Dog Boarding in Head of the Harbor, NY
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Top rated Head of the Harbor dog boarders

“Patrick & Karyn were amazing boarders to our mini Schnauzer. We are very happy. Our little girl enjoyed them and their dog, Levi. We received daily pictures of the many wonderful games they played, and trips that they took her on. The cuddles and love that she was given show in how relaxed she is once we got her back at home. We are very happy to have found such a wonderful home away from home for our pup. We will not hesitate to use Patrick and Karyn again in the future. They are top boarders!!”


“Great experience as usual! Everything went as planned, ready for drop off, sent the perfect amount of pictures daily and had her ready for pick up on time! Angel was super excited to see me and happy as can be when I picked her up, loves to play w her other dogs and even the cats. I will definitely contibue to utilize her service's, Thanks,”


“John was great! He kept me updated on how Darby was doing & sent pictures each day! I felt completely comfortable leaving g our boy with him & I look forward to another visit!! ❤️”


“Chief had a wonderful time with Jennifer and her family. He was well taken care of and we received lots of communication and pictures/videos. We look forward to Chief's next visit with Jennifer.”


“Lindsay was so friendly and communicative throughout the stay. I really appreciated the regular updates and could tell my pup was well looked after. He came home relaxed and happy.”


“Vanessa was wonderful. Sent me lots of pictures and took great care of my Ducky girl. We've already set up another puppy sitting weekend with her next month.”



“Kerri and her family took great care of our big Newfoundland mix. Her dogs were friendly and played well with my dog all week. I appreciated getting photos every day which let me know my dog Juneau was happy and safe! Looking forward to booking with her again in the future. Thanks again!!!”



“Gabby was so wonderful to my babies! They stayed with her for the first time, but I felt like she knew them for a long time. They seemed really comfortable with her and they came back home super happy!!! Would definitely use her service again.”



About: My family and I believe a dog needs 100% love and attention. Your dog will be walked feed and played with for the time you choice. We will send a daily picture that candid with your dog. As a family we like to give each old a mini of 3 hours of dedicated time as side from feeding and tidying up. My day starts a 4am. When your dog wakes up I tend to feed at their normal time. I would follow your walk schedule and even continue habitual training if you are currently doing so. All areas are pet safe and closed off. I have a fenced yard. Walks are usually a minimum of 30 mins but if your puppy is very active we would walk longer as needed

“Donna was a breath of fresh air very welcoming. She took to Blue my pup instantly I appreciated the knowledge she passed on to me... Donna was accommodating at our last minute request we were pleased with knowing our pup was in good hands. We will most definitely be using her again in the near future.”


“They were wonderful, my dog really likes them. He responded right away and provided me with pics throughout the stay.”


“This was the first time I used Rover (and Melissa) The process was very easy and straight-forward. Melissa kept us informed via the Rover app- with pics and text messages every day. We felt at ease knowing my two dogs were in great hands. The most important part is my dogs came home relaxed and peaceful. In the past- when my dogs stayed at kennels, they came home unsettled. Going forward, we plan to use Melissa. I would highly recommend Melissa and Rover. I gave her a 5 star rating. Thanks!”


“I can’t thank Alejandro enough for taking such amazing care of my dog, Arch. He was happy, well cared for, and clearly enjoyed his time. I really appreciated the regular updates and the genuine attention he gave to every detail. Highly recommend to anyone looking for someone trustworthy, caring, and reliable. Thank you again for everything!”


“Veronique and husband are wonderful dog sitters they we’re very caring , patient and loving with our old and grumpy baby, we received updates every day I would recommend them we are very happy with the service and time thank you 😊”


“Samantha did such a great job taking care of my cat! She was super kind, reliable, and made sure everything went smoothly while I was away. My cat was happy and relaxed when I got back, which says a lot. I really appreciate her help and would definitely ask her again!”


“Hayley is an amazing sitter. The few days she watched the boys, she kept us updated with photos and videos and they were very happy, I highly recommend her and would definitely hire her again. Thank you Hayley!!”


