Dog Walking Pleasant Plains

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

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Over 8
pet parents in Pleasant Plains have booked dog walking

Pleasant Plains, 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: Amanda B.
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Amanda B.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
41 reviews
11 repeat clients
13 years of experience
Staatsburg, NY, 12580

Amanda is wonderful! Would highly recommend. We had a meet up before she walked him, which was great to be able to show her my dogs routine, and have them get acquainted. Osito was a very happy happy dog, and we both look forward to having her walk him again!

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Siobhan M.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
48 reviews
19 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

About: I’ve had animals since I was a child. A horse when I was 10 dogs, cats and still have dogs, cats and a horse in my life as of now have no problems with ministering medication to any animal. I am retired. Looking for a hobby that I love. I am available all times of the day seven days a week. It may be so. I have five small dogs of my own with a backyard fenced in and a doggie door for them to go in and out as they please.

Sitter Profile Image: Nicole P.
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Nicole P.
from
$32
per walk
6 years of experience
Rhinebeck, NY, 12572

About: Hi! I have 2 small dogs and have had animals in my life since I was a kid. My dogs are friendly to all, healthy, and well-loved. I am also a teacher and a mom to two fantastic girls. I can understand busy life and would love to help others get it all done - while sharing my time playing, feeding, walking your dogs. Get $40 off your first Rover booking! https://www.rover.com/sit/nicolp03637 I am a teacher and have some time off for the summer. I would love to take some of my extra time to work with dogs. When the school year kicks off, I can continue to help in the evening and weekends. I have a fenced yard and my own small, very friendly schnauzer-poodle mix. Your dog would have plenty of love from me and my sweet dog. In addition, I am able to take the pooch on walks in the neighborhood or a nice hike, depending on the timing.

Sitter Profile Image: Thomas-James C.
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Thomas-James C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
20 reviews
7 repeat clients
15 years of experience
Milton, NY, 12547

TJ was amazing! He was always on time and had great communication throughout the entire process. He even went out of his way to do more than what was asked of him. He was so patient and gentle with my dog Mia, and she absolutely loved him. I would highly recommend him to anyone looking for a reliable and caring sitter!

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Gabrielle R.
Sitter Profile Image: Kayla M.
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Kayla M.
from
$30
per walk
5.0 out of 5 stars
100 reviews
27 repeat clients
15 years of experience
Pleasant Valley, NY, 12569

Kayla is amazing! Always takes such wonderful care of my dogs and they love their walks with her. Kind, trustworthy and reliable - highly recommend!

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Monique C.
Sitter Profile Image: Michelle P.
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Michelle P.
from
$30
per walk
8 years of experience
Hyde Park, NY, 12538

About: I've house sat, walked and cared for dogs ever since I was 14. My coworkers, neighbors and their friends are returning customers due to high detailed and enthusiastic care. I always tell people I will take care of your pets faster than your kids lol. Hi im currently working a part time job so depending on my schedule I can spend time with your furry friend before or after my shift. I follow clients pet plans with feedings, walkings and medications if needed. I will work with you on any adjustments you need for your fur baby.

Sitter Profile Image: Leslie T.
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Leslie T.
from
$50
per walk
5.0 out of 5 stars
7 reviews
10 years of experience
Staatsburg, NY, 12580

About: Animals have and always will be an integral part of my human nature. To make sure animals are provided with exercise, love and compassion are ways I express my values as an animal advocate. Keeping routine is my forte. I have most experience with dogs, all breeds and sizes! Walking is how I keep routine and promote a sense of well being for both my own animals and others 😌 Currently seeking full time pet care. Exercise takes time and I enjoy the physical aspect of a healthy lifestyle. Keeping a balance of short and or long walks. Depending on the breed I could make exercise minimal or lengthy. Currently I have a 15ft by 5ft outdoor kennel. Yard is well maintained with space and away from any roads. Private residence. I keep my small dog on a lead. Lead is also an option for other animals. My yard has plenty of space for playtime and fetching.

Sitter Profile Image: ANN E.
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ANN E.
from
$25
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
30 years of experience
Hyde Park, NY, 12538

Ann was such a fantastic walker and sitter for my dog, Babka. She was on time, communicative, and very good with my young puppy. He immediately took to her and responded well to her commands. I would recommend her in a heartbeat. Thank you!

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David F.
Sitter Profile Image: Catherine P.
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Catherine P.
from
$15
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
2 years of experience
Highland, NY, 12528

About: I’ve loved animals my whole life and grew up with dogs, cats, fish, and even rabbits. Friends and family have always trusted me to help with their pets, and I treat every animal like part of the family. I’d love to do the same for yours. I am currently a full time online college student and work at the elementary school during lunch/recess. My schedule is very flexible, so I can work with you to care for your fur babies when they need it most. While caring for your pet, I will be able to confidently keep them happy, safe and healthy. I feel comfortable with giving medications, light grooming, feeding, walking, playing, and maintaining any training you are doing. I am happy to scoop litter boxes and pick up dog poops in the yard too! Whatever keeps the routine predictable for you and your pet.

Sitter Profile Image: Jessica M.
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Jessica M.
from
$25
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
25 years of experience
Rhinebeck, NY, 12572

Jessica is terrific and has been a treasured dog walker for us for several years. She is incredibly loving and caring with my dog and extremely accommodating to support with any other needs that come up. I recommend her highly without reservation.

