Dog Walking Cragsmoor

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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: Paula W.
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Paula W.
Star Sitter
from
$45
per walk
5.0 out of 5 stars
• 261 reviews
24 repeat clients
39 years of experience
Ellenville, NY, 12428

“Paula is so good with the dogs! I appreciate her great communication and knowing they were loved as well as walked.”

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Lucy G.
Sitter Profile Image: Victoria F.
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Victoria F.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
5 years of experience
Bloomingburg, NY, 12721

About: I’ve worked with dogs of all shapes and sizes, I have volunteered countless hours in a shelter and have lived with dogs for the last 10 years. I have experience with both pure breed and rescues. I am an active person so your dog will always have someone to play with! I currently work nights so late night or early morning visits are never an issue! I love to stay active and four legged friends the attention they deserve, so if you want your animal to not only be acted for but loved then please reach out to me. Depending on the services provided and your dogs actively level I would love to take them for a long walk or chase each other in the backyard. I am currently a nursing student so I enjoy having an outlet of pet therapy to distract from the stress of school work.

Sitter Profile Image: Joseph & Alexandra F.
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Joseph & Alexandra F.
from
$40
per walk
5.0 out of 5 stars
• 5 reviews
20 years of experience
Wurtsboro, NY, 12790

“Joey was vital to keeping my high energy dog happy while I was away. Luca was always thrilled to see him, and Joey was communicative, thoughtful, and attentive, taking Luca to new places and giving him a mix of activities. I am so appreciative. Thank you Joey!”

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Brad S.
Sitter Profile Image: Michelle C.
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Michelle C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 19 reviews
9 repeat clients
15 years of experience
Wurtsboro, NY, 12790

“Michelle is the best! I needed a sitter last minute and she responded immediately. When I met her I could see she truly loved animals and my pets would be in good hands. Our dog Mocha and Michelle became best buddies right away, and even made friends with our wary cat. Michelle was prompt and kept me up to date with daily pictures. I would definitely recommend her to sit for your fur babies.”

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Donna H.
Sitter Profile Image: Hali M.
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Hali M.
from
$30
per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
25 years of experience
Thompson ridge, NY, 10985

About: Looking for a caring and dependable pet sitter while you're at work or on vacation? I offer up to four drop-in visits a day, making sure your pets stay safe, happy, and stress-free in the comfort of their home! With years of experience caring for pets of all kinds, I know how important it is to give each one the love and attention they deserve! Whether your cat needs a quick check-in while you're at work or your dog needs full-time care while you're away. I provide a variety of pet sitting services, including feeding, walks, playtime, and medication administration as needed. My flexible scheduling means we can create a plan that works perfectly for you and your pets. You'll receive daily updates with potty reports and photos of your pets. I’m also happy to water plants, take out the trash, check the mail, and bring in packages while you're away. I also have years of experience with horses and farm animals, including mucking stalls, turnout, feeding, and grooming. Contact for rates! I have many flexible scheduling options for short walks or check-ins while you're away at work, or long terms pet care while you're away on vacation. As a professional pet sitter, I understand that each pet has its own unique needs and personality. That's why I take the time to get to know each pet I care for in my client's home, so I can provide them with the best possible care. When I arrive at your home, I will first greet your pet and provide them with food and water, as well as any medications or supplements they require. I will also spend time playing with your pet, giving them plenty of attention and affection. During my visit, I will take your dog for a walk, giving them the exercise and fresh air they need to stay healthy and happy. If you have a cat, I will spend time playing with them and keeping their litter box clean. I will also make sure your home is safe and secure, checking that all doors and windows are locked and that your pet has access to any areas they need. Throughout my visit, I will keep you informed of your pet's well-being, sending you updates and photos so you can see how your furry friend is doing. Above all, I will treat your pet with the same care and attention that I would give to my own pets, ensuring they feel loved and well-cared for while you're away.

