Dog Boarding in Cherry Plain, NY
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Cherry Plain dog boarders

“Our dog loves going to Devin's. The big yard lets him play and there is always another dog to occupy his attention. Devin has patience with Nash as he is just starting to get his social skills back after COVID. Grateful to have found Devin.”


“This is our second time having our dog stay with Deanne. My dog has a great time with her. She has been extremely flexible with unexpected changes in our travel plans and the pup hates to leave her home. We will continue to use her services!”


“Brooke is a careful and very responsible sitter who made sure my dogs settled in and had plenty of exercise and play. She provided updates and asked good questions about dog care/behavior. We intend to book Brooke again soon!”


“We are so glad we found Brigid. Our dog, Roscoe, was comfortable with her right away when we had our meet-and-greet. Brigid asked good questions and took notes. She and her house are well-suited for a little dog visitor. She has a nice, fenced-in yard. Her couch is a cozy spot for napping, snuggling and looking out the window. Brigid stayed in touch with us leading up to our trip and while we were away. It was so fun for us to hear and see pictures of how Brigid and Roscoe were spending their time. I felt that they had developed a special bond and I can't wait to book Brigid again. I think Roscoe feels the same way.”



“Kyle was great with our pup! I am sure that Buddy enjoyed his stay and having such a a nice yard to play in. Kyle was quick to follow up on any questions and kept us updated during our trip.”


“I once again couldn't be happier that I found Mark & Sylva to watch my boys Buddy & Connor. This is the 2nd time they've watched my boys and once again I'm deeply appreciative of the attention and care they give my babies. The pictures and daily updates eased my worries about being gone. I would recommend them to watch your fur babies over and over again.”


“Cheryle is a great dog-sitter. Her house is well set-up for a little dog, with low couches, ramps and lots of cozy spots. Her dachsund was a great companion for my dog, Roscoe. Roscoe came home calm and happy after 5 days at Cherlye's. He was on a variety of meds for a sore back and she managed all those well and took great care of him.”


“Ericca took great care of my dad's dogs while he was in the hospital. She was able to schedule with me last minute, over a holiday weekend, and extended the boarding by a day too. She was friendly, flexible, and kind. Recommended!”


“Maegan and her family were great sitters to my pug Sofia! I was sent plenty of pictures and I know she was cared for and loved dearly during my long 12 night trip away. Thank you for caring for her!”


“Kate is a wonderful host. Our blue heeler mix is high energy and Kate really impressed us with care and attention she showed. Kate was very attentive and sent us pics and updates of our dog. I give her the best rating. A pleasure to work with.”


“I couldn't be happier with the care my pup gets when he stays with Tetiana. He is a bit neurotic and has separation anxiety - he is not an easy customer. Tetiana and her mom are excellent with him -- they give him lots of love, attention, and walks-- and he always comes home in a great mood. Thank you, Tetiana!”


“Larry took excellent care of our dog while we were away for the weekend. He was extremely professional and made sure to ask questions to ensure our dog was as comfortable as possible. We received updates during our time away on how our little guy was doing. We were extremely satisfied with our experience and will definitely keep Larry in mind for our next trip!”


“Vera was nothing short of amazing. Her professionalism is outstanding! She has definitely found her calling. Vera immediately became family. We are excited for this new relationship!”


“Jayla was sooo sweet with my boy! He has separation anxiety and I can tell Jayla was very attentive and gave the best care for him. Can't thank Jayla enough:)”


“Jennifer is a wonderful host. We get the sense that she cares for our little beagle the same way we do! She takes him for walks, includes him in her daily activities, sends pictures and asks pertinent questions. She is caring and thoughtful. Our little Tucker is completely at ease when we pick him up. We are very grateful for her and the wonderful care she provides for our dog when we’re away!”


“Amanda was awesome! Clear communicator and super friendly. Amanda is also in a great location right off 787, and has a big house for dogs to explore and have fun. She took my guy hiking in brutally cold weather. Will book again.”


“Mikayla offered me peace of mind while on vacation knowing my senior girl was in good hands! Daily pics, great communication, and when I picked up my dog it was very clear she was comfortable and at ease with Mikayla. 10/10 recommend and will be using her in the future! Thank you!”


“Our dog had a fabulous stay with Mahayla! Since it was our first time, Mahayla offered to come to our home to get to know our pup before caring for her the next day. They hit it off immediately and Mahayla explained her background in animal/dog behavior studies and reassured us that all would go well... and it did! Our pup had a blast trail hiking and also just relaxing at Mahayla's home. Mahayla clearly understands and loves dogs, and it was clear that she was focused on our dog's enjoyment, comfort level and care. She was also focused on our needs as the owners. Leading up to care day she was extremely responsive. On care day she sent photos and updates. A perfect stay...thanks, Mahayla!”


“Yenifer took excellent care of my dog. He was so happy with her! She made sure she communicated everyday with us during the stay, sent us pictures and updates. We are very happy with her services and would strongly recommend her. Thank you, Yenifer.”

Loving dog boarding sitters in your neighborhood
Search Results


Awoo H.Star Sitter

“Our dog loves going to Devin's. The big yard lets him play and there is always another dog to occupy his attention. Devin has patience with Nash as he is just starting to get his social skills back after COVID. Grateful to have found Devin.”


Deanne R.Star Sitter

“This is our second time having our dog stay with Deanne. My dog has a great time with her. She has been extremely flexible with unexpected changes in our travel plans and the pup hates to leave her home. We will continue to use her services!”


Brooke B.
Star Sitter


“Brooke is a careful and very responsible sitter who made sure my dogs settled in and had plenty of exercise and play. She provided updates and asked good questions about dog care/behavior. We intend to book Brooke again soon!”


