Dog Boarding in Cragsmoor, NY
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Top rated Cragsmoor dog boarders

“Jeff was great right from the get go. Great communication and really attentive to our needs. He was very active with giving us updates while Daisy was in his care. Daisy (our dog) seemed to have loved it :). We will definitely use Jeff again.”


“Lyanne is such a tremendous person. She takes great care of our dog, Ember, every time she stays over. Ember is a large dog, and can be a handful, but Lyanne has gladly accommodated whenever we asked. I highly recommend Lyanne.”


“Sandra was amazing with our dog Lola while my family and I were on vacation! She was incredibly kind and on top of everything. She sent us pictures almost every day, including photos of Lola relaxing in her room, which really helped us feel at ease. Whenever I asked how Lola was doing, she replied right away. She treated Lola like part of her family, and Lola clearly felt comfortable and happy there. We’ll definitely be booking with Sandra again. Highly recommended!”


“Jon was great with my dog, gave her plenty of exercise and sent pictures and updates of her progress. Having a fenced in yard was also a huge bonus for my very high energy dog. Would recommend.”


“Jadyn was EXCELLENT with my dog Sam while I went away. She sent me pictures and updates through out the whole stay. I would high recommend her, and will definitely continue to use her for dog sitting services. Thank you so much Jadyn :) we love you 🩷”


“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!”


“Mildred and her family provided excellent care for my dog Mochi. She was also very friendly and professional in the way she related to me. I would certainly recommend her as a pet care provider.”


“Pam and her husband were accommodating, communicative, kind, and overall amazing sitters. My normally nervous chihuahua settled in quickly and was given lovely accommodations for her food refusal during her stay. I’ve never used a sitter outside of my family but Pam was a perfect fit for Pippy! I got frequent updates and photos which were always appreciated. I would love to have Pippy stay with them again. Thank you both so much!”


“This was Bluey’s first time being away from home as he is still a pup. Amruta ensured he’d be safe and well taken care of and he certainly was. Bluey needed additional time warming up because he is shy and Amruta was very understanding and accommodating. It was also hard for me but Amruta reassured me with photos, videos and prompt replies. Thank you for taking such good care of our puppy. If you are looking for quality care please don’t hesitate to book with Amruta. Thank you again, we appreciate you and will use your services again! (:”


“110% recommend! Maria was excellent. We are new to NY and were in a rush to find someone to watch our pup. We got very lucky to have found Maria! She showed true passion and love for our pup just with one visit! She also noticed that he had an ear infection and took it upon herself to do something about it- can you say amazing? She ALSO gave him a bath— literally doesn’t get any better! We will certainly be using Maria again! Can’t thank her enough! ??”


About: Hi. My name is Kiki and I love dogs!! I have years of hands-on experience working with dogs of all breeds, sizes, and temperaments. I was a manager at a cage-free dog daycare for 5 years, where I handled everything from group play supervision to administering medications and managing daily care routines. I also volunteered for 3 years at Second Chance Dog Rescue, helping with socialization, walking, and basic training. In addition, I’ve provided trusted pet sitting services in Peekskill, NY for 5 years until the family relocated. I’m trained in pet CPR, comfortable administering all types of medications, and have a dog of my own—so I truly understand how important it is to find someone reliable and compassionate to care for your pets. I have a car, am highly dependable, and treat every animal as if they were my own. Although I work full-time and attend school, I have large daily time blocks available between commitments, which I dedicate to pet sitting, walking, and drop-in visits I care for every pet like my own, ensuring they feel safe, loved, and comfortable while following their regular routine, my skills are administering medications, and giving personalized attention. Every pet has a specific personality so I try to respect that much like people.

