Dog Sitting Ossining

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Over 81
pet parents in Ossining have booked dog sitting

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Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Caleigh F.
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Caleigh F.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
92 reviews
31 repeat clients
15 years of experience
Tarrytown, NY, 10591

Booked Caleigh for a somewhat impromptu trip of town- appreciated her quick response and flexibility. She was communicative and a wizard with our shy cats. Thank you so much ☺️

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Emily A.
Sitter Profile Image: Danny D.
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Danny D.
from
$15
per visit
5.0 out of 5 stars
82 reviews
33 repeat clients
20 years of experience
Pleasantville, NY, 10570

Great experience with Danny cat sitting. He took the job on relatively short notice, followed our instructions exactly, always checked in, and was completely reliable and responsible. A+ sitter!

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Brendon T.
Sitter Profile Image: Brittany K.
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Brittany K.
from
$30
per visit
5.0 out of 5 stars
19 reviews
2 repeat clients
9 years of experience
Croton-On-Hudson, NY, 10520

About: Hi! I'm Brittany. Nice to meet you! I have around 9+ combined years of experience petsitting and a lifetime of experience around animals. I have always loved animals and started dogwalking as a small side job in 2012 in highschool. I got my real start in 2018 working full-time for a small pet-sitting business, where I learned the ropes and built the skills I still use every day. Since about 2020 I have branched off independently and have continued to be a loved local petsitter for many clients in my area. Other than petsitting I work at a local pet store, if you know me please say hello! I value myself as trusted petsitter in my community, with many of my clients existing through referrals, past pet sitting connections, and from the pet store where I work. Several of my independent clients have also been kind enough to leave me Rover reviews during my initial arrival here. Most of my business actively continues through those channels, but I decided to keep Rover as a way to add a little extra outreach and connect with new families. Please let me know if you would like any extra references for your comfort. I am excited for the chance to meet more furry and non furry friends. I have experience caring for all kinds of pets including super seniors, puppies and kittens, and dogs and cats with a wide variety of medical conditions requiring administration of regular meds, treatments, or insulin. I am familar with pets with strict dietary requirements or regimens (dont worry its not too complicated!). I am comfortable handling strong pullers, leash aggressive/reactive dogs and have a gentle touch to be able to bond with fearful feral cats. I also have experience with aquatic pets, small animals like chinchillas, guinea pigs, hamsters, and rabbits and some experience with lizards and birds. I can also do water parameter testing on your aquariums if equipment is provided to me. Pets are truly my life! And I know your pets are Your life so I will always do everything to ensure your pets are loved, safe, and cared for while you are away and make sure we have lots of fun too! I work at a pet store 6 days a week from 10–6 with a midday break I use for visits. For pets needing 1 or 2 visits a day, they will happen before and/or after those hours. For overnight or 3x visit a day clients I will provide one of the visits during my lunch break. Since I work at a pet store, I can easily grab many forgotten or necessary items for your pet anytime. My schedule ensures I am usually only ever away for ~5 hours at a time. Pets I care for must be okay with some time by themselves, since my bookings are not considered 24/7 care (non -constant). If you need something more full-time, please feel free to message me and I may be able to work something out depending on the request. The schedule I keep generally works well for my clients and the majority of pet owners, but for special circumstances I can make adjustments for specific days if necessary Overnights typically include Dinner care through Breakfast care and a single return visit midday. I require all of my clients to provide up to date preferred vet information, emergency contact info and provide me prior authorization to seek emergency care for their pets. To this date I have never had to use that information for any emergencies, but I always ask for it. Other than that I will strictly follow rules requested of me, I never do any off leash without being explicitly instructed to, and will only ever provide pets snacks and food that are indicated to me to use for them. I will never take any unnecessary risks with your pet or with your home. I am always respectful with homes and try to leave them as close to how it was before or cleaner than when I arrived as possible. I will make sure plants are watered, mail is inside and check in regularly with images. I am also open to some video or voice calling with your pets if requested. I am unable to provide full home cleaning services, however, I will within reason wash requested items (such as bedding or towels), clean up after myself, and make sure pet areas and bowls are kept tidy.

Sitter Profile Image: Corinne C.
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Corinne C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
27 reviews
9 repeat clients
5 years of experience
Peekskill, NY, 10566

Corinne was absolutely amazing with our dog, Navi! She went above and beyond by meeting with us prior to the booking just to ensure Navi felt comfortable and safe with her. ​During the visit, she didn't just stick to the basics; she provided a perfect balance of playtime and exercise, letting our puppy burn off plenty of energy. It’s clear Corinne truly cares about the pets she watches. We couldn't be happier and highly recommend her!

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Saralynn W.
Sitter Profile Image: Martin C.
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Martin C.
from
$30
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
40 years of experience
Yorktown Heights, NY, 10598

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.

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Pamela C.
Sitter Profile Image: Chloe R.
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Chloe R.
from
$25
per visit
8 years of experience
Pleasantville, NY, 10570

About: I was raised with dogs and have been working as a pet-sitter and dog-walker for neighbors and family friends since I was about 12. I have some experience with pet training, lots of experience with dog walking and pet-sitting, and TONS of experience with pet-loving! I will be working as a counselor at a day camp this summer from 9AM to 4PM during weekdays. I’m happy to come take your pet for a quick walk during my lunch break, and any longer walks/stays will be before and after the camp day starts, overnight, or on weekends! I love to play with, walk, and generally be best friends with animals! I usually have some schoolwork to do and am always happy to keep your pet company while I do it. Your pup deserves love and attention even when you’re not home!

