Dog Walking New Windsor

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

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Over 10
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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.

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Sitter Profile Image: Ava D.
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Ava D.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Fort Sanders, New Windsor, NY, 12553

About: I have several years of experience caring for dogs through friends, family, and neighbors. I’m comfortable with dogs of all sizes and I always prioritize safety, patience, and making sure your pet feels comfortable and cared for. I’m reliable, communicative, and happy to send updates and photos during walks or visits. I’m also flexible with scheduling and available for last-minute requests. I currently have a very flexible schedule and am available most days of the week for walks, drop-ins, or pet care. I only work Sundays and Mondays, so I have open availability the rest of the week, including mornings, afternoons, and evenings. I’m also available for last-minute bookings and happy to work around your schedule. I always make sure your pet is safe, comfortable, and taken care of. I’ll follow whatever routine you have, whether that’s walks, feeding, or anything specific they need. I’m really attentive and patient, and I’ll keep you updated with messages and photos so you always know how your pet is doing.

Sitter Profile Image: Christina B.
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Christina B.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
239 reviews
72 repeat clients
15 years of experience
Newburgh, NY, 12550

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.

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christopher r.
Sitter Profile Image: David G.
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David G.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
78 reviews
22 repeat clients
5 years of experience
New Windsor, NY, 12553

David is the best!!

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Alexa G.
Sitter Profile Image: Jordan M.
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Jordan M.
from
$15
per walk
5.0 out of 5 stars
31 reviews
14 repeat clients
15 years of experience
Beacon, NY, 12508

Jordan is amazing. She is communicative and I can tell our nervous little pup really trusts her and enjoys being with her. Would definitely recommend!!

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Morgan F.
Sitter Profile Image: Daniela F.
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Daniela F.
from
$30
per walk
4.8 out of 5 stars
33 reviews
11 repeat clients
5 years of experience
Newburgh, NY, 12550

Daniela was quick to respond and it was easy to organize at short notice for her to visit to walk and feed my dog while I was away for the day.

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Murray C.
Sitter Profile Image: Anna B.
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Anna B.
from
$20
per walk
4.9 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
Newburgh, NY, 12550

About: With our goofy boy, your dog will have plenty of exercise and playtime. We have a spacious home and flexible schedule for pet care. I work various hours and my partner works from home. We have a yard for the dogs and separate basement area for boarding comfortably (or to keep our cat away from non-friendly dogs). We enjoy the dog park with your permission and spend a lot of time outside during the warm months. Our dog is young and energetic so playtime lasts for hours unless your dog prefers a nap, he will snuggle up or be separated. Potty breaks are often during the day in our yard. The dogs are rarely left home for more than a few hours. We have crates for our dogs, special areas for our cat to stay safe, and a basement for boarding other dogs comfortably. Our goal is to give our clients a better experience than if they were in a crated boarding facility all day.

Sitter Profile Image: Kalyna M.
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Kalyna M.
from
$35
per walk
4.9 out of 5 stars
103 reviews
80 repeat clients
1 year of experience
Newburgh, NY, 12550

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!!

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Carl C.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$22
per walk
10 years of experience
Cornwall, NY, 12518

About: I grew up on a farm and have been around animals my entire life. Cats are my favorite and I’ve had them since I was a child. In the past I have been mostly cat sitting. More recently, I have been dog walking and sitting for friend’s dogs while they are away on vacation or at work. I enjoy it as a therapeutic way of bonding with the animals as a form of self-care and mutual support and pet care co-regulation. Unfortunately, I cannot have dogs at my residence as per my lease agreement and being able to sit and walk with dogs is a way of being able to enjoy access to them without being able to own them myself. I’m looking to expand my reach and explore more breeds at this time. Specifically, I have experience with Labradors and Boxers. I’m currently working part-time and have ample time to schedule walking and feedings, and am able to stay for extended periods of time with your pets. I have two cats whom I adore and dote on at my home and I am very attentive to their needs and make sure they have an enriched environment with toys and play time, as well as grooming care.