“We had a fabulous time with Daniel and Victoria! They are wonderful hosts, We were treated extra special ! ALL the time ! We got to play in the yard, go for walks on the trail, sleep in their very comfy bed and have delicious meals and snacks while we all hung out on the couch and watched TV- We loved how calm, clean, and quiet their home is, especially Mabel, because she’s a bit shy and doesn’t like it when it too loud. Daniel and Victoria let us come over for a visit before our stay, just to make sure we all felt comfortable- We can’t wait to come back for another visit ! Thanks again Daniel and Victoria ! Love Bosco and Mabel - ( Sara too)”


“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.”


About: Experience with bottle feeding pups all the way up to caring for senior dogs with medication needs and all the in between stages of life. Currently, I work from home all week and have ample space and time to care for your pet. I'm available for all your pet needs. I do have a friendly cat that plays well with others and/or can be sectioned off while caring for your pet. Crating upon request only.

“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!”


About: I’ve taken care of both cats and dogs and an occasional fish. I have a passion for animals and love learning all about their different personalities and quirks! I work part time and I’m free any time after 3pm and before 9am. Also free Tuesday and Wednesdays all day! I am willing to work with anyone’s schedule as well so if you need other times feel free to reach out and I can make anything work. I love spending time with pets. Going out for walks or playing outside and just snuggling up on a couch and watching a movie together! I like when they’re always in my line of sight just to make sure no ones getting into anything they shouldn’t.

“Kristen was very accommodating and my pup seemed very happy in her home. My dog is usually very anxious at first but she calmed down quickly with Kristen and her sweet dog Jackson. Will definitely use her again.”
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Jeff H.


“Jeff was great right from the get go. Great communication and really attentive to our needs. He was very active with giving us updates while Daisy was in his care. Daisy (our dog) seemed to have loved it :). We will definitely use Jeff again.”


Terrance R.Star Sitter

“Was able to enjoy my time away knowing she was in great care. Got updates and pictures. Will reach out again to Terrence anytime I'm going anywhere!”


Lyanne S.Star Sitter

“Lyanne is such a tremendous person. She takes great care of our dog, Ember, every time she stays over. Ember is a large dog, and can be a handful, but Lyanne has gladly accommodated whenever we asked. I highly recommend Lyanne.”


Sandra E.Star Sitter

“Sandra was amazing with our dog Lola while my family and I were on vacation! She was incredibly kind and on top of everything. She sent us pictures almost every day, including photos of Lola relaxing in her room, which really helped us feel at ease. Whenever I asked how Lola was doing, she replied right away. She treated Lola like part of her family, and Lola clearly felt comfortable and happy there. We’ll definitely be booking with Sandra again. Highly recommended!”


Jonathon M.

“Jon was great with my dog, gave her plenty of exercise and sent pictures and updates of her progress. Having a fenced in yard was also a huge bonus for my very high energy dog. Would recommend.”


Jadyn G.Star Sitter

“Jadyn was EXCELLENT with my dog Sam while I went away. She sent me pictures and updates through out the whole stay. I would high recommend her, and will definitely continue to use her for dog sitting services. Thank you so much Jadyn :) we love you 🩷”


Kimberly M.Star Sitter

“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!”


Mildred P.Star Sitter

“Mildred and her family provided excellent care for my dog Mochi. She was also very friendly and professional in the way she related to me. I would certainly recommend her as a pet care provider.”


Pam V.

“Pam and her husband were accommodating, communicative, kind, and overall amazing sitters. My normally nervous chihuahua settled in quickly and was given lovely accommodations for her food refusal during her stay. I’ve never used a sitter outside of my family but Pam was a perfect fit for Pippy! I got frequent updates and photos which were always appreciated. I would love to have Pippy stay with them again. Thank you both so much!”