About: Caring for dogs has been a part of my daily life for as long as I can remember. I grew up surrounded by dogs and even had three pigs when I was younger. Over the years, I’ve looked after pets for friends, family, and neighbors whether that meant walks, playtime, feeding, or just giving them love and attention. I now have two dogs of my own who I walk and care for every day. I’m reliable, attentive, and genuinely love spending time with animals of all kinds. Your pet will be safe, happy, and treated like family in my care. I currently work a part-time job and am home from college for the summer, so I have plenty of time and flexibility to care for your pets! I’m available for daytime walks, drop-in visits, and boarding on weekends and evenings. Your pup will get lots of love, attention, and playtime while you’re away. I have a spacious 1.05-acre yard with a secure Fido fence system, my dogs wear collars for safe outdoor time. The pool area is also fenced in with a grassy area for dogs to play. I have two very friendly pups: an 8-year-old teddy bear Yorkie and a playful 1-year-old mini Dachshund. I always ensure clean, supervised environments and can crate your dog if needed. Your fur baby will be treated like family in a safe, loving space.

“Alyssa is the best dog sitter! Our dog Zeke stayed with her for two nights so far, she sends us updates and pictures of him hourly! Highly recommend her services. We will be using her in the future.”


“Kimberline was a the perfect host for our Sadie. Our dog ran into her house and never looked back. When we picked her up she was happy to see me, but ai knew she missed Kimberline and her family.”



“This was the first time that I left my 13 yr old Shih Tzu Snoopy with Cathy and it was a great experience! Cathy and her family really made her part of the family, Snoopy got to play with the other dogs in the fenced in back yard, swim in the pool and lounge on the chairs and nap by herself if she needed some senior alone time Cathy took care of her medical needs and I loved getting the texts with pictures while I was away! I can highly recommend her and will certainly use her again when I am in need...”

Loving dog boarding sitters in your neighborhood
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Patrick & Karyn L.
Star Sitter


“Patrick & Karyn were amazing boarders to our mini Schnauzer. We are very happy. Our little girl enjoyed them and their dog, Levi. We received daily pictures of the many wonderful games they played, and trips that they took her on. The cuddles and love that she was given show in how relaxed she is once we got her back at home. We are very happy to have found such a wonderful home away from home for our pup. We will not hesitate to use Patrick and Karyn again in the future. They are top boarders!!”


Amber O.Star Sitter

“Great experience as usual! Everything went as planned, ready for drop off, sent the perfect amount of pictures daily and had her ready for pick up on time! Angel was super excited to see me and happy as can be when I picked her up, loves to play w her other dogs and even the cats. I will definitely contibue to utilize her service's, Thanks,”


John K.Star Sitter

“John was great! He kept me updated on how Darby was doing & sent pictures each day! I felt completely comfortable leaving g our boy with him & I look forward to another visit!! ❤️”


Jennifer P.Star Sitter

“Chief had a wonderful time with Jennifer and her family. He was well taken care of and we received lots of communication and pictures/videos. We look forward to Chief's next visit with Jennifer.”


Lindsay K.Star Sitter

“Lindsay was so friendly and communicative throughout the stay. I really appreciated the regular updates and could tell my pup was well looked after. He came home relaxed and happy.”


Vanessa M.
Star Sitter


“Vanessa was wonderful. Sent me lots of pictures and took great care of my Ducky girl. We've already set up another puppy sitting weekend with her next month.”




Kerri H.

“Kerri and her family took great care of our big Newfoundland mix. Her dogs were friendly and played well with my dog all week. I appreciated getting photos every day which let me know my dog Juneau was happy and safe! Looking forward to booking with her again in the future. Thanks again!!!”




Gabby G.
Star Sitter


“Gabby was so wonderful to my babies! They stayed with her for the first time, but I felt like she knew them for a long time. They seemed really comfortable with her and they came back home super happy!!! Would definitely use her service again.”




Deon S.
“I highly recommend Deon as a pet caregiver on Rover.com! Deon is incredibly responsible and attentive. Your pup will have fun, whether it’s going for walks, playtime, or snuggles. Deon treats every pet like family. You can trust that your furry friend will be in kind and capable hands.”


Donna H.Star Sitter

“Donna was a breath of fresh air very welcoming. She took to Blue my pup instantly I appreciated the knowledge she passed on to me... Donna was accommodating at our last minute request we were pleased with knowing our pup was in good hands. We will most definitely be using her again in the near future.”


Yi L.

“They were wonderful, my dog really likes them. He responded right away and provided me with pics throughout the stay.”


