Dog Sitting in Ossining
Book a Ossining dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Ossining dog sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Casey is a fantastic sitter. She spends extra time to make sure our cats are taken care of. She went above and beyond to make sure they not only had fresh food and litter but also makes sure they had some playtime and pets too. She pays attention to the details and does a fantastic job. Trustworthy and on time, I would recommend Casey any day.”
About: We don’t believe in cookie-cutter pet care. Every pet has their own personality, routine, and set of needs — and we adapt our care to match. From customized schedules to individualized attention, your pet is treated with genuine care and individual attention every step of the way. Pet care is part of my full-time daily routine. My schedule is structured around walks, feedings, check-ins, and making sure pets are safe, comfortable, and well cared for. I prioritize safety, trust, and consistency in my home and my clients’ homes. I follow each pet’s routine closely, keep the environment clean and secure, and monitor behavior to ensure pets feel safe, comfortable, and well cared for.
“Booked Caleigh for a somewhat impromptu trip of town- appreciated her quick response and flexibility. She was communicative and a wizard with our shy cats. Thank you so much ☺️”

About: I have been an animal lover all my life. I started taking care of pets about 10 years ago. When pet parents have to leave and they trust someone else with their animals it is very hard for them, so finding someone like me who will love and take care of their animal as it is their own is very important. I have experience with small, medium and big dogs, along with cats. I have a 80 pound dog myself and he is my baby whom I love so much. I will treat your animal as I would my own. Local, loving and loyal. Pet care fits naturally into my weekly routine while working part-time at a local hospital. My schedule there is flexible, which allows me to plan pet visits, walks and check-ins throughout the day and week. I am able to dedicate reliable time to each pets routine while still maintaining consistency and dependability for my clients. I truly enjoy incorporating pet care into my day and making sure each animal receives attentive, loving care. I understand that trusting someone with your pet and access to your home is a big responsibility, and I take that seriously. When caring for pets in a clients home, I carefully follow their routine, including feeding, walks, medications and any special instructions. I always make sure pets are safe and secure and I treat every home with respect and care. My goal is to provide reliable, loving care so both pets and owners feel at ease.
About: I have taken care of both cats and dogs for five years, I am an owner of a tuxedo cat who was diagnosed with toxoplasmosis, worms, and feline covid. He also needed stomach surgery before the age of two months (he had a pink spot on his belly when we adopted him). Five years and a lot of vet visits later, he is now happy, healthy, and charismatic! in terms of dogs, while I have not had the pleasure of adopting one myself; I have taken care of my sisters cockapoo on and off for the last five years. He is super loving and friendly, also very energetic to say the least. I have always loved him no matter how hyper he is, and have learned that when you meet a dog where they are at, you gain an appreciation and respect for them! I am an actor and and looking for part-time work; Currently I am available when I am not working a gig and/or once I start part time work. I am very flexible and will try my best to accommodate your schedule! I believe in meeting pets where they are at. I am familiar giving medicine to cats and accommodating both cats and dogs as needed. I am able to feed and walk dogs as needed, and am able to purchase supplies if spoken about beforehand!
About: Growing up with dogs taught me something early: pets are family. Outside of my full-time remote tech consulting gig, I provide high-touch based pet care for families throughout Westchester and Manhattan. My goal is simple: create a calm, trusted second home where your dog feels genuinely safe and loved. I intentionally keep bookings limited so every dog receives individualized attention, consistency, and companionship. Whether your pup is energetic and playful, senior, recovering from surgery, or simply loves a calm environment, I tailor care around their exact routine and personality. What makes Kristine different: ✓ 100% work-from-home flexibility ✓ Fenced backyard + Hudson River walks ✓ Real-time photo/video updates ✓ Pick-up/drop-off assistance available ✓ Medication administration experience ✓ Senior & post-surgery support ✓ Calm, low-volume household ✓ Overnight house sitting with light home care included For pet parents who home-cook meals, I’m also happy to prepare fresh dog meals in my home using your provided ingredients. For house sitting clients, I believe premium service should feel complete. In addition to caring for your pet, I help maintain peace of mind by bringing in packages/mail, taking out trash, watering plants, and keeping your home tidy. I’m building long-term relationships with both dogs and their owners. Many of my clients become repeat families, and that trust means everything to me. Let’s schedule a meet & greet and see if we’re a great fit for each other. 🤍 My work-from-home schedule provides complete flexibility for boarding, house sitting, walks, feeding, and bathing. I have my own vehicle to help with pick-ups and drop-offs. My home has a fenced backyard, and located close to the Hudson River, offering safe outdoor access and scenic trail walks. For house sitting, I maintain your pet's exact routine in their familiar environment while also helping collect mail/packages, watering plants, and light cleaning to ensure you return to a tidy home.
About: I love all types of animals all shapes and sizes and welcome them into my home. I would be honored to have your pet in my care and would treat them as if they were my own. I would provide them with anything they needed and any type of service. I would never mistreat any living thing. I am able to care for animals with any type of special needs or if they need to be given any type of medication. I have a very flexible schedule, so if you needed me on very short notice, I would be there without a doubt. I really hope to be taken into consideration when a family needs their pet to be taken care of. I would be a great choice for your dog! 😊 Also, FYI, the prices on my profile can be negotiated, those were just the default settings so I left them as they were, let me know if you want to discuss different prices, I will be totally fine with that! I currently work at a Doggy Daycare/Pet Hotel so I am very used to being around pets of all shapes and sizes! My usual day consists of picking up after all the dogs, making their food feeding them. And of course, playing with them! my favorite part of my job is when it’s camp time for me and the dogs! I hang out with them in a playroom and we have so much fun that they’re so tired by the end of the day! I have a large, fenced yard with plenty of room for your pet to run around as much as they want! I also have a small cat and a pug. My pug is very friendly and will welcome your doggy with open paws 🥰
About: Surrounded by doggy siblings growing up and now as an auntie to my nieces and nephews, I love to care for your furry children! Your pets will be in great hands. I currently work in a hybrid schedule at my 9-5. I enjoy caring for doggy friends on the weekends and before and after work when needed. I am constantly on top of making sure pets feel at home and comfortable in a new space. I will also make sure pets feel safe and loved when in their own space.

