Dog Boarding Ossining
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 76 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.
“Jessica and her family truly love animals. My dog, Fletcher, has boarded with Jessica several times. He is so happy to be in her home..While there, Jessica keeps me updated with photos and videos of Fletcher playing, having the zoomies, and cuddling on the sofa. Jessica is so accommodating and has been flexible with my schedule. I highly recommend Jessica to care for your fur babies!”
“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!”
“Samantha is literally the best person we have ever worked with!!!! She sent daily updates in Barbra and is just such a sweet and wonderful person. We can't wait to send Barbra back with her :)”
“Michael was amazing at taking care of my very sweet and sensitive dog. I cannot say enough wonderful things about my experience. I felt completely at ease knowing my dog was in such caring, attentive, trusting hands. I greatly appreciated the daily updates. When I picked him up - it was clear that he had a good time. I would 100000% recommend Michael!!!”
“Carolina took great care of our dog! She communicated with us daily to check in and provide updates, which we really appreciated. We will definitely be reaching out again!”
“Elizaveta took such good care of Storm! She sent me pictures and videos throughout Storm’s stay and she along so well with Elizaveta’s puppy. Having just moved to the area, I’m so happy I found someone I feel comfortable leaving my baby with.”
“Melissa did such an amazing job taking care of my dog Melo. I went away for the weekend and was able to book with her a week before. She introduced my dog to her other animals for the first time and I think he was so happy to have other furry friends for the weekend. Melissa was super clear and communicative throughout. I loved seeing the photos and videos every few hours so I always felt like melo was in good hands. She also had a print out award and treat for Melo after his stay which was so sweet. Thanks again Melissa for watching Melo :)”
“Jennifer took great care of our cockapoo. She has a lot of experience with dogs, and is a great communicator (including sending plenty of pictures). We had a very positive experience.”
“Doreen is wonderful! It's the 2nd time we have left our 12-year-old Lab, RJ there. She takes wonderful care of him, is loving, experienced, and a great communicator! She sends us pictures and messages during his stay, which greatly puts my mind at ease! And she's very flexible! Highly recommend! I will most definitely use her next time we need to be away!”
“This was Milo’s second time staying with Alexis & he was so happy to go back! In our updates from her, you could clearly see Milo was having an absolute blast and was being treated with love. Communication with her is super easy with quick replies, highly highly recommend”
“Rafaelina was amazing as always. I trust how great she takes care of my two doggies. They have stayed with her multiple times. I have ease of mind when my dogs stay with Rafaelina. She always updates me daily on how they are doing and check-in. My dogs love staying with her and have a blast. I highly recommend her and her services. Amazing! 🤩”
“Emma took great care of my dog Buddy! She kept us updating by sending pictures and messages to check in! She was great at responding and looks like Buddy had a great time. Would definitely book again!”
“Lieb did an amazing job taking care of our Sky! He kept in constant communication, sending us pictures and videos, which gave us so much peace of mind. It was clear that he truly cared for Sky like she was part of the family. We highly recommend him—absolutely wonderful and trustworthy!”
“We boarded our 8 years old foxhound twice with Farva so far. Zillow came back home happy and well rested. We are so grateful we found Farva. We will definately book again next time we are out of town.”
“Henry and Kyungwon did an excellent job watching Coco. They made sure her medicine was given on time and sent regular updates. Coco was calm and content when we returned. We plan to use Henry and Kyungwon 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!”
“Molly did a great job watching my dog Scooby. She kept Scooby active with hikes and visits to the dog park, she regularly sent photos, and when I picked Scooby up he was in a good mood. I’m also very appreciative she accepted Scooby for a long multiple-week stay on short notice, after our original sitter fell through. Thanks Molly!”
The median cost per night for dog boarding in Ossining is $63
Dog parents share their Rover experiences - Ossining
Jessica and her family truly love animals. My dog, Fletcher, has boarded with Jessica several times. He is so happy to be in her home..While there, Jessica keeps me updated with photos and videos of Fletcher playing, having the zoomies, and cuddling on the sofa. Jessica is so accommodating and has been flexible with my schedule. I highly recommend Jessica to care for your fur babies!
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.
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.
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 $65 per night as of November 2026. Most bookings cost between $36 and $80 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 November 2026, there are 12,621 sitters on Rover offering Dog Boarding across Ossining. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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, 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.
Yes, you can find sitters who have experience with handling special pet needs in Ossining. On Rover:
- 84% of sitters can help with special care needs
- 90% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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