Melissa B.Star Sitter

“This was the first time I used Rover (and Melissa) The process was very easy and straight-forward. Melissa kept us informed via the Rover app- with pics and text messages every day. We felt at ease knowing my two dogs were in great hands. The most important part is my dogs came home relaxed and peaceful. In the past- when my dogs stayed at kennels, they came home unsettled. Going forward, we plan to use Melissa. I would highly recommend Melissa and Rover. I gave her a 5 star rating. Thanks!”


Alejandro F.

“I can’t thank Alejandro enough for taking such amazing care of my dog, Arch. He was happy, well cared for, and clearly enjoyed his time. I really appreciated the regular updates and the genuine attention he gave to every detail. Highly recommend to anyone looking for someone trustworthy, caring, and reliable. Thank you again for everything!”


Veronique G.

“Veronique and husband are wonderful dog sitters they we’re very caring , patient and loving with our old and grumpy baby, we received updates every day I would recommend them we are very happy with the service and time thank you 😊”


Samantha D.

“Samantha did such a great job taking care of my cat! She was super kind, reliable, and made sure everything went smoothly while I was away. My cat was happy and relaxed when I got back, which says a lot. I really appreciate her help and would definitely ask her again!”


Hayley S.

“Hayley is an amazing sitter. The few days she watched the boys, she kept us updated with photos and videos and they were very happy, I highly recommend her and would definitely hire her again. Thank you Hayley!!”


Angelina A.
About: Caring for dogs has been a part of my daily life for as long as I can remember. I grew up surrounded by dogs and even had three pigs when I was younger. Over the years, I’ve looked after pets for friends, family, and neighbors whether that meant walks, playtime, feeding, or just giving them love and attention. I now have two dogs of my own who I walk and care for every day. I’m reliable, attentive, and genuinely love spending time with animals of all kinds. Your pet will be safe, happy, and treated like family in my care. I currently work a part-time job and am home from college for the summer, so I have plenty of time and flexibility to care for your pets! I’m available for daytime walks, drop-in visits, and boarding on weekends and evenings. Your pup will get lots of love, attention, and playtime while you’re away. I have a spacious 1.05-acre yard with a secure Fido fence system, my dogs wear collars for safe outdoor time. The pool area is also fenced in with a grassy area for dogs to play. I have two very friendly pups: an 8-year-old teddy bear Yorkie and a playful 1-year-old mini Dachshund. I always ensure clean, supervised environments and can crate your dog if needed. Your fur baby will be treated like family in a safe, loving space.


Alyssa V.Star Sitter

“Alyssa is the best dog sitter! Our dog Zeke stayed with her for two nights so far, she sends us updates and pictures of him hourly! Highly recommend her services. We will be using her in the future.”


Kimberline P.Star Sitter

“Kimberline was a the perfect host for our Sadie. Our dog ran into her house and never looked back. When we picked her up she was happy to see me, but ai knew she missed Kimberline and her family.”




Catherine P.
Star Sitter


“This was the first time that I left my 13 yr old Shih Tzu Snoopy with Cathy and it was a great experience! Cathy and her family really made her part of the family, Snoopy got to play with the other dogs in the fenced in back yard, swim in the pool and lounge on the chairs and nap by herself if she needed some senior alone time Cathy took care of her medical needs and I loved getting the texts with pictures while I was away! I can highly recommend her and will certainly use her again when I am in need...”
Head of the Harbor dog parents share their Rover experiences
Hanke was amazing, he went above and beyond for my pup! I needed a sitter for the day of my wedding and I had not stressed a single second with Hanke. He was very flexible and was a great communicator. I would highly recommend Hanke!

I highly recommend Taryn. I am a first time Rover user and I was a little nervous leaving my girls with someone other than family. Taryn and her family put me at ease and my 2 girls adjusted very quickly. Even my golden doodle who has separation anxiety was happy and comfortable. My husky loves to play outside and made a new friend Fachai who she got to run around with. Taryn sent me videos and pictures throughout their stay and they both looked like they were having a blast! We will definitely use her again in the future.

Popular requests near you
Select a filter and find qualifying Head of the Harbor 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 Head of the Harbor is $60
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 Head of the Harbor average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 1,131 sitters provided dog boarding in Head of the Harbor. 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, 90% of Head of the Harbor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Head of the Harbor have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 Head of the Harbor.
Rover makes it easy to find Head of the Harbor 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 1,131 dog boarding sitters in Head of the Harbor on Rover, so you’re sure to find the perfect match for your dog! In Head of the Harbor, 95% of sitters offer daily exercise, 94% offer medication administration, and 87% 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.
