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

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Top rated Ossining pet boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Jane was great with our puppy overnight. We felt very secure knowing she was safe and received many updates and photos throughout the day. I would definitely recommend Jane to take care of your puppy and will be letting her watch ours whenever we are out of town!”

About: I’ve taken care of multiple dogs snd cats in my home as a side passion. I love animals and will care for your pet as if it were my own with safety, care, and match their preferences. Petting sitting is a part time passion I do to fill my love for animals. I work from home and am able to board your pet on the weekends or during the week with advance notice. I love to cuddle, pet, play and walk them. I have a pet free home with a large fenced in yard. I also love hiking and walking so I do walks with pets to provide attention and stimulation.
“This was the second time leaving my Saint Bernard Momo with Ken and Irene and everything went wonderfully again. Momo appeared to get along fabulously with the other dogs there. Ken and Irene sent photos everyday. Ken and Irene have a great enclosed outdoor space where Momo was able to play with the other dogs and get his daily exercise. Momo looked as if he were just part of the family, which is the best one could hope for when leaving one's pet while away on vacation. I definitely recommend using the services of Ken and Irene because there really is no replacement for that confidence, comfort and peace of mind that comes with knowing that your pet is being cared for exactly the way you would want.”

“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!”

“Once again, Richard and Karen were terrific hosts for our two dogs. We were so grateful they were well cared for over Christmas while we had to be away. Thank you!”


“Our dog has stayed with Nina and Augustine many times and she is incredibly happy there. They treat their boarding dogs like cherished members of the family! Our dog Daisy used to be hesitant about staying with someone else and would cling to me. Now when we walk up to Nina and Augustine's house she's pulling at the leash and pawing at the door to try to get inside! They are trustworthy, reliable, and so great about communication and sending photos. I would without hesitation recommend them for dog boarding or any animal care.”

“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.”


“I'm so grateful that two great people like Jen and James are on a service like DogVacay. I just did 4 days away, and needed someone quickly. Got to know Jen and James ahead of time, left Charlie (my dog) with them, and got pictures of them taking him out for walks, cuddling, and loving him like I do. I'll use them again for sure. And I'm a helicopter dog-owner. They're great!”

“Scooter had the BEST holiday week with Tabitha and her family. It’s nerve-racking leaving your dog somewhere new for the first time, especially for a full week. We got so many picture updates of scooter having a blast and playing throughout the week and he even made a new doggie friend which can be hit or miss for him. We will happily send him to her family again anytime they are up for hosting. Highly recommend!!”

“Sunny is the best caregiver. Attends to all details and takes notes for any quirks and preferences. I feel as close to my dog as when I am at home because she constantly gives updates with details and pictures/videos.”

“Would definitely use Richard again! Really liked that Nibbler was able to engage with other dogs. Richard is very responsive and thoughtfully sent us pictures of how she was getting along.”

“Kathleen is amazing! I was nervous as I’d never left my kitten for longer than a day before, but she treated Gnocchi like her own. She updated me with pictures and videos and gave her so many snuggles. My cat definitely had the time of her life and I will be booking with Kathleen again!”


“Roberta and Travis were great to work with. Fast communication and our NOAA was happy and exhausted at pick up! She played with their pup Marshall and came home a very content pup! We will definitely use them again in the future!”

“This was an amazing experience! Our dog Max is very hyper and loves the attention of people. Lorezno assured he would take good care of our pup. While Max does enjoy playing with other dogs its great knowing Lorenzo only boards one dog at a time. Pictures were provided of the boarding space as well as daily updates. Great environment for boarding as well as a lovely neighborhood”

“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.”

“Best experience we have ever had! My dog was actually sad to leave Karine, and I felt bad taking him! I had updates and videos multiple times a day that melted my heart. He was SO loved and Karine made him feel right at home, if not even better! I couldn’t recommend more.”

“Brittany (and Mom!) is absolutely amazing! I was extremely nervous about leaving my pup with someone new. Marley is a rescue and usually quite skittish around new people / dogs so She tries to find a way to run off when she’s scared. Brittany’s home is very secure and I felt so at ease. Marley was treated as one of their own, got tons of TLC and made new friends while I was away. Thank you so much 😊”

“Lieb and his family provided an amazing stay for Chloe and Azora. From thr beginning, I was provided with pictures and videos numerous times during the day. Chloe and Azora were welcomed in their homes and allowed to enjoy their beautiful property as their home away from home. Chloe typically experiences stress when away and when I picked her up she eas happy and well adjusted. Lieb toom my request days before the holiday and I can't say enough about how much I appreciate the wonderful experience as an owner. I highly recommend Lieb for any need Dog care needs. His family is wonderful and the care was outstanding!”

“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!”

Ossining pet parents share their Rover experiences
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.

We really appreciated the week our dog was with Anya! She was amazing he was the only dog there which was perfect for him as he is a little older. She sent photos for our kids to see when we were away and was quick to respond. We had a wonderful easy stress free experience. Highly recommend for dog sitting!

Popular requests near you
Select a filter and find qualifying Ossining sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Ossining.
Rover makes it easy to find Ossining pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.





