Dog Walkers in Pleasant Plains, NY

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

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Top rated Pleasant Plains dog walkers

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: ANN E.
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ANN E.
from
$25
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
30 years of experience
Hyde Park, NY, 12538

Ann is the best! Our little pup adores her!

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Megan M.
Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
31 reviews
10 repeat clients
12 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: Lee C.
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Lee C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
12 years of experience
Kingston, NY, 12401

Lee is very communicative and great with our sensitive dog.

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Julie K.
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: Susan L.
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Susan L.
from
$20
per walk
5.0 out of 5 stars
1 review
2 repeat clients
35 years of experience
Poughkeepsie, NY, 12601

Susan is very nice, responds promptly and my dogs love her.

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Maria C.
Sitter Profile Image: Colleen M.
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Colleen M.
from
$35
per walk
5.0 out of 5 stars
9 reviews
2 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: Dan B.
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Dan B.
from
$20
per walk
5.0 out of 5 stars
58 reviews
15 repeat clients
10 years of experience
Hyde Park, NY, 12538

About: I’ve been doing pet sitting and dog walking for over five years now, and I have become the top caregiver in the area. I’m a huge animal lover who really enjoys spending time with animals. I will work from your home during the week. I can be out for four hours at a time on occasion for meetings. I am available within ten miles of Poughkeepsie. Kingston and Newburgh are out of my range. I follow directions to a tee when providing in home sittings, and I ensure a nice clean home upon your return. I also do my best to encourage pets to keep their minds in a calm state.

Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
31 reviews
11 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: Rebecca R.
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Rebecca R.
from
$25
per walk
1 repeat client
40 years of experience
Rhinebeck, NY, 12572

About: I have always had dogs & cats. I currently have 1 small terrier & 2 cats in my home. They are great & well loved by myself & kids. I work full time. I am able to take a lunch break which is flexible during the week. On weekends, I am free and available. I currently have 1 small dog & 2 cats in my home. They are loved & well taken care of. I am not currently offering any in home care.

Sitter Profile Image: Kristen C.
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Kristen C.
from
$20
per walk
5.0 out of 5 stars
14 reviews
5 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

Kristen was lovely! On time and very sweet and patient with my anxious pup. She had nice energy, and comes across as very responsible and caring. I felt confident that my pup was in good hands with Kristen. Will definitely hire her again!

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Nidhi K.
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: Nathan B.
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Nathan B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
18 reviews
6 repeat clients
30 years of experience
Highland, NY, 12528

Nathan walked our dog twice yesterday and also fed her. Communication was easy and all instructions were followed, leaving us with peace of mind and a happy dog. I’m wouldn’t hesitate to recommend his services to others.

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Nadine T.
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: Thomas-James C.
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Thomas-James C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
15 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
96 reviews
25 repeat clients
15 years of experience
Pleasant Valley, NY, 12569

Kayla was great! She is upbeat, personable, and communicates really well. Our pets loved their visits with Kayla -- we highly recommend her and would use her again!

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

About: I had two felines for over 15 years but they recently passed away. They were my best friends, but they hated dogs, which brought me to Rover. I love dogs big and small, from german shepherds to a Maltese, I have never had the living situation to have one. I understand the importance of a routine in a dog's life and want to make them as comfortable as possible, especially when their human is not around. I love taking them out to play in the park or snuggling on the couch. Depending on the dog's needs I will take them for a short or long walk. We will make a plan catered to your specific pet. I have experience with giving medicine. I have experience with walking, overnight care, and in-home pups. I've always wanted a dog, let me give yours all the love I have to share. I have a flexible schedule and keep my rover calendar updated! I am an early riser and like to get moving so if you need morning help I am happy to do so. I try not to be out super late so unless I am doing an overnight the latest I'd do a visit it 9pm-10pm. Unfortunately, I can no longer offer home care in my house. For pet parents, I will arrive within the designated time, greet the pet with a warm hello, check the water to make sure it is clean and full, check the food to confirm the amount eaten, take the puppy outside to relieve itself, and/or change the puppy pad if required. Give the dog some good scratches and pats and maybe a treat if available. If the dog wants to play tug-o-war or fetch I'll do some of that too. I would like to tailor the visit to the dog's routine, so as not to cause any undue stress.

Sitter Profile Image: Ady B.
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Ady B.
from
$30
per walk
5.0 out of 5 stars
5 reviews
6 years of experience
Port Ewen, NY, 12466

About: Hi, I’m Ady and I’d love to care for your furry friends! I have worked with rescue and foster dogs for the past six years, caring for a wide range of behavioral issues, medical problems and physical therapy, as well as severe separation anxiety. If your dog is shy or aggressive around new people, or a rescue who may need some extra support—I’m the pet sitter for you! I currently work part time, so I will have plenty of time to look after your pets! I do have reliable transport from the heart of Woodstock to the surrounding area so I’m happy to make a bit of a drive to reach you, even just for drop-ins or walks. My partner is unfortunately allergic to furry friends, so I get my fill of dogs through pet-sitting as much as possible! I approach each dog gently and slowly, attending to each dog’s unique personality and behavioral/medical requirements. I’d love the opportunity to make your dog feel comfortable while you’re away! My philosophy regarding anxiety in dogs is to mimic their regular routine as much as possible. So, whatever that may mean for your lifestyle and your dog, I’ll do what I can to ensure your dog feels safe. I am also happy to attend to any house-sitting duties (watering plants, taking in mail, etc) while I’m caring for your furry friend! I fostered a two-year-old rescue Catahoula & Pitbull mix this past Winter, with a routine of four walks a day and positive-reinforcement recall and leash training. If there’s anything specific you’d like me to work on with your dog, please let me know! Otherwise, I will make sure your dog is properly cared for and surrounded by a calming, loving companion.

Sitter Profile Image: Kacey M.
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Kacey M.
from
$25
per walk
5.0 out of 5 stars
107 reviews
38 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: Janice A.
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Janice A.
Star Sitter
from
$45
per walk
5.0 out of 5 stars
274 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

Janice is super responsive and great with my large dogs - she’s a master at handling them and always shares relevant info after walks if needed.

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Corrine P.
Sitter Profile Image: Nadine M.
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Nadine M.
from
$25
per walk
5.0 out of 5 stars
8 reviews
4 repeat clients
10 years of experience
Pleasant Valley, NY, 12569

Nadine is lovely. She was flexible when a storm occured during the scheduled walk time. She arrived early and brought her dog so my little guy had a companion, which he needed while I was away.

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Alexas O.
1 / 1
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Over 8
pet parents in Pleasant Plains have booked dog walking

Pleasant Plains dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We love having Catherine come every weekday! She is able to handle our two energetic whippets. They are tired out and happy when we get home at the end of the day. We highly recommend Catherine! :)

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Dayna C.
Dog Walking
5.0 out of 5 stars

Great communication and an easy intro and exchange with our two 55lb plus dogs. Would and will hire again. Thanks Catherine!

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Lou M.
Dog Walking
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

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

Sitters in Pleasant Plains average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Pleasant Plains on Rover as of Jun 2026 was about $25 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Pleasant Plains dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 980 dog walkers in Pleasant Plains. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 83% of Pleasant Plains dog walkers respond in under an hour.

Dog walkers in Pleasant Plains have an average of 15 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Pleasant Plains.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 980 dog walkers in Pleasant Plains on Rover, so you’re sure to find the perfect match for your dog! In Pleasant Plains, 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.