Dog Walking New Windsor

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

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Over 12
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.

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

Christina was amazing! So friendly and responsive via text. She came for a pre-walk visit to meet our dog and you could tell she really cares for animals. We would happily have her walk Ziggy again anytime! Thanks Christina!

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Adrienne S.
Sitter Profile Image: shannon c.
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shannon c.
from
$25
per walk
5.0 out of 5 stars
3 reviews
5 years of experience
New Windsor, NY, 12553

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!

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John F.
Sitter Profile Image: David G.
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David G.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
91 reviews
23 repeat clients
8 years of experience
New Windsor, NY, 12553

David is the best!!

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Alexa G.
Sitter Profile Image: Julia M.
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Julia M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
20 years of experience
Washingtonville, NY, 10992

About: I have many years of experience living with and caring for a variety of animals of all ages. I've had cats in my own home my entire life and have owned dogs as well for the last 10 years. Neighbors and friends have trusted me with caring for their pets since I was 12 years old. I've also cared for horses and competed in the equestrian sport for over 20 years, which requires a high level of responsibility and discipline. All of this experience has allowed me to develop a great understanding of animal behavior, communication, and basic training concepts. You can trust me to safely care for your furry loved ones as if they were my own with lots of love, cuddles, and play! Im available with a schedule that is flexible during the week and on weekends - please check with me for my current availability for bookings! I can adapt to the needs of your pet whether it is caring for an indoor cat who needs food, water, litter, and attention, or a dog who needs to be walked around the neighborhood or exercised with a game of fetch in a safe fenced in area. I will always allow the animal to lead in establishing a trusting relationship with me. I have enough experience to identify signs of distress in an emergency and can also apply basic training methods in a warranted situation while walking a dog on a leash in order to keep everyone safe.

Sitter Profile Image: Rebecca Z.
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Rebecca Z.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
131 reviews
35 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: Kalyna M.
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Kalyna M.
from
$30
per walk
4.9 out of 5 stars
105 reviews
81 repeat clients
8 years 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: Alina B.
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Alina B.
from
$21
per walk
5.0 out of 5 stars
56 reviews
18 repeat clients
20 years of experience
Firthcliffe, NY, 12518

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!

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Eli M.
Sitter Profile Image: Maryline P.
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Maryline P.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
171 reviews
68 repeat clients
25 years of experience
Wappingers Falls, NY, 12590

My dog loves his weekly walks with Maryline! She is always quick to respond and always sends me pictures from their walks. Thank you Maryline!

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Emily V.
Sitter Profile Image: Leah W.
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Leah W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
137 reviews
44 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: Gretchen K.
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Gretchen K.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
16 reviews
5 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: 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 the best - so flexible & communicative. We always feel (slightly) less guilty leaving our baby with her knowing that he’s totally obsessed with her. 12/10 would recommend.

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Morgan F.
Sitter Profile Image: Nancy C.
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Nancy C.
from
$22
per walk
4.8 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
New Windsor, NY, 12553

Great with my huskies!

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Jaleesa L.
Sitter Profile Image: Danielle A.
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Danielle A.
from
$30
per walk
4.8 out of 5 stars
39 reviews
13 repeat clients
10 years of experience
New Windsor, NY, 12553

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!

Sitter Profile Image: Tiffany S.
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Tiffany S.
from
$30
per walk
15 years of experience
Newburgh, NY, 12550

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.

Sitter Profile Image: Lex P.
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Lex P.
from
$25
per walk
5.0 out of 5 stars
88 reviews
23 repeat clients
15 years of experience
Wappingers Falls, NY, 12590

Lex is a very attentive and professional pet caretaker. From beginning to end she was communicative with us about the schedule, needs of our dogs, and kept us informed on every visit/walk with our pups. She is punctual, genuine in her care of her clients pets, and overall good individual. Highly recommend! A top class pet caretaker.

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Gerry R.
Sitter Profile Image: Kimberly N.
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Kimberly N.
from
$15
per walk
20 years of experience
West Point, NY, 10996

About: Thank you for taking the time to consider me for your pet needs! I’ve grown up with cats and dogs my entire life. I am an absolute animal lover! I currently have two dogs (2 sweet black labs). I enjoy helping dogs stay active through walks, runs, and playtime. Does your furry one like to snuggle? Because that is welcomed too! I have experience caring for dogs from 8 weeks to senior. I also have basic experience with administering oral medications. With me, you can trust that your furry family member is getting excellent compassionate care while you’re away! Please rest assured that your pet will be taken care of. I take pride in being detail-oriented, reliable, and compassionate. Please let me know if I can answer any questions! I look forward to meeting your pet soon! I currently have a very flexible schedule. I am available from early morning until late evening most days. My availability is continually updated to better serve you and your pet(s). I would love to care for your pets in the comfort of their home. I am willing and able to play with them in your yard, walk your neighborhood, etc.

Sitter Profile Image: Daniela F.
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Daniela F.
from
$30
per walk
4.8 out of 5 stars
35 reviews
12 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: Marie C.
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Marie C.
from
$40
per walk
5.0 out of 5 stars
28 reviews
9 repeat clients
8 years of experience
Newburgh, NY, 12550

Marie let me informed on when she was going to arrive. She walked Asher and also took him to the dog Park. I received videos and photos. Asher was sad to see her go.

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Arlene R.
Sitter Profile Image: stacey s.
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stacey s.
from
$16
per walk
5.0 out of 5 stars
1 review
8 years of experience
Newburgh, NY, 12550

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!

Sitter Profile Image: Mariah R.
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Mariah R.
from
$35
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
7 years of experience
Newburgh, NY, 12550

So kind and patient with my dog Kiko. Will definitely book again ☺️

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Juan S.
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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

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!

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John F.
Dog Walking
5.0 out of 5 stars

Thank you Alina! I appreciate that you were on time and did everything that we discussed (feeding & cleaning up her dinner bowl, walking, and playing). The photos sent gave me peace of mind. My first impression of you was totally correct—you are reliable, responsible, kind, and full of positive energy.

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Karen L.
Dog Walking
5.0 out of 5 stars

As I know it would be my doggoes second visit with Kalyna was super nice! She is very knowledgeable and great with dogs .. highly highly recommend

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Hanan H.
Dog Walking
5.0 out of 5 stars

Izzy was so kind and professional and we were very appreciative of her service especially with the short notice.

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Allison R.
Dog Walking
5.0 out of 5 stars

Very kind and thoughtful. On time and reliable! Thank you Christina, I would absolutely book again for walks.

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Kennedy j.
Dog Walking
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

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
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Meet local walkers who will treat your dogs like family

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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 for Dog Walking in New Windsor on Rover is $16.65 per walk (as of September 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 September 2026, there are 2,344 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
  • 95% can help with giving oral medications or injections
  • 97% 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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