Dog Boarding in Cumberland Head, NY
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Top rated Cumberland Head dog boarders

“Rosan did a wonderful job watching Kennedy. She is nervous in new places and it seems like she was calm as could be in their home. She had a great time playing with their dog Auggie and came back home tired and happy. Would definitely recommend!”


“1000% recommend. Our German shepherd and Australian shepherd had a blast. The yard is huge! Lots of room to play. We will use John every time we need someone to care for our fur babies. Amazing!”


“Couldn’t imagine better care! I boarded my pup with Michele for a few days, and she was super communicative, flexible and kind. I could tell my pup felt comfortable with her right away. Would recommend her in a heartbeat!”


“Nicole did an amazing job watching our dog while we were away. She sent a daily update and responded quickly to any questions I had. Our pup did not want to leave when I came to pick him up. We will definitely plan to work with Nicole again for our pet sitting needs.”


“Jackie and Jing were awesome to work with! They communicated quickly consistently and provided tons of videos and photos so we knew Kalea was having a blast in their huge fenced yard. Thanks again!”

“Peter was terrific! At drop off, he took time to understand our senior dog and her routines. He sent us a picture and update the next morning. She ate all her meals at Peter’s house (which she rarely does at home) so I know she was relaxed with him. At pick up, she made a point to go over and lean into him to say goodbye! Overall a great experience - thanks Peter!”


About: Currently a golden retriever and cat mom, my love for animals began when I was a child. In my adult life, I have owned a Corgi, St. Bernard, and cats that I have cared for their entire lives. I am looking to help others in need of pet care, whether it is a daily walk or visit, or overnight boarding. I currently work from home and have a flexible schedule to help with pet care. I can provide daily walks or outside time as needed. Dogs and cats are like family to me. Your pet will be treated as one of my own - with lots of love and attention!

“Kayla took excellent care of our pup--her communication, sensitivity, and ability to respond to his needs were all excellent. We were so lucky to have found her and will absolutely be using her again.”


“Wonderful people and place to watch our dog. He’s big and full of energy and they have space for him to run, dogs to play and people to love on him. Couldn’t ask for a better dog sitter.”


“Christopher was an excellent sitter for our elderly dog Emilie. This was our first time with him, and he was super flexible with our constantly changing schedule. He sent photos daily, kept us informed about how she was doing, and when my husband picked her up, she did not seem anxious to leave. At all! The home is lovely, nice big fenced yard, and their dog is a sweetheart.”


“Brooke was an amazing sitter for our dog, Huck. She was quick to respond, sent updates while we were away, and provided a comforting environment for our anxious pup. Huck seemed to get along really well with her dog, and we could tell he was tired and happy when we went to pick him up. Would highly recommend Brooke and we would love to work with her again in the future!”


“Simply amazing! Rushi sent cute photos and updates to put my mind at ease - Alan had a blast with her family and sweet little toddler. They took him on walks, gave lots of love and kept me updated throughout :)”

“Cia was great with my pup and he seemed to have a very happy time staying with her. Cia was very quick to respond to messages. I would 100% love to use her again and would recommend her to anyone needing a caretaker for their pup.”


“I'm so happy and grateful for Chelsey to take care of my rather demanding dog, Ziggy:) Her household is filled with love. Hearing and seeing that Ziggy had a great time with her kids and pets gave me a big relief. I highly recommend her care for anyone looking for a lovely and caring place to keep their pets. She shared pictures of Ziggy throughout his stay:) THANK YOU!”

Loving dog boarding sitters in your neighborhood
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Rosan A.Star Sitter

“Rosan did a wonderful job watching Kennedy. She is nervous in new places and it seems like she was calm as could be in their home. She had a great time playing with their dog Auggie and came back home tired and happy. Would definitely recommend!”


Hannah M.

“Hannah and her family took great care of Bailey while we were gone. If we should venture away again, we will definitely use Hannah again to watch Bailey.”


John G.Star Sitter

“1000% recommend. Our German shepherd and Australian shepherd had a blast. The yard is huge! Lots of room to play. We will use John every time we need someone to care for our fur babies. Amazing!”


Michele B.

“Couldn’t imagine better care! I boarded my pup with Michele for a few days, and she was super communicative, flexible and kind. I could tell my pup felt comfortable with her right away. Would recommend her in a heartbeat!”


