Dog Walking Ossining

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 77
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.

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Sitter Profile Image: Yasmeen E.
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Yasmeen E.
from
$30
per walk
5.0 out of 5 stars
45 reviews
26 repeat clients
6 years of experience
Ossining, NY, 10562

Yasmeen did a great job walking our two pitties. She arrived on time and followed all of our instructions perfectly. We appreciate that she asked great questions at the meet and greet. Yasmeen has great availability and we would trust her with our babies any day. Thanks so much!

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Brittany M.
Sitter Profile Image: Brandon F.
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Brandon F.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
20 reviews
4 repeat clients
7 years of experience
Ossining, NY, 10562

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.

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Doreen C.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
49 reviews
31 repeat clients
11 years of experience
Briarcliff Manor, NY, 10510

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!

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Alexandra M.
Sitter Profile Image: Hansol K.
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Hansol K.
from
$30
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Ossining, NY, 10562

Hansol was great with Tucker! Will definitely hire her again!

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Sarah W.
Sitter Profile Image: Yurany E.
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Yurany E.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
23 reviews
11 repeat clients
15 years of experience
Sleepy hollow, NY, 10591

Yurany is wonderful, she walked our dog while we were on vacation - she was totally reliable, communicative and great with our pup. Highly recommend.

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Kate D.
Sitter Profile Image: NALLELY V.
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NALLELY V.
from
$24
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
Ossining, NY, 10562

She was amazing with Zoey.

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Nathalia A.
Sitter Profile Image: Becky H.
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Becky H.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
78 reviews
32 repeat clients
15 years of experience
Thornwood, NY, 10594

About: I have had experience with dogs of all breeds since I was 16 years old when I worked as a kennel tech! I was also a volunteer at the Human Society and mostly worked in the cat room - spending time and cuddles and cleaning their living area. I know that the care of your pet is the most important thing to feel secure about when going on vacation or out of town. In addition to years of care sitting for both cats and dogs, I volunteered in South Africa and cared for baby baboons! I know your pet is unique and I will follow all instructions given to ensure your peace of mind, your pet’s safety, and will send pictures daily! I transitioned from the corporate world to and now do this full time, so I am flexible and available at all times to keep your pet’s schedule on track! I care and respect your home just as much as I love animals. If I am in your home, I will follow all instructions as given and am happy to send as many pictures as you request during my stay. This is my full time job so making sure your pets stay on schedule is my priority! It can be overwhelming when owners leave, so maintaining their routines helps ease everyone’s anxiety! I respect your home as if it were my own! I ensure to keep areas clean and respect all areas of the house! I am also happy to do light tasks such as watering plants and brining in your mail. :)

Sitter Profile Image: Kristine R.
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Kristine R.
from
$35
per walk
5.0 out of 5 stars
28 reviews
6 repeat clients
7 years of experience
Croton-on-Hudson, NY, 10520

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!

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Blake S.
Sitter Profile Image: Nahomi B.
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Nahomi B.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
17 reviews
3 repeat clients
10 years of experience
Croton-on-Hudson, NY, 10520

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. ❤️

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Lauren F.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
36 reviews
17 repeat clients
15 years of experience
Montrose, NY, 10548

Chris is a friendly and reliable dog walker! He is very communicative, and cares very much about Bonnie. He sent Rover cards and plenty of pictures of my big baby.

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Alexandra C.
Sitter Profile Image: Catherine C.
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Catherine C.
from
$25
per walk
5.0 out of 5 stars
1 review
1 repeat client
15 years of experience
Ossining, NY, 10562

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.

Sitter Profile Image: Laura K.
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Laura K.
from
$25
per walk
15 years of experience
Ossining, NY, 10562

About: Animals have always been a huge part of my life, and I genuinely love spending time with dogs of all sizes and personalities. I grew up with two dogs and now have one of my own. I’m patient, dependable, and love making walks fun, engaging, and safe. You can count on me to provide updates, lots of care, and happy tails after every visit! I have a rescue- 12 year old miniature schnauzer who still has the energy of a puppy. I love to play with him when he gets the zoomies but am patient when he gets tired and feels like going on slower walks. I hope to meet your fur baby soon! I work a hybrid schedule. I am mostly home on Mondays and Fridays and weekend work as well, but sometimes my days vary. I am flexible. I do not have a yard as I live in an elevator building. I walk my dog around town and take him to parks. Currently, the only service I wish to provide is dog walking.

Sitter Profile Image: Derek O.
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Derek O.
from
$25
per walk
40 years of experience
Ossining, NY, 10562

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.

Sitter Profile Image: Woof L.
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Woof L.
from
$30
per walk
4.7 out of 5 stars
58 reviews
21 repeat clients
15 years of experience
ossining, NY, 10562

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.

Sitter Profile Image: Griffin B.
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Griffin B.
from
$25
per walk
5.0 out of 5 stars
8 reviews
4 repeat clients
5 years of experience
Croton-on-Hudson, NY, 10520

Griffin was a great caretaker for our older dog while we were away for a week. He was very reliable and communicative and is very caring. He provided our dog great exercise and company during his visits while we were away. I highly recommend Griffin!

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Sheila L.
Sitter Profile Image: Kate M.
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Kate M.
from
$25
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Millwood, NY, 10546

Kate is caring and very responsive!

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Alexandra C.
Sitter Profile Image: Georgina J.
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Georgina J.
from
$20
per walk
5.0 out of 5 stars
2 reviews
5 years of experience
Briarcliff Manor, NY, 10510

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.

Sitter Profile Image: Jane H.
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Jane H.
from
$20
per walk
5.0 out of 5 stars
4 reviews
7 years of experience
Briarcliff Manor, NY, 10510

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!

Sitter Profile Image: Sarah S.
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Sarah S.
from
$20
per walk
5 years of experience
Croton-on-Hudson, NY, 10520

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.

Sitter Profile Image: Eleanor H.
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Eleanor H.
from
$30
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
8 years of experience
Briarcliff Manor, NY, 10510

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.

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The median cost per walk for dog walking in Ossining is $24

Dog parents share their Rover experiences - Ossining

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5.0 out of 5 stars

Isabel was very welcoming and put us at ease during our vacation. She gave us daily updated with pictures. Thank you so much Isabel!

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Stephen B.
Dog Walking
5.0 out of 5 stars

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.

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Vickie M.
Dog Walking
5.0 out of 5 stars

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!

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Alexandra M.
Dog Walking
5.0 out of 5 stars

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!

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Blake S.
Dog Walking
5.0 out of 5 stars

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.

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Doreen C.
Dog Walking
5.0 out of 5 stars

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.

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Tatiana O.
Dog Walking
5.0 out of 5 stars

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. ❤️

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Lauren F.
Dog Walking
5.0 out of 5 stars

Emily is the best. Very reliable, has come through in the pinch for us many times. Our dog loves her, always happy to see her, and when we mention that Emily is coming today. Thanks Emily

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Christopher O.
Dog Walking
5.0 out of 5 stars

Stacie is amazing! I highly recommend her. She's responsive, on time, professional and clearly loves dogs. We love the way she engaged with our dog—walked him, played fetch, gave him a a few treats. He was very happy.

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Rosena S.
Dog Walking
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Popular requests for dog walking - Ossining

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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 September 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 September 2026, there are 25,585 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
  • 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 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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