Doggy Day Care in Ossining
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Ossining doggy day care sitters
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


“Lucy had the best time with Anat and Bailey! Bailey and Lucy raced each other at the dog park and went for a walk, and Anat kept us posted all day with videos. We were visiting the area, but if we lived here Anat would be our dog sitter of choice. Can’t speak highly enough of our experience with her.”


“Brittany was amazing to my dog. She sent me videos of my dog having an amazing time playing with other dogs. I would highly recommend her and would feel comfortable leaving my dog with her anytime. She was very nice and even recommended a restaurant in her area. Thanks Brittany!”


“Jessica has been a great help watching my Liam. She’s attentive to my concerns and provides great updates. Liam always comes home happy and sometimes I suspect he doesn’t want to come home. 😂”


“Diana was great and so patient with my dog. My dog was very nervous and didn't want to go with her but she was so kind and loving, she went with her. She spent the whole day with her and kept me updated throughout the day. I would highly recommend her. In fact, my dog is going back two more days this week to Diana.”


“Ashley looked after our cat as a last-minute request. She made sure our cat was separate from any dogs, she was fed, and had attention from her kids! Glory was well looked after during her stay with Ashley. She also sent me photos and updates occasionally during the day which was great!”



About: With over 10 years of dedicated dog care experience, we offer compassionate attention and reliable care tailored to your furry friend's needs. From daily walks to playtime and grooming, your dog will receive the utmost love and attention, ensuring their comfort and happiness while you're away. Travis works from home which allows us to offer constant companionship and supervision. Roberta is a teacher nearby, providing the ability to come home early for extra cuddles. We have a friendly 9 year-old German shepherd mix named Marshall that we adopted from a rescue at 8 weeks old so we have the ability and patience to host puppies. Marshall is our first family dog, Roberta grew up with multiple dogs caring for them from pups through seniors. Additionally, our 4 year-old daughter has enough energy to provide tons of additional fetch and chase time. We are also able to (and love) having pups with special needs. Marshall's best friend is blind and we have cared for him on many occasions. We can also administer medications and prepare specialized meals when needed. We have a large backyard that allows for plenty of jaunts and potty breaks. As well as plenty of space in the house for quiet time and naps. Your pup will have full access to make themselves comfortable in their home away from home. Travis works from home allowing for full time care. Roberta is a teacher nearby and is home early to allow for additional time and attention. We are able to fit your pup into our daily feeding, potty, play schedule or can adjust to meet their needs. In our home, your pets are treated like family. They'll enjoy a cozy environment with plenty of playtime in our large yard or indoors if it's too hot/cold. They'll have plenty of play time with our pup Marshall if they like or space to chill if that's what they prefer. Your pet will have access to our home to nap and play wherever they feel comfortable, and we also have the space to crate if, that's your preference.

“Catherine is such a sweetheart - she went above and beyond to assure me she would care for my pup as if she was one of their own. It’s always pretty stressful to leave my pup with a brand new sitter for the first time, and I’m grateful that Catherine made this so easy and welcomed Carli into their home.”


“My dog Lolli had a great time with Jeff and Choco! I think she really enjoyed getting to play with another dog and was very tired when we returned home. Jeff sent me several photos while she was with him, and she seemed very happy.”


“We needed to go out of town and was unable to find a responsible, reliable person in our immediate area.. Kelly & family - what an honor to have had them look after our puppy. I found her thru Rover.com in a town in another state - on the way to where I was going. When we picked up our puppy, she couldn't stop telling us all about her day with such wonderful humans.:) Tipped on the spot - rather than waiting. We highly highlly highlly recommend Kelly. Bravo!!!!”


About: Love both dogs and cats. I do not have “professional” experience, but have owned dogs my entire life. My last dog passed away 2 years ago from cancer and I miss having a furry friend, so would enjoy taking care of yours. My entire family loves animals, so your pet will be well loved and cared for. I do have children, so the dogs or cats I would be able to board will have to be child friendly pets. I have experience with large dogs, pit bulls, mastiffs and small dogs, Pomeranians. I also understand the anxiety pets go through when separated from their owners, so I will make sure to make your pet feel as comfortable as possible. Basically care for your dog as I would want my dog cared for.

“Nikki was absolutely amazing with our dog Charlie! We’re from out of town and were in a last minute bind to find some quality care for our pup. Nikki responded to my inquiry so quickly and was completely flexible with meeting times and place. Throughout Charlie’s stay, she shared photos and updates. It was such a huge help and put my husband and I at ease knowing our Charlie was having so much fun, being taken care of as we would! I definitely recommend her and plan to reach out to her again in the future!”


