Dog Walking New Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 15 pet parents in New Windsor have booked dog walking
New Windsor, 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.
“Kalyna, did an amazing job with bishop while I was away for the holidays. She is reliable and great with dogs. If you haven’t booked her yet. You need to stop thinking and BOOK HER NOW!!”
About: Hi everyone my name is Danielle. I have over 10 years experience in dog care. I am a teacher full time.I have experience with all aged dogs, from puppies who need training to seniors who are in need of specialized care and medications. I love animals! I grew up with all types of animals, but mostly dogs. I bring to RoverGo vast experience as a pet sitter. I’ve worked with nearly every breed of dog, from tiny 2-pound toy breeds to large 180-pound furry giants. I also work at an animal hospital so I’m very familiar with all the dogs’ different personalities and I’m also comfortable administering medication, should your pet need it. I have been walking and boarding pets for the last 5 years and I’m happy to provide references! I have plenty of time for your pup and you can be assured that we’ll get in plenty of walks every day My family and I love spending time outdoors and we love having our furry friends accompany us! Bring your high energy pups because we love taking long walks or your senior loungers who will have company most of the day! I am a full time teacher so your pup will only be left alone for a short amount of time during the school year! During the summer and school breaks I am home ! I am able to accommodate as many walks and feedings I live in a quiet complex with plenty of furry neighbors! We can take walks so we can socialize or go our own way if your pup isn’t too fond of others. I do whatever you do at home for your pup when it comes to bed time for example if they sleep in a crate, on their beds or free roam!
About: I'm a dog owner of 5 years to a miniature schnauzer named Oscar, and he's my best friend! I have pet sat locally for 3 years, and have lots of experience walking/caring for dogs of all ages. I love all pets, and hope I am able to help out in whatever way you need! As an actor between jobs, I have lots of time between weekly auditions to pet sit. Auditions come at different times during each week, so my availability is flexible and varies week to week. With many years of pet sitting within clients homes, what makes me special is that I never leave your home once I'm with your furry friend(s), even if they do well alone for periods of time. I'm very happy to play, walk, and just hang out with your pet, whether it be for a quick check-in visit, or a multiple night stay!
About: Hello, my name is Amanda and I am the loving mother to a bichon named Mollie. For the last seven years I have volunteered a lot of my time at local shelters in addition to helping walk dogs. I’m a very caring and compassionate person, and I help care for all dogs as if they are my own. Associates of mine have referred to me as trustful and reliable in helping care for their beloved members of their families. Through furthering education and professional experience, I’ve been able to fine tune what dogs need consistent with their breed(s). In addition, I am experienced in delivering dog first aid plus CPR. I provide my own transportation and my hours are flexible. I look forward to hearing from you.
“Maryline is wonderful with my puppy Josie. She is reliable and flexible when it comes to my work schedule. She also keeps me updated throughout the day with plenty of photos from their walks.”
“I feel very lucky to have discovered Leah. She came for a meet and greet and I saw immediately her love of dogs and her devotion to her business. My dog is still getting used to being by herself. Leah was wonderful with keeping in touch with me to tell me how she was doing. I appreciated the pictures and she even sent a video. I'll be booking Leah again!”
About: I’ve taken care of dogs my whole life, I have owned and cared for multiple breeds of dogs and cats, big and small, and been a pet sitter for friends and family on and off for the last 10 years. As a result of my experience as a pet parent and sitter I am very comfortable with most breeds. I also have limited experience training full grown dogs as well as puppies. I am available for walks, check-ins, or pet sitting every day. I am also available for boarding on a case by case basis. My work schedule allows me to be present for most of the day, so I can remain attentive and take plenty of walk and play breaks. During the times that I am gone I am able to crate them if that is your preference or they can have free access to the main part of the house and I will check in on them regularly through the doggie cams. I am able to dog sit in your home as well as in my own home, which has a large amount of indoor space that they can roam around in, as well as a partially fenced back yard that they can play in on a long leash with my supervision. I have plenty of time for walks and play breaks during the day. And during the few hours a day that I am out of the house, they can be crated, or they can roam around the main part of the house. I check in on them every half hour through the doggy cams set up in the house. I am comfortable walking, feeding, and if necessary, providing medication on the schedule and in the manner that you prefer.
About: I will put my best foot forward to make sure you and your dog have the most comfortable experience while having me as a sitter . Typically have to walk my friends dogs when they or out to work recently bin puppy sitting for another figured I could turn it into a gig ! Make sure they get enough food and water and go out for enough walks.Also a bit of play time never hurts any body I always say!
“Meghan is reliable, dependable, and always takes great care of our puppy during his walks. She is incredibly kind and patient, and it’s obvious how much she enjoys spending time with him. Our puppy absolutely loves her and is always excited to see her. We feel completely confident knowing he’s in such caring and trustworthy hands.”
