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

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Top rated Ossining dog sitters

“Lorenzo did a wonderful job taking care of my dog, Lacey! He came over for a few hours, took her on a nice walk, played with her, and made sure she was comfortable and happy the entire time. It was clear that Lacey felt at ease with him, which gave me a lot of peace of mind. I’d absolutely recommend Lorenzo to anyone looking for a responsible and caring dog sitter!”


“Carolina was so caring for our little Yoshi! She followed our instructions and also sent such detailed updates. We can't wait for her to take care of our little pup again!”



“Elizabeth is the awesome, she took the best care of my little girl while we were away. I was relaxed knowing she was in great hands. She sent me pictures and updates with every drop in.”


“I recently had the pleasure of having Caleigh take care of my two Bengal cats for 9 days. She was incredibly punctual and maintained excellent communication throughout the entire time, providing regular updates and photos, which gave me great peace of mind. My cats were well taken care of, and I came home to a clean and tidy house. I will definitely be reaching out to her again in the future!”


“Marshall is so polite, a wonderful listener and very thorough; thoughtfully asks important questions and clearly cares about my cat's welfare, which provides me peace of mind and comfort when traveling/being away from my pet, knowing she is in great, capable hands.”


“Kathleen handled giving a cat ear drops like a pro which is why I rebooked her! She went above and beyond, watching youtube videos to be the most effective, cleaning the litter box, and calming the cat before and after receiving the ear drops! What a great help!”


About: If I wasn’t pursuing acting, I would be working with animals. I absolutely love animals, and have taken care of many of my friends dogs and other pets over the years. I find animals so interesting and personable, and I love getting to know them as individual, and giving them lots of care and love. I am a big guy at 6’2” so I can handle all sizes of dogs. I’m also a serial Caesar Millan dog whisperer watcher. I am in ithaca for the summer so I have a lot of free time to help take care of any animals you have. Very available. I will be happy to help care for your pet however you see fit. At home we have 2 cats who we let roam around our yard and area, but I understand that everyone has their own way that they like their pets to be taken care of and I like to honor that.

“Hannah is absolutely amazing! She took exceptional care of my two dogs, Max and Romeo, and they both adored her from the moment she walked in. Her kindness and warmth were immediately evident, and I could see how comfortable my dogs felt around her. Hannah went above and beyond to ensure they were happy, and received plenty of attention and playtime. It’s clear she genuinely loves animals, and her gentle approach made such a positive impact. I couldn’t have asked for a more caring and responsible pet sitter. Highly recommend Hannah for anyone looking for someone who will treat their pets like family!”


“While on vacation our young pup wouldn’t stop crying when she was left alone in our beach rental. Lauren was able to help watch her the very next morning. So responsive! So sweet! So punctual! I can’t say enough good things about Lauren!”


“Becky is fantastic! She helped take care of our puppy in the afternoons for a drop in visit and did an amazing job! Our Teddy loves her! She was on time , polite and had great communication skills! We loved getting the updates and awesome pictures! Thank you Becky for doing such a wonderful job caring for Teddy!”


About: As a pet owner and care taker, I am always looking in the best interest of the dog and pet owner. I am flexible to meet for first initial interactions. My work schedule is based off of a school day/school year calendar so I am always available during holidays and weekends. After school hours are flexible especially if you are located in the rivertowns. Pets are monitored via camera whenever not present in my home. Gates are place in the kitchen area to provide additional safety. Dogs will always be walked 3 times a day whenever boarding with me. I follow clear instructions provided by pet owner.

About: I absolutely love dogs and believe they deserve patience, care, and plenty of playtime. While I search for a full-time job, I have extra time to give dogs the attention and exercise they need. I never blame a dog for bad behavior—it’s all about how they’re trained and understood. Whether it’s walks, playtime, or just good company, I’ll make sure your dog is happy and well cared for! Since I am currently looking for a full-time job, caring for a dog can fit naturally into my routine by giving structure to my day while keeping me active. I can schedule walks and playtime around job searching and interviews. Plus, spending time with dogs can be a great way to reduce stress and stay motivated. I can offer a safe, loving, and fun environment for dogs. I have a big fenced-in yard gives them plenty of space to run and play, and I have two friendly dogs that can provide great companionship. Plus, i truly understand dogs—I’m patient, and my two kids love dogs too and my husband won’t admit it but he loves caring for dogs too, he has never missed an episode of Cesar Milan.

