Dog Boarding Cragsmoor

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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Andrea J.
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Andrea J.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 27 reviews
12 repeat clients
20 years of experience
ellenville, NY, 12428

“I am super new to Rover, Andrea helped every step of the way. I am very grateful for how kind and thoughtful she was. She was very good with Thor and he seemed like he had a nice time. Thank you so much would trust her again.”

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Daniela M.
Sitter Profile Image: Sandra E.
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Sandra E.
from
$55
per night
5.0 out of 5 stars
• 154 reviews
64 repeat clients
10 years of experience
Middletown, NY, 10940

“Sandra was great. My furbaby is a rescue who is skittish and never been boarded with anyone outside of family. He warmed up to her within the day. She sweetly send me pictures of his stay to help me feel at ease. Sandra is a sweetheart and I would recommend her to any loved fur babies.”

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Jessie E.
Sitter Profile Image: Vicky A.
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Vicky A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 24 reviews
11 repeat clients
15 years of experience
Middletown, NY, 10940

“Very professional and loving I would leave my pet with Vicky anytime as well as recommend. Will see you soon Vicky. Thanks again”

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Rosalind C.
Sitter Profile Image: Kimberly M.
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Kimberly M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 90 reviews
29 repeat clients
56 years of experience
Tillson, NY, 12486

“My pup stayed at Kimberly’s home for a night. She took great care of him! She was very easy to communicate with and responsive. Kimberly is a true animal lover! I highly recommend her and will definitely reach out to her in the future!”

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Erica J.
Sitter Profile Image: Kenniqua B.
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Kenniqua B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
10 years of experience
Marlboro, NY, 12542

“Our dog seems very well adjusted and settled with Kennique. This is re-assuring for us, as we had to lodge her for an extended time and extend. Kennique has been very steady and Nova seems to be happy and settled. Eating and playful.”

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Julian & Pushpa W.
Sitter Profile Image: Beckie M.
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Beckie M.
from
$45
per night
4.6 out of 5 stars
• 12 reviews
4 repeat clients
15 years of experience
Walden, NY, 12586

“Beckie and her family were the perfect home away from home for our high-energy 2yo German Shepherd. She has a beautiful and massive back yard and provided photo updates throughout the stay. We’ll happily trust Beckie with Echo on future trips and highly recommend her!”

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Chelsea M.
Sitter Profile Image: Jeff H.
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Jeff H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 263 reviews
89 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

“Jeff is amazing! You can tell that he's a dog lover when you meet with him, and he asks a lot of questions to get to learn more about you and your dog. Tinkerbell thoroughly enjoyed her time with him as she got lots of social play, exercise and cuddles with her new friends. He sent lots of pics and updates letting us know that she was also having a blast on HER vacation. She came home happy, relaxed and tuckered out. You really cannot ask for a better person to take care of your littles. Thanks so much, Jeff, you're the best! Tell Ziggy we also thank him, too!”

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Lee D.
Sitter Profile Image: Mildred P.
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Mildred P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 82 reviews
27 repeat clients
15 years of experience
Poughkeepsie, NY, 12603

“Mildred is an exceptional dog sitter and the best in the business. Her passion for dogs is unparalleled and it shows in the way she cares for each and every pup she looks after. If you're looking for a dog sitter who will treat your furry friend as if they were her own, Mildred is the one to choose. One of the things that sets Mildred apart from other dog sitters is her extensive experience and knowledge in dog care. She knows exactly how to handle dogs of all shapes, sizes, and temperaments, and she's well-versed in everything from feeding and exercise routines to administering medication and dealing with potential health issues. You can rest easy knowing that your pup is in the hands of a true professional. But what really makes Mildred stand out is her personalized approach to dog sitting. She takes the time to get to know each and every dog she cares for, learning their individual personalities, likes and dislikes, and unique needs. This means that your dog will receive the individualized attention and care they deserve, ensuring that they have a happy and stress-free stay. Mildred's love for dogs is infectious and her enthusiasm for her job is evident in everything she does. From the moment you drop your pup off, you'll feel confident that they're in good hands. Mildred goes above and beyond to ensure that each dog she cares for is happy, healthy, and comfortable, and she's always available to provide updates and answer any questions you may have. In short, if you're looking for the best dog sitter ever, Mildred is the one to choose. Her passion, expertise, and personalized approach make her an exceptional choice for any dog owner. You won't be disappointed with the care your pup receives under her watchful eye.”

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Inan D.
Sitter Profile Image: Thalya V.
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Thalya V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 34 reviews
11 repeat clients
8 years of experience
Poughkeepsie, NY, 12603

“Thalya was great and really looked after my dog Duke really well! We were gone for over 20 days and Thalya really went above and beyond to make Duke feel at home! Would recommend to all!”

