Dog Walking Pleasant Plains

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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: Jasper S.
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Jasper S.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
10 years of experience
Staatsburg, NY, 12580

About: I've cared for pets my whole life - everything from energetic puppies to senior dogs. I carry a calm, patient approach when it comes to pet care and have a genuine love for all animals. I take the necessary time to understand each pet's unique personality and needs, whether that means long walks, or giving them space to warm up to me. I am experienced with administering oral medication and basic training. I am highly organized and pay close attention to detail, and to whatever routines your pet may need. Overall, your pet's happiness and safety are my top priorities. I am a recent college graduate actively searching for work. With nothing concrete yet, I am available during the week and weekends to accommodate any specific pet care needs. Whether I am caring for pets in my home or yours, safety and comfort always come first. I maintain a calm and clean environment and provide plenty of space to relax, play and feel as close to home as possible. In a client's home, I am always mindful that I'm a guest - respecting your space while keeping your pet's routine consistent.

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

“I had an excellent experience with Thomas-James C. He demonstrated great patience and professionalism throughout the process. His communication was outstanding — he consistently provided updates, photos, and detailed feedback after each walk. Despite some initial challenges during the first walk, he remained composed and committed to ensuring my dog’s comfort and safety. My dog responded very well to him, and I was impressed by his dedication and reliability. I would highly recommend his services and will certainly be using them again in the future.”

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Gabrielle R.
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: Kayla M.
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Kayla M.
from
$30
per walk
5.0 out of 5 stars
• 101 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: Kacey M.
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Kacey M.
from
$25
per walk
5.0 out of 5 stars
• 116 reviews
41 repeat clients
8 years of experience
port ewen, NY, 12466

“Kacey came to walk our pup Lotte on Thanksgiving, Lotte was very excited to have the company and Kacey even sent us some pics of the cats as well who came downstairs to say hello! Would hire Kacey again!”

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Tyler N.
Sitter Profile Image: Kendra L.
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Kendra L.
from
$25
per walk
13 years of experience
Poughkeepsie, NY, 12601

About: Hi there! My name is Kendra. I come with 12+ years of veterinary technician experience. I currently work as a CVT in a veterinary ICU. I am happy to provide care to pets who may need additional TLC, such as senior or special needs pets. Outside of work, I have two cats (Autumn & Creme Brulee) and two dogs. Violet is my mini doodle who I adopted after she was found to have a swallowing disorder, and Emmie Lou is my Australian Shepherd who loves to live her life on the wild side. We love going for walks, long hikes, and various training events like lure courses, agility and dock diving. Both of my girls have earned their CGC (Canine Good Citizens) among other ribbons and sport titles. Loving animals is my whole life and I can't wait to love your fur babies too! 💗 I am available to do drop-in visits (short walks, feeding, play time, medication administration, etc.), or longer walks/hikes for those that may need the extra exercise. I am also available for house sitting upon request. I schedule pet care on my days off from my full-time job. I can also provide house sitting upon request (availability will not routinely be posted for this so feel free to send me a message!). Unfortunately, due to renting I cannot provide pet care in my own home. I can do drop-in visits or longer term house sitting in your home, which I would prefer anyway as I feel pets are usually the most comfortable in their own homes. When walking any dogs outside of a fenced in yard, I will always implement the use of double leashes for added safety.

Sitter Profile Image: Ella S.
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Ella S.
from
$30
per walk
5.0 out of 5 stars
• 8 reviews
5 years of experience
Rhinebeck, NY, 12572

“Ella is wonderful! She is outgoing, friendly, and an excellent communicator. More important, she clearly adores dogs. She quickly bonded with our shy & anxious girl, Mina, at their first meeting. As well, Ella was unflustered when I realized I'd scheduled the wrong day for one of Mina's walks. Thankfully, she was able to accommodate my (very) last-minute revision! We will definitely request Ella again!!”

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Karen K.
Sitter Profile Image: Patricia H.
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Patricia H.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

