Dog Walking Ossining
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 87 pet parents in Ossining have booked dog walking
Ossining, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I booked Yasmeen last minute to walk my Roxy for the week. She was fantastic. She had no problem accommodating my requests. I got updates and pics of their walks. I will definitely be booking again.”
“Brandon was wonderful with Poppy, he is calm and gentle with lots of knowledge about dog behavior. Poppy was so happy on their walk and wanted to leave with him when he left. lol I highly recommend him.”
“I totally lucked out finding Griffin through Rover. He was friendly, communicative, and quickly got to know my dog, Poppy's, personality and needs. I felt very secure having him take her out for walks while I was working. He was safety minded; thinking about the right place to walk with her, using a harness, and being mindful of ticks. I think Poppy loved her time with him and I wouldn't hesitate to use him again.”
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.
About: I’ve taken care and loved dogs since I was 8. Ive been a foster for several dog shelters and had the pleasure of taking care of those who needed a home, even if it was temporary. I have dogs of my own back at home and take very good care of them! I’m patient and love raising dogs and am more than willing to take care of ones that aren’t mine! I am currently a student so I’m not working at this moment. With an open weekly schedule, all you have to do is let me know when you need me! If I am a sitter then I would just stay at your house while you are away of course! I’m always available on weekends too. I would visit and walk the dog as needed without making a mess in your home! I am comfortable with any type of dog! With my own dogs, I walk them constantly throughout the day and keep them on a consistent schedule.
“We are so grateful to have found Joseph. Our mini poodle is quite skittish around people other than family, and Joseph showed great patience and understanding with her, allowing her to get comfortable on her own timeline. Now when he arrives, our dog is thrilled to see him and comes home from walks happy and relaxed. We also appreciate Joseph's dependability and reliability; we trust him completely.”
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.
About: Hi! My name is Jenn and I rescued Jasper 3 years ago. We love taking walks at the Kensico Dam, going to the beach and the dog park. I am a reliable dog walker and animal lover with experience caring for happy pups. I treat every dog like my own family. You get safe walks, fun playtime, and great photo updates every single time. I am currently working from home with a flexible schedule, so I have plenty of time to care for your pet! I am available daily for walks and sitting on the weekends. Your pet will get maximum engagement and company during the all services as if they were my own. Caring for pets requires following their specific routines and keeping them safe during walks or daytime sitting. I have a friendly dog to keep your fur baby company and I will provide photos and messages about your pet's service.
About: I’ve been caring for pets for several years and have experience with dogs of different sizes, ages, and personalities. Friends, neighbors, and family members have trusted me to feed, walk, play with, and care for their pets while they were away. I’m reliable, patient, and love making pets feel comfortable and safe. I can also help with routines, exercise, and giving lots of attention and care. I am currently working a 9-5 Monday through Thursday But available Friday- Sunday at anytime. If needed I can come after work if I am available I provide care in clients’ homes so pets can stay comfortable in their familiar environment. I always follow feeding schedules, walking routines, and any specific instructions to make sure your pet feels safe, cared for, and happy while you’re away. I’m respectful of your home, reliable, and will give your pets plenty of attention and care.
“Grace was wonderful with our Jack Russell pup! She was so caring and attentive, and we felt completely confident knowing our pup was in the best hands. We highly recommend Grace and are so grateful for the wonderful care she provided. Thank you so much 🐾❤️”
“Would 100% recommend Italia!! She did wonderful with my senior dog. His health isn’t very good and she was patient with him and made him feel very comfortable. I couldn’t have asked for a better dog walker!”
The median cost per walk for dog walking in Ossining is $25
Dog parents share their Rover experiences - Ossining
Maddie was exceptional. We were from out of town camping at the park and needed someone to let the dogs out on the days we were out sightseeing. She made a point meet us and the dogs the day prior and was prompt and conscientious on all days with photos and a report. We felt very comfortable leaving them in her care and highly recommend her.
I'm so grateful for Kristine and her help with my foxhound Cersei. I'm a single dog-parent and Cersei is a lot of work. Kristine is punctual, attentive, includes photos (in which Cersei is always smiling), and goes above and beyond to make sure Cersei is cared for. I can't recommend Kristine more highly!
Quedé totalmente encantada con el cuidado que le dio a mi mascota. Fue responsable, cariñosa, atenta y muy comprometida en todo momento. Me mantuvo informada con fotos y mensajes, lo que me dio muchísima tranquilidad. Se nota el amor y la dedicación con la que hace su trabajo. La recomiendo al 100% y sin duda volveré a contratarla. I was totally delighted with the care he gave to my pet. She was responsible, affectionate, attentive and very committed at all times. He kept me informed with photos and messages, which gave me a lot of peace of mind. You can see the love and dedication with which he does his job. I recommend it 100% and I will definitely hire it again.
Nahomi was very responsive, prompt, and professional. She communicated clearly and took great care of Kona. I felt completely at ease knowing Kona was in good hands. It’s clear she’s reliable and truly cares about the dogs she works with. Kona gives her 4 paws 🐾🐾! I would absolutely book with her again and highly recommend her to anyone looking for a dependable dog walker. ❤️
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.
How to book dog walking
1. Search
Browse profiles of walkers near you who offer dog walking.
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 walking - Ossining
Select a filter and find qualifying sitters offering dog walking.Sitters in Ossining average 4 repeat dog walking clients
FAQs for Dog Walking - Ossining
Frequently asked questions about Rover
The average cost of Dog Walking in Ossining is $22 per walk as of October 2026. Most bookings cost between $11 and $33 per walk. On Rover, walkers 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 25,481 sitters on Rover offering Dog Walking across Ossining. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Ossining. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Ossining after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the walk begins.
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 , which provides up to $25,000 in eligible veterinary care reimbursement.
Every walker 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 .
Yes, you can find walkers who have experience with handling special pet needs in Ossining. On Rover:
- 83% of walkers can help with special care needs
- 88% 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.
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 walker 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 walker 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 walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , 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 walker.
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