Sitter Profile Image: Rebecca Z.
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Rebecca Z.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
120 reviews
33 repeat clients
10 years of experience
Newburgh, NY, 12550

Rebecca was fantastic with my pup! He took to her immediately and got excited whenever she came. My dog is a rescue, so he often struggles to trust. Rebecca had great communication and very flexible. I will definitely be using her for my dog walking needs in the future.

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Aimee S.
Sitter Profile Image: Vicky S.
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Vicky S.
from
$25
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
8 years of experience
Newburgh, NY, 12550

About: Hi, my name is Vicky! In 2017 I graduated with a degree in animal sciences from OSU where I volunteered in the ICU and have many years of experience in dog walking and training. Previously, I have worked for family and friends but now I’m looking to expand and work with more owners and their pups! Right now I’m available most week days and weekends to walk or watch your your pet, along with taking care of my own furry babies. At home I have two rescues - a 9 year old Catahoula Leopard Dog named Telly and a 12 year old kitty that runs the house. In my free time I enjoy taking Telly swimming and going backpacking around the country. I’m excited to start working with Rover and am looking forward to meeting your dog! I’m currently working from home and have flexibility in my schedule as needed. Although I have listed my availability, please reach out if your needs are outside of the provided timeframes and I will check if I have flexibility in my schedule. I am always very aware of pet safety and boundaries. As my own dog had issues counter surfing when she was first adopted, I am very conscientious of keeping food and important items out of reach of needed.

Sitter Profile Image: Madison F.
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Madison F.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
7 reviews
4 repeat clients
3 years of experience
University, Newburgh, NY, 12550

About: I’ve owned dogs that I have actively taken care of for years now! Raising my own boxer puppy and helping out family and friends by dog sitting and taking care of dog their dogs for them! I’m currently a freshman at UB! My classes are pretty short and spread out throughout the day! I would have ample time to check on your dog multiple times day! I am also available almost every weekend! I can actively take your dog out, play with it, take it for walks! Whatever is needed to make sure your dog is in a good environment!

Sitter Profile Image: Gretchen K.
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Gretchen K.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
15 reviews
4 repeat clients
5 years of experience
Beacon, NY, 12508

Gretchen was very responsive and able to fulfill my last minute needs. My dog looked very happy on his walk with her and her son, and I would happily ask Gretchen to look after my pupper again. Thank you Gretchen.

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Crystal S.
Sitter Profile Image: Colleen R.
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Colleen R.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
7 years of experience
New Windsor, NY, 12553

About: I have worked at a veterinary hospital for 7years and I have run my own petsitting on the side for 4 years. I am experienced with all kinds of animals (exotics, farm animals, seniors, pets with behavioral quirks etc) I am able to administer medication and can handle pets with more care requirements than usual. I am a student at SUNY Oswego so during the week I do have classes but I am more than able to balance both and I am open to figuring out what works best for you and your pet(s). I take care of your pet like it’s my own. I’ve had plenty of experience both in a veterinary hospital and as a pet sitter, so your pets are in good hands :)

Sitter Profile Image: Nancy C.
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Nancy C.
from
$17
per walk
5.0 out of 5 stars
4 reviews
10 years of experience
New Windsor, NY, 12553

Great with my huskies!

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Jaleesa L.
Sitter Profile Image: Rebecca H.
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Rebecca H.
from
$30
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Cornwall, NY, 12520

About: Hi! Please read my bio before requesting a booking :) I’ve had dogs growing up, cats, hedgehogs, ferrets, and the list goes on! Animals mean the world to me. I will treat yours as if it is my own. I am a teacher in Rockland and am home around 330 to Cornwall. I am Available weekends and weekdays, flexible on time and want to know how to best meet your animals needs. In the summer I am very flexible with availability as well as weekends all year and breaks for school. Please read my availability before booking! I don’t want to waste your time 🫶🏻 I have a friendly dog and a safe neighborhood in Cornwall on the Hudson. I will treat your pet as if it were my own. I understand anxiety in children and animals and strive to make your pet feel safe.

