Dog Walking New Windsor

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

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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.

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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
• 263 reviews
78 repeat clients
15 years of experience
Newburgh, NY, 12550

“Our Lucy loves Christina! She asked great questions and got to know her personality very quickly. Lucy is looking forward to more walks with her.”

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Jennifer M.
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: Alina B.
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Alina B.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
• 59 reviews
19 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: David G.
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David G.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
• 93 reviews
24 repeat clients
8 years of experience
New Windsor, NY, 12553

“We couldn’t be happier with David. Highly recommend to anyone looking for someone trustworthy and attentive with dogs.”

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christopher r.
Sitter Profile Image: Jordan M.
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Jordan M.
Star Sitter
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: 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: 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: Nancy C.
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Nancy C.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
• 9 reviews
5 repeat clients
10 years of experience
New Windsor, NY, 12553

“Great with my huskies!”

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Jaleesa L.
Sitter Profile Image: Tara M.
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Tara M.
from
$25
per walk
5.0 out of 5 stars
• 176 reviews
49 repeat clients
11 years of experience
New Windsor, NY, 12553

“What a great dog walker! Tara came for a meet and greet a few days before. She asked a lot of questions. You can tell she is invested in animals. I'm thrilled that I discovered Tara!”

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Kathryn L.
Sitter Profile Image: Kalyna M.
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Kalyna M.
from
$30
per walk
4.9 out of 5 stars
• 107 reviews
81 repeat clients
8 years of experience
Newburgh, NY, 12550

“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.
Sitter Profile Image: Elena K.
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Elena K.
from
$30
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Newburgh, NY, 12550

“Can’t rate Elena highly enough! Our dogs love her, she’s super responsive, and we always know our dogs are getting the VIP treatment when she takes care of them!”

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

“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.”

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Jennifer S.
Sitter Profile Image: Leah W.
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Leah W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 139 reviews
45 repeat clients
15 years of experience
Beacon, NY, 12508

“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!”

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Kathryn L.
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: Jennifer N.
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Jennifer N.
from
$17
per walk
15 years of experience
Newburgh, NY, 12550

About: • Specialized Senior Pet Care – Gentle handling, mobility support, medication administration, and extra patience for slower-paced walks or special routines. • Health & Comfort Focused – Attentive to changes in mood, appetite, or mobility, with prompt updates if something seems off. • Customized Care – From joint-friendly play to warming up meals, I tailor every visit to your pet’s needs. • Reliable & Communicative – Daily updates with photos and videos so you feel connected and reassured. • Compassionate & Calm – I take my time, ensuring your pet feels safe, loved, and never rushed. Pet care is a priority in my daily routine. I’m available for morning, midday, and evening visits, as well as overnight stays when needed. My flexible schedule allows me to adjust to your pet’s feeding, walking, and medication times. Consistency is key, so I make sure my visits are always on time and unrushed—your pet gets my full attention every time. When caring for pets in a client’s home, I treat their space and their animals with the same respect and care as I would my own. I follow the pet’s regular routines—feeding, walking, playtime, and any special instructions—to keep them comfortable and stress-free. I make sure fresh water is always available, litter boxes are cleaned, and living areas are tidy. If medications are needed, I administer them exactly as directed. I also spend quality time giving affection and companionship, so your pet feels secure while you’re away. Before leaving, I ensure the home is secure, lights and doors are as you prefer, and you receive an update with photos so you know everything is safe and well.

Sitter Profile Image: Samantha C.
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Samantha C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 23 reviews
12 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: Amanda H.
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Amanda H.
from
$15
per walk
7 years of experience
Newburgh, NY, 12550

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.

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

“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!”

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Courtney G.
Sitter Profile Image: Tiffany S.
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Tiffany S.
from
$30
per walk
1 repeat client
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: Aaron D.
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Aaron D.
from
$25
per walk
22 years of experience
Newburgh, NY, 12550

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!

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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

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5.0 out of 5 stars

Mary did a great job with my girl! She was timely, sent pictures, my dog trusted her immediately and came back resisting going inside and wanting to play more. Highly recommend her if you need someone to care for your dog!

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Rebecca B.
Dog Walking
5.0 out of 5 stars

Alina accepted a very last minute booking and was excellent! She took our dog for a walk right in the middle of when we would be gone and sent lots of photos. We will definitely be rebooking her!

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Julia G.
Dog Walking
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

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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    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

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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 of Dog Walking in New Windsor on Rover is $17 per walk as of October 2026. Most bookings cost between $17 and $28 per walk. 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 2,345 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:

  • 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 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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