Dog Boarding Ossining
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 315 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.
“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!!!”
“Samantha was awesome and communicating and sending pictures while we were away. I didn’t think Lulu would want to come back home after spending the week with her.. we will definitely be using her again”
“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!”
“Jennifer was amazing with our very fussy dog. She was incredibly patient and loving with him. As we were gone for almost ten days it was nice to get daily updates and see how well he was doing. We would use Jennifer again in a heartbeat.”
“Doreen took wonderful care of Bailey over the holiday! Doreen was incredibly responsive via the Rover app and was very flexible when I needed to make last-minute adjustments to drop off and pick up times. She sent photos throughout Bailey’s stay, and Bailey came home happy and healthy!”
“Sonia is an amazing dog sitter! Very kind, caring and responsible. Treated my dog like her own. Lives in a beautiful neighborhood to walk dogs. Very easy to talk to and arrange dates and times. Sent pictures every day. My dog made new friends and had a nice vacation with Sonia and her family.”
“My dog scampi had a great time with Rhinesca and her family. She sent plenty of pictures and kept me up to date with how he was doing. I would bring scampi to her again.”
“Judy took great care of my dog and kept me posted with regular updates. Communication was smooth and easy and she was flexible with timings, which really helped me!”
“Elvia and her family are wonderful. Chloe had the best time!!! Chloe is definitely looking forward to going back to Elvia. Thank you for taking such great care of Chloe ❤️❤️❤️❤️”
“Banksy was so happy at Juan's home. Juan did a wonderful job taking care of Banksy. He sent us photos of Banksy while we were away. Banksy was in good hands and had a fun time. Thank you Juan!”
“Melissa and her entire family were great. Our highly energetic Australian Shepherd had a wonderful stay. Melissa sent us updates including pictures and videos. Bailey was walked and had play time with several other dogs. We had great confidence in leaving our dog with Melissa and we would highly recommend her to anyone looking for care.”
“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.”
“Can’t give enough nice feedback to Karine and Ryan- Radley was well cared for and Karine gave me lovely photos during her stay. Radley has now found a second mom! ❤️”
“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!”
“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!”
The median cost per night for dog boarding in Ossining is $60
Dog parents share their Rover experiences - Ossining
Nahomi was an amazing host to our Giant Schnauzer. In short, our big dog is needy and comes with instructions. Nahomi was more than accommodating and flexible to meet his needs and our changing schedule. And most importantly, our dog was getting great care and constant love while we were away. We are so appreciative when we have great Rover experiences like this one.
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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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 August 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 August 2026, there are 12,647 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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