Dog Sitting Ossining
Book a Ossining dog sitter to watch your dog in your sitter’s home or yours.

Over 83 pet parents in Ossining have booked dog sitting
Ossining, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: I’ve had dogs my whole life and have always been very involved in their care, from daily walks and feeding to grooming and play. I’ve also taken an active role in training my dogs, helping them build good habits and feel comfortable and secure in their environment. Being around animals comes very naturally to me, and I genuinely enjoy making sure they feel safe, loved, and well cared for. I understand how important it is to trust someone with your pet, and I treat every animal with the same attention and kindness I would give my own. I work full-time during the day, but I make time in my routine for pet care because it’s something I genuinely enjoy. I’m available on weeknights and weekends, and I love using that time to stay active—whether that’s going on walks, spending time outdoors, or giving pets the attention and care they need! Pet care fits naturally into my schedule, and I’m committed to being reliable, present, and attentive whenever I’m with your pet. I provide care in my client’s home so pets can stay comfortable in their own familiar environment. I do my best to follow their usual routine closely, including feeding schedules, walks, playtime, and any specific instructions you provide. I’m attentive to each pet’s personality and needs, whether that means being active and engaging or calm and patient. I also treat your home with the same respect and care as I would my own—keeping things clean, secure, and organized. My goal is to make your pet feel safe, relaxed, and well cared for while giving you peace of mind while you’re away!
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 🥰
About: I have been around dogs my entire life! My family dog of 12 years passed away last year, but she definitely taught me a lot. I have experience with dogs of all ages, even senior dogs! I am a recent college graduate (Bucknell University Class of 2024!) taking a gap year before pursuing a master's degree. This means my schedule for the time being is incredibly flexible, and I can help accommodate to your scheduling needs! I happily follow all instructions left for your pet care, and am happy to send consistent updates about your pets well-being! Whatever makes you most comfortable in your home!
About: I’ve worked under great trainers in daycare settings. I’ve worked with many different breeds and learning how to redirect bad behavior into positives. I’ve worked with boarding for older dogs and have become familiar with different medications as well as being able to administer them. I have experience with a company that did drop ins, house sittings, & dog walks. i dont have a set schedule until June 8th. I've been working with dogs for many years & this job that i will be in is not in the dog field. I want to fit in dog walks in any way i can to grow my personal doggy business (: Dogs are my passion. I make sure to be very well informed of any medications, any reoccurring behaviors so I am fully prepared to assist with your pet. I’m respectful of your home & will be spending the best time with your pet! If you are looking to reinforce any training I’d like to know, to help with that process. I’d like to be aware of any allergies in case I have treats (: However I can help with your pet, it’ll be a pleasure! (:

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: I volunteered at my local SPCA for many summers when I was younger. I helped to clicker train dogs, made them treats, played with puppies and more. I have owned cats all my life and know how to properly socialize kittens. I have also been a dog walker and pet sitter on Wag!. I am a total animal lover and would love to get to know your furry friend(s). I have flexible schedule, ideally with a few days notice. I have gained a variety of experience over the years caring for both cats and dogs. I would love to work with you to provide excellent care for your pets! Feel free to reach out with any questions before we confirm a booking :) Currently very schedule is flexible, I would prefer weekday assignments for shorter shifts such as walks or drop ins, but I am open to weekend work for overnight sits I will follow any instructions given to ensure pets are comfortable and safe and cared for properly. Also refill any water bowls and such before leaving.
About: With over 10 years of hands-on experience caring for dogs, cats, and other animals, I provide loving, reliable, and attentive pet sitting services. I’ve worked with pets of all ages and temperaments, including seniors and those with special needs, ensuring they feel safe and happy while you're away. Pet care is a natural part of my daily routine. I prioritize morning walks, midday check-ins, and evening playtime, ensuring pets receive consistent attention and affection. Weekends often include longer outings or special enrichment activities, making sure each pet feels loved and engaged throughout the week. In my home, pets enjoy a safe, clean, and cozy environment with plenty of playtime, cuddles, and routine care. In clients’ homes, I follow their specific instructions closely—maintaining feeding schedules, administering medications if needed, and keeping pets comfortable in their familiar surroundings. I treat every pet like family, ensuring they feel secure and loved.