“Our dog had a great time meeting and getting to know TJ. He always communicates with us and we feel so comfortable and happy knowing that our dog is in such great hands. We will continue all walks with TJ and highly recommend him!”
“Michael bonded with Maeve immediately, and shared the most adorable photos of her on their outings! I appreciate the updates very much. He's extremely reliable and communicative. Most importantly, I know Maeve is in excellent hands!”
About: i’ve been taking care of dogs ever since I was a little girl. I helped my mom out every day with our two dogs that I have in my house and I help my grandpa out with his dog as well. I used to have 100-140 pound Pitbull‘s so I am able to work with big dogs as well. One of my dogs at home is blind, so I do take extra care of him and I am able to work with dogs that need a little extra care I am currently attending college at stony brook university. I am looking for a job to keep me busy but manageable with classes. I am also missing my dogs back at home so I would love to be able to tend to other peoples dogs!! I am available every day of the week, the hours do differ each day depending on my classes that day! I have 2 dogs at home. One of them is blind so i do have to take extra care of him. I take my dogs on daily walks/runs. I also pet sit for my families and friends. My other do at home is very hyper and needs a lot of exercise and I tend to be the one in my family who takes her out and plays with her.
About: I’ve been caring for dogs and cats since I was a teenager, and pet sitting has always been something I genuinely enjoy. I have experience with scheduled feedings, walks, playtime, bathing, and providing plenty of companionship and emotional support to help pets feel safe, comfortable, and loved while their owners are away. I truly love animals and believe they’re part of the family, so I treat every pet with the same patience, kindness, and care I would want for my own. I’m a loving, trustworthy, honest, and responsible sitter who will treat your pet like family, making sure they receive the attention and care they deserve. I’m currently working part time and volunteer a few days a week, so I’ll have plenty of time to spend with your fur baby! I’m available all day Wednesdays as of now, but can be flexible depending on your needs. Your pet’s safety and happiness are always my top priorities! I’m attentive, responsible, and caring, whether I’m taking your dog for a walk, checking in for some company and playtime, or making sure they’re comfortable at home. I’ll pay close attention to their needs, follow your instructions, and keep you updated so you can feel confident knowing your furry friend is in good hands.
“Rachel was really fantastic with Milo! I've left Milo with others but having now seen the difference using and experienced and professional, Rachel will for sure, for sure be my go-to pet-carer from now on! Thank you so much, Rachel for the interactive updates and funny commentary. It's been a joy using your service. Milo just can't wait to see you again!”
About: Hi! I’m a proud dog mama to two wonderful dogs—a Pit Bull/Lab mix and an Australian Cattle Dog. 🐾 I’m familiar with using flat collars, prong collars, and slip leads, and I understand the importance of using the right equipment safely and appropriately. I’ve also taken several dog-training classes with my own dogs, giving me a good foundation in leash handling, communication, basic obedience, and training techniques. I’ve also dog-sat for friends and family in the past, caring for dogs in their homes and making sure they receive plenty of attention, exercise, and love while their owners are away. I’m patient, responsible, and genuinely love spending time with dogs. I currently work full-time, but I’m available Friday evenings and have flexible availability throughout the weekends. I’d be happy to work with you to find a time that fits your schedule and your dog’s needs. Since I don’t have a fenced in yard, I’m used to providing my dogs with structured exercise and supervision. My older dog is leash-walked, while my younger dog is allowed off-leash using an e-collar in appropriate settings. We incorporate training throughout the day, along with plenty of playtime, exercise, and mental stimulation. This routine has given me experience balancing safety, structure, training, and fun while caring for dogs with different ages and energy levels.
The median cost per walk for dog walking in New Windsor is $25
Dog parents share their Rover experiences - New Windsor
I can’t say enough good things about Shannon! She went above and beyond in caring for our dogs and treated them as if they were her own. She even spent a little extra time working with and training our youngest dog Ellie. That kind of care and dedication means so much. It’s clear that she genuinely loves animals and takes pride in what she does. We highly recommend her to anyone looking for someone who will care for their pets like family!
Sally loves his walks with Milo. Sully is always excited when he sees my Milo coming up the sidewalk and he runs back and forth between our front door and the kitchen wanting me to put his leash on. I never do it fast enough. I would definitely recommend Milo if anyone is needing a dog walker.
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.
How to book dog walking
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 for dog walking - New Windsor
Select a filter and find qualifying sitters offering dog walking.Sitters in New Windsor average 3 repeat dog walking clients
FAQs for Dog Walking - New Windsor
Frequently asked questions about Rover
The average cost of Dog Walking in New Windsor is $17 per walk as of October 2026. Most bookings cost between $17 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 2,321 sitters on Rover offering Dog Walking across New Windsor. 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 New Windsor. 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 a map of the walking route, 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 New Windsor 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 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 New Windsor. On Rover:
- 88% of walkers can help with special care needs
- 91% 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 Meet & Greet.
walkers on Rover set their own cancellation policy, 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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