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.
“Christina knows dogs. She especially knows how to break the ice with a shy husky, that doesn’t like new people. Christina is warm, patience and re-assuring for owners of a temperamentally old pup.”
“Alina did great with my dog, Nova! She arrived on time and soothed my worries by taking lots of pictures of Nova, who looked like she was having a great time. She was even amenable to my crazy work schedule and was nothing short of amazing about helping me out last minute two days in a row. Definitely going to request her again in the future! Thank you, Alina!”
About: I’ve grown up always surrounded by many pets and have loved taking care of them, as I got older I’ve gotten more experience properly taking care of different kinds of pets. I also have experience walking dogs in shelters and have experience with senior pets as well! I work full time during the week but am available any day during the weekends and in the afternoons after 4PM during the week as well! I have a large yard and safe, walkable neighborhood as well as 2 friendly dogs. I would always be respectful of others’ homes and their pets needs and boundaries!
“Rebecca is absolutely fantastic. She is incredibly attentive, thoughtful, and honestly the best dog walker/sitter we have ever had by a wide margin. Her experience and love of animals makes her extremely adaptable, down to the smallest details. Most of all I know that our pups feel loved and safe with her. I cannot recommend her highly enough.”
About: I have been pet sitting since the age of 14. I have looked after animals of all kinds, such as dogs, cats, chickens, reptiles, and amphibians. I am comfortable giving medication (outside of injection) and am willing to work with animals of all ages. As we enter the school year I am unavailable for midday drop ins but am available for house sitting or walks after 4pm. This is not my full time position so I will be unavailable from 8am to 4pm. My availability will open up during holiday breaks so keep an eye out for when my availability opens up. I always schedule a meet-and-greet before any care to get to know you and your pets. It helps me ensure I am providing the best care.
“Lex is amazing! We needed someone to walk our pup and hang out with her for an hour and Lex was so sweet with her (and our kitties). Super communicative, sent cute photos and great to work with. Thanks, Lex!”
“Mary takes care of my dog as if he were her own(in fact I think she spoils him even more than I do!). I am at ease knowing I can work double shifts & my boy is being taken care of.”
“Grateful is one of the first words that come to mind when describing our experience with Leah. That word brings with it respect, trust and a new friendship. We love our pups and want the best for them always but when leaving them for a while, it’s especially comforting to know that they are in such wonderful hands and those hands are attached to a big heart! Thank you Leah!”
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've been caring for dogs since middle school, including over 12 years of hands-on experience caring for my own dog, Aubrey. I've also had family, friends, and neighbors rely on me to walk, feed, groom, and care for their pets. Over the years, I've gained experience with dogs of many sizes, breeds, and personalities, including Golden Retrievers, mixed breeds, Yorkshire Terriers, hounds, Chihuahuas, and Corgis. I especially enjoy caring for senior pets and making sure they receive the patience, attention, and affection they deserve. I like spending quality time with them, grooming them, observing their behavior and how they're doing, and making sure they're comfortable and cared for. I've also expanded my experience through volunteer work with Rockland Orange Furrever Homes and the Hudson Valley SPCA, where I've worked with shelter animals and gained additional experience observing animal behavior and providing hands-on care. Whether your pet needs a good walk, a meal, some grooming, companionship, or simply someone who will give them plenty of love and attention, I want them to feel safe, comfortable, and cared for while you're away. I currently have a flexible schedule, which gives me plenty of time to dedicate to pet care. I enjoy making time for walks, play, grooming, companionship, and simply getting to know each pet's personality and routine. I'm able to be flexible with my availability and want every pet in my care to feel comfortable, safe, and loved. When caring for pets in a client’s home, I focus on keeping them safe, comfortable, and following their normal routine as closely as possible. I make sure doors, gates, and other exits are secure, provide fresh water and meals according to the owner's instructions, and give pets plenty of attention and exercise. I also pay close attention to their behavior and overall condition so I can recognize anything unusual and communicate concerns to their owner. During walks, I use safe handling practices and stay aware of the pet's surroundings, other animals, and potential hazards. I want every pet to feel comfortable and cared for while their owner is away.
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!
“We are so glad we met Stephanie! Upon her arrival, our two 70+ lb pups were bouncy and very excited to meet her. Before even entering the house, she got them to sit and get calm. She shared great photos and didn’t leave the house until she made sure the pups had what they needed to be comfortable for the rest of the day. Our pups can’t wait to see her again!!”
“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.”
“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 have 3 dogs from ages 1 to 13, so I’m experienced with everything from puppy training to senior care—every dog gets personalized love . Pet care is already a part of my everyday life. As the owner of Daisy Pet Spa, I spend my days caring for dogs and making their comfort and well-being my priority. At home, I also have three dogs of my own, so my daily routine naturally revolves around feeding, walks, playtime, grooming, and lots of one-on-one attention. I only take on a manageable number of bookings so every pet receives the time, patience, and personalized attention they deserve. Your pet’s safety and comfort are always my top priorities. Whether I’m caring for them in my home or yours, I provide a calm, clean, and low-stress environment where they receive plenty of one-on-one attention. I follow your pet’s normal routine as closely as possible, including feeding schedules, medications, potty breaks, walks, playtime, and rest. I always use secure leashes and harnesses during walks, keep a close eye on pets at all times, and make sure they have a safe space to relax. I treat every pet like one of my own and respect your home by keeping it clean, secure, and exactly as I found it. My goal is to make your pet feel safe, happy, and loved while giving you complete peace of mind.
“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!”
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 November 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 November 2026, there are 2,348 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.
Connect anywhere with the Rover app
