Dog Walking Ossining

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Sitter Profile Image: Maddie D.
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Maddie D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
83 reviews
28 repeat clients
10 years of experience
Croton-On-Hudson, NY, 10520

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.

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Emily H.
Sitter Profile Image: Isabel E.
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Isabel E.
Star Sitter
from
$14
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
25 years of experience
Croton on Hudson, NY, 10520

About: Ive always been around animals all my life I had two dogs when i was kid and I currently have two rescues dogs most of my dogs have been rescues and also have two small animals hamster and guniea pig Im currectly unemployed but ive been around animals all of life to know i love working with animals and aniamls pet owners I love meeting new people and dogs I have fenice in yard with that my dogs and there doggie friends love to play in and my dogs both crated train but they sleep in my mom room

Sitter Profile Image: NALLELY V.
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NALLELY V.
from
$22
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Ossining, NY, 10562

She was amazing with Zoey.

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Nathalia A.
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
9 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: Brandon F.
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Brandon F.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
16 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: Julia I.
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Julia I.
from
$16
per walk
1 year of experience
Chappaqua, NY, 10514

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.

Sitter Profile Image: Valerie S.
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Valerie S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
8 reviews
7 repeat clients
23 years of experience
Sleepy Hollow, NY, 10591

About: I love all types of animals all shapes and sizes and welcome them into my home. I would be honored to have your pet in my care and would treat them as if they were my own. I would provide them with anything they needed and any type of service. I would never mistreat any living thing. I am able to care for animals with any type of special needs or if they need to be given any type of medication. I have a very flexible schedule, so if you needed me on very short notice, I would be there without a doubt. I really hope to be taken into consideration when a family needs their pet to be taken care of. I would be a great choice for your dog! 😊 Also, FYI, the prices on my profile can be negotiated, those were just the default settings so I left them as they were, let me know if you want to discuss different prices, I will be totally fine with that! I currently work at a Doggy Daycare/Pet Hotel so I am very used to being around pets of all shapes and sizes! My usual day consists of picking up after all the dogs, making their food feeding them. And of course, playing with them! my favorite part of my job is when it’s camp time for me and the dogs! I hang out with them in a playroom and we have so much fun that they’re so tired by the end of the day! I have a large, fenced yard with plenty of room for your pet to run around as much as they want! I also have a small cat and a pug. My pug is very friendly and will welcome your doggy with open paws 🥰

Sitter Profile Image: Hansol K.
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Hansol K.
from
$25
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: Jessica D.
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Jessica D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
13 reviews
6 repeat clients
20 years of experience
Croton-On-Hudson, NY, 10520

Jessica saved our lives! She is absolutely amazing—so caring, dependable, and genuinely wonderful with animals. We’re incredibly grateful for her.

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Andrea
Sitter Profile Image: Kristine R.
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Kristine R.
from
$35
per walk
5.0 out of 5 stars
26 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: Yasmeen E.
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Yasmeen E.
from
$30
per walk
5.0 out of 5 stars
45 reviews
25 repeat clients
6 years of experience
Ossining, NY, 10562

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.

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Kristina E.
Sitter Profile Image: Nicole C.
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Nicole C.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Ossining, NY, 10562

Very responsive and communicated well with my pup! Thank you very much

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Sarah B.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$27
per walk
20 years of experience
Ossining, NY, 10562

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.

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: Kate M.
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Kate M.
from
$25
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Millwood, NY, 10546

Kate is caring and very responsive!

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Alexandra C.
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: Carolina N.
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Carolina N.
from
$35
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Pleasantville, NY, 10570

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.

Sitter Profile Image: Woof L.
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Woof L.
from
$30
per walk
4.7 out of 5 stars
58 reviews
16 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: Georgina J.
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Georgina J.
from
$20
per walk
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: Casey B.
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Casey B.
from
$35
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Ossining, NY, 10562

About: I grew up with all sorts of pets- rescue dogs, a cat, rabbits, hamsters, a guinea pig, freshwater fish, and a parakeet! In 2021 I started venturing into pet-& house-sitting more seriously when a family friend asked me to look after her senior doggo, three aquatic turtles and two cats. It didn't take long before her neighbors started chatting with me on our walks and asked me to pet-sit for them too. I've been staying busy ever since - mostly via word-of-mouth referrals. Client count so far: 8 dogs, 12 cats, 3 turtles, and countless plants! I have experience administering oral medications (pills and syringe), taking care of seniors with medical issues, and supporting pups through scary fireworks and storms. I take special pride in my ability to win over even the shyest fur baby. So far, I have a perfect streak and no intention of losing it! I am detail-oriented and make sure I leave every home as clean (or cleaner!) than I found it. I have an extra soft spot for rabbits, so if you're reading this, I'm your girl! 🗓 Schedule: I live in Ossining, NY and have a consistent dog walk client (1 afternoon walk, Tues-Fri) in Mount Kisco, NY. Reliable car - open to traveling longer distances for overnight stays of 2 nights or more. I am currently working part time/seasonally with a local theatre company. So I have lots of downtime, especially between productions. Even when I'm in-production, my weekday mornings and afternoons (before 3pm) will still be mostly free. My summers book quickly, with current clients getting first dibs! 🏠 Pet/housesitting: ❗️Must do a meet and greet, and book a walk first. 🦴 Feedings, up to 3 walks/day, and not left alone longer than 3-4 hours. 🌙 Overnight stay unless otherwise specified. 🌱 Plant & house care ✏️ If your pet/home requires additional work, I'm happy to accomodate but I may need to adjust my rate accordingly. Simply put, I treat your pet like I'd treat my own. I'll follow any instructions given and be sure to give them extra love and attention.

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

Dog parents share their Rover experiences - Ossining

1 / 1
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 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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