Pet Boarding Ossining
Find a loving Ossining pet sitter to watch your cat or dog overnight at your sitter’s home.

Over 345 pet parents in Ossining have booked pet boarding
Ossining, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Hi! My name is Kate and I am a physician assistant student at Pace University! I recently graduated from George Washington University and moved to Westchester to go back to school! I love dogs and am always the one to watch my family and Friends’ dogs! I am very good at caring for dogs of all sizes, and I am never intimidated by any breed. I will make sure that your dog is getting all the love, care, and attention that they need. Back home in Buffalo NY, I have a 2 year old wire hair fox terrier named Otis who I miss very much! Looking forward to meeting some of your dogs! I am currently a full time student who spends most of my time studying, perfect opportunity to study and care for a dog at the same time! It’s very exciting each time I board a new dog for me and everyone around me! I promise your pet will get the most love and attention possible during their stay!
“Kathleen is a wonderful pet sitter who takes excellent care of our furry troop! Right off the bat when we first met her we got an excellent first impression. She is very warm and friendly and was great with our pets! When we came home after our vacation our pets were relaxed and happy. During our time away Kathleen sent us photos of our babies having fun which was really nice 🙂 I look forward to booking Kathleen again in the future!! Thanks for doing such a great job, keep up the great work!! 🩷”

“We left our dog Pig with Kristine for 4 nights and she was absolutely wonderful. Really communicative before and during and she sent many photos and updates. We could tell the pup was happy and content. She even offered to do the drop off of our dog afterwards which was really helpful and truly above and beyond. What's more, after she left, you could tell Pig really missed her new friend! Kristine's great! would recommend.”


“Stephanie was great with my pup who was a little hesitant around some dogs and came home a little more confident. She knew all about feeding raw food and was very accommodating.”


“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!”

“Richard and Karen are totally the best. They took our Nova in at the last minute for 10 days and I couldn't be happier with their care. They communicated with us and sent pictures each day. I will definitely use them again and highly recommend them.”

About: Dogs have always been integral to me and my family, I grew up with unconditional love they provided and provide to this day. I am very skilled and familiar with attentive care, love and fun they require, especially when away from home during boarding. I have a large house, plenty of room to stretch and play and a fenced in yard for sun basking and more play. Currently, I have a cute Boston Terrier girl (Maya), sweet and great with kids and other pets. Board with us! I am free to board and keep my calendar up to date. Prior meet and greet is preferable, (can be a 10 minute stop over) to ensure our pets get along and you feel comfortable leaving your loved companion in my care. Ensuring attentive care for your pet 24-7 and frequent potty breaks if required. Maya will ensure playful company, with cuddle breaks in between. Your pet is equally important as my pet, with full understanding that he/she will miss you a lot! I will make sure that they feel happy and cared for when in our company, with extra attention while you're away.
“Bianca took wonderful care of my dog and gave me complete peace of mind while I was away. She communicated with me throughout the day, sharing updates and letting me know how everything was going, which I really appreciated. I would absolutely recommend Bianca to anyone looking for someone reliable, caring, and attentive to their pet.”


“I cannot say enough good things about Anat. Our dog was treated like one of the family. It’s clear that she has a true passion for dogs, and the fact that she has her own dog made us feel so confident. We also appreciated all the updates - it was clear Max was having a great time!”

“William was great and I felt comfortable boarding my dog with him for a week. He has an excellent space including a fenced in yard for the dogs to enjoy. Would definitely rebook in the future!”

“This was our second time having our pet stay with them, and once again, we could tell how happy and excited our pet was the whole time! 🐶❤️ Even though we were away traveling and couldn’t be together, they sent us lots of pictures and updates, which made us feel like we were right there with our pet. We’re always so grateful for the loving care and attention they give. Thank you so much, as always! 🥰”

“Melissa did a great job with my puppy Callie! She made it a very easy and simple process with dropping her off and picking her up. I felt very comfortable with leaving her knowing she was going to receive such great care! Melissa sent plenty of updates which I loved and made me feel even more comfortable knowing Callie was doing great! We will definitely be back!”

“Stephanie was fantastic! Super easy to work with and was very communicative. She was kind enough to bathe our dog sunny after they went outside and had some tics. Sunny seemed to have a very good time and loved Stephanie 😊”

“Michelle and Luz always take such good care of our pup! She loves spending time with them when we travel out of town. We get lots of pictures and come home to a happy dog!”

“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.”

“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.”

“Barbara took wonderful care of Bernie during our long trip. She stayed in touch via photos and videos and showed us that he was well taken care of and was having a good time at her home. I would highly recommend her.”

The median cost per night for pet boarding in Ossining is $60
Pet parents share their Rover experiences - Ossining
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.

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.

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 pets like family

1. Search
Browse profiles of sitters near you who offer pet 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 pet boarding - Ossining
Select a filter and find qualifying sitters offering pet boarding.Sitters in Ossining average 7 repeat pet boarding clients
FAQs for Pet Boarding - Ossining
Frequently asked questions about Rover
The average cost of Pet Boarding in Ossining on Rover is $56 per night as of October 2026. Most bookings cost between $39 and $90 per night. 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.
There are 13,102 sitters on Rover for Pet Boarding in Ossining. About 87% of Ossining sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
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.
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.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.







