Dog Walking New Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 6 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.
“Lauren was a pleasure to work with and having her help was greatly appreciated and our pups enjoyed her visiting ! She's very responsive and takes in feedback very well! I would recommend her to others.”
“Our pup just adores Brooke. From the walks, playing and learning - we have seen a positive influence in the daily walks. It's been years since we had a puppy in the house, having Brooke care for him while we are away at work has been such a ease on our minds. Thank you for loving our boy!”
“HIGHLY RECOMMEND….All of the things you want while you are away to relax from your responsibilities with your pets. My high energy girls are entertained, exercised, and pampered until they don’t want me to come home! Feel confident leaving your pet in their care.”
“Sabrina does a wonderful job making sure our pup is taken care of. Our pup is even getting better with being walked on a leash. We appreciate everything she does for our pup.”
“Lindsey is extremely chill and the exact perfect fit for our reactive Kevin. Kevin is excitable but as soon as he sees Lindsey he calms down and is ready for a walk. I highly recommend!!!”
About: I have had dogs all my life. I currently have 3 dog's now and just enjoy their company because they make me happy. We like them more than people at times. A dog will always be in my life. Even have tattoo of 3 my best camping buddies I have currently retired from government serves after 36 years. Now I have fun jobs. Dog sitting and DJing. I have no kids just dogs , but my dogs and your dogs are my kids and I just love love having new joys to watch. I had 5 doggies at one time,but we are now down to 3 pups. I will always have fur babies as part of my life. I care for my pets as if they were my kids. I have no kids. So they are spoiled. Even when I watch other people’s dogs they are treated better than their own homes they don’t want to go back. Our own pets are under my Carroll county kennel Lic #60 Pryors pawls palace! Your pets are treated as if they are mine. Big yard to play in and to play with my dogs if they like them. If they don’t I have plenty of rooms to keep them safe. And if your the type that would prefer to have someone stay at your place so you dog doesn’t get upset i can work with you as well and follow all your dogs needs. I’ll even pick your mail up and take your trash out.
About: I watch puppies and dogs, do boarding and house sitting and the occasional stop in / walks. Let me know if you have any questions about services or pricing! Can’t wait to meet you and your doggos! Currently working remotely part time and looking to fill gaps. And use my resources to help others and watch their pets for them. I have a lot of free time. Looking to eventually get into pet care full time. I have a fenced yard, single family home in a nice neighborhood with easy access to trails. I can take active dogs for runs to make sure they’re getting the excersize they need as well as care for them as if they were my own for the time I’m with them. Always respectful towards clients belongings and instructions as well.
About: I’ve cared for dogs for years—both my own and through my professional pet sitting work. I’m comfortable with all kinds of pups, including energetic puppies and sweet senior dogs who may need a slower pace and extra patience. I also have personal experience caring for an injured dog (my own had a CCL tear last summer), so I understand how important it is to be gentle, keep walks controlled, and watch for any limping or discomfort. During visits, I make sure your dog gets a safe walk, fresh water, playtime, and plenty of love—plus photo updates and a detailed visit note so you always know how things went. I have a flexible schedule and can accommodate morning, midday, and evening visits. I’m also available for last-minute requests when needed, including weekends and holidays. Safety is my top priority. I always follow pet parent instructions closely and keep routines consistent. For walks, I use a waist leash/leash belt so your pup is securely attached to me the entire time—this helps keep both your pet and me safe. I’m careful around doors and gates, double-check locks before leaving, and I send updates with notes and photos so you feel at ease while you’re away.
About: I’ve had dogs my whole life, so I’ve always been around them and know how to care for them. I’m really good with dogs and genuinely enjoy spending time with them. I’m comfortable with dogs of all different sizes and personalities, and I treat every dog like they’re my own. I’m responsible, caring, and will make sure your dog gets plenty of attention, love, and exercise while they’re with me. I work full time Monday through Friday, but I’m fully available on the weekends. During the week, I’m available for drop-ins and walks in the mornings and later in the day after work. I’ll do my best to work around your schedule and make sure your pets get the care and attention they need. I want every pet in my care to feel safe, comfortable, and loved. I’ll always make sure they are supervised and treated with patience and respect. I understand that every dog and cat is different, so I’ll take the time to learn their routine, personality, and anything they need while they’re with me. I’ll also keep you updated so you can feel comfortable knowing your pet is in good hands. My goal is to provide a calm, safe, and welcoming environment where your pet can feel right at home.
