort, and routine consistency. I make sure pets are always in a secure environment—checking doors, gates, food access, and removing any hazards. I closely follow owner instructions for feeding, medications, and behavior routines to keep pets stable and stress-free in their home setting. With my basic medical knowledge from animal care experience, I am comfortable recognizing early signs of illness or distress (such as changes in appetite, vomiting, coughing, or lethargy) and responding appropriately by notifying the owner promptly and seeking guidance when needed. My goal is to ensure pets feel safe, cared for, and as close to their normal routine as possible while their owners are away

Sitter Profile Image: Erin S.
Verified Enhanced Background Check
Erin S.
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
6 repeat clients
4 years of experience
Nanuet, NY, 10954

“The best!! Our dog was super well taken care of!”

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James T.
Sitter Profile Image: Zarina N.
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Zarina N.
from
$18
per walk
4.0 out of 5 stars
• 1 review
3 years of experience
Chappaqua, NY, 10514

About: I’m currently an Animal Science major in college and I’ve had a lot of experiences working with a variety of animals. I’ve interned for several vet hospitals and worked for two dog training companies. I have a lot of experience handling daily care for many different breeds and ages and I am very knowledgeable on dog behavior. My schedule on the days available is very flexible. I am local and doing courses online. I am happy to work with you to best meet your pet’s needs! While I cannot care for other pets in my current home I am happy to do drop ins when needed. These can include walks, feeding, and enrichment!

Sitter Profile Image: Patricia Eszter M.
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Patricia Eszter M.
from
$30
per walk
5.0 out of 5 stars
• 9 reviews
1 repeat client
20 years of experience
West Nyack, NY, 10960

“Amazing! Highly recommend”

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Tina T.
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The median cost per walk for dog walking in Pleasantville is $25

Dog parents share their Rover experiences - Pleasantville

1 / 1
5.0 out of 5 stars

Mikayla is fantastic with our dog Arnold (who is a large dog!) She is a lifesaver for us during the workweek.

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Carolyn M.
Dog Walking
5.0 out of 5 stars

Margaret has been a great walker for our German shepherd. She’s considerate and goes the extra mile! I really appreciate being able to see the walk timer and the map that comes along. Thank you dear!

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Alexandra M.
Dog Walking
5.0 out of 5 stars

Kathleen was very friendly, knowledgable, and thorough with coordination to walk Chunk. We will definitely ask her to walk Chunk again.

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Zachry P.
Dog Walking
5.0 out of 5 stars

Emily is the best. Very reliable, has come through in the pinch for us many times. Our dog loves her, always happy to see her, and when we mention that Emily is coming today. Thanks Emily

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Christopher O.
Dog Walking
5.0 out of 5 stars

Stacie is amazing! I highly recommend her. She's responsive, on time, professional and clearly loves dogs. We love the way she engaged with our dog—walked him, played fetch, gave him a a few treats. He was very happy.

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Rosena S.
Dog Walking
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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.
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Popular requests for dog walking - Pleasantville

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Sitters in Pleasantville average 4
repeat dog walking clients

FAQs for Dog Walking - Pleasantville

Frequently asked questions about Rover

The average cost of Dog Walking in Pleasantville is $28 per walk as of October 2026. Most bookings cost between $24 and $28 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 October 2026, there are 25,186 sitters on Rover offering Dog Walking across Pleasantville. 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 Pleasantville. 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 Pleasantville 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 Pleasantville. On Rover:

  • 83% of walkers can help with special care needs
  • 87% 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 .

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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