Sitter Profile Image: Oona S.
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Oona S.
from
$30
per walk
5.0 out of 5 stars
• 7 reviews
25 years of experience
Rock Hill, NY, 12775

About: I've been taking care of pets since before I remember. Growing up I cared of neighbors', family members' and friends' pets on a multitude of occasions to go on long walks, feed, bathe, and give attention to whilst they are away. Ive taken care of newborn kittens and puppies as well as elderly fuzzy friends who need meds and daily iv's/shots. Ive even assisted a cat birth and successfully resuscitated a kitten! I am comfortable with giving all animals even exotics the care love and attention they deserve. I've had many cats and dogs of my own over the years and have cared for my families' beagle mix who is 15 yrs old and thriving. I've fostered over 7 cats, and have 4 cats currently! I'm currently trying to do this full time with the help of my husband. I want to spend more time in my element, spending time and spreading love to all the furry friends, because that is what I love. <3 If you decide to hire me, I am a clean organized person who prioritizes the pet and will give them my full attention. I am a non smoker, and clean neurotically, so your home will most likely be cleaner than you left it as a perk

Sitter Profile Image: Sidra R.
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Sidra R.
from
$65
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Pine Bush, NY, 12566

About: From overnight stays and walks to playtime and cuddles, family and friends have entrusted me with the care of their fur baby. Being able to work with cats and dogs on a daily basis as a veterinary assistant continues to help me accumulate various skills to work with animals of all temperaments and ages! I’m currently working part time so I’d have flexible time to spend with your precious pups whether during the week or during the weekend ! Pups are off if their routine is off so if you have a specific schedule or way of doing things I can assure you I will stick to the game plan.

Sitter Profile Image: Brittany C.
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Brittany C.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
23 years of experience
Goshen, NY, 10924

About: I will treat your pets like family. I have one cat and one small Pomeranian. If your pet has special needs I am able to dispense medication. I love giving animals attention and love. I have a large house and a decent sized backyard. I am able to travel to your pets. I have pet first aid experience. I am alert and watching your pet at all times. I have had pets since I was born. I grew up around both cats and dogs. I have a non-profit where I super coupon for pet food and pet supplies and donate them to my local animal shelter. 50% of the money I make on here goes towards funding my donations for the animal shelter. Thank you for your time.

Sitter Profile Image: Corinne P.
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Corinne P.
from
$45
per walk
5.0 out of 5 stars
• 9 reviews
1 repeat client
14 years of experience
Sundown, NY, 12740

About: I’ve been caring for animals my entire life—whether it’s been my own pets, helping out friends, or rescuing strays in need. Both of my cats were rescued by me, and I’ve always had a natural connection with animals. They’re drawn to me, and I love giving them the same trust and affection they show me. I grew up with big dogs, including two pit bulls and a boxer, so I’m confident and comfortable handling larger breeds. Over the years, I’ve potty trained dogs, taught tricks, and cared for pets with all kinds of temperaments. My experience goes beyond cats and dogs—I’ve also cared for frogs, snakes, turtles, and even had the incredible opportunity to volunteer with elephants in Thailand. My love for animals runs so deep that I’ve been vegan for over a decade. Caring for animals isn’t just something I do—it’s truly part of who I am. What I Offer 🐾 A 100% open and flexible schedule—your pets will always get the time, love, and attention they deserve. 🐾 Experience with animals of all sizes, temperaments, and special needs. 🐾 Patience, playfulness, and genuine compassion for every pet I meet. Whether it’s cuddles, walks, playtime, or extra TLC, I’ll treat your fur babies like they’re my own. I have a completely open and flexible schedule, available any day and time. Since I mostly work from home, I can easily accommodate bookings, cancellations, last-minute changes, and special requests. The only exception is occasional weekend evenings after 5 PM, when I work at The Colony in Woodstock. Other than that, I’m always here for you and your pets! I live in a spacious three-bedroom, 2 story home with a large open yard, perfect for pets to play and explore. Your furry friend will have plenty of room to stretch, run, and enjoy the outdoors while getting all the exercise and fresh air they need to stay happy and healthy.