About: Welcome to your dog’s favorite staycation in Rockland County—where every day feels like home, and every stay feels like a treat! Hi! I’m Janelle, a lifelong animal advocate and experienced pet parent offering premium in-home pet care right here in Rockland County. I work from home full-time, which means your dog will never be left alone—and will always be loved, supervised, and treated like part of the family. My home is designed with your pet’s comfort and happiness in mind. We have a fully fenced yard for safe play, a backyard splash pad for summer fun, and a built-in doggie bath in the basement for post-adventure cleanups. Indoors, pets enjoy a peaceful and cozy environment, complete with enrichment toys, soft beds, and a home-like routine. Whether your pup loves zoomies, sunbathing, or belly rubs on the couch, there’s a cozy space here waiting for them. I specialize in senior and special needs care and understand how important consistency and compassion are. I’m currently caring for my own elderly and special needs pets, including: • A senior blind dog with kidney issues on a specialized diet and daily supplements • A dog with sebaceous adenitis requiring daily Atopica • A cat with one eye and ongoing ocular support needs • A senior dog with congestive heart failure, elevated liver enzymes, and Cushing’s disease who requires multiple medications daily I’ve administered oral meds, supplements, and prescription diets for years and follow all care instructions with precision and love. My experience includes: ✔ Pet First Aid & CPR certification with the Red Cross ✔ A lifetime of rescuing & fostering pets ✔ Wildlife rescue experience Your dog’s well-being is my top priority—from tailored feeding routines to enrichment games and midday snuggles. I provide frequent photo updates and offer pick-up/drop-off options for busy pet parents. Whether you’re looking for full-day care, overnight boarding, or gentle support for a medically fragile companion, I’m here to provide peace of mind and exceptional care. Let’s schedule a meet-and-greet—I can’t wait to welcome your pet to their new favorite staycation spot! 🐾 Pet care is my daily routine. As a full-time work-from-home professional and special needs pet parent, my life revolves around attentive, personalized animal care. From early morning potty breaks to structured feeding times and enrichment activities, I keep a consistent and calming environment throughout the day. My pets—and yours—receive ongoing supervision, individualized attention, and lots of affection, play, and rest, based on their unique needs. I build daily routines that ensure stability and comfort, especially for pets with health issues or anxiety. In my home, pets are treated like beloved family members. I provide: • A safe fenced yard for active outdoor time • A splash pad for hot days or enrichment play • A dedicated nap area with orthopedic bedding • A basement dog bath for low-stress grooming • Daily medication and supplement administration • Custom feeding routines and prescription diet handling • One-on-one attention for pets with mobility, anxiety, or medical needs For client homes, I bring the same structure and compassion. I follow instructions carefully and am experienced with a variety of medications and special care routines. Whether your pet is high-energy, elderly, or medically fragile, I meet them where they are—with love, patience, and the kind of care I give my own.

“Kristine was quick to respond and really came through for us, especially since it was a last minute booking! She showed us the space when we went to drop Zeus off and kept us throughly updated throughout the day. It was much appreciated! Thanks so much☺️”


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.

“Maria became my pup's new best friend:) Nala has only been working on house training for a few days so is doing well but not 100%, and Maria had her on a schedule that was successful for her. I felt Nala had a safe, fun time. We will be using Maria again:)”

Loving doggy day care in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Woof L.Star Sitter

“Great as always”




Anat W.

“Lucy had the best time with Anat and Bailey! Bailey and Lucy raced each other at the dog park and went for a walk, and Anat kept us posted all day with videos. We were visiting the area, but if we lived here Anat would be our dog sitter of choice. Can’t speak highly enough of our experience with her.”


Brittany M.

“Brittany was amazing to my dog. She sent me videos of my dog having an amazing time playing with other dogs. I would highly recommend her and would feel comfortable leaving my dog with her anytime. She was very nice and even recommended a restaurant in her area. Thanks Brittany!”


Jessica S.Star Sitter

“Jessica has been a great help watching my Liam. She’s attentive to my concerns and provides great updates. Liam always comes home happy and sometimes I suspect he doesn’t want to come home. 😂”


Diana M.

“Diana was great and so patient with my dog. My dog was very nervous and didn't want to go with her but she was so kind and loving, she went with her. She spent the whole day with her and kept me updated throughout the day. I would highly recommend her. In fact, my dog is going back two more days this week to Diana.”