About: I’ve always been a huge animal lover and grew up with dogs, so being around them has always been a big part of my life. I’ve dog sat and house sat for friends and family for years, and I’ve also helped friends who foster dogs take care of their puppies. I currently have two dogs of my own that we rescued from Saint Martin in 2023, and I absolutely adore them. They’re a huge part of my life, and I’m so thankful we were able to give them a loving home. I know every dog has their own personality and routine, and I’m happy to adjust to whatever makes yours happiest and most comfortable. Whether that means walks, playing outside, lots of attention and belly rubs, or just hanging out on the couch, I’m there for it! I’ll treat your pets like they’re my own and make sure they feel safe, loved, and cared for while you’re away. I’m currently in between careers, which gives me a pretty flexible schedule and plenty of availability throughout the week. I do have a few other small jobs and am occasionally away on weekends, but my schedule varies and I’m generally pretty open. I’m happy to work with you to find days and times that fit your needs, and I’ll always be upfront about my availability! I will do everything needed to ensure your pets get the care that they deserve and make sure they are as safe, happy and loved as possible!
“Ava was absolutely fantastic! She was reliable, professional, and clearly has a genuine love for animals. From the very beginning, she was communicative, punctual, and made me feel completely at ease knowing my dog was in such caring hands. She went above and beyond by making sure my dog got plenty of exercise and attention. I highly recommend Ava to anyone looking for a trustworthy, compassionate, and dependable dog walker. I'll definitely be using her services again. Thank you, Ava, for taking such wonderful care of my pup!”
“Melisha was great with our new puppy Riley that we rescued. Riley loved her and loved the walks. Melisha would send us the cutest pictures of Riley on her walks. I highly recommend her!”
About: Hello! I’m Mags (Rover requires me to use my legal name) and I love all animals I have been passionate about dogs ever since I was a child but because experienced working with dogs and cats (and some bunnies) while working for the Humane Society of Memphis and Shelby County. I was a veterinarian assistant for one year and then became an adoptions Manager for three years. This was the most fulfilling experience of my adult life, being able to help animals and the community daily. I recently lost my closest companion, Xander, about a month ago. He was 13 years old and I had him since he walked into the humane society at two months old. Through him I gained even more experience with aging dogs, medical care and many behavioral changes as he aged. While using positive reinforcement training we navigated 6 military moves, life adaptions to aging and the introduction of two kittens. I will take all this experience and use it to provide the same amount of love an attention for you furry family members as I did for Xander. I am currently employed part time and have many days free as well as can stay over night or board animals in my home. I have a very flexible schedule and am happy to work with any client’s schedule as needed. I currently only have two cats in my home, so I’m able to provide boarding for cat friendly animals. I have a fenced in back yard and am usually not gone from the house for more than four hours. I also am available for staying over nights at clients houses for a more comfortable experience for everyone in the family.
“We were super impressed with Leilani and the way she cared for our dog, Doc. She took him out on a sweltering hot day but gave him plenty of time to do his business and then showered him with attention inside where it was cool. All the while she kept us updated and sent pics and a note when she was finished. Definitely recommend!”
About: With over seven years of petsitting experience, I bring a wealth of knowledge to animal care. I have previously worked at a dog daycare and boarding facility, managing dogs of all temperaments. At home, I care for a dog, two cats, and a goat, giving me a unique perspective on different animals' needs. Since I have pets at home, I try to avoid overnight stays when possible. That being said, if it is an emergency I would be happy to work something out with you! I do not offer in home petsitting. However, to ensure your pets safety I will take all measures necessary including ensuring all doors are properly closed and locked, following all directions left for me to a T, etc.
About: Hey there! I’m a high school agriculture teacher by day and an all-around animal lover 24/7. I’ve spent years caring for just about every kind of creature, you name it, I’ve probably raised it! From playful puppies to wise old senior pets, I’ve got the experience (and the heart) to give them the care they deserve. What makes me different? I don’t just “watch” pets—I connect with them. With a background in animal science and tons of hands-on experience, I understand what animals need to feel safe, happy, and loved while you’re away. Whether it’s belly rubs, playtime, meds, or just someone to hang out with, I’m here to make sure your pet feels right at home. I’m currently a full time agriculture teacher and FFA advisor with FCPS, therefore my summertime and weekends are mostly free. If you need more details please reach out! I am willing to travel to your place of residence for care. I can easily crate your dog if needed, feeding is no problem, and walks are always a great time! Whatever you need just communicate it with me and I will follow through.
The median cost per walk for dog walking in New Windsor is $20
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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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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 4 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 $10 and $17 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 4,974 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 , 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 , 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 New Windsor. On Rover:
- 86% of walkers can help with special care needs
- 91% can help with giving oral medications or injections
- 95% 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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