Sitter Profile Image: Laila G.
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Laila G.
from
$50
per walk
1 repeat client
5 years of experience
Scotchtown, NY, 10941

About: Hi my name is laila and i’ve worked at 4 dog daycares. My most recent and committed one has been fidos playland. I’ve been working with dogs since around 2021 and have one of my own that i trained. I get the basic understand behind dogs in general since i’ve been with them every single day and love to learn there personalities to communicate with them. I babysit from home i have a mini dog daycare the most i get through the day is about 5 dogs. I did work in a boarding facility and in dogs homes before. I stay home all day with the dogs and dedicate my time to them. I make sure everyone gets along and can be compatible for the day In home I have a spacious area for dogs to run and play with no restrictions and also give opportunities to go play outside under high supervision

Sitter Profile Image: Alexis B.
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Alexis B.
from
$30
per walk
5.0 out of 5 stars
• 72 reviews
32 repeat clients
15 years of experience
Slate Hill, NY, 10973

“Alexis was amazing! She came and took my dog out for a walk at the exact time and sent me the sweetest picture of him on his walk! She was super nice and easy to communicate with, I would recommend her to anyone and I would definitely book her again in a heart beat!”

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Destiny J.
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: Mekenna H.
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Mekenna H.
from
$44
per walk
5.0 out of 5 stars
• 11 reviews
8 years of experience
NY, 10916

About: Hello! I’m Mekenna. I’m 24 and I’ve taken care of animals all growing up! I’ve house/dog sat for friends and family since i was 15. I currently give my cat medication everyday and i have experience giving dogs medication and an IV. I’m very comfortable watching dogs of all sizes and ages! Ive pet sat ranging anywhere from 2 days to 1 month. And I’m very excited to meet your beloved pets:) I’m currently working very part time so I’m available most weekdays for walks and i can be very flexible for any house/pet sitting. It never hurts to ask :) just reach out! For pet sitting I always like to meet the dogs first just so they are able to get comfortable and familiar with me. And so you are able to get to know who i am as well:)

Sitter Profile Image: Tiana R.
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Tiana R.
from
$40
per walk
1 repeat client
10 years of experience
Poughkeepsie, NY, 12601

About: Aside from growing up caring for animals, I’ve worked at a dog daycare for about a year. During my time there I learned a lot about dog behavior and how to read their body language. Now, I am currently studying canine training and management at SUNY Cobleskill where I work with a variety of canine’s daily. So I am currently on summer break from school, so I can assure you I have plenty of time to care for your fur babies! I start my day off by making sure my babies are fed and have fresh water, followed by going out for a walk and playing outside for a little! I have a dog and a cat who is very shy. If needed I have a crate that can be used.

Sitter Profile Image: Janice A.
Verified Enhanced Background Check
Janice A.
Star Sitter
from
$45
per walk
5.0 out of 5 stars
• 285 reviews
81 repeat clients
35 years of experience
RHINEBECK, NY, 12572

“Janice is super responsive and great with my large dogs - she’s a master at handling them and always shares relevant info after walks if needed.”

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Corrine P.
Sitter Profile Image: Maria H.
Verified Enhanced Background Check
Maria H.
from
$40
per walk
5.0 out of 5 stars
• 116 reviews
43 repeat clients
10 years of experience
Mahopac, NY, 10541

“Maria is courteous, prompt and has a great way with animals!”

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Alison U.
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The median cost per walk for dog walking in Cragsmoor is $25

Dog parents share their Rover experiences - Cragsmoor

1 / 1
5.0 out of 5 stars

Paula is so good with the dogs! I appreciate her great communication and knowing they were loved as well as walked.

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Lucy G.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Cragsmoor

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Sitters in Cragsmoor average 4
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FAQs for Dog Walking - Cragsmoor

Frequently asked questions about Rover

As of October 2026, there are 828 sitters on Rover offering Dog Walking across Cragsmoor. 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 Cragsmoor. 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 Cragsmoor 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 Cragsmoor. On Rover:

  • 89% of walkers can help with special care needs
  • 94% 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 .

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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