Pet Boarding in Ossining
Find a loving Ossining pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Ossining pet boarders

“Lovely family. They were very kind with our dog. Treated him like theirs and sent us pictures all the time. Making us felling very sure that our little one was fine and happy. We are very glad to find you and will meet again for sure.”


“Thank you Lieb and family for taking such great care of Rocket. I can tell he had a terrific time with you while we were away. And thanks for the pictures and updates etc! We really appreciate your dedication to the dogs.”


“Brittany was great with my puppies! She treated them like her own and sent me pictures with updates throughout the weekend. She’s so patient and really makes you feel comfortable leaving your pets with her! Will definitely use her again in the future and recommend her to friends!”


“Really grateful to have found them. They were able to take care of my pup last minute and Sophie had an amazing time. I will definitely be using them again. Highly recommend!”


“Richard and Karen were very flexible and accommodating with relatively short notice. Charlie came home happy and healthy after a 6 day stay. Would definitely use them again:)”



“Danae took good care of booski while I was away. I can tell that he liked her when he started barking while she was walking away. Will definitely book with her in the future and can tell she loves dogs.”


“Birdie was happy and well taken care of by Jocelyn and her pups. Very communicative with pictures and videos of how she was doing during her stay and fast responses to questions. Will definitely bring Birdie back!”


“Sunny is the best caregiver. Attends to all details and takes notes for any quirks and preferences. I feel as close to my dog as when I am at home because she constantly gives updates with details and pictures/videos.”


About: I have years of hands-on experience caring for dogs of all sizes and temperaments. I grew up on a farm where we had around ten dogs at a time, so I learned early on how to understand their needs, personalities, and how to make them feel safe and loved. From playful puppies to older dogs, I know how to handle each one with patience, care, and respect. Your dog will be treated like family, with the same attention and affection I’ve always given to my own. During the week, I’m usually available to care for dogs in the mornings. If you need care on the weekend, I kindly ask for a few days’ notice, as I sometimes have plans or may be out. I’ll always do my best to accommodate your needs and make sure your pup gets the attention they deserve! I have a spacious yard where dogs can enjoy supervised outdoor time, though it’s not fenced, so I always keep them safe by walking them on a leash either in the yard or around my quiet neighborhood. I also have a small, friendly dog who gets along well with others, so your pup will have a gentle companion during their stay. I always make sure dogs are comfortable, safe, and well cared for—whether we’re out for a walk or relaxing at home.

“Bella had a great time at Jenna's. Since we arrived home she's been crashed out on the sofa. It is so important to find a safe place to leave our Bella when we go away for a few days. We are looking forward to dropping Bella off at Jenna's for another visit.”


“Obi came back happy and healthy. He was well taken care of and Maxine was great at sending daily pictures, updates. We definitely were able to take vacation without worrying about Obi. Thanks to Maxine and family for taking care of our lil' guy.”


“Rokiea took very good care of Nala and kept us well updated throughout her stay. Nala loved spending time in the yard and seemed to be calm in their mellow neighborhood. I would definitely contact Rokiea again for future stays.”


About: I absolutely love dogs and believe they deserve patience, care, and plenty of playtime. While I search for a full-time job, I have extra time to give dogs the attention and exercise they need. I never blame a dog for bad behavior—it’s all about how they’re trained and understood. Whether it’s walks, playtime, or just good company, I’ll make sure your dog is happy and well cared for! Since I am currently looking for a full-time job, caring for a dog can fit naturally into my routine by giving structure to my day while keeping me active. I can schedule walks and playtime around job searching and interviews. Plus, spending time with dogs can be a great way to reduce stress and stay motivated. I can offer a safe, loving, and fun environment for dogs. I have a big fenced-in yard gives them plenty of space to run and play, and I have two friendly dogs that can provide great companionship. Plus, i truly understand dogs—I’m patient, and my two kids love dogs too and my husband won’t admit it but he loves caring for dogs too, he has never missed an episode of Cesar Milan.

“Belkys was an absolute pleasure to work with. She went the extra mile in every regard and made our dog, Ava, feel so loved and cared for while we were away. I look forward to working with Belkys again!”


“Kevin and his family were very sweet with my pup. She was nervous and anxious being away from us but they made her feel less nervous and made her stay as comfortable as possible. Highly recommended!”



“Always a pleasure to work with Suzanne. She’s very communicative and courteous. Our dogs love staying at her house with her family and its shows because they don’t ever want to leave when we pick them up! Again, I highly recommend Suzanne.”



“Roberta and Travis were great to work with. Fast communication and our NOAA was happy and exhausted at pick up! She played with their pup Marshall and came home a very content pup! We will definitely use them again in the future!”