About: I have been a pet lover & pet care advocate for as long as I can remember! I’ve been caring for dogs of all breeds, sizes, and personalities my entire life. I’ve taken care of kittens, pups, rescued cats, & cared for other pets like bunnies, fish, & hamsters. Over the years, friends, family, and neighbors have trusted me to walk, feed, and love their pets like my own which I do with a smile. Whether it’s an energetic puppy who needs to play & burn off some energy, or a sweet senior pup who needs extra patience and care, I adapt to their unique needs and personalities. I’m not just a sitter, i’m an emotional support human & a dependable companion for your pet while you’re away. I believe in consistent communication, lots of love, and making sure your pet feels safe, happy, and cared for. I love & care for them as if they were my own. I’m experienced with administering medications, sticking to routines, and keeping pets calm and comfortable in their own environment. Your comfort, peace of mind, & your pet’s happiness are my top priority! As someone who works from home and takes online classes, my schedule is super flexible; perfect for giving your pet the attention they deserve! I’m home throughout the day, which means your pet won’t be left alone for long stretches. Whether it’s a midday walk, playtime, or just some company while they nap, I can be there when they need it most. My routine allows me to be fully present and responsive to your pet’s needs. I can stick to their feeding and walking schedule, provide consistent companionship, and make sure they feel safe, loved, and entertained while you’re away. Being home all day also makes me a great fit for puppies, senior pets, or dogs who need a little extra TLC. When I care for pets in their own home, my goal is to keep their routine as familiar and stress-free as possible. I follow your pet’s routine closely & I make sure they’re comfortable in their space, following their usual schedule for walks, meals, playtime, and cuddles. Whether it’s sticking to their favorite walking route or knowing exactly how they like their food prepared, I pay close attention to every detail you share. I know how much the little details matter! Being in their own environment helps your pet feel more relaxed, and I’m there to make sure they feel loved every step of the way. I’m experienced in administering a variety of medications, including flea and tick ointments, oral chewy meds, and pills; whether they’re hidden in a treat or given directly. I stay calm and patient to make the process as stress-free as possible. I’m comfortable managing multiple pets and giving each one the attention and care they need. I treat your home with the same respect and care I give to your pet: clean, secure, and exactly how you left it. I provide regular updates with messages & photos so you can feel confident your pet is safe, happy, and in good hands & know everything is going smoothly while you’re away.

Sitter Profile Image: Evelyn M.
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Evelyn M.
from
$35
per walk
5.0 out of 5 stars
• 13 reviews
3 repeat clients
6 years of experience
Rifton, NY, 12471

About: I have had pets my whole life and hold animals dear to my heart! I LOVE spending time with them and making them happy. I have cared for dogs and cats for years and am very patient with them. I have a fenced in yard. I would prefer to avoid bringing clients pets into my home because I have 2 cats. But if the dog is friendly enough and has experience with cats I would consider it. My house is fairly big. It has a basement and attic, with 2 floors they’d have room to run and play. I have a medium sized yard so there would be room for them to run and play. I also have a safe street to bring them on walks. I pet sit full time. I’m looking to gain more clients so please book me. I spend my time practicing yoga, studying holistic health, caring for my own cats, reading or creating… so I am able to shift my schedule around easily to fit your needs! My home is cozy and safe with lots of room to run around and comfy furniture to sleep on! I keep the windows open and do not use toxic products in my house.

Sitter Profile Image: Deanna B.
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Deanna B.
from
$25
per walk
17 years of experience
Highland, NY, 12528

About: I’ve taken care of animals for over 15 years. I pet sat many times as a child and continued through adulthood including, walking, feeding, administering medicine, baths & snuggles! I also volunteered at a local animal shelter as a dog walker. Currently 3 cats and a rambunctious German Shepard/Siberian Husky 3 years old. I have cared for all kinds of pets including but not limited to goats, chickens, horses, pigs, donkeys etc I’m currently working full time but have a very flexible schedule and can move my hours around to meet your needs especially for early morning and later evening check ins or during work hours! I have worked with leash trained and non leash trained dogs if you have a fenced in yard. I prefer leash trained dogs for public walks with a standard leash. I love animals, their snuggles & kisses too! I have kids & animals so drool & slobber don’t bother me!

Sitter Profile Image: Tiana R.
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Tiana R.
from
$40
per walk
1 repeat client
10 years of experience
Poughkeepsie, NY, 12601

About: Aside from growing up caring for animals, I’ve worked at a dog daycare for about a year. During my time there I learned a lot about dog behavior and how to read their body language. Now, I am currently studying canine training and management at SUNY Cobleskill where I work with a variety of canine’s daily. So I am currently on summer break from school, so I can assure you I have plenty of time to care for your fur babies! I start my day off by making sure my babies are fed and have fresh water, followed by going out for a walk and playing outside for a little! I have a dog and a cat who is very shy. If needed I have a crate that can be used.

Sitter Profile Image: Howie J.
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Howie J.
from
$22
per walk
20 years of experience
Kingston, NY, 12401

About: I will keep you updated throughout the day letting you know how your pet is doing. If you'd like, I can even send you pictures showing how happy your pet is. I freelance in film production which allows me to be flexible with days and time. I have a wired sleeping schedule too which will allow me to go whenever to watch your pet. I make sure my roommates dog is always walked, fed, loved, played with, and above all, has water. I have a natural caring gift for all animals.

Sitter Profile Image: Chana W.
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Chana W.
from
$45
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
25 years of experience
Kingston, NY, 12401