About: I have cared for animals my whole life, which has given me a lot of experience and patience. I had a cat for 15 years and three years ago I rescued a dog when she was just seven months old. I trained her myself and taught her tricks, and over time she has become my best friend. Now that I’m home from college, I take care of her full-time and I’m open to caring for other dogs or pets full-time as well. Because of this, I’m comfortable with puppies, training, and giving lots of attention and love to pets of all ages. I recently graduated from Elon University and I’m currently in the process of job searching, so my schedule is wide open right now. I have a dog of my own, so I’m already used to planning my days around walks, feedings, and spending quality time with her. Pet care is something I enjoy and take seriously. Since I have the time and experience, I’m excited to help take care of other people’s pets and make sure they feel safe and loved while their owners are away. I keep pets comfortable and happy whether they’re at my home or theirs. I have a fenced-in backyard for safe play, plenty of treats, and my dog loves having other dogs to play with. I follow any care instructions closely and make sure pets get lots of attention and exercise. I also send updates so owners know their pets are doing well.

About: Post-grad life has been difficult, but not as difficult for my 3-year old girl, Miss Blue! As a dog owner myself, I understand how difficult it is to find someone who truly cares for your pup, as their own. That's exactly what I provide. I work from home with a flexible 9-5 schedule, which allows me to tend to your pet's needs. My experience includes house-sitting for professors' pets, helping elderly neighbors with dog walks, and volunteering at the SPCA. Whether your dog is young or senior, tiny or huge, shy or social, I'm here to fill in the gap. My goal is creating doggy heaven on Earth while you're away. **I also make homemade dog food from scratch, nutritious and fresh! Designed to help your best friend thrive. Free samples with each service! As a work from home employee. My schedule allows for: dog-sitting (at my home or yours), walking, feeding, and bathing when necessary. More importantly, I have my own vehicle to facilitate pick-ups and drop-offs. I own a home with a fenced backyard, located right by the Hudson River. I have easy and quick access to the outdoors, to ensure your dog gets the proper amount of exercise.

About: I’ve grown up with dogs and absolutely love being around animals! I have experience walking, feeding, and caring for dogs of all sizes and personalities. I’m patient, energetic, and love spending time outdoors, rain or shine. What sets me apart is how much I genuinely care—I treat every dog like they’re part of my family. I also have experience with basic commands and can handle pups who pull a little on leash. Whether your dog is super playful or more low-key, I’m happy to match their vibe! I’m a student home for the summer with a flexible schedule, which means I have lots of availability during the day, especially mornings, afternoons, and weekends. I love being outside and staying active, so walking dogs fits perfectly into my daily routine. Whether your pup needs a quick potty break or a longer walk to burn off energy, I’m happy to make it work! Your pet’s safety and comfort are my top priorities. Whether I’m walking your dog or caring for them in your home, I make sure they feel safe, loved, and well cared for. I always keep dogs on leash during walks, avoid unsafe areas, and pay close attention to their behavior and body language. I follow any instructions you leave carefully—whether it’s about feeding, routines, or special needs—and I’ll always treat your home with respect. You can count on me to be responsible, reliable, and gentle with your pet.

About: I am a recent college graduate with a degree in animal science aspiring to become a veterinarian! I absolutely love dogs and cats of all sizes and ages and have lots of experience working with them. I have experience working at veterinary clinics and shelters, therefore making me well versed in many different situations to better help understand your dog/cats needs. I’m experienced in walking, feeding, administering medication, and many other things that may arise with your furry friend! I’m a recent college looking to make taking care of your pet a priority. I’m available most days to deliver to various needs! I’m eager to begin helping around! In my own home, I always make sure to keep small choking hazards off the ground to prevent any type of emergencies with my own dog. I’m skilled in safety for dogs such as crate training and basic behavioral training that could help contribute to overall safety.

“Caroline is our go-to sitter! We don’t use anyone else. She’s fantastic, responsive, reliable, and considerate. Great with our cats, one of whom is very shy but has taken to her easily. Thanks again!”


