Dog Boarding in Ossining
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Top rated Ossining dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Maureen was very attentive to Harley, sending updates and photos daily. Harley is a sensitive dog and didn't want to eat at first, but after Maureen's tender loving care, eventually started eating. Harley seems even more cuddlier than before the stay, which tells me she built some good human animal bond habits. Thanks Maureen!”
“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…”
“We only used Arsenii once so far but will definitely be going back. Oscar has a bit of separation anxiety but Arsenii's place provides a relaxed vibe and Oscar made himself right at home.”
“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!”
“Thank you Sam! She’s our go to for help with our puppy Ruby - Sam is so sweet with her as she takes a while to warm up to new people, she takes very good care of Ruby, reaches out with questions and always follows our sometimes wordy instructions!”
“We've left Chelsea for a few week-long trips and feel very comfortable with Doreen watching her. Doreen is dependable, reliable and easy to work with, plus she sends us pictures to let us know our Chelsea is settling in and doing well. 5 stars!”
“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!”
“Kristine was an exemplary and loving sitter. We felt very much at ease leaving our Luna girl with her. She was extremely communicative with us, sending pictures of Luna and letting us know how Luna was settling in and having fun over the course of her stay. Her attentiveness shows that she puts herself into the dog owner’s shoes and that goes a long way! It was our first time leaving Luna for an extended amount of time and it was tremendous peace of mind for us knowing she was in the perfect place–a home in a tree lined quiet residential area with barely any traffic with a caring person and family. Luna is an elderly dog and Kristine was gentle and sensitive to Luna’s needs as she moves more slowly than a puppy or a toddler dog! She also connected with us to take Luna to our vet nearby to check on something with her paw and included us on all communications to ensure she was taking all the right steps for Luna’s wellbeing. Kristine went above and beyond and we have zero qualms about being a repeat client! Thank you for taking amazing care of our baby girl! ~ Marni & Tom”
“Grace was excellent with our dog, Leni. He had some serious separation anxiety when we dropped him off and went on a hunger strike for several days. Not only did Grace keep us hell informed, she went above and beyond in trying to make Leni feel comfortable in her home and went as far as spoon feeding him to get him to eat. We're so thankful for all that she did to take care of Leni. I would highly recommend Grace to anyone looking for a loving and caring home in which to leave their pup while traveling. Thank you, Grace!!”
“Robert was awesome and made sure my pup Blue had as much fun as possible. He gave him exactly the care, attention, and exercise he needed playing with other dogs. The updates about how much fun he was having gave me great peace of mind. Blue came home happy and tired. Will happily book with Robert again.”
“Vibeke is lovely and has a wonderful home and yard. Kira had a fantastic time playing with Vibeke's dog and in the back yard. Vibeke called me on Thanksgiving day (1 day into the visit) to let me know everything was going well and that Kira even slept in a dog bed in their bedroom. It was reassuring and made our Thanksgiving more relaxing. We were traveling to Vibeke's town and would love to bring Kira to her again when we are in the area. I highly recommend her!!”
“Craig took excellent of my dog Tucker. Craig’s large fenced in back yard was so thrilling to Tucker that he was very tired after the visit. I will be using Craig again on a regular basis. Thanks so much Craig”
“Diana is friendly, caring, responsible and she is a great dog sitter. She sent photos and videos everyday and went above and beyond to take care of my shiba inu. In addition, her dog Wendy was a wonderdul playmate for my shiba. She provided a safe, clean and fun environment for the care of my dog.”
“First time boarding with Randi and it was an incredibly smooth experience. Randi is extremely flexible and was a life saver for when we were away on a multi city driving trip. We were watching the weather in case we needed to abandon our plans and come back home mid trip. Randi was extremely flexible and accommodating and I am so grateful for that. Our dog is a picky eater and is also on some tricky meds…and Randi kept in touch with regular updates. She persevered with attempts to get her to eat both food and meds, until our dog did finally start to eat! Our dog came home happy and healthy! We will definitely board with Randi again!”
“Natasha made us so at ease when watching our girl while we got married! She sent daily updates with pictures, and Scout came back like she was on vacation!”
“Jennifer was amazing with our very fussy dog. She was incredibly patient and loving with him. As we were gone for almost ten days it was nice to get daily updates and see how well he was doing. We would use Jennifer again in a heartbeat.”
“Absolutely Incredible Dog Sitter! We couldn’t be happier with the care our Lia received while we were away. Maxine kept us updated which only confirmed that she was having a great time and was so well taking care off. We can’t thank her enough for providing such loving care. We’ll definitely be booking again in the future!”
“Nina and Augustine cared for our beloved pup as if she was their own. She’s usually very sensitive and high maintenance so we were anxious to leave her, but within hours were receiving photos of her happily curled up on Nina’s lap! Also very accommodating of our schedule, and were kindly able to adjust to a last minute request to shift dates with no issue. So great!”
Over 248 pet parents in Ossining have booked dog boarding
Ossining dog parents share their Rover experiences
Maddie was fantastic with our golden retriever and we will definitely book with her again. Her daily pupdates were appreciated and out us at ease while we were away. She took great care of our doggo. He came back happy and healthy, there was no stress while we were away. Thanks Maddie!
Kristine was wonderful! Our dog Murph received the best care while we were away on vacation. Kristine was very communicative and flexible from planning to drop-off. We received lots of photos and daily updates while we were away. We highly recommend Kristine if you're looking for someone to look after your pets!
Nahomi was excellent! She kept me updated the entire time with just the right amount of communication, which gave me real peace of mind while I was away. She was incredibly caring and attentive, and it was clear my dog was in great hands from the minute we walked in the door. Her home was very clean, organized, and welcoming as well. Overall, she was a fantastic sitter, and I would absolutely book with her again.
We really appreciated the week our dog was with Anya! She was amazing he was the only dog there which was perfect for him as he is a little older. She sent photos for our kids to see when we were away and was quick to respond. We had a wonderful easy stress free experience. Highly recommend for dog sitting!
Popular requests near you
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The median cost per night for dog boarding in Ossining is $60
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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.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Ossining average 7 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, 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 $41 to as high as $97 per night.
As of Jun 2026, 5,982 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, 89% 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 5,982 dog boarding sitters in Ossining on Rover, so you’re sure to find the perfect match for your dog! In Ossining, 94% of sitters offer daily exercise, 93% offer medication administration, and 86% 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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