“Kathleen is awesome! She showed up on time everyday (even in bad weather!) and took great care of Sundae and Amber during drop-in visits. She followed our instruction and is responsible, nice, patient and easy to communicate with. I would definitely book her service again next time!”

About: I've had dogs since I was a little girl and I love animals! I have experience walking dogs, pet sitting, babysitting, and housesitting. I love all animals no matter age or size. I'm currently working part-time so I am available most days including weekends! I am not available on Fridays. I am happy to help any other day. I can easily crate your dog if needed. I can keep your pet on a leash as well as avoid pulling on a walk. If your pet likes parks I would gladly take them!

About: Dogs have been a part of my life for as long as I can remember. I have 10 years of hands-on experience caring for my own dogs and helping care for others of all breeds, ages, and personalities. I provide loving, attentive care and treat every dog like family. I’m patient, responsible, and enjoy spending time outdoors on walks, playing, and making sure dogs feel comfortable, safe, and happy. I truly believe dogs understand more than we think. I take the time to build trust, learn each dog’s unique personality, and give them the attention and affection they deserve while their owners are away. My background as a professional caregiver has taught me the importance of reliability, communication, and creating a safe environment for those in my care. I bring the same dedication to every pet I look after.
About: I’m currently an Animal Science major in college and I’ve had a lot of experiences working with a variety of animals. I’ve interned for several vet hospitals and worked for two dog training companies. I have a lot of experience handling daily care for many different breeds and ages and I am very knowledgeable on dog behavior. My schedule on the days available is very flexible. I am local and doing courses online. I am happy to work with you to best meet your pet’s needs! While I cannot care for other pets in my current home I am happy to do drop ins when needed. These can include walks, feeding, and enrichment!

About: I grew up in Oklahoma on 90 acres with cows, horses, cats, and dogs. I've always had a passion for animals and the outdoors. One of the unique experiences I offer is adventure outings for your pup. Living near the beach allows me to provide refreshing beach walks, and as an avid hiker, I also enjoy taking dogs on scenic trail adventures where they can safely explore and enjoy nature. I currently have two dogs of my own—a Miniature Dachshund and a German Shepherd mix we rescued. If your dog would benefit from a positive, supervised social outing, I’m happy to provide that as well. Growing up, I regularly cared for and walked neighbors’ and family members’ pets, so I understand how important it is to find someone you trust. My goal is to give you peace of mind while your pet has a fun, enriching experience. You can rest assured that your furry family members will be cared for and loved as if they were my own. As a full-time dog dad to my two pups, I maintain a flexible schedule and am readily available to help ensure your pets receive the care and attention they deserve. Whether it’s a quick neighborhood walk for exercise or an extended stay with a pet who needs a little extra companionship, I’m here to provide dependable, attentive care. My goal is to give you peace of mind while you’re away, knowing your pets are safe, happy, and fully cared for. I am committed to providing a high level of personalized care and attention to every client. I ensure that when you book a walk or service with me, your pets receive my full, undivided focus. This dedicated one-on-one time allows me to tailor each visit to your pet’s individual needs, personality, and routine. I also have a spacious SUV available for safe transportation if needed. For dogs who enjoy a little extra adventure, I offer nature hikes as an additional service, giving them the opportunity to explore and exercise in a safe, supervised environment. Feel free to send me a message with what you’re looking for, and I’ll respond as soon as possible. I look forward to connecting with you and your pets!
“I was devastated at the thought of leaving my dog while going on a trip to Europe (I rarely travel for this reason). I found Corinne on Rover and she immediately put me at ease that my dog would be well taken care of while I was away. Corinne was outstanding at communicating with me before, during, and after my trip and I could not have been happier with how she sent me pictures and updates every day! Corinne exceeded all expectations in the care she took of my doodle with thoughtfulness, proactive actions when she noticed he could get into trouble when getting into areas he should not be in, playing with him, giving him treats, and asking great questions if she had any concerns! She is smart, organized, thorough, and proactive with everything she does. I didn't think it was possible to not worry while I was away, but Corinne managed to put me at ease which was not easy to do. I am very overprotective of my pup and I owe so much to Corinne for dealing with all my notes, directions, and separation anxiety, hahaha. I highly, highly recommend Corinne, she was outstanding and will use her again a million percent when ever needed. I may even think about travelling more because of her! Thank you again Corinne, we really appreciate you!”