Loving pet boarding sitters in your neighborhood
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Arianne D.Star Sitter

“Lovely family. They were very kind with our dog. Treated him like theirs and sent us pictures all the time. Making us felling very sure that our little one was fine and happy. We are very glad to find you and will meet again for sure.”


Lieb B.Star Sitter

“Thank you Lieb and family for taking such great care of Rocket. I can tell he had a terrific time with you while we were away. And thanks for the pictures and updates etc! We really appreciate your dedication to the dogs.”


Brittany M.

“Brittany was great with my puppies! She treated them like her own and sent me pictures with updates throughout the weekend. She’s so patient and really makes you feel comfortable leaving your pets with her! Will definitely use her again in the future and recommend her to friends!”


Lorenzo P.Star Sitter

“Really grateful to have found them. They were able to take care of my pup last minute and Sophie had an amazing time. I will definitely be using them again. Highly recommend!”


Nikki J.


“Nikki was amazing! Kept us updated on our Remi girl throughout her stay and sent lots of pics. Remi was in great hands! Would definitely book Nikki again ?”


Richard & Karen R.
Star Sitter


“Richard and Karen were very flexible and accommodating with relatively short notice. Charlie came home happy and healthy after a 6 day stay. Would definitely use them again:)”




Danae G.
Star Sitter


“Danae took good care of booski while I was away. I can tell that he liked her when he started barking while she was walking away. Will definitely book with her in the future and can tell she loves dogs.”


Jocelyn J.Star Sitter

“Birdie was happy and well taken care of by Jocelyn and her pups. Very communicative with pictures and videos of how she was doing during her stay and fast responses to questions. Will definitely bring Birdie back!”


Sunny L.

“Sunny is the best caregiver. Attends to all details and takes notes for any quirks and preferences. I feel as close to my dog as when I am at home because she constantly gives updates with details and pictures/videos.”




Farva S.

“So happy with the care and attention that Farva provided, particularly since my older lab has mobility issues. We enjoyed the daily pics and videos. Highly recommended.”


Diana M.
“I left my dog Luna with Diana for the weekend and I couldn’t be happier. Her home is clean, peaceful, and has plenty of space for dogs to feel comfortable. Her own pup was super friendly too, which helped Luna adjust quickly. Thank you for taking care of her like your own!”


Jenna N.
Star Sitter


“Bella had a great time at Jenna's. Since we arrived home she's been crashed out on the sofa. It is so important to find a safe place to leave our Bella when we go away for a few days. We are looking forward to dropping Bella off at Jenna's for another visit.”


Yuri Paola C.Star Sitter

“We felt so happy we decided to leave our dog with Yuri. We got picture and video updates regularly, and Pepper clearly felt very comfortable. Thank you!”


Maxine B.

“Obi came back happy and healthy. He was well taken care of and Maxine was great at sending daily pictures, updates. We definitely were able to take vacation without worrying about Obi. Thanks to Maxine and family for taking care of our lil' guy.”


Rokiea A.Star Sitter

“Rokiea took very good care of Nala and kept us well updated throughout her stay. Nala loved spending time in the yard and seemed to be calm in their mellow neighborhood. I would definitely contact Rokiea again for future stays.”


Shirley K.
“Shirley is an amazing dog sitter! My yellow lab has stayed with her multiple times, and each time, I know he’s in great hands. She has plenty of yard space for dogs to run and play, and she gives them so much love and attention. It’s clear that she truly cares for the dogs she watches, and I always feel at ease knowing my pup is safe and happy with her. Highly recommend Shirley for anyone looking for a caring and reliable dog sitter!”


Belkys & Joseph F.
Star Sitter


“Belkys was an absolute pleasure to work with. She went the extra mile in every regard and made our dog, Ava, feel so loved and cared for while we were away. I look forward to working with Belkys again!”


Kevin J.

“Kevin and his family were very sweet with my pup. She was nervous and anxious being away from us but they made her feel less nervous and made her stay as comfortable as possible. Highly recommended!”




Suzanne R.
Star Sitter


“Always a pleasure to work with Suzanne. She’s very communicative and courteous. Our dogs love staying at her house with her family and its shows because they don’t ever want to leave when we pick them up! Again, I highly recommend Suzanne.”




Roberta & Travis W.

“Roberta and Travis were great to work with. Fast communication and our NOAA was happy and exhausted at pick up! She played with their pup Marshall and came home a very content pup! We will definitely use them again in the future!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets 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!
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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Ossining.
Rover makes it easy to find Ossining pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet 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 pet 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
