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
244 reviews
22 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: Kimberly M.
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Kimberly M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
76 reviews
27 repeat clients
56 years of experience
Gardiner, NY, 12440

Kimberly was amazing!!! Fast response!!! Awesome Communication!!! Went above and beyond!!! She came to our campsite while we were out exploring!!!... Would definitely use again and highly recommend!!!!!

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Crissy S.
Sitter Profile Image: Hali M.
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Hali M.
from
$25
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: 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: Katarzyna R.
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Katarzyna R.
from
$45
per walk
4.9 out of 5 stars
68 reviews
13 repeat clients
24 years of experience
Bloomingburg, NY, 12721

About: I grew up with lots of animals in my house my whole entire life. Everything from birds, reptiles, fish to basic ones such as cats and dogs. In summer I was on farm with horses, cows, pigs, chickens and much more. I have been watching dogs for as long as I remember. Both in my house as well as other homes. I do rescues for a company that specializes in pit bulls. I love to spend time, play, teach and get to know the four legged friends. Life without cats, dogs and other furry animals would be really boring. It is an honor to be there to take care of your pet when you are in need. I'm happy to help with last minute emergencies.

Sitter Profile Image: Amanda S.
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Amanda S.
from
$25
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Bloomingburg, NY, 12721

About: I have been taking care of animals for as long I could remember. Growing up I always had pets that I’ve cared for and learned from then on about feeding my pets to taking them for a walk so doctors visits etc. I’ve had a lot of pets growing up ranging from rabbits to guinea pigs, dogs, cats, hamsters, fish, ferret, turtle. All were very well cared for and very loved. I love being around animals and being able to help out people who are working long hours and need some extra help with caring for their loved fur baby. I’m very familiar with dog and cat sitting for other people and taking dogs on walks. I usually go to other people’s houses to care for the animals because I find it easier for the owner. I’ll always make sure your fur babies are happy and active by going on walks or even playing ball around the yard.

Sitter Profile Image: Jaylin I.
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Jaylin I.
from
$20
per walk
6 years of experience
Walden, NY, 12586

About: I’ve had and cared for my own dogs for the past 6 years and have loved dogs for as long as I can remember. Growing up around dogs taught me how important patience, consistency, and attention are to making pets feel safe and comfortable. I currently have a flexible schedule and am available most days, which allows me to give pets plenty of attention, playtime, walks, and care throughout the day. I’m happy to work with your routine and make sure your dog feels comfortable, cared for, and stays on schedule while you’re away. Communication is important to me, and I’ll do my best to be available whenever you need dependable pet care. Your pet’s comfort and safety will always come first. I take time to learn each dog’s routine, personality, and preferences so they feel relaxed and secure. I’ll follow feeding schedules, walking routines, and any instructions carefully while giving them attention, patience, and lots of care. I treat every pet like I would my own and aim to create a calm, safe, and positive environment.

Sitter Profile Image: Kacie B.
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Kacie B.
from
$25
per walk
4.2 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Pine Bush, NY, 12566

Kacie is caring, sweet, professional, and a bit of a dog whisperer! I have a particularly difficult rescue dog with some serious anxiety issues, and Kacie manages her gracefully, catering to her special needs and always going the step beyond to spend some time with her after a walk and make sure she's got fresh water and such. I don't trust most people with my dog because she can be so difficult, but when I first met Kacie it was clear that she understood and had an immediate connection. I'll be having Kacie back many times, I'm sure.

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Milo A.
Sitter Profile Image: Amberly T.
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Amberly T.
from
$15
per walk
5.0 out of 5 stars
23 reviews
9 repeat clients
31 years of experience
Walden, NY, 12586

Amazing my dog loved her and went on longer walks with her then she did previous walkers

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Alyssa C.
Sitter Profile Image: Michelle C.
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Michelle C.
from
$20
per walk
5.0 out of 5 stars
13 reviews
6 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: Eira Maricela M.
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Eira Maricela M.
from
$30
per walk
5.0 out of 5 stars
5 reviews
7 years of experience
Wallkill, NY, 12589

About: I have cared for dogs and cats of all kinds since I was 13 years old. Friends and family have trusted me to take care of their pets. I’m currently working part time, so I’ll have good quality of time to spend playing and walking with your beloved pet. I am available weekends and during the week any time. Whether you prefer to have your fur baby cared for at your house or mine, I am available to watch over them as if they were mine.

Sitter Profile Image: Sidra R.
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Sidra R.
from
$65
per walk
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: Eric P.
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Eric P.
from
$20
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
40 years of experience
Wurtsboro, NY, 12790

Eric is super friendly and easy to work with! He took the time to get to know our dogs before starting, which really put us at ease. He’s also very comfortable working with large dogs, something that can be hard to find. I have a senior dog who can be a bit more challenging for walkers, but Eric is wonderful with him. Highly recommend!

