Dog Boarding in Ossining
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Ossining dog boarders
“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.”
“We are very happy to ask Maureen for our Chamonix. Maureen was waiting for us in front of her house to do a first meeting before sitting. She’s very reliable and responsible. She kindly updated how Chamonix’s doing through her stay. We will definitely return to her if we needs someone next time.”
“Sonia is amazing!! She LOVES dogs and took great care of Moonie. She shares photos and videos for everyday updates. our dog had wonderful time with Misty (Sonia’s dog) and other dogs for day care and boarding. Will certainly back to Sonia for day care or boarding again in the future.”
“We loved Vibeke! We will be using her again when we go on vacation. Her house was so nice, great fenced in back yard and dog friendly. She followed our instructions perfectly and kept us up to date on how she was doing and sent us pictures. Vibeke is also a lovely person and clearly loves dogs! Thank you!”
“Pico was so happy staying with Darlene. She was very communicative and sent plenty of photos and videos. We felt comfortable and safe with leaving Pico with Darlene and will definitely do so again!”
“This was my first time leaving my dog Pigeon overnight/extended period while I traveled and Pidgie was so happy and tuckered out when I picked him up! He seems like he had an excellent time, maybe even sad to leave his new friends! I had to book an additional extra night last minute due to international travel and they were so so accommodating, always quick to reply, and sent videos and updates along the way.”
“This was Phoebe’s second stay with Kevin. He took great care of her, and I can tell she’s always happy to see him. Kevin was careful to keep to Phoebe’s schedule, which I appreciate!”
“Liana was highly responsive and proactively gave us many updates during our dog Lino’s first sleepover with her. She understood that we have some pretty specific protocols for Lino (such as medication and greetings) and followed our requests perfectly. We wouldn’t hesitate to board Lino with her again. Thanks Liana!”
“Cindy took wonderful care of my dog Jack and cat Misty in her beautiful home! She sent pictures while I was away from my pet children and I felt they were in great hands. 💕”
“Our dog has stayed with Nina and Augustine many times and she is incredibly happy there. They treat their boarding dogs like cherished members of the family! Our dog Daisy used to be hesitant about staying with someone else and would cling to me. Now when we walk up to Nina and Augustine's house she's pulling at the leash and pawing at the door to try to get inside! They are trustworthy, reliable, and so great about communication and sending photos. I would without hesitation recommend them for dog boarding or any animal care.”
“Sara and her home were the perfect fit for our anxious dog, Mazie. Sara is very knowledgeable about dogs, their behaviors, and how to handle them. She successfully gave Mazie medication 3 times a day and prepared special meals for her. We received photos via text while we were away showing how happy and acclimated Mazie was there. We have already booked another stay with Sara. Thank you Sara!!!”
“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!”
About: Your pet gets one-on-one attention in a calm, structured environment. With hands-on ASPCA volunteer work and 15 years caring for my Boxer Peggie, I’m used to pets with real needs, not just the easy ones. I follow your routine exactly for feeding, meds, walks, crate time, and commands, and I keep you updated with photos and notes throughout the day. No shortcuts. I work from home all day, which means your pet gets real supervision, not gaps in care. I stick to your pet’s feeding, walk, meds, and play schedule. Because I’m actually present, I can supervise, and balance active play with calm downtime so your pet stays safe, relaxed, and genuinely cared for. I don’t just “watch” your pet, I actively care for them. I focus on your pet’s health, cleanliness, and comfort. I have a spacious backyard for safe play and I live about 5 minutes from the Hudson River, which is perfect for calm, scenic walks. After each outing, I check for ticks and make sure your pet is clean, settled, and relaxed. You’ll get real-time photo and video updates that actually show how your pet is doing, not just a quick text. As someone who truly cares about animals, I know you want proof your pet is safe and comfortable, and I make sure you have it.
“Doreen made being away for our doggie so much easier with constant messages and photos of our dog having a great time with her and the other dogs. We will definitely use her again”
“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.”
“Marina and her boyfriend were really great with my pup. Their Flynn was such a sweet pup and the pups got along well. They took care of the little sore spot on Piper’s foot very diligently. Marina is highly recommended!”
“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.”
Over 209 pet parents in Ossining have booked dog boarding
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!
The median cost per night for dog boarding in Ossining 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 Ossining average 7 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Nov 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 $91 per night.
As of Nov 2025, 6,111 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 6,111 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 85% 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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