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James H.
Sitter Profile Image: Sara M.
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Sara M.
from
$70
per night
5.0 out of 5 stars
• 27 reviews
8 repeat clients
10 years of experience
Port Jervis, NY, 12771

“Sara was an absolutely perfect pet sitter!! She is very communicative and flexible. She sent us lots of pictures throughout the night and updates. Most importantly Wilson clearly had an amazing time time and we couldn’t be happier.100% recommend!!!”

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Dylan W.
Sitter Profile Image: Volha P.
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Volha P.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 224 reviews
88 repeat clients
12 years of experience
Poughkeepsie, NY, 12601

“Volha was really great, very responsible and thoughtful, kept us posted regarding the well being of our dog and sent pictures of her every day. Chloe seemed very happy when we picked her up.”

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Mrs Lidia F.
Sitter Profile Image: Joseph & Alexandra F.
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Joseph & Alexandra F.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Wurtsboro, NY, 12790

About: Originally from upstate NY, I spent time working as a professional veterinary assistant in Atlanta, GA while in school. In this role, I worked directly under a veterinarian to monitor, clean, and provide medical check-ups for dogs at local pet centers, while also providing care for other animals at a boarding and daycare resort. With this hands-on experience, I am deeply familiar with dog health, sanitization, and administering medications. I enjoy spending time with dogs, understand how to spot early signs of illness, and know how to keep dogs on a fun and healthy routine. Since moving back to upstate NY, I do part-time work as a tech consultant from home. This allows me to give plenty of attention to your pet, while also providing plenty of outdoor activities. My wife also works from home, which allows her the flexibility to help as well. Our house is situated right next to the D&H Canal trail, and we take regular walks on a daily basis.Whether your dog is a growing puppy who needs attentive care or an older dog who requires a reliable, experienced handler, my top priority is maintaining their health, safety, and happiness while you are away. My wife and I both work part-time from home, which gives us highly flexible schedules to prioritize your pet's care throughout the week. Our daily routine naturally includes multiple walks along the scenic D&H Canal trail, which directly borders our property. Because our work keeps us at home, guest pets enjoy consistent supervision, frequent potty breaks, and plenty of playful companionship. Our home sits far back from the road at the end of a long driveway, offering a very quiet, safe environment. We sit on 10 acres of land, featuring 3 groomed acres for supervised play and 7 acres of private woods. While our yard is only partially fenced, we have two large, fully enclosed decks that are completely fenced in—perfect for safe sunbathing, lounging, and secure outdoor activities. We also utilize a collapsible fence that we can pull out and set up to create customized secure boundaries if necessary. For exercise, dogs are strictly supervised and kept on-leash as we head down the driveway to our private access point for the D&H Canal trail, keeping them completely away from traffic.

Sitter Profile Image: Sarelle K.
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Sarelle K.
from
$75
per night
4 years of experience
Pine Bush, NY, 12566

About: I have been an animal lover since day one!! I am an experienced hand-on Dog/Cat/Horse owner and Dog breeder. I love all types of breeds, sizes and personalities. I make it my priority to make sure your fur family member feels loved and safe on this new adventure. I’m an online college student so being home isn’t a problem for me. I enjoy spending time outside so tailoring your furry friends exercise schedule to mine will be a breeze. From first ruffs to mature ruffs i have experience taking care of fur baby’s of all ages! My experience includes puppy training to administering extra attention to old or sick fur baby’s making them most comfortable In a new setting. Every fur family member needs a unique style of care and I look forward to learning yours! I'm attentive, responsible, and genuinely invested in making sure your dog feels safe, loved, and comfortable at all times. My goal is to take care of your fur family as if it were my own. I’m excited to be apart of your fur family’s next adventure! I am an online college student so being at home is routine for me. I work at my own pace so caring for your fur family member comes first no matter what time it comes at. Whatever schedule your fur family member is used to is the least you can expect from me. Outside play time or walks - inside rest time or training, my goal is to make you and your fur family feel safe, happy, and comfortable. I live on several acres of property that is fenced in from the road, so playtime is not only fun but safe as well. I always keep visiting fur friends on a leash if outside just for extra safety. If your fur family member is used to a crate or three-count sheets you can be sure routine will be kept.

