Dog Boarding Ossining
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 328 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.
“Yasmeen is great! I appreciate that she was open to taking my dog on short notice. She was very patient with my anxious pup and made her feel comfortable. Yasmeen sent me regular pictures and updates, which made me feel comfortable. She even sent us home with a new toy!”
“Kevin and his family were great dog sitters! They had our dog in their house for the weekend and she seemed to love it there. She had a chair she sat in, they took her on great walks and overall followed her routine. We would definitely use them again!”
“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!!!”
“This was our second time boarding Billie with Sonia and her family, and we are so glad to have found someone local who takes such good care of Billie! Thank you to Sonia, Brian, and Vivian!”
“We have a high energy pup! As soon as we handed the leash over to Maureen and saw them briskly walking down the street together, we were confident that our girl was in very good hands! Good communications, really took the time to listen to everything we shared with her about our pup. We highly recommend Maureen and will use her again!”
“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!!”
“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!”
“Great host. Has an outdoor fenced in area, very easy to communicate with, no issues handling medications or other specific needs - all in all a great dog sitter. Thank you so much.”
“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!”
“We had an excellent experience with Michael from Rover. From the very beginning, he demonstrated outstanding communication by ensuring we brought all the necessary supplies and asking thoughtful questions about our three furbabies' care. He was always responsive and replied to our messages promptly, giving us confidence that our pets were in great hands. During their stay, Michael went above and beyond by sending us daily updates with pictures and messages, which gave both my fiancé and me peace of mind. He also carefully followed all of our care instructions, including cleaning our pets' eyes as requested, showing genuine attention to detail and compassion for their well-being. It was clear that Michael truly cared for our three furbabies and treated them as if they were his own. We greatly appreciated his professionalism, reliability, and dedication. We would highly recommend Michael to anyone looking for a trustworthy and caring pet sitter, and we would not hesitate to book with him again.”
“Lola had a wonderful stay! Doreen gave her such great care and sent daily updates with pictures. Lola got to walk loose in the very pretty fenced in yard which she doesn’t get to do at home. I would definitely book 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.”
“Diana is a lovely person and did great with our 2 dogs. This was our first time bringing them to a sitter and she made us feel at ease. She is very communicative and flexible, and sent us daily updates. I highly recommend her and we will definitely be booking again on our next trip!”
“Jessica and her family took great care of our large breed dog while we were away. She sent lots of updates and we could tell she was very well cared for while in their care. We will definitely use them again.”
“What a great experience. I love getting updates, and being reassured that my pup is having a good time and also getting what he needs. Valerie is conscientious, for example, she walked my dog before I came to make sure that he had his needs met before a long drive with me. Got an along well with her dog, in a family setting with a backyard — really appreciate her care.”
“We couldn’t have asked for a better dog sitter! From the moment we first spoke, it was clear that Joy genuinely loves animals and takes her responsibility seriously. She treated Bowie like a member of her own family, making sure he was not only well cared for but also happy, comfortable, and loved while we were away. Communication was outstanding throughout our trip. We received regular updates, photos, and videos that gave us complete peace of mind. It was obvious that Bowie was getting plenty of attention, exercise, and affection. When we returned, Bowie was relaxed, healthy, and clearly had an amazing time. It’s such a relief to know we have someone we can trust completely with him. Joy’s professionalism, kindness, and attention to detail exceeded every expectation. I wholeheartedly recommend her to anyone looking for a reliable, compassionate, and exceptional dog sitter. We will absolutely be booking with her again, and we know Bowie can’t wait for the next visit!”
The median cost per night for dog boarding in Ossining is $62
Dog parents share their Rover experiences - Ossining
Wonderful experience for our dog’s first week-long stay away from home! She sent regular photo updates so we always knew he was safe, happy, well fed and having fun. Communication was excellent the entire week, and we came home to a relaxed, happy pup. You could tell he’d been well cared for and loved. It gave us such peace of mind to be able to travel without worrying. Highly recommend her, and we’ll absolutely be booking again.
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!
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
1. Search
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3. Book & Pay
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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 September 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 September 2026, there are 12,611 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.
95% 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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