Sitter Profile Image: Julie V.
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Julie V.
from
$18
per visit
6 years of experience
Croton-on-Hudson, NY, 10520

About: With six years of dedicated experience, I am a passionate dog sitter who adores animals. My home offers an open space where your furry friends can roam and play freely. Trust me to provide exceptional care for your beloved pets As a part-time student with online coursework and a part-time job, I'm at home during afternoons and weekends, a highly flexible schedule. I am also willing to work around any schedule. In my home or at your location, I provide tailored pet care services based on individual needs. This may include feeding, exercise, playtime, and ensuring a comfortable environment. My goal is to create a safe and happy experience for your furry companions.

Sitter Profile Image: Kate M.
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Kate M.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Millwood, NY, 10546

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!

Sitter Profile Image: Nahomi B.
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Nahomi B.
Star Sitter
from
$50
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
Croton-on-Hudson, NY, 10520

About: I provide calm, one-on-one care for dogs who do best with consistency, close supervision, and a peaceful home environment. I have hands-on ASPCA volunteer experience and 15 years caring for my own dog, Peggy, and I’m especially comfortable supporting dogs with medical needs, anxiety, or those who require extra patience and structure. Because I work from home, I’m able to provide consistent supervision throughout the day rather than leaving your dog alone for long stretches. I follow routines closely, including meals, medications, potty breaks, and rest, while maintaining a predictable environment that helps your dog settle quickly and feel secure. Safety, structure, and clear communication guide everything I do. I provide a calm, clean, and well-supervised environment where your dog is closely monitored at all times and never left unattended.

Sitter Profile Image: Adrianna A.
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Adrianna A.
from
$18
per visit
1 year of experience
Tarrytown, NY, 10591

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!

Sitter Profile Image: Woof L.
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Woof L.
from
$30
per visit
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: Emily C.
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Emily C.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
195 reviews
56 repeat clients
15 years of experience
Peekskill, NY, 10566

Emily was fantastic -- our cats loved her! She was diligent, communicative, and was able to fully handle our cat's medication. Nothing to complain about!

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Ben W.
Sitter Profile Image: Emily B.
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Emily B.
from
$22
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
5 years of experience
Cortlandt Manor, NY, 10567

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!

Sitter Profile Image: Kathleen S.
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Kathleen S.
from
$35
per visit
5.0 out of 5 stars
112 reviews
55 repeat clients
30 years of experience
Hawthorne, NY, 10532

Kathleen has been great with all of our animals including our new kitten! We always get updates and photos and she is very flexible and caring.

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Rachel V.
Sitter Profile Image: Carolina N.
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Carolina N.
from
$35
per visit
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: Paula M.
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Paula M.
from
$40
per visit
7 years of experience
Ossining, NY, 10562

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! (:

Sitter Profile Image: Maxine B.
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Maxine B.
from
$25
per visit
5.0 out of 5 stars
12 reviews
8 repeat clients
13 years of experience
Yorktown Heights, NY, 10598

Maxine did an excellent job taking care of my two cats, Misty and Brroklyn. She kept in contact with me daily and sent photos as well. I'm a happy owner.

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Antoinette E.
Sitter Profile Image: Jane H.
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Jane H.
from
$23
per visit
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: Conor H.
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Conor H.
from
$20
per visit
25 years of experience
Pleasantville, NY, 10570

About: Life long dog owner of medium size dogs - will walk dog(s) for half hour for exercise and also bathroom relief (dogs of all ages) - will pick up after dog(s) - Please provide your own leash for your dog - dog(s) will be walked in your neighborhood and will not be driven somewhere else to be walked - NO aggressive dogs, if your dog is aggressive please do not request a dog walk - willing to set up regular walking schedules with dog owners - dog walking on Saturdays and Sundays - if other days of the week are requested, willing to work out a dog walk with owner - no dog sitting or doggie day care - Please make sure your dog is leash trained Life long dog owner. Work full time, looking to make extra money on the weekends, taking care of animals by dog walking for someone when needed Life long dog owner. Work full time, looking to make extra money on the weekends, taking care of animals by dog walking for someone when needed

Sitter Profile Image: Kiara C.
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Kiara C.
from
$22
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
4 years of experience
Croton-on-Hudson, NY, 10520

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.

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The median cost per visit for dog sitting in Ossining is $25

Dog parents share their Rover experiences - Ossining

1 / 1
5.0 out of 5 stars

Margaret took care of our dog. She did everything we asked , arrived at the appointed time , and sent us photos of our dog. We are very pleased with her service.

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Alex K.
Drop-In Visits
5.0 out of 5 stars

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

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Danny E.
Drop-In Visits
5.0 out of 5 stars

Sofia was super accommodating in helping with last minute pet sitting. She made every effort to ensure that both my dog and cat were well taken care of and kept me informed of how they were doing,👍👍👍👍👍

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Oneil G.
Drop-In Visits
5.0 out of 5 stars

Daniel was great! We came home to happy pets. I hope to have the opportunity to book with Daniel again!

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Jon S.
Drop-In Visits
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Meet local sitters who will treat your dogs like family

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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 $22.2 per visit (as of July 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 July 2026, there are 23,503 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
  • 93% 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.

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.

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