“Claire has been so wonderful with my dogs during her recurring drop in visits. One of my dogs is very shy and takes a bit to warm up, but Claire won her over so quickly! I feel very comfortable and at ease when Claire drops in to check on and play with my dogs. They are well taken care of in her hands! She always sends updates and pictures to me so i know they’re having a great time. Thank you Claire for everything! I am so appreciative of you coming every week!”


About: My name is Crystal. I’ve had pets my entire life and for the past three years, I’ve started caring for others in addition to my own. I have experience caring for dogs, and I am available to take care of all different sizes and breeds I'm available on Weekends to take care of your fur baby for a walk, play, or hike. I am flexible on the schedule and can work around your pup's needs. I hope to hear from you soon I believe a tired dog is a happy dog. I love walks and playing with dogs. I will make sure he or she is happy warm and clean. I care for pets in the client's home, not my small apt.
Loving dog sitters in your neighborhood
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Lorenzo P.Star Sitter

“Lorenzo did a wonderful job taking care of my dog, Lacey! He came over for a few hours, took her on a nice walk, played with her, and made sure she was comfortable and happy the entire time. It was clear that Lacey felt at ease with him, which gave me a lot of peace of mind. I’d absolutely recommend Lorenzo to anyone looking for a responsible and caring dog sitter!”


Emily C.Star Sitter

“Emily was amazing! Can’t recommend enough! She took great care of our cat Noodles and also allowed us to modify for an extra day early on very short notice.”


Carolina B.Star Sitter

“Carolina was so caring for our little Yoshi! She followed our instructions and also sent such detailed updates. We can't wait for her to take care of our little pup again!”




Elizabeth S.Star Sitter

“Elizabeth is the awesome, she took the best care of my little girl while we were away. I was relaxed knowing she was in great hands. She sent me pictures and updates with every drop in.”


Caleigh F.Star Sitter

“I recently had the pleasure of having Caleigh take care of my two Bengal cats for 9 days. She was incredibly punctual and maintained excellent communication throughout the entire time, providing regular updates and photos, which gave me great peace of mind. My cats were well taken care of, and I came home to a clean and tidy house. I will definitely be reaching out to her again in the future!”


Marshall P.

“Marshall is so polite, a wonderful listener and very thorough; thoughtfully asks important questions and clearly cares about my cat's welfare, which provides me peace of mind and comfort when traveling/being away from my pet, knowing she is in great, capable hands.”


Kathleen P.

“Kathleen handled giving a cat ear drops like a pro which is why I rebooked her! She went above and beyond, watching youtube videos to be the most effective, cleaning the litter box, and calming the cat before and after receiving the ear drops! What a great help!”


Theo P.
“Theo has always been a very thoughtful and kind neighbor and always offers to walk my dog Charlie since I am elderly. He's super respectful and makes sure Charlie gets the proper care he needs! Our town is strict on keeping grass clean of dog poop 💩 and Theo has always done a great job of making sure that Charlie doesn't leave anything behind! HIGHLY recommend choosing Theo!! 🐕🦮👍”


Hannah Y.

“Hannah is absolutely amazing! She took exceptional care of my two dogs, Max and Romeo, and they both adored her from the moment she walked in. Her kindness and warmth were immediately evident, and I could see how comfortable my dogs felt around her. Hannah went above and beyond to ensure they were happy, and received plenty of attention and playtime. It’s clear she genuinely loves animals, and her gentle approach made such a positive impact. I couldn’t have asked for a more caring and responsible pet sitter. Highly recommend Hannah for anyone looking for someone who will treat their pets like family!”


Lauren M.

“While on vacation our young pup wouldn’t stop crying when she was left alone in our beach rental. Lauren was able to help watch her the very next morning. So responsive! So sweet! So punctual! I can’t say enough good things about Lauren!”


Becky H.Star Sitter

“Becky is fantastic! She helped take care of our puppy in the afternoons for a drop in visit and did an amazing job! Our Teddy loves her! She was on time , polite and had great communication skills! We loved getting the updates and awesome pictures! Thank you Becky for doing such a wonderful job caring for Teddy!”


Michelle T.
“Michelle was excellent with my dog Princess. She communicated with us and provided photos/video without it being a request. She’s reliable and I highly recommend.”


