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.
“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.”
“Maddie was wonderful! Took perfect care of Sasha and checked in often about her during her stay. She was also very understanding and accomodating to some unfortunate tummy troubles Sasha had. Would definitely recommend Maddie!”
“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!!!”
“Maureen is wonderful!! Caring, great communication, very personable. We received photos and updates every day, and Wallace came back to us happy, calm, and clearly well taken care of! Will definitely board with Maureen again!”
“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!”
“Kevin and his family always take such great care of Jax putting us at ease while we travel. Great communication and always responsive. Great family so happy we found them”
“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!”
“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”
“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.”
“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.”
“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!”
“Jessica was so amazing!! I felt so confident with my sweet girl Daisy being in her and her daughter’s hands. She got so much love and care. Jessica was so in tune with her needs and incredible at communicating with me. I could tell Daisy was so happy and comfortable. Highly recommend Jessica!”
“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!”
“I highly recommend Robert. I needed someone to watch my dog on very short notice and he was incredibly flexible, understanding, and accommodating throughout the entire process. Communication was excellent from start to finish, and he regularly sent photos and updates that gave me peace of mind while I was away. He was friendly, professional, and made a stressful situation much easier to handle. Most importantly, Santiago was well cared for and clearly received lots of attention and affection! I’m very grateful for his help and would absolutely trust him with Santiago again.”
“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.”
“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!”
“Brittany was great with my puppies! She treated them like her own and sent me pictures with updates throughout the weekend. She’s so patient and really makes you feel comfortable leaving your pets with her! Will definitely use her again in the future and recommend her to friends!”
“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!!”
“Sridevi and her husband were great! Took great care of our lab, including providing cooked meal as per his schedule. Very easy communication and timely updates, with lots of pictures and videos that kept us up to date on his whereabouts. I would gladly refer her and use services again as needed.”
The median cost per night for dog boarding in Ossining is $60
Dog parents share their Rover experiences - Ossining
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!
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.
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
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
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Popular requests near you
Select a filter and find qualifying Ossining sitters!Sitters in Ossining average 7 repeat dog boarding clients
FAQs for Dog 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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