Dog Walking Ossining
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 74 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: My whole life I have owned dogs, so I am very confident dealing with dogs of any size/age. Additionally, I am an animal lover and will make sure you always have updates on your pet! I am currently a college student on break, so I am available at almost all times of the day! Having two dogs of my own, I am used to frequent walks and playtime. I love taking care of my dogs, whether that includes going on long walks or running around the house playing, I am always interacting and keeping them entertained.
“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!”
“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.”
“Maddie is amazing with my dog and she is very reliable. She is always prompt, takes him on nice 30 minute walks and always leaves a detailed report. He can be anxious and pulls sometimes but she has fantastic control of him. I always feel confident that my dog will be well taken care of when Maddie is around. She also has been very flexible as sometimes we have had to switch dog walking days around due to mine or my husband’s schedule changes and Maddie is always quick to respond and has really helped us out in a pinch. We are eternally grateful that we met Maddie and now our dog has another trusted friend that he can rely on.”
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.
“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!”
“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.”
About: I’ve grown up helping care for my family dog, Cannoli, for the past 10 years, so I’m very familiar with daily pet care routines like feeding, walking, and playtime. I’m responsible, attentive, and genuinely enjoy spending time with animals, making sure they feel comfortable and well cared for. My schedule is flexible and allows me to dedicate time to pet care. I’m available most mornings and afternoons, as well as some evenings and weekends. I’m happy to adjust my schedule to meet your pet’s needs. I prioritize creating a safe, calm, and comfortable environment for every pet. I carefully follow each pet’s routine including feeding schedules, walks, and any specific instructions.
About: I've loved animals my whole life and grew up around animal shelters thanks to my sister, who is a veterinarian. I'm very active, play sports, and love walking, so I'm happy to keep up with dogs of any energy level. I treat every pet like they're my own and always focus on making them feel comfortable, safe, and happy. With school out for the summer, I have a very flexible schedule and plenty of time to dedicate to your pets. I'm available throughout the week and can easily accommodate your dog's routine and walking needs. Whether your pet needs a quick walk, extra exercise, or regular visits, I'm happy to work with your schedule. I believe great pet care goes beyond just the walk itself. I take the time to make sure each pet is safe, comfortable, hydrated, and ready for our outing. I pay attention to their individual needs, whether that's extra playtime, a slower pace, or lots of exercise. I also help keep their space clean and comfortable so both pets and owners can feel at ease knowing they're in good hands.
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.
“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
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 for Dog Walking in Ossining on Rover is $22.2 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of August 2026, there are 25,507 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 services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Ossining.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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
- 97% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.
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