About: I have taken care of both cats and dogs for five years, I am an owner of a tuxedo cat who was diagnosed with toxoplasmosis, worms, and feline covid. He also needed stomach surgery before the age of two months (he had a pink spot on his belly when we adopted him). Five years and a lot of vet visits later, he is now happy, healthy, and charismatic! in terms of dogs, while I have not had the pleasure of adopting one myself; I have taken care of my sisters cockapoo on and off for the last five years. He is super loving and friendly, also very energetic to say the least. I have always loved him no matter how hyper he is, and have learned that when you meet a dog where they are at, you gain an appreciation and respect for them! I am an actor and and looking for part-time work; Currently I am available when I am not working a gig and/or once I start part time work. I am very flexible and will try my best to accommodate your schedule! I believe in meeting pets where they are at. I am familiar giving medicine to cats and accommodating both cats and dogs as needed. I am able to feed and walk dogs as needed, and am able to purchase supplies if spoken about beforehand!
About: I’ve always been around animals. I grew up with a cat and two dogs(shelties)! Have had a few on my own and fostered! They are so special to me! They are the soul of our home. I love taking care of other pups and giving all my love and care! I have taken care of a range of dogs and cats. I worked for a pet sitting company while I lived in Idaho. I’ve worked with big dogs, old dogs, puppies, dogs with physical disabilities, health issues and anxiety pups! I’m currently working from home with a very flexible schedule! I can’t stop by whenever and I am very active! If they need a walk or run that is no problem! I will give them so much love and cuddles! Walks if needed as well! I am very active and love playing fetch with doggies! I have expierence with old And young doggies. If they need medicine administered that is no problem!
About: My family has had big dogs our entire lives so I learned to take care of them from a young age. I love all kinds of animals! I work from home with a very flexible schedule so I can generally make most times work :) Happy to work around any schedule if needed! It’s definitely a priority to keep your dogs safe during a walk or a visit - my full focus and attention is on them 100% of the time!
About: I am a pre-veterinary science college student who has been taking care of animals since I was 8 years old. I have recently been involved in senior pet care as well as puppy pet care. As a pre-veterinary science major, I do a lot of research as well as hands-on activities on a weekly basis. I also partake in hands-on care at home with two dogs, one a senior and one a puppy. I am very thoughtful about others and their environment. I will take best care of both your pet and your home when being your sitter.
“Martin was amazing with my two dogs. He spent the time to built their trust and love and took them on long and engaging walks which left them exhausted. I 100% recommend him.”
The median cost per visit for dog sitting in Ossining is $25
Dog parents share their Rover experiences - Ossining
Brandon took care of Rocky like he was his own! Great service all around. Trust worthy, friendly, respectful and honest. Always gave great feedback and pictures of the daily walks. All around great to work with and I’ll be contacting him again in the near future
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 Rover works

1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Ossining sitters!Sitters in Ossining average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Ossining
Frequently asked questions about Rover
The average cost for Dog Sitting in Ossining on Rover is $21.4 per visit (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .
As of June 2026, there are 24,008 sitters on Rover offering Dog Sitting across Ossining. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Ossining stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Ossining choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter 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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Ossining with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Ossining. On Rover:
- 88% of sitters can help with special care needs
- 92% 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.
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 sitter.




