Dog Boarding in Ossining
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Top rated Ossining dog boarders
“I cannot say enough good things about Anat. Our dog was treated like one of the family. It’s clear that she has a true passion for dogs, and the fact that she has her own dog made us feel so confident. We also appreciated all the updates - it was clear Max was having a great time!”
“Tucker loved his stay with Grace! He had so much fun while I was away. Grace was wonderful. I would definietly recommend Grace for dogsitting. thank you Grace!”
“Nina & Augustine took incredible care of our pup and provided many pics and videos throughout the duration of the stay. I can tell they had a great time by my dogs absolutely exhaustion after bringing him home!”
“Maureen was an excellent caregiver for our dog . We were so happy with the care and communication received ! We would highly recommend Maureen”
“Cannot recommend Barbara enough for both overnight and doggy day care services!! great outdoor space at her home and located right near a phenomenal park where the dogs get to go on extra long walk with her. our dog always comes back happy, and tired from all the playing with her dog, Lou. Lincoln runs straight to her door when we got there for drop off and Barbara is super responsive + sends great pictures / videos the whole time we are away.”
“Great people who returned to me a happy dog! They were willing to make some accommodations for my pup, and didnt spam my phone with updates nor did they leave me in the dark.”
“Kara and her husband couldn’t have been nicer and took great care of our Goldie! She sent me pictures and a video of them on a walk and gave me updates. I couldn’t have asked for better care❤️”
“Darlene took care of our 5 year-old Golden and the stay was amazing. Her family are loving and her dog Maggie is a lovely furry companion. We're so grateful!”
“Janna and family took excellent care of Teddy! We did a meet and greet before booking and I could quickly tell that Teddy would be well taken care of! They have a fenced in back yard and Teddy received lots of attention. We appreciated the daily photos, and even one video of him playing in the yard. I highly recommend Janna and family!”
“Once again my dog Tucker had a wonder day with Craig. Tucker looks forward to going there. Craig even sent pictures of Tucker enjoying himself. My first choice dog sitter.”
“I was so apprehensive about leaving my dog. He is my life, my baby. Stephanie and Chris welcomed us with open arms and made it such a pleasurable experience. They kept in contact with us daily and sent us pictures to ease our anxiety. I highly recommend them and can’t wait to use them again❤️”
“Brittany was wonderful with my dog Stark. She took time to get to know him before he spent the week with her, introducing him to her dog, which was especially important as my dog can take a little while to warm up to people and pets. He went immediately to her! She listened to what I said about my dog's fears, as he is a rescue and he became part of the pack of dogs she was watching because of how great she was with him. He had a wonderful week and I loved getting picture and video updates.”
“Amazing sitter! My dog had the best time with Coralie and her dog. She has a wonderful cozy home with a great yard and garden. Coralie sent many updates and pictures. Will definitely book again next time we need a sitter”
“Sara was the perfect choice for Dory while we were visiting town. She was focused on ensuring she understood Dory’s needs before and during her stay. Dory came home happy and tired… and Sara provided us with great reports during her stay and at pickup. We highly recommend!”
“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 ?”
“Maddie was a life saviour, on very short notice she took care of our dog, she updated us while she had our dog and took great care of her…I highly recommend her…”
“I could relax during my holidays away from home knowing that my baby is in good hands and I feel that he enjoyed his holidays too! Thanks Vibeke”
About: I genuinely love getting to know animals and meeting them where they are—whether that’s a zoomy dog who needs a good run or a quiet cat who just wants a sunny windowsill and some gentle company. I’ve spent years caring for cats and understand their need for patience, space, and trust. I’m also a runner and would be thrilled to take your dog on adventures if they enjoy exercise and the outdoors. No matter the species or personality, I offer thoughtful, reliable care so your pet feels safe, loved, and completely at home. I work from home, so not only can I be present with you pet all day, but I might LOVE the company more than they do. I always aim to match the energy and needs of each individual pet. In a client’s home, I keep their routine as consistent as possible—whether that’s feeding schedules, playtime, litter box cleaning, walks, or just quiet companionship. I take time to learn what each pet is comfortable with and adjust my approach accordingly. For cats, that might mean giving them space and earning their trust slowly. For dogs, it could mean regular walks, exercise (including runs if they’re up for it!), and lots of attention. My goal is always to make your pet feel safe, relaxed, and cared for in their own familiar environment.
“Lulu loves staying with Samantha- she is treated like a queen!! Samantha sends pics throughout the stay and is always responsive. Lulu is always excited to have her sleepovers at Samantha’s.”
“Jessica and her husband were clearly so patient and understanding about sitting for a senior dog. Salto came back happy and excited! They sent regular photos and updates. I would absolutely have Salto stay with them again if we are in the area.”
Loving dog boarding sitters in your neighborhood
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Anat W.
“I cannot say enough good things about Anat. Our dog was treated like one of the family. It’s clear that she has a true passion for dogs, and the fact that she has her own dog made us feel so confident. We also appreciated all the updates - it was clear Max was having a great time!”
