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.
About: I have had my own pets since I can remember ranging from cats, dogs, iguanas, hamsters, fish, salamanders, hermit crabs, and even chicks. Growing up, I spent my summers on my grandfather's farm raising cows, horses, pigs, cats, dogs, chickens and a rooster. I don't have and human kids but I have raised many fur babies. I am the go-to person for family and friends, especially for pets with very specific care instructions. I am in NYC; I drive and have a pretty flexible schedule at this time. My career outside of pets includes Human Resources Management and Operation Director at different schools. I am currently working for myself as a treat maker so I am very flexible with time. I also have a clean license and reliable transportation. I am currently in NYC but can travel to Westchester County and northern NJ as well. I love when a client gives me detailed instructions and will follow them to a tee. I am a very organized person with a high attention to detail who often goes above and beyond in everything I do. Because I have worked with children and at schools, I have been fingerprinted by NYS/NYC, Dept of Health and the NYC Dept of Ed.
“Margaret has been a great walker for our German shepherd. She’s considerate and goes the extra mile! I really appreciate being able to see the walk timer and the map that comes along. Thank you dear!”
“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.”
About: I have 2 cats of my own, Bamba and Gleeda, for 10 years. I have done cat sitting (litterbox done of course) and dog walking (various ages and breeds) for a few years now. I have experience handling multiple dogs at a time, various pets in a household, and no issue with stronger breeds or stubborn cats. Being a college student, I have a flexible schedule that allows me to be available many times of the day especially the afternoon or mid-day. I always follow the client's instructions explicitly and care for their pets and property as my own. I understand that everyone has a different routine, requests, and values and I honor them all respectfully.
About: Animals are a central part of my life and always have been. I’ve cared for everything from dogs and cats and more, and I truly treat every animal like my own. I understand how stressful it can feel to leave your dog with someone else, so I focus on providing attentive, loving care you can fully trust. P.S. I have a soft spot for snuggly pups and love long walks. I am currently an online college student with a very light course-load! So I have lots of flexibly and time to care for your pup! I have a fully fenced( with the exception of the driveway entrance- which can be fenced off while your pup plays outside) two acre property with 8ft deer fencing. I have two 60ish pound dogs who are very friendly and low key. Our dogs free roam the house yours can as well or can be in a crate if your prefer. We are pretty active and love to go on long sniffari walks!
About: Long time pet parent with experience ranging from cat care to dog walking and even farm animal sitting! Happy to help you and your family take the stress out of pet care. I am available in mornings, some mid-days and evenings for walks and drop ins. My flexible work schedule allows me to be available for you and your pets' needs. Your pet will receive seamless care that keeps them happy, healthy and safe. They won't even notice you're gone! Their routine will be meticulously followed.
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.
“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!”
About: I love animals and have personally raised half a dozen cats. I have three years of experience as a vet tech and am comfortable taking care of pets with medical needs. I’m able to travel for house sitting and can walk dogs near work or home. I work evening hours full time & am available overnight and in the morning. I have a flexible schedule and am able to drop in or stay overnight. I live in Peekskill & work in Valhalla and can travel to you.
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.
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 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: 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.
“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.”
The median cost per walk for dog walking in Ossining is $24
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?
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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 walkers who will treat your dogs like family
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
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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 on Rover is $22 per walk as of October 2026. Most bookings cost between $11 and $33 per walk. 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 25,673 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 a map of the walking route , 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 Rover Guarantee , 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 Rover's Trust & Safety page .
Yes, you can find walkers who have experience with handling special pet needs in Ossining. On Rover:
- 87% of walkers can help with special care needs
- 92% can help with giving oral medications or injections
- 96% 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 Meet & Greet .
walkers 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 walker.
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