Dog Boarding Ossining
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 275 pet parents in Ossining have booked dog boarding
Ossining, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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…”
“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!”
“Thank you so much. Kevin and his family are really kind and welcoming. It was clear that they took great care of our pup. Great communication throughout Jax’s stay with them. We will repeat for sure”
“Raphael had a wonderful week with Clementine's family! We looked forward to the cute photos Nina would send each day. Thank you for taking such good care of our pup!”
“Rebecca & Rithichai J. Took such great care of our Pup while we were away for the weekend. The communication was great and very prompt, including pictures of her adventures with them. Will definitely be booking again when we need to be away!”
“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!”
“I’m so grateful to have found Maureen to care for my sweet Lola while I was away! Lola can be a bit shy and isn’t always great with other dogs, but Maureen knew exactly how to handle her with so much patience and love. She really took the time to understand Lola’s needs and quirks, from giving her the cuddles she loves to making sure she had her peaceful walks without any stress. I could tell how happy Lola was when I came back—she was relaxed, content, and clearly well taken care of. It’s not easy to find someone you can fully trust with your fur baby, but Maureen exceeded my expectations in every way. I can’t thank her enough for giving Lola the attention and care she deserves. It was like she was on her own little vacation! It’s clear Maureen genuinely cares and goes the extra mile to ensure pets are happy and well cared for. I’ll definitely be booking with her again! Thank you Maureen!!”
“Natasha and Hamir were wonderful sitters for Lino. They took the time and care to listen to our requests and instructions, and updated us daily on how he was doing, including photos. We could tell he was being cared for and he was really happy. Lino can be human-selective and indifferent to other dogs, and Natasha and Hamir respected that and live in an area where there is a lot of space from both possible triggers. We wouldn’t hesitate to reach out to them again for boarding!”
“Natacha was a God-sent. She watched out 7 month old Husky, Samon for 3 days. Natacha had a gorgeous Husky herself. She sent up pic and updates daily. We felt confident that Samson would be safe in Natacha's care, and he was. We will be using her again in the future to care for Samson. Could not have asked for a better sitter!”
“She was wondering and understand and will continue to use. It's been hard and stressful not having anyone to watch my dog so this will be a big quality of life important. She sent pictures too, Thanks!”
“Arsenii was wonderful with my dog Genevieve while we had to be away for a family’s memorial. He was always kind, understanding, and sent me updates with pictures everyday without me having to ask. He also brought all her things (bed, food, toys, etc) back to my car when I picked her up, which was so generous. Genevieve also had the best time with them, and was very happy and relaxed. I’ll definitely be asking Arsenii to help out again in the future. Fully recommend him!!”
“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”
“Katherine was fantastic with the daily pictures and comments about how our Ferguson was doing. She was perfect for him with special care to his needs and nice daily walks. Very attentive and conscientious - we love her!”
“This is the first time that Bison stayed with someone outside of the immediate family. In the past I boarded my dogs at various kennels and they also came home with should I say “a little attitude “. This was not the case with Robert. Robert shared pic of him and Bison on walks (which he loves) and also had a chance to let. Bison play with the neighbor’s dogs. Robert had a large enclosed backyard that make us feel comfortable. He and Bison bonded as well Robert learned that Bison loves to take over the bed. I was glad that I was able to find Robert as I had less anxiety leaving Bison for the first time. I will use Robert asmy go to in the future. Highly recommend him as he is a dog person.”
“Yasmeen was great. She responded very quickly in such short notice and was very accommodating to my 1 year old Pittie Shadow. Yasmeen responded immediately to my messages and sent me photos and videos through out the night while he stayed over. She updated me with how he was doing and if there were any concerns. My puppy did very well with her. I would definitely recommend!!”
“Ken and Irene are great! This is the first time we left our golden doodle Kobe with them. We were a bit worried about Kobe feeling anxious, but he was perfectly fine and happy. They took great care of him, sent daily pics and updates. Kobe had a great time staying with Ken and Irene. He will definitely be back!”
The median cost per night for dog boarding in Ossining is $60
Dog parents share their Rover experiences - Ossining
Jessica and her entire family took such good care of my dog Luna! One can clearly see that they love animals❤️. Jessica was also great to send us news everyday and to accommodate when we were a little late to pick up our dog! I really appreciate Jessica as a pet sitter and will definitely leave Luna with her again!
There are dog-sitters and then there’s Jane. Her love for all animals shines through and we’ve never felt more at ease leaving Kaya with a sitter than we have with Jane. I’d recommend her to literally anyone who wants regular updates, a loving home, and a caring spirit. Thank you, Jane!
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!
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.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
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Popular requests for dog boarding - Ossining
Select a filter and find qualifying sitters offering dog boarding.Sitters in Ossining average 7 repeat dog boarding clients
FAQs for Boarding - Ossining
Frequently asked questions about Rover
The average cost for Dog Boarding in Ossining on Rover is $55.5 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 12,599 sitters on Rover offering Dog Boarding across Ossining. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
96% of Ossining sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Ossining landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Ossining home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Ossining.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Ossining sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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