Dog Walking Pleasant Plains
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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.
“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!”

“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!”

“Jessica is absolutely lovely, warm, upbeat, reliable. She has been walking my dog regularly and has an incredibly sweet rapport with him. He adores her and we are so so grateful to have found her.”
“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.”
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.
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.
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.
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.
“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!”


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.

About: I have experience taking care of dogs and cats for families and friends, I know how to read body language and know when I've crossed boundaries. I always have patience for animals. I'm working part time so I have a lot of time available to work with pets, check in on them, and stay with them if needed. I am totally available for overnights, I'm a night owl so I can always check in with a pet and take care of them.
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.
About: I’ve loved animals for as long as I can remember. I rescued my first dog from the local humane society when I was 11, and that experience started a lifelong passion for caring for animals. Before becoming a nurse, I worked as a veterinary assistant for two local animal hospitals where I gained valuable hands-on experience with animal care and handling. I developed skills in basic training, puppy socialization, reading animal body language, medication administration, subcutaneous fluids, nail trimming, grooming, and bathing. I also volunteered for several years with a local dog rescue as a foster, helping provide temporary homes, structure, and love for dogs before their adoptions. Many needed socialization, basic training, and a calm environment to help them thrive. I later served as the rescue’s foster and event coordinator until 2020. Today I share my home with three of my own beloved dogs. One of our previous dogs had epilepsy and required frequent monitoring and medication, which gave me additional experience caring for pets with medical needs. In my free time I enjoy traveling, camping, hiking with my dogs, training with our Belgian Malinois, and watching my daughter ride her horse. Caring for animals has always been a true passion of mine, and I treat every pet as if they were my own. My goal is for you to have complete peace of mind knowing your pets are safe, loved, and well cared for while you’re away. I’m a nurse who works three 12-hour shifts each week, which gives me several days off to dedicate to caring for animals. I truly enjoy spending time with pets and making sure they feel comfortable, safe, and well cared for while their owners are away. My schedule is fairly flexible on my days off, and I’m happy to work with you to meet your pet’s individual needs and routine. Please check my calendar for availability and feel free to reach out with any specific requests. I will always do my best to accommodate and treat your animals with the same care and attention I would give my own. At this time, I’m unable to host dogs in my home, but I’m happy to care for them in the place they feel most comfortable—your home. I offer drop-in visits, dog walking, and extended daytime care depending on your pet’s needs. I understand how important it is to know your pets are safe, happy, and well cared for while you’re away. My goal is to provide dependable, personalized care in a calm and compassionate environment, treating your pets with the same attention and kindness I would give my own.

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.

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.
“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.”

About: I grew up around animals, from birds and hermit crabs to cats and dogs, my household has always been filled with pets. I have also fostered medically fragile dogs and volunteered at the Westchester Humane Society. I am passionate about ensuring all animals receive the best possible care and I will give your pet the same love I give my own. I currently work part time and I’m a full time grad student, but I have my own transportation so my schedule is open and flexible. I will schedule a meet and greet with you and your pet to learn all about their unique quirks, likes, dislikes, and routines prior to beginning services with them. I ensure a safe environment by using non-retractable leashes on walks and will send you updates while I am with your pet. Your pet's safety is my top priority.
The median cost per walk for dog walking in Pleasant Plains is $25
Book with peace of mind
- 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?
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
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. Search
Browse profiles of walkers near you who offer dog walking
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Pleasant Plains sitters!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 July 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 July 2026, there are 992 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
- 96% 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.