Nicole Jazmin M.Star Sitter

“Nicole did an amazing job watching our dog while we were away. She sent a daily update and responded quickly to any questions I had. Our pup did not want to leave when I came to pick him up. We will definitely plan to work with Nicole again for our pet sitting needs.”


Jackie M.Star Sitter
“Jackie and Jing were awesome to work with! They communicated quickly consistently and provided tons of videos and photos so we knew Kalea was having a blast in their huge fenced yard. Thanks again!”


Peter P.

“Peter was terrific! At drop off, he took time to understand our senior dog and her routines. He sent us a picture and update the next morning. She ate all her meals at Peter’s house (which she rarely does at home) so I know she was relaxed with him. At pick up, she made a point to go over and lean into him to say goodbye! Overall a great experience - thanks Peter!”


Lisa L.Star Sitter
“Lisa has pet sat for me many times when I am away on vacation. She is extremely reliable and communicates daily! She is an animal lover, does an amazing job and is very trustworthy!”


Kayla D.

“Kayla took excellent care of our pup--her communication, sensitivity, and ability to respond to his needs were all excellent. We were so lucky to have found her and will absolutely be using her again.”


Anneke M.

“Anneke was very sweet and did a great job of taking care of our pup. She was extremely accommodating to our schedule and I highly recommend her for any out of owners visiting for a few days”


Laura C.
Star Sitter


“Wonderful people and place to watch our dog. He’s big and full of energy and they have space for him to run, dogs to play and people to love on him. Couldn’t ask for a better dog sitter.”




Amanda G.Star Sitter

“Amanda was great with Lu! She was super communicative, sent photos, and played a lot of fetch with him. I’d definitely leave Lu with her again!”


Christopher M.

“Christopher was an excellent sitter for our elderly dog Emilie. This was our first time with him, and he was super flexible with our constantly changing schedule. He sent photos daily, kept us informed about how she was doing, and when my husband picked her up, she did not seem anxious to leave. At all! The home is lovely, nice big fenced yard, and their dog is a sweetheart.”


Brooke C.Star Sitter

“Brooke was an amazing sitter for our dog, Huck. She was quick to respond, sent updates while we were away, and provided a comforting environment for our anxious pup. Huck seemed to get along really well with her dog, and we could tell he was tired and happy when we went to pick him up. Would highly recommend Brooke and we would love to work with her again in the future!”


Ruchi N.Star Sitter
“Simply amazing! Rushi sent cute photos and updates to put my mind at ease - Alan had a blast with her family and sweet little toddler. They took him on walks, gave lots of love and kept me updated throughout :)”


Kyra O.

“Beyond helpful and great communicators! I can tell Wally had a great time, thank you!”


Cia G.

“Cia was great with my pup and he seemed to have a very happy time staying with her. Cia was very quick to respond to messages. I would 100% love to use her again and would recommend her to anyone needing a caretaker for their pup.”


Chelsey Y.

“I'm so happy and grateful for Chelsey to take care of my rather demanding dog, Ziggy:) Her household is filled with love. Hearing and seeing that Ziggy had a great time with her kids and pets gave me a big relief. I highly recommend her care for anyone looking for a lovely and caring place to keep their pets. She shared pictures of Ziggy throughout his stay:) THANK YOU!”


Victoria D.

“Ham had a great time with Victoria! Responsible, good communicator, reasonably priced, kept her dog separated when needed. Will definitely consider her again!”


Mikayla & James C.Star Sitter

“Mikayla and James took great care of my boy when I was out of town. They sent me updates and photos every day. I will be booking them again for sure!”
Popular requests near you
Select a filter and find qualifying Cumberland Head 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 Cumberland Head is $55
Why Choose Rover?
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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.
Sitters in Cumberland Head average 4 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 120 sitters provided dog boarding in Cumberland Head. 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, 89% of Cumberland Head dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Cumberland Head have an average of 13 years of experience. Dog boarding sitters with repeat customers have an average of 4 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 Cumberland Head.
Rover makes it easy to find Cumberland Head 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 120 dog boarding sitters in Cumberland Head on Rover, so you’re sure to find the perfect match for your dog! In Cumberland Head, 100% of sitters offer daily exercise, 94% offer medication administration, and 94% 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.