Sitter Profile Image: Tiffany T.
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Tiffany T.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
18 years of experience
Pine Bush, NY, 12566

About: Hello! Animals have always held a special place in my heart since I'm a little girl - yes, I was the "Mom, can we keep him?" girl at 8 yrs old. Lol. Ive been working as a veterinary technician for the last 11 years, and I consider myself blessed to be able to do what I love every single day ❤️ That being said, if your pet needs any medication, insulin injections, subcutaneous fluids etc, I am able to do so. I am also fear-free certified, and am proud to say that many dogs that were once terrified of the vet, have made great improvement with these low-stress handling techniques over time! I have 2 Chihuahuas, Enzo and Lola. They're my world. My animal-loving fiance and co-owner also helps me run this business and would most likely be doing mid-day visits as he works from home. We offer complimentary (and mandatory) meet and greets prior to finalizing any service as we want you and your pets to feel at ease! We very much look forward to meeting you and your fur-kids!! My fiancé and business co-owner Bill works from home so has flexibility during the day (within reason) and I work part-time. We work as a team to provide exceptional, compassionate gold-standard care to your fur-babies. They receive a lot of 1 on 1 attention and love! We have a large fenced-in yard for safe and supervised play time. All of our boarding pups get an airtag placed on their collars as well for extra safety precaution. Your pets have free reign of our home and are even welcome to sleep with us!

Sitter Profile Image: Manuela L.
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Manuela L.
from
$55
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
12 years of experience
Middletown, NY, 10940

About: Hi, I'm Manuela I've had dogs my entire life, and caring for them is truly my passion. I've also volunteered as a foster home for dogs rescued from high-risk shelters, so I have experience with pups from all kinds of backgrounds especially those needing a little extra love and patience. At home, I live with my sweet, spayed female dog named Mocca. She's very friendly and gets along well with others, so your pup will have a built-in buddy to play with and feel at ease around! Whether you're looking for a day sitter or need someone you can trust while you're away, I provide a safe, loving environment where your dog will be treated like family. I also speak Spanish, so feel free to reach out in either language! Looking forward to meeting you and your furry friend! I work from home full-time, so I’m always available to give your dog the attention, care, and companionship they deserve throughout the day. I’m also available to go for a walk or take a trip to the dog park since it’s only 5 min away from home. We also have a fenced yard, giving your pup a safe and secure space to play, explore, and burn off some energy while being safe.

Sitter Profile Image: Gretchen K.
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Gretchen K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
5 years of experience
Beacon, NY, 12508

“Gretchen took excellent care of my dog while I was away. He seemed very happy during his stay. I also received daily photos and updates about how he was doing. I'll definitely use Gretchen's services again.”

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Cigdem U.
Sitter Profile Image: Nayeli A.
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Nayeli A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 33 reviews
8 repeat clients
22 years of experience
HIGHLAND, NY, 12528

“Nayeli is an amazing choice for watching your pooch. When you travel, the last thing you want is to worry about your dog while away. So glad we found Nayeli! Our yellow lab will be spending a lot of time with her, as we travel quite a bit.”

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Casey M.
Sitter Profile Image: David L.
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David L.
Star Sitter
from
$250
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Middletown, NY, 10940

“David was great with my 2 big German Shepards. He listened to my concerned and was very attentive. I got updates thru the night along with photos and my dogs seemed genuinely happy. Definitely will be using again and recommend 100%.”

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Stacey O.
Sitter Profile Image: Cierra M.
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Cierra M.
from
$55
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
10 years of experience
New Windsor, NY, 12553

“Cierra was great with Winnie. She was great at communicating and providing updates.”

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Matt H.
Sitter Profile Image: Annie R.
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Annie R.
Star Sitter
from
$75
per night
4.8 out of 5 stars
• 168 reviews
60 repeat clients
7 years of experience
Cornwall, NY, 12518

“Super great host, lots of friends were there, my pup had so much fun, he was zonked with fatigue after, which is always a good sign! Pics along the way were awesome, too!! Thank you for caring for our pup!! 👍🏼👍🏼”

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John W.
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Dog parents share their Rover experiences - Cragsmoor

1 / 1
5.0 out of 5 stars

Andrea is super reliable and keeps the pup always well taken care of. Second visit here and always very satisfied

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Vikas B.
Boarding
5.0 out of 5 stars

We are so grateful our best girl was so taken care of!! Thank you so much Andrea for loving Lily while we were away, she had a great time!

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Stephen C.
Boarding
5.0 out of 5 stars

Excellent. My Bella had a great time! Definitely will keep Andrea in mind the next time I need to board my dog.

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Tara F.
Boarding
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How to book dog boarding

  1. 1. Search

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FAQs for Dog Boarding - Cragsmoor

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Cragsmoor home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Cragsmoor.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Cragsmoor sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 sitter 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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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