Shirley K.
“Shirley is an amazing dog sitter! My yellow lab has stayed with her multiple times, and each time, I know he’s in great hands. She has plenty of yard space for dogs to run and play, and she gives them so much love and attention. It’s clear that she truly cares for the dogs she watches, and I always feel at ease knowing my pup is safe and happy with her. Highly recommend Shirley for anyone looking for a caring and reliable dog sitter!”


Abby W.
About: I have cared for animals my whole life, which has given me a lot of experience and patience. I had a cat for 15 years and three years ago I rescued a dog when she was just seven months old. I trained her myself and taught her tricks, and over time she has become my best friend. Now that I’m home from college, I take care of her full-time and I’m open to caring for other dogs or pets full-time as well. Because of this, I’m comfortable with puppies, training, and giving lots of attention and love to pets of all ages. I recently graduated from Elon University and I’m currently in the process of job searching, so my schedule is wide open right now. I have a dog of my own, so I’m already used to planning my days around walks, feedings, and spending quality time with her. Pet care is something I enjoy and take seriously. Since I have the time and experience, I’m excited to help take care of other people’s pets and make sure they feel safe and loved while their owners are away. I keep pets comfortable and happy whether they’re at my home or theirs. I have a fenced-in backyard for safe play, plenty of treats, and my dog loves having other dogs to play with. I follow any care instructions closely and make sure pets get lots of attention and exercise. I also send updates so owners know their pets are doing well.


Kristine R.
“Kristine has a natural connection with animals, she is always attentive to the needs of any pet and can adapt quickly depending on the situation. Overall, she is the perfect pet caregiver!”


Harper M.
About: I’ve grown up with dogs and absolutely love being around animals! I have experience walking, feeding, and caring for dogs of all sizes and personalities. I’m patient, energetic, and love spending time outdoors, rain or shine. What sets me apart is how much I genuinely care—I treat every dog like they’re part of my family. I also have experience with basic commands and can handle pups who pull a little on leash. Whether your dog is super playful or more low-key, I’m happy to match their vibe! I’m a student home for the summer with a flexible schedule, which means I have lots of availability during the day, especially mornings, afternoons, and weekends. I love being outside and staying active, so walking dogs fits perfectly into my daily routine. Whether your pup needs a quick potty break or a longer walk to burn off energy, I’m happy to make it work! Your pet’s safety and comfort are my top priorities. Whether I’m walking your dog or caring for them in your home, I make sure they feel safe, loved, and well cared for. I always keep dogs on leash during walks, avoid unsafe areas, and pay close attention to their behavior and body language. I follow any instructions you leave carefully—whether it’s about feeding, routines, or special needs—and I’ll always treat your home with respect. You can count on me to be responsible, reliable, and gentle with your pet.


Ingrid S.
About: I am a recent college graduate with a degree in animal science aspiring to become a veterinarian! I absolutely love dogs and cats of all sizes and ages and have lots of experience working with them. I have experience working at veterinary clinics and shelters, therefore making me well versed in many different situations to better help understand your dog/cats needs. I’m experienced in walking, feeding, administering medication, and many other things that may arise with your furry friend! I’m a recent college looking to make taking care of your pet a priority. I’m available most days to deliver to various needs! I’m eager to begin helping around! In my own home, I always make sure to keep small choking hazards off the ground to prevent any type of emergencies with my own dog. I’m skilled in safety for dogs such as crate training and basic behavioral training that could help contribute to overall safety.


caroline w.

“Caroline is our go-to sitter! We don’t use anyone else. She’s fantastic, responsive, reliable, and considerate. Great with our cats, one of whom is very shy but has taken to her easily. Thanks again!”


Clare S.

“Claire has been so wonderful with my dogs during her recurring drop in visits. One of my dogs is very shy and takes a bit to warm up, but Claire won her over so quickly! I feel very comfortable and at ease when Claire drops in to check on and play with my dogs. They are well taken care of in her hands! She always sends updates and pictures to me so i know they’re having a great time. Thank you Claire for everything! I am so appreciative of you coming every week!”


Crystal E.
“Priscilla is my new "go-to" in a clutch. When I find myself worried I'm not going to make it back to my furbaby in time she's more than happy to help. Give your furbaby the best friend they never knew they had and reach out to Priscilla. Friendly, reliable and hands on with my barking beauty. From a Mini Schnauzer Momma”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Ossining.
Rover makes it easy to find Ossining dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