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Luisa G.
Sitter Profile Image: Janeece R.
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Janeece R.
from
$20
per walk
5.0 out of 5 stars
7 reviews
47 years of experience
Wallkill, NY, 12589

About: I have been taking care of dogs my entire life. I have trained many dogs. From crate training, to commands. Nothing makes me happier then when my babies are happy and obedient. I am available Monday through Sunday for your fur baby. I'm looking forward to spoiling your baby with love and kindness. Love and always kindness I have a fenced in yard at my house for my two dogs. It doesn't matter if you do, I'm willing to walk or take your baby to the dog park. I will do whatever I have too to make your baby happy.

Sitter Profile Image: Loren V.
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Loren V.
from
$25
per walk
18 years of experience
Pine Bush, NY, 12566

About: I have lived with dogs my entire life and I had helped with the puppy stage for two dogs in the last 5 years. My family got a German Shepherd puppy 5 years ago and then we decided he needed a friend so I helped with a new puppy who’s a Beagle just this past fall. I also have had recent jobs where responsibility was a necessity as I was a para educator with special needs kids over the summer. I’m currently a college student so my weekdays are pretty busy with classes and trying to keep up with school work but I could be free on the weekends depending. At home I help with feeding my dogs, one of my dogs has epilepsy so I’m familiar with giving medications, I also help to walk them and love to play with them to help them get their energy out. I have also helped friends and siblings with watching their pets when needed.

Sitter Profile Image: Karina B.
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Karina B.
from
$30
per walk
5.0 out of 5 stars
4 reviews
15 years of experience
Kerhonkson, NY, 12446

About: I’ve taken care of young puppies, energetic dogs and senior pets as well. We are an outdoorsie family and like to go for long walk and hikes with our dog. High energy pet is a no problem! Our current dog is a senior, so we have a nice accommodating environment for her and other senior pups. I’m staying home currently with a baby. I decided to start providing pet care for extra income and for interacting with other animals, as we are not a able to get more animals at this time. I have a large house with a one acre yard and an and an overhead trolley cable. There are multiple rooms where the dogs can rest and a large crate where the doggies can be if they feel safe there.

Sitter Profile Image: Ciara G.
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Ciara G.
from
$30
per walk
12 years of experience
Pine Bush, NY, 12566

About: I’ve taken care of animals for family and friends and have grown up with them my whole life. I have experience with both large and small dogs I am currently attending college and am looking to make this my jobs while I go through 4 years of schooling! I love pets and always loved meeting new ones I have a fenced in yard and a huge downstairs living area where I stay with your pet! I also live by parks AND dog parks if you would like me to exercise your pet!

Sitter Profile Image: Jade Marie C.
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Jade Marie C.
from
$20
per walk
5.0 out of 5 stars
15 reviews
3 repeat clients
4 years of experience
Middletown, NY, 10940

Friendly and great with dogs. Even my grumpy dog liked her.

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Phab C.
Sitter Profile Image: Helen D.
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Helen D.
from
$33
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Middletown, NY, 10941

About: Experience with handling dogs, cats, horses and chickens! Let me help you and your furry family member(s). Able to handle pet sitting, walking, playing and feedings at very flexible times. I’m very accessible and responsive. Every pet is unique and has their own needs whether that’s food restriction or more time due to heightened anxiety. I have experience with senior pets too and am able to administer medications or specialized care at your request. As my hours are flexible, I’m here to make things work for you. Thank you for reading, looking forward to working with you and your non-human family member(s) soon! Also capable of caring for other small mammals and reptiles (ferrets, chinchillas, snakes, lizards, etc.) I will respond within several hours of a request. Give me a try. You will not be disappointed 🤗 I have a rotating schedule, meaning availability changes week to week but I plan ahead and can move things around to accommodate a schedule that can work better for you and your animal family. My pets are free to roam at home, they come and go as they please with our doggie door (which our cat also knows how to use). There is an invisible fence that our dog will not pass so we know she’s safe. All and all we give them the most freedom with safety in mind, so they can be comfortable indoors OR outdoors. We do lock them in at night for safety purposes. As for your pet, this is a case by case basis. Willing to crate if necessary or whatever else your pet may require and is used to doing with you.

Sitter Profile Image: Erica G.
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Erica G.
from
$35
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
16 years of experience
Walden, NY, 12586

About: Hello, I’m Erica! I love animals and I’ve worked in the veterinary field as an assistant since I was 15 years old! I promise to take good care of your fur baby/babies and treat them as my own. Again, not to worry, as I have over 11 years of experience treating and caring for both cats and dogs. I am looking forward to working with Rover as a part time job, and more of an excuse to meet more furry friends. I am open to learning specific routes for walks to ensure the comfort of the pet. And I am more than happy to give full reports of the time spent together to keep you, the owner of course, as in the loop as possible. I work from home and have plenty of flexibility!! So excited at the prospect of hanging out with your fur babies!! I will always treat them as my own! Once again, I will always treat your fur babies as my own!! With loads of veterinary medicine experience I always keep a close eye for anything I feel needs special attention and care!

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

Dog parents share their Rover experiences - Cragsmoor

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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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Sitters in Cragsmoor average 4
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FAQs for Dog Walking - Cragsmoor

Frequently asked questions about Rover

As of July 2026, there are 856 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 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 Cragsmoor.

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 Cragsmoor. On Rover:

  • 94% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 100% 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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