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Jillian M.
Sitter Profile Image: Mario C.
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Mario C.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
109 reviews
34 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

Mario is excellent i highly recommend him. he goes the extra mile to help out making sure the dogs are comfortable and really appreciate him being so flexible with the schedule

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Catherine M.
Sitter Profile Image: Gabrielle G.
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Gabrielle G.
from
$20
per walk
5 years of experience
Clinton Corners, NY, 12514

About: Friendly and trustworthy, putting pets and their people at ease with reliable, conscientious care. Provide in-home pet sitting and pet care services, including workday check-ins and feedings, cage, and kennel cleaning, overnight care, and long-term vacation care. I’m currently working at home, so I’ll have plenty of time to play with your pups! I’m available weekdays and on the weekends for your convenience! 😊 I have a big yard and live on a dead end road perfect for walks! I can easily crate your dog if needed and I have a sweet pup of my own to keep them company!

Sitter Profile Image: Timothy D.
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Timothy D.
from
$22
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Arlington, NY, 12603

About: I have spent many years caring for dogs and I pride myself on building trust, providing excellent care, and treating every pet like they’re family. I have a very flexible schedule, allowing me to provide dependable care throughout the week. Animal care is a true passion of mine and I am committed to giving every pet the attention, exercise, and affection they deserve. I understand the importance of trusting someone with your pet and home. I am reliable, responsible, and committed to providing safe, professional care while keeping your pet comfortable and happy in their own home.

Sitter Profile Image: Sara R.
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Sara R.
from
$25
per walk
5.0 out of 5 stars
13 reviews
7 repeat clients
15 years of experience
Poughkeepsie, NY, 12601

Sara was awesome, she was super friendly and my dog loved her! Will definitely book Sara again for another session.

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Hugh W.
Sitter Profile Image: Manuel J.
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Manuel J.
from
$18
per walk
4.8 out of 5 stars
13 reviews
5 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: If you have an athletic or active dog, we are the hosts for you!!! Trips to parks (on and off leash), running the trails, and swimming in a Lake will happen every day. If your dog is less active, we can bring our activity level to where your dog is most happy and comfortable. I have a very open schedule. Usually I go to the park go with my family who enjoy the day doing things outside the house. If you have a last minute appointment or you need anything on the same day I do take them I have a very open schedule one works in the morning and the other one works in the afternoon so your pet will never be alone. I had pets before they pass away. We used to love our pets so much. We took CPR classes and emergency classes for pets just in case.

Sitter Profile Image: Colleen M.
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Colleen M.
from
$35
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
23 years of experience
Staatsburg, NY, 12580

Colleen came to feed Oscar dinner and take him for a walk on three occasions over the July 4th weekend. She was extremely accommodating, and Oscar was a happy little boy with a satisfied tummy when I returned home. I will definitely request Colleen's services in the future.

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Dorothy C.
Sitter Profile Image: Kayleah S.
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Kayleah S.
from
$25
per walk
5.0 out of 5 stars
27 reviews
6 repeat clients
8 years of experience
Rhinebeck, NY, 12572

Rosebud enjoyed her time with Kayleah on Monday! She took a nap immediately.

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Christy G.
Sitter Profile Image: Julia E.
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Julia E.
from
$20
per walk
1 year of experience
Salt point, NY, 12578

About: I have had a variety of animals throughout my life. Dogs, cats, reptiles(even an alligator at one point). I currently have 4 snakes as well. I currently work 12 hour shifts on Thursday and Friday. Monday, Tuesday, and Wednesday day are pretty open now. We can certainly discuss time frames that work for both of us I request that if there are any special instructions for your pet, that you have them written out for me. I will travel to you to take care of your fur child of any age. I always respect my clients homes and pets.

Sitter Profile Image: shannon l.
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shannon l.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
7 years of experience
Hyde Park, NY, 12538

About: Growing up, I took care of my household pets which turned my passion into a life long career as a licensed veterinary technician. I am skilled and experienced in all animal health and well-being and happy to walk, feed and care for all of your pets needs. My days are filled with caring for my own pets, my new son, and currently working full time at a local animal hospital. I am available most afternoons after 3pm. Earning your pets trust is my top priority. If you have a nervous pet, I will take as much time as needed to make sure they are comfortable. With my experience as a technician I can ensure your pets safety is my top priority. Walks will be double leashed, extreme weather conditions will be treated accordingly.

Sitter Profile Image: Karly B.
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Karly B.
from
$17
per walk
5.0 out of 5 stars
1 review
22 years of experience
Hyde park, NY, 12538

About: I’ve had many different animals my whole life starting as a child. My Fiance and I currently have two dogs, aged 2 and 10 years old. Our animals are our world, they love walks, parks, car rides and snuggles at night. Animals deserve all the love in the world and I promise to treat your animals as I would my own if you choose me to take care of them! My schedule is mostly flexible as I work for myself crafting at home. Communication is key so let’s figure out what your pet’s needs are and what works best for them and you. I want your pets to be as comfortable as possible whether it be here or there so I do my best to keep your pets schedule as normal as possible for them. If your dog is at home with me there is a fenced in yard for play time and a quiet neighborhood for long walks as well.

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The median cost per walk for dog walking in Pleasant Plains is $25

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  • 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.

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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.

Meet local walkers who will treat your dogs like family

  1. 1. Search

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

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Popular requests for dog walking - Pleasant Plains

Select a filter and find qualifying sitters offering dog walking.

Sitters in Pleasant Plains average 3
repeat dog walking clients

FAQs for Dog Walking - Pleasant Plains

Frequently asked questions about Rover

The average cost for Dog Walking in Pleasant Plains on Rover is $39.59 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of August 2026, there are 979 sitters on Rover offering Dog Walking across Pleasant Plains. 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 Pleasant Plains. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Pleasant Plains.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Pleasant Plains. On Rover:

  • 93% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 99% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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