Amruta Y.Star Sitter

“This was Bluey’s first time being away from home as he is still a pup. Amruta ensured he’d be safe and well taken care of and he certainly was. Bluey needed additional time warming up because he is shy and Amruta was very understanding and accommodating. It was also hard for me but Amruta reassured me with photos, videos and prompt replies. Thank you for taking such good care of our puppy. If you are looking for quality care please don’t hesitate to book with Amruta. Thank you again, we appreciate you and will use your services again! (:”


Maria V.Star Sitter

“110% recommend! Maria was excellent. We are new to NY and were in a rush to find someone to watch our pup. We got very lucky to have found Maria! She showed true passion and love for our pup just with one visit! She also noticed that he had an ear infection and took it upon herself to do something about it- can you say amazing? She ALSO gave him a bath— literally doesn’t get any better! We will certainly be using Maria again! Can’t thank her enough! ??”


Kenniqua B.
About: Hi. My name is Kiki and I love dogs!! I have years of hands-on experience working with dogs of all breeds, sizes, and temperaments. I was a manager at a cage-free dog daycare for 5 years, where I handled everything from group play supervision to administering medications and managing daily care routines. I also volunteered for 3 years at Second Chance Dog Rescue, helping with socialization, walking, and basic training. In addition, I’ve provided trusted pet sitting services in Peekskill, NY for 5 years until the family relocated. I’m trained in pet CPR, comfortable administering all types of medications, and have a dog of my own—so I truly understand how important it is to find someone reliable and compassionate to care for your pets. I have a car, am highly dependable, and treat every animal as if they were my own. Although I work full-time and attend school, I have large daily time blocks available between commitments, which I dedicate to pet sitting, walking, and drop-in visits I care for every pet like my own, ensuring they feel safe, loved, and comfortable while following their regular routine, my skills are administering medications, and giving personalized attention. Every pet has a specific personality so I try to respect that much like people.


Daniel R.Star Sitter

“We had a fabulous time with Daniel and Victoria! They are wonderful hosts, We were treated extra special ! ALL the time ! We got to play in the yard, go for walks on the trail, sleep in their very comfy bed and have delicious meals and snacks while we all hung out on the couch and watched TV- We loved how calm, clean, and quiet their home is, especially Mabel, because she’s a bit shy and doesn’t like it when it too loud. Daniel and Victoria let us come over for a visit before our stay, just to make sure we all felt comfortable- We can’t wait to come back for another visit ! Thanks again Daniel and Victoria ! Love Bosco and Mabel - ( Sara too)”


Andrea J.

“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.”


Crystal P.
About: Experience with bottle feeding pups all the way up to caring for senior dogs with medication needs and all the in between stages of life. Currently, I work from home all week and have ample space and time to care for your pet. I'm available for all your pet needs. I do have a friendly cat that plays well with others and/or can be sectioned off while caring for your pet. Crating upon request only.


Alana M.

“My Dog Buttons had an awesome stay with Alana. He seemed happy to be there and was well taken care of. Thank you so much for taking care of Buttons.”


Beckie M.

“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!”


Megen H.


“Megan is friendly and easy to reach. I felt comfortable leaving my dog with her.”


Autumn M.
“Autumn is one of the most loving animal lovers! Not only does she adore her own pets but others as well! Whenever I had to go away for work or vacation I’d ask her to watch both my cat and dog and I knew I could leave with so much ease because I knew they’d be in great hands. She would send me pictures and videos just to ease my mind as well. She also seems to be a cat whisper! Usually my cat doesn’t come out for anyone but whenever I ask Autumn to watch her she comes running out! She’d be great for any family looking for assistance.”


Kristen Elise S.
“Kristen was very accommodating and my pup seemed very happy in her home. My dog is usually very anxious at first but she calmed down quickly with Kristen and her sweet dog Jackson. Will definitely use her again.”
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1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 207 sitters provided dog boarding in Cragsmoor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 95% of Cragsmoor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Cragsmoor have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 8 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Cragsmoor.
Rover makes it easy to find Cragsmoor dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 207 dog boarding sitters in Cragsmoor on Rover, so you’re sure to find the perfect match for your dog! In Cragsmoor, 100% of sitters offer daily exercise, 100% offer medication administration, and 97% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
