Dog Boarding Ossining
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 340 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.
“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!”
“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.”
“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!”
“Elizaveta did a fantastic job watching our Boston Terrier for almost 3 weeks. Our little guy is often afraid of new people and being away from our family, but with her he was super comfortable right away - I think her dog helped with the process. Definitely recommend and would use again.”
“Five-star sitter who treats your dog like her own. We have a small deaf dog that we are too attached to but loved how Brittany took such good care of our dog during a very hot spell and could not take her with us. She is the best!”
“We were worried that our Laima would have a hard time with separation anxiety, (first time away from us in the 2 yrs since we rescued her) but Rene and her pups made her feel right at home. The pictures she posted spoke volume on how well Laima enjoyed her stay! We hope to use Rene again soon!”
“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.”
“This was our 1st time using Rover and we had the best experience and luck in finding Kathleen! Kathleen was wonderful and we felt comfortable leaving our senior dog with Kathleen. Her family is wonderful and we are thrilled we were able to find Kathleen.she sent us videos and pictures and took the best care of our dog. Thank you Kathleen!!!”
“This was the second time boarding my German Shepard's with Suzanne and her family. The experience was amazing, Suzanne is very caring with the dogs. I got pictures and updates which I appreciated and I don't think my dogs wanted to leave her house, they became very comfortable with her family. I highly recommend Suzanne and her family to take care of your fur babies!”
“I had such a great experience with Lieb. He took amazing care of my dog and went above and beyond to keep me updated. I received lots of pictures and videos throughout the stay, which really helped me feel at ease knowing she was safe, happy, and well cared for. I wouldn’t hesitate to book with him again! Highly recommend.”
“Luna recently stayed with Jennifer for 11 days and had the best time. Jennifer was so easy to communicate with and always quick to respond. She sent multiple pictures daily and provided frequent updates. I never worried while Luna was in her care. There is no question that I’d leave Luna with Jennifer again any time I am traveling - it’s her new home away from home! Thank you, Jennifer, for taking such good care of my Luna!”
“We trusted Rafaelina with our Shih Tzu Skoshi for a week while traveling quite far away. Communication was great, everything went smoothly, and Skoshi was in good spirits. Even cleaned all the bowls--great attention to detail. Thank you very much!”
“Roxy had a great time staying with Liana! As a senior dog, Roxy has a few health issues and other idiosyncrasies, but Liana managed those without a problem while also ensuring Roxy got plenty of exercise. Liana also kept us up to date with regular check ins and photos.”
“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.”
“Joe, the dog-whisperer, did a great job for us. We had used him a couple of times for a night or two and we were going on a two-week cruise. We had him stay at the house with Barry, our beagle. He located himself in our finished basement suite, brought his own provisions and was very respectful of our house. He got Barry to fetch and was working on "paw" with him. We got great updates while we were away. He and Barry got along great.”
“Karine is a fantastic sitter, we are so lucky we found her. She sent daily updates letting us know how our dog was doing. We could not have been happier with her.”
“I went on a last-minute trip, and was having trouble finding a place for my dogs to stay at. I found Farva on rover and it was the best decision I ever made to have my dogs stay with her. She is amazing at taking care of your furry ones. I will definitely be going to her again for any of my future trips! Thank you so much, Farva!”
The median cost per night for dog boarding in Ossining is $63
Dog parents share their Rover experiences - Ossining
Kristine was an amazing dog sitter! Hana absolutely loved staying with her, and we felt so comfortable knowing she was in such good hands. She followed Hana’s routine and schedule perfectly, which we really appreciated. She also sent us daily pictures and updates and was wonderful at communicating with us, keeping us informed and reassured the whole time. It’s clear that Kristine genuinely cares about the dogs she looks after. We would definitely trust her with Hana again and highly recommend her to anyone looking for a reliable, caring, and attentive sitter. Thanks so much Kristine for taking such great care of our baby girl! ❤️🐾
We couldn't have asked for a better sitter than Kate! She was reliable and responsive from start to finish, and kept us updated with lots of great pictures, which gave us real peace of mind while we were away. Our dog clearly loved her, and it's obvious Kate genuinely loves dogs. We'll definitely be booking her again!
Samantha is wonderful! We were traveling to a weekend reunion with a lot of events. Since we were unable to keep our Shih Tzu with us every minute, I decided to use Rover again. Samantha was a great find in an unfamiliar location. She came to meet us the day before she picked up Niki for an overnight. She kept in contact, was punctual and very good to our little girl. I highly recommend her and would use her again if the occasion arises.
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!
Yasmeen was super sweet and was great at communicating with me on any updates with my fur baby - photos included. She took care of Onyx in such a short notice which was super helpful and I appreciated her for doing so. Will definitely leave my baby again with Yasmeen in the future :)
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.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
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 Dog Boarding - Ossining
Frequently asked questions about Rover
The average cost of Dog Boarding in Ossining is $57 per night as of October 2026. Most bookings cost between $40 and $91 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 12,614 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
94% of sitters in Ossining can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Ossining home-away-from-home, 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.
<b>Tip:</b> 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 , 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 .
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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