Brigid O.Star Sitter

“We are so glad we found Brigid. Our dog, Roscoe, was comfortable with her right away when we had our meet-and-greet. Brigid asked good questions and took notes. She and her house are well-suited for a little dog visitor. She has a nice, fenced-in yard. Her couch is a cozy spot for napping, snuggling and looking out the window. Brigid stayed in touch with us leading up to our trip and while we were away. It was so fun for us to hear and see pictures of how Brigid and Roscoe were spending their time. I felt that they had developed a special bond and I can't wait to book Brigid again. I think Roscoe feels the same way.”




Kyle W.Star Sitter

“Kyle was great with our pup! I am sure that Buddy enjoyed his stay and having such a a nice yard to play in. Kyle was quick to follow up on any questions and kept us updated during our trip.”


Sylva & Mark M.Star Sitter

“I once again couldn't be happier that I found Mark & Sylva to watch my boys Buddy & Connor. This is the 2nd time they've watched my boys and once again I'm deeply appreciative of the attention and care they give my babies. The pictures and daily updates eased my worries about being gone. I would recommend them to watch your fur babies over and over again.”


Cheryle W.
Star Sitter


“Cheryle is a great dog-sitter. Her house is well set-up for a little dog, with low couches, ramps and lots of cozy spots. Her dachsund was a great companion for my dog, Roscoe. Roscoe came home calm and happy after 5 days at Cherlye's. He was on a variety of meds for a sore back and she managed all those well and took great care of him.”


Ericca B.Star Sitter

“Ericca took great care of my dad's dogs while he was in the hospital. She was able to schedule with me last minute, over a holiday weekend, and extended the boarding by a day too. She was friendly, flexible, and kind. Recommended!”


Maegan K.Star Sitter

“Maegan and her family were great sitters to my pug Sofia! I was sent plenty of pictures and I know she was cared for and loved dearly during my long 12 night trip away. Thank you for caring for her!”


Kate B.

“Kate is a wonderful host. Our blue heeler mix is high energy and Kate really impressed us with care and attention she showed. Kate was very attentive and sent us pics and updates of our dog. I give her the best rating. A pleasure to work with.”


Tetiana M.Star Sitter

“I couldn't be happier with the care my pup gets when he stays with Tetiana. He is a bit neurotic and has separation anxiety - he is not an easy customer. Tetiana and her mom are excellent with him -- they give him lots of love, attention, and walks-- and he always comes home in a great mood. Thank you, Tetiana!”


Larry F.

“Larry took excellent care of our dog while we were away for the weekend. He was extremely professional and made sure to ask questions to ensure our dog was as comfortable as possible. We received updates during our time away on how our little guy was doing. We were extremely satisfied with our experience and will definitely keep Larry in mind for our next trip!”


Vera M.


“Vera was nothing short of amazing. Her professionalism is outstanding! She has definitely found her calling. Vera immediately became family. We are excited for this new relationship!”


Jayla L.Star Sitter

“Jayla was sooo sweet with my boy! He has separation anxiety and I can tell Jayla was very attentive and gave the best care for him. Can't thank Jayla enough:)”


Jennifer C.Star Sitter

“Jennifer is a wonderful host. We get the sense that she cares for our little beagle the same way we do! She takes him for walks, includes him in her daily activities, sends pictures and asks pertinent questions. She is caring and thoughtful. Our little Tucker is completely at ease when we pick him up. We are very grateful for her and the wonderful care she provides for our dog when we’re away!”


AMANDA S.
Star Sitter


“Amanda was awesome! Clear communicator and super friendly. Amanda is also in a great location right off 787, and has a big house for dogs to explore and have fun. She took my guy hiking in brutally cold weather. Will book again.”


Mikayla H.Star Sitter

“Mikayla offered me peace of mind while on vacation knowing my senior girl was in good hands! Daily pics, great communication, and when I picked up my dog it was very clear she was comfortable and at ease with Mikayla. 10/10 recommend and will be using her in the future! Thank you!”


Aura G.

“Our puppy had a fabulous experience I. Aura’a household care. We will use her service again!”


Mahayla G.

“Our dog had a fabulous stay with Mahayla! Since it was our first time, Mahayla offered to come to our home to get to know our pup before caring for her the next day. They hit it off immediately and Mahayla explained her background in animal/dog behavior studies and reassured us that all would go well... and it did! Our pup had a blast trail hiking and also just relaxing at Mahayla's home. Mahayla clearly understands and loves dogs, and it was clear that she was focused on our dog's enjoyment, comfort level and care. She was also focused on our needs as the owners. Leading up to care day she was extremely responsive. On care day she sent photos and updates. A perfect stay...thanks, Mahayla!”


Yenifer V.

“Yenifer took excellent care of my dog. He was so happy with her! She made sure she communicated everyday with us during the stay, sent us pictures and updates. We are very happy with her services and would strongly recommend her. Thank you, Yenifer.”
Popular requests near you
Select a filter and find qualifying Cherry Plain sitters!How Rover works
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!
The median cost per night for dog boarding in Cherry Plain is $50
Why Choose Rover?
Cashless payments
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.
Sitters in Cherry Plain average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 171 sitters provided dog boarding in Cherry Plain. 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, 93% of Cherry Plain dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Cherry Plain have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 Cherry Plain.
Rover makes it easy to find Cherry Plain 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 171 dog boarding sitters in Cherry Plain on Rover, so you’re sure to find the perfect match for your dog! In Cherry Plain, 96% of sitters offer daily exercise, 100% offer medication administration, and 92% 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.
