Dog Sitting Ossining
Book a Ossining dog sitter to watch your dog in your sitter’s home or yours.
Over 99 pet parents in Ossining have booked dog sitting
Ossining, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I've taken care of dogs since I was a kid. I take care of dog for friends and family or even neighbors. I tech them tricks or basic training things like drop, paw, leave it, seat etc. I have plenty of time to play with your dog and make it run outside or inside. I am a stay home mom and even weekends I work with my teenage daughter who is a pet lover too. I have a fence yard and two friendly dogs to keep your baby company. I also have crate in case if need it. they have plenty of toys to play and treats when they behave.
“First time booking with Caleigh, great communication and experience all around. One of our cats is almost by rule very slow to warm up to new people, has spent days under the bed when we have some houseguests, so we were surprised to see Noel out and about getting treats on Caleigh's first visit. Highly recommend!”
“Angus and Elphaba loved their visits with Corrine! She was responsive and professional. Would highly recommend for someone looking for help with their furry friends.”
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.
“Brittnay was great and came last minute for a check in and potty break. One of our dogs invisible fence collar had come off and she contacted me immediately because she knew Honey was a runner.”
About: I know how to care for dogs and cats alike based upon decades of experience with my own and relatives animals. I can keep up with the most active doggies. I work part-time and have the afternoons free to fill my schedule with pet care. I have flexibility if necessary and could include weekends at times. Your pet's well being is my first consideration. I know the signs of pets that are upset or not feeling well, and I try to keep everyone as happy as possible.
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.
About: I’ve grown up with dogs, and have a lot of experience with training, guided leash walking, and reactivity. I’ve cared for my five-year-old golden retriever since her puppyhood, and have gained a lot of experience walking with, trust-gaining, and loving on an anxious pup. I’m a proud new mom of a human, but my Moosie will always be my first born baby! I’d love to get to know and care for your pup, too :)! I am a school teacher, so I am pretty flexible on hours during the summer. Generally, I am available as follows: Monday- Friday: 10:00 am-7pm. I have a lot of experience walking dogs of all shapes, sizes, and strengths. My own dog is rather reactive, so I like to use walks as fun obedience training opportunities for pups! I find it makes the walk more interactive and bonding, while burning some extra brain energy for our furry friends. I personally appreciate when our walkers play with our girl and give her extra pets before and after walks, and I intend to do the same for yours as well! I will always respect your space and privacy.
About: Hello there! I am a 34 year old teacher who provides animal care all year long, part time during the year and full time during the summer 😊 I have pets of my own, a dog and cat, as well as experience volunteering at animal shelters. I was previously an assistant manager at a doggy day care where I did everything from basic care and cleaning of the facilities as well as bathing and drying dogs, feeding, administering medications, enrichment play, walks and of course…cuddles! I care for my own pets, 1 dog and 1 cat everyday by feeding, providing love and treats as well as walks and enrichment activities. For clients, it is summer time which means my schedule is very flexible to help you out as best as I can! I treat every animal with love and it is their space so they choose the pace! I make sure to let them approach me and read their body language for what they are comfortable with.
“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 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 your dog alone for long stretches. I follow routines closely, including meals, medications, potty breaks, and rest, while maintaining a predictable environment that helps your dog settle quickly and feel secure. Safety, structure, and clear communication guide everything I do. I provide a calm, clean, and well-supervised environment where your dog is closely monitored at all times and never left unattended.
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.
“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!”
“5 stars isn’t enough! Emily left very detailed notes and lots of photos. Both of my cats loved her, she has a calming presence that made them feel safe (even my normally scared/skiddish cat). She was able to give him his medicine easily which was the biggest relief while being away from home. She took amazing care of my home, she brought in my packages, cleaned the litter box and vacuumed the litter on the floor. Thank you Emily!!!”
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: For almost all of my life I have had either beloved cats or dogs. I can do long walks or cat playtime. I am also an animal advocate. My small dog with a big friendly personality, who recently passed at age 14, was epileptic and I kept her close. We were besties. I got to spend a lot of time with other dogs with her. Before that I always had cats, I get them, and I find them all cute and hilarious. I have a flexible schedule, mornings are best, right now Mon-wed.. Can take a long walk or just hang out with your animal. Weekends are great. I live in Somers and work part time in Pleasantville. So anywhere in between is great. Will not be caring for dogs in my home at this time, unless very small/tiny and quiet. I can come to your house happy to travel if for a longer stay.
About: I am a just starting at Pace Law and missing my animals deeply. I have made a summer job the past few years dog sitting. I have a wide variety of experience, from caring for three 60lbs+ lap dogs for a week to three cats I would barely see. I love every animal like it is my own (smothered in love) and I make sure to take lots of pictures (I can’t help it!). I am starting my law school journey and I am looking to schedule in some animal time. I am completely free after 4 most days for walks or dinner time and have open weekends. I have lots of experience with animals of many different needs and can easily adapt to instruction. I will be sure to love your baby and provide care above and beyond.
“Joseph always goes above and beyond as a pet sitter. He is an incredibly good communicator and I know that my dog is being well loved and taken care of under Joseph’s care. My dog is very active and still has lots of puppy energy, but Joseph remains patient with him and makes sure that my dog can safely get his energy out.”
About: My family has had big dogs our entire lives so I learned to take care of them from a young age. I love all kinds of animals! I work from home with a very flexible schedule so I can generally make most times work :) Happy to work around any schedule if needed! It’s definitely a priority to keep your dogs safe during a walk or a visit - my full focus and attention is on them 100% of the time!
The median cost per visit for dog sitting in Ossining is $25
Dog parents share their Rover experiences - Ossining
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
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
Browse profiles of sitters near you who offer dog sitting
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 sitting - Ossining
Select a filter and find qualifying sitters offering dog sitting.Sitters in Ossining average 6 repeat dog sitting clients
FAQs for Dog Sitting - Ossining
Frequently asked questions about Rover
The average cost of Dog Sitting in Ossining on Rover is $22 per visit as of October 2026. Most bookings cost between $11 and $43 per visit. 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 October 2026, there are 23,908 sitters on Rover offering Dog Sitting across Ossining. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Ossining choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 .
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 .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Ossining with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Ossining. On Rover:
- 88% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 95% 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.
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Connect anywhere with the Rover app