About: As a social worker, I'm highly attuned to both human and animal needs/issues, and love getting to know and cater to unique personalities - or provide loving care for those who are ill or have special needs. I started taking care of neighbors' pets at an early age and though we only had fish and birds and a cat at home, dogs and other animals became a special love of mine. I have been cat, dog, bird and other little furry friend sitting for over four decades and have done so for several years as a 5 star sitter on Trusted Housesitters. I love making new furry friends, both for sharing my positive, attentive energy with them, and for nourishing in the innocent sweet playfulness they often offer. The mutual benefits of animal care are no joke! As an avid traveler and travel writer (we social workers need periodic breaks from our big jobs), pet sitting has been a fabulous win-win-for-all! I love immersing in local scenes, and enjoy getting to know the nature, infrastructure, and pulse of new places. Perhaps most importantly, I love hunkering down for writing (I am a published writer in addition to being a social worker) with the delightful energy of furry friends beside me. They seem to like it too! I grew up in a small city, have lived in a major city for over two decades and LOVE being in more rural and remote areas too. You can count on me to bring my strong sense of professionalism and responsibility to your pets and to your home. I’ve often been told that other than happy pets, there was no sign I had even been there! I am currently freelancing/focusing my time on writing projects so I often have a flexible schedule....and love taking work breaks with furry friends! A veteran 5-start pet-sitter, I am new to Rover and am figuring out how the calendar and geography works so it can reflect where I am and when I'm available. Most folks comment that they can barely tell I've been there. Cleanliness, respect, and loving care are my hallmarks. I make sure to honor any requests and instructions for people's homes, which often have quirks and special needs -- and to of course respect privacy too, just as I would as a social worker. As for furry friends, they get exceptional, reliable, patient, playful, caring energy from me while I make sure that all their food, litter, or other needs are met.

Sitter Profile Image: Michele F.
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Michele F.
from
$45
per walk
5.0 out of 5 stars
• 11 reviews
2 repeat clients
11 years of experience
Poughkeepsie, NY, 12603

“Michele was friendly, kind and very knowledgeable. My dog loved his walks!”

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Samantha D.
Sitter Profile Image: Arsen S.
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Arsen S.
Star Sitter
from
$63
per walk
5.0 out of 5 stars
• 10 reviews
2 repeat clients
5 years of experience
Annandale, NY, 12504

“Arsen was a standout house sitter! He was incredibly attentive and took the time to get to know our pets and our home’s needs. Our cat and dog were in great hands, and we never had to worry while we were away—which is everything you could ask for in a house sitter. Thank you, Arsen!”

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Jordan R.
Sitter Profile Image: Andrea P.
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Andrea P.
from
$35
per walk
5.0 out of 5 stars
• 2 reviews
12 years of experience
Germantown, NY, 12526

About: Hi! My name is Andrea. I have lived in the Hudson Valley for almost 4 years now, and have been working in the area off and on since 2014. I live with my partner, Mike, and precious pups Kona and Desi. I have always lived with dogs. I am an Occupational Therapist in a school district full time and love to farm and bicycle during my off time. I’ve done house sitting and dog sitting previously and enjoyed the work. I have my own vehicle and am used to commuting around the Hudson Valley for work and for fun. I wanted to get back into dog sitting and pet sitting to assist in getting a new car and to get to spend time with pets! I have always been obsessed with dogs! I show that through meeting as many as I can when out in the community :). I am active person, so long walks and playing is something I can provide. I am open to any requests you might have and am great at keeping in touch with pet parents. I can always be available through text, call, or email. I’m so excited to meet you and your lovely pets!! I have a full time job, so weekends are my only availability. However, I am open to discuss any special circumstances! I might potentially be more available on a long weekend, when I am off from my school based job. I would want to care for your pets as you would or how you would want. I am great with a schedule and specific requests.

Sitter Profile Image: Rochelle M.
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Rochelle M.
from
$40
per walk
5.0 out of 5 stars
• 10 reviews
1 repeat client
25 years of experience
Saugerties, NY, 12477

About: I have always had a special connection with dogs. I grew up with dogs and treated them like part of the family. I have been primarily working as a pet nanny for 5 years for someone who traveled to Europe on a monthly basis. They are staying in Europe indefinitely so I am looking to add some new clients. I can offer your dogs fun playtime and a sense of stability by caring for them in their own environment. I am also available for walks and drop in visits. I send pictures and updates daily. Your best friend will be spoiled and pampered with me. I have a very flexible schedule with plenty of availability as this is my main job. I can also do long term sitting up to 6 weeks if necessary. I am responsible and professional and respectful in your home. Besides caring for your pets, I am happy to pick up mail and water plants.

Sitter Profile Image: Vanessa M.
Verified Enhanced Background Check
Vanessa M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 11 reviews
3 repeat clients
20 years of experience
Oliverea, NY, 12410

“Vanessa did a great job with our pup Roscoe! He was so happy and tired!”

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Kelly P.
Sitter Profile Image: Maria H.
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Maria H.
from
$40
per walk
5.0 out of 5 stars
• 117 reviews
43 repeat clients
10 years of experience
Mahopac, NY, 10541

“Maria is courteous, prompt and has a great way with animals!”

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

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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.

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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 - Pleasant Plains

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Sitters in Pleasant Plains average 3
repeat dog walking clients

FAQs for Dog Walking - Pleasant Plains

Frequently asked questions about Rover

The average cost of Dog Walking in Pleasant Plains is $48 per walk as of October 2026. Most bookings cost between $27 and $48 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 950 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 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 Pleasant Plains 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 Pleasant Plains. On Rover:

  • 90% of walkers can help with special care needs
  • 94% 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 .

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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