Woof L.Star Sitter
“Tucker loved his stay with Grace! He had so much fun while I was away. Grace was wonderful. I would definietly recommend Grace for dogsitting. thank you Grace!”
Nina & Augustine C.Star Sitter
“Nina & Augustine took incredible care of our pup and provided many pics and videos throughout the duration of the stay. I can tell they had a great time by my dogs absolutely exhaustion after bringing him home!”
Maureen G.Star Sitter
“Maureen was an excellent caregiver for our dog . We were so happy with the care and communication received ! We would highly recommend Maureen”
Barbara F.Star Sitter
“Cannot recommend Barbara enough for both overnight and doggy day care services!! great outdoor space at her home and located right near a phenomenal park where the dogs get to go on extra long walk with her. our dog always comes back happy, and tired from all the playing with her dog, Lou. Lincoln runs straight to her door when we got there for drop off and Barbara is super responsive + sends great pictures / videos the whole time we are away.”
Liana S.Star Sitter
“Great people who returned to me a happy dog! They were willing to make some accommodations for my pup, and didnt spam my phone with updates nor did they leave me in the dark.”
Kara M.
“Kara and her husband couldn’t have been nicer and took great care of our Goldie! She sent me pictures and a video of them on a walk and gave me updates. I couldn’t have asked for better care❤️”
Darlene R.Star Sitter
“Darlene took care of our 5 year-old Golden and the stay was amazing. Her family are loving and her dog Maggie is a lovely furry companion. We're so grateful!”
Janna W.Star Sitter
“Janna and family took excellent care of Teddy! We did a meet and greet before booking and I could quickly tell that Teddy would be well taken care of! They have a fenced in back yard and Teddy received lots of attention. We appreciated the daily photos, and even one video of him playing in the yard. I highly recommend Janna and family!”
Craig M.
“Once again my dog Tucker had a wonder day with Craig. Tucker looks forward to going there. Craig even sent pictures of Tucker enjoying himself. My first choice dog sitter.”
Stephanie & Christopher P.Star Sitter
“I was so apprehensive about leaving my dog. He is my life, my baby. Stephanie and Chris welcomed us with open arms and made it such a pleasurable experience. They kept in contact with us daily and sent us pictures to ease our anxiety. I highly recommend them and can’t wait to use them again❤️”
Brittany M.
“Brittany was wonderful with my dog Stark. She took time to get to know him before he spent the week with her, introducing him to her dog, which was especially important as my dog can take a little while to warm up to people and pets. He went immediately to her! She listened to what I said about my dog's fears, as he is a rescue and he became part of the pack of dogs she was watching because of how great she was with him. He had a wonderful week and I loved getting picture and video updates.”
Coralie O.
“Amazing sitter! My dog had the best time with Coralie and her dog. She has a wonderful cozy home with a great yard and garden. Coralie sent many updates and pictures. Will definitely book again next time we need a sitter”
Sara S.
“Sara was the perfect choice for Dory while we were visiting town. She was focused on ensuring she understood Dory’s needs before and during her stay. Dory came home happy and tired… and Sara provided us with great reports during her stay and at pickup. We 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 ?”
Maddie D.Star Sitter
“Maddie was a life saviour, on very short notice she took care of our dog, she updated us while she had our dog and took great care of her…I highly recommend her…”
Vibeke A.Star Sitter
“I could relax during my holidays away from home knowing that my baby is in good hands and I feel that he enjoyed his holidays too! Thanks Vibeke”
Anya K.
“Anya was absolutely wonderful with our cat, Snickers. She’s incredibly attentive, reliable, and clearly loves animals. We came home to a happy, relaxed kitty and regular updates throughout. Couldn’t ask for better care—Snickers is already looking forward to her next visit! Cannot recommend Anya enough.”
Samantha S.Star Sitter
“Lulu loves staying with Samantha- she is treated like a queen!! Samantha sends pics throughout the stay and is always responsive. Lulu is always excited to have her sleepovers at Samantha’s.”
Jessica S.Star Sitter
“Jessica and her husband were clearly so patient and understanding about sitting for a senior dog. Salto came back happy and excited! They sent regular photos and updates. I would absolutely have Salto stay with them again if we are in the area.”
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 dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. 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 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, the median cost of dog boarding in Ossining is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Ossining dog boarding rates can be found as low as $38 to as high as $88 per night.
As of Aug 2025, 5,929 sitters provided dog boarding in Ossining. 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 Ossining dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Ossining have an average of 14 years of experience. Dog boarding sitters with repeat customers have an average of 7 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 Ossining.
Rover makes it easy to find Ossining 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 5,929 dog boarding sitters in Ossining on Rover, so you’re sure to find the perfect match for your dog! In Ossining, 95% of sitters offer daily exercise, 92% offer medication administration, and 84% 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.
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