Sitter Profile Image: Meghan L.
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Meghan L.
from
$30
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Beacon, NY, 12508

About: I have extensive experience caring for both cats and dogs, ensuring their safety, comfort, and happiness at all times. What sets me apart from other sitters is my attention to detail, patience, and genuine love for animals. I understand that every pet has its own personality and needs, so I take the time to follow specific routines, dietary requirements, and any special instructions you provide. In addition to general care, I have skills in administering oral medications, handling anxious pets, and reinforcing basic commands for dogs. I’m also experienced in recognizing signs of stress or illness, which allows me to respond quickly if a situation arises. Whether it’s playtime, walks, feeding, or giving attention, I make sure pets feel loved and secure while their owners are away. My goal is to provide the same level of care and affection they would receive from you. Pet care is an important and enjoyable part of my day! I plan my schedule around the pets I’m caring for, making sure they get their walks, meals, and attention right on time. Spending time with animals is something I look forward to, so I always make sure they have the care and love they need every single day. Your pet’s safety and comfort are always my first priority. When I’m in your home, I follow your instructions carefully and make sure everything is secure and pet-friendly. I give your pets plenty of love and attention so they feel happy and stress-free while your away. If I care for them in my home, they’Ll have a clean cozy space with fresh water, a comfortable resting area, a big fenced in backyard, and lots of playtime. I always make sure pets feel safe, loved and well cared for in any environment.

Sitter Profile Image: Leah W.
Verified Enhanced Background Check
Leah W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
135 reviews
43 repeat clients
15 years of experience
Beacon, NY, 12508

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!

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Pam V.
Sitter Profile Image: Samantha C.
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Samantha C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
10 reviews
7 repeat clients
4 years of experience
Fishkill, NY, 12524

Samantha was amazing and arrived right on time. She got along with my pup immediately. Definitely recommend!

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Opportunity Hill P.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$30
per walk
5.0 out of 5 stars
1 review
13 years of experience
New Windsor, NY, 12553

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. I'm a teacher on summer break so my schedule is wide open. I am unavailable on August 9th and from August 14th to the 21st. I am also open to sitting during evenings and weekends or drop-bys during the school year. 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.

Sitter Profile Image: Kaitlyn D.
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Kaitlyn D.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Newburgh, NY, 12550

If you need a dog sitter or somebody to care for your animals Katiyle D is ho you would what! She let me know what was going on with my dogs. And for me that's what I wanted .

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Linda P.
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The median cost per walk for dog walking in New Windsor is $25

Dog parents share their Rover experiences - New Windsor

1 / 1
5.0 out of 5 stars

Maryanna is amazing! She made sure my dog was taken care of in this extreme heat. She is knowledgeable on maintaining a dog’s health in extreme heat and me and my dog are lucky to have found her!

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Laura S.
Dog Walking
5.0 out of 5 stars

Christina is an absolute joy. I booked her for a walk & she was wonderful. She was punctual, caring, thoughtful & very thorough. My pupper, Boog adores her & I plan to book her again. I highly recommend using Christina.

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Jason S.
Dog Walking
5.0 out of 5 stars

Great experience overall! Communication was super easy, flexible, and friendly from the beginning. Pia came back very happy after her walk, and it honestly made our stay in Beacon so much easier and more enjoyable. Would definitely recommend!

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Fernanda R.
Dog Walking
5.0 out of 5 stars

David was very attentive and conscientious of our litters various needs. It gave us peace of mind during our evening out.

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christopher r.
Dog Walking
5.0 out of 5 stars

She was excellent. Took great care of our puppy. Reliable and interacted great with him. Sent pictures and even Bundled him into his coat to keep him warm

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Emily T.
Dog Walking
5.0 out of 5 stars

Gabrielle was amazing and punctual, she definitely was a great choice for us. We hope to work with her more in the future.

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Cynthia T.
Dog Walking
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  • 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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  • 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. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

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Sitters in New Windsor average 3
repeat dog walking clients

FAQs for Dog Walking - New Windsor

Frequently asked questions about Rover

The average cost for Dog Walking in New Windsor on Rover is $16.65 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 2,410 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 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 New Windsor.

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 New Windsor. On Rover:

  • 91% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 98% 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.

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