“Kathleen is awesome! She showed up on time everyday (even in bad weather!) and took great care of Sundae and Amber during drop-in visits. She followed our instruction and is responsible, nice, patient and easy to communicate with. I would definitely book her service again next time!”

“Martin was amazing with my two dogs. He spent the time to built their trust and love and took them on long and engaging walks which left them exhausted. I 100% recommend him.”
About: I have loved dogs since I was a child and have always felt a special connection with them. I’m an active, outdoorsy young woman, and my energy helps dogs feel happy, comfortable, and cared for. I can keep your pup safe and cared for in my home, take them on long walks, play with them, and make sure they always feel comfortable and loved — just like they’re at home I’m currently work with amazing family take care of two boys and an adorable dog(Penny) so I have mornings free and weekends off I can also do overnight very flexible I can keep your baby safe in my place go for a long walks play, fit them and always make feel lik they’re at home.
About: With over 10 years of hands-on experience caring for dogs, cats, and other animals, I provide loving, reliable, and attentive pet sitting services. I’ve worked with pets of all ages and temperaments, including seniors and those with special needs, ensuring they feel safe and happy while you're away. Pet care is a natural part of my daily routine. I prioritize morning walks, midday check-ins, and evening playtime, ensuring pets receive consistent attention and affection. Weekends often include longer outings or special enrichment activities, making sure each pet feels loved and engaged throughout the week. In my home, pets enjoy a safe, clean, and cozy environment with plenty of playtime, cuddles, and routine care. In clients’ homes, I follow their specific instructions closely—maintaining feeding schedules, administering medications if needed, and keeping pets comfortable in their familiar surroundings. I treat every pet like family, ensuring they feel secure and loved.
About: I provide calm, one-on-one care for dogs who do best with consistency, close supervision, and a peaceful home environment. I have hands-on ASPCA volunteer experience and 15 years caring for my own dog, Peggy, and I’m especially comfortable supporting dogs with medical needs, anxiety, or those who require extra patience and structure. Because I work from home, I’m able to provide consistent supervision throughout the day rather than leaving dogs alone for long stretches. I follow each dog’s routine closely, including meals, medications, potty breaks, and rest, while maintaining a predictable environment that helps dogs settle quickly and feel secure. Safety, structure, and clear communication guide everything I do. I provide a calm, clean, and well-supervised environment where dogs are closely monitored at all times and never left unattended.
“I was devastated at the thought of leaving my dog while going on a trip to Europe (I rarely travel for this reason). I found Corinne on Rover and she immediately put me at ease that my dog would be well taken care of while I was away. Corinne was outstanding at communicating with me before, during, and after my trip and I could not have been happier with how she sent me pictures and updates every day! Corinne exceeded all expectations in the care she took of my doodle with thoughtfulness, proactive actions when she noticed he could get into trouble when getting into areas he should not be in, playing with him, giving him treats, and asking great questions if she had any concerns! She is smart, organized, thorough, and proactive with everything she does. I didn't think it was possible to not worry while I was away, but Corinne managed to put me at ease which was not easy to do. I am very overprotective of my pup and I owe so much to Corinne for dealing with all my notes, directions, and separation anxiety, hahaha. I highly, highly recommend Corinne, she was outstanding and will use her again a million percent when ever needed. I may even think about travelling more because of her! Thank you again Corinne, we really appreciate you!”

“Marshall is so polite, a wonderful listener and very thorough; thoughtfully asks important questions and clearly cares about my cat's welfare, which provides me peace of mind and comfort when traveling/being away from my pet, knowing she is in great, capable hands.”


About: I've been around animals and taken care of pets my whole life. I am here for whatever your pet's needs are. Experience with puppies to senior dogs. I am working FT, so I am available Mon - Fri in the early mornings (6 am) evenings (after 5 pm) and anytime on the weekends. I am flexible with whatever you need me to do for your pet, whether it be daily walks (time specification by owner), specific playtime or feedings, simple medications.
“Noel has been great with Xander my senior pup. She is very attentive and caring. She pays attention to details and takes great pictures. I know they have good times together. 😃”

About: I've had dogs since I was a little girl and I love animals! I have experience walking dogs, pet sitting, babysitting, and housesitting. I love all animals no matter age or size. I'm currently working part-time so I am available most days including weekends! I am not available on Fridays. I am happy to help any other day. I can easily crate your dog if needed. I can keep your pet on a leash as well as avoid pulling on a walk. If your pet likes parks I would gladly take them!
Ossining dog parents share their Rover experiences
Brandon took care of Rocky like he was his own! Great service all around. Trust worthy, friendly, respectful and honest. Always gave great feedback and pictures of the daily walks. All around great to work with and I’ll be contacting him again in the near future
Popular requests near you
Select a filter and find qualifying Ossining sitters!How Rover works

1. Search
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Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
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Reservation protection
It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Ossining.
Rover makes it easy to find Ossining dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog 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 dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.