Ashley N.Star Sitter

“Ashley looked after our cat as a last-minute request. She made sure our cat was separate from any dogs, she was fed, and had attention from her kids! Glory was well looked after during her stay with Ashley. She also sent me photos and updates occasionally during the day which was great!”




Roberta & Travis W.
About: With over 10 years of dedicated dog care experience, we offer compassionate attention and reliable care tailored to your furry friend's needs. From daily walks to playtime and grooming, your dog will receive the utmost love and attention, ensuring their comfort and happiness while you're away. Travis works from home which allows us to offer constant companionship and supervision. Roberta is a teacher nearby, providing the ability to come home early for extra cuddles. We have a friendly 9 year-old German shepherd mix named Marshall that we adopted from a rescue at 8 weeks old so we have the ability and patience to host puppies. Marshall is our first family dog, Roberta grew up with multiple dogs caring for them from pups through seniors. Additionally, our 4 year-old daughter has enough energy to provide tons of additional fetch and chase time. We are also able to (and love) having pups with special needs. Marshall's best friend is blind and we have cared for him on many occasions. We can also administer medications and prepare specialized meals when needed. We have a large backyard that allows for plenty of jaunts and potty breaks. As well as plenty of space in the house for quiet time and naps. Your pup will have full access to make themselves comfortable in their home away from home. Travis works from home allowing for full time care. Roberta is a teacher nearby and is home early to allow for additional time and attention. We are able to fit your pup into our daily feeding, potty, play schedule or can adjust to meet their needs. In our home, your pets are treated like family. They'll enjoy a cozy environment with plenty of playtime in our large yard or indoors if it's too hot/cold. They'll have plenty of play time with our pup Marshall if they like or space to chill if that's what they prefer. Your pet will have access to our home to nap and play wherever they feel comfortable, and we also have the space to crate if, that's your preference.


Catherine N.Star Sitter

“Catherine is such a sweetheart - she went above and beyond to assure me she would care for my pup as if she was one of their own. It’s always pretty stressful to leave my pup with a brand new sitter for the first time, and I’m grateful that Catherine made this so easy and welcomed Carli into their home.”




Nina & Augustine C.Star Sitter

“Nina and Augustine helped me last-minute when I had a lunch to attend. They took great care of Tiny I’d I would definitely work with them again”


Coralie O.

“Coralie is a very kind person, and Maggie came home happy. We had great communication during Maggie’s short stay and she was well cared for. Thank you Coralie!”


Jeff C.

“My dog Lolli had a great time with Jeff and Choco! I think she really enjoyed getting to play with another dog and was very tired when we returned home. Jeff sent me several photos while she was with him, and she seemed very happy.”


Kelly L.

“We needed to go out of town and was unable to find a responsible, reliable person in our immediate area.. Kelly & family - what an honor to have had them look after our puppy. I found her thru Rover.com in a town in another state - on the way to where I was going. When we picked up our puppy, she couldn't stop telling us all about her day with such wonderful humans.:) Tipped on the spot - rather than waiting. We highly highlly highlly recommend Kelly. Bravo!!!!”


Luis M.
About: Love both dogs and cats. I do not have “professional” experience, but have owned dogs my entire life. My last dog passed away 2 years ago from cancer and I miss having a furry friend, so would enjoy taking care of yours. My entire family loves animals, so your pet will be well loved and cared for. I do have children, so the dogs or cats I would be able to board will have to be child friendly pets. I have experience with large dogs, pit bulls, mastiffs and small dogs, Pomeranians. I also understand the anxiety pets go through when separated from their owners, so I will make sure to make your pet feel as comfortable as possible. Basically care for your dog as I would want my dog cared for.


Randi F.

“Randi was super!! Very easy to work with, as our plans kept changing. Mace loved her large fenced in back yard! Will definitely be a regular with her.”


Nikki J.


“Nikki was absolutely amazing with our dog Charlie! We’re from out of town and were in a last minute bind to find some quality care for our pup. Nikki responded to my inquiry so quickly and was completely flexible with meeting times and place. Throughout Charlie’s stay, she shared photos and updates. It was such a huge help and put my husband and I at ease knowing our Charlie was having so much fun, being taken care of as we would! I definitely recommend her and plan to reach out to her again in the future!”


Janelle S.
“Janelle is the best! My dog loves her and each time he stays with her, the care he receives exceeds expectations. He is always excited to see her and her pups again! She is reliable, communicative, provides lots of updates and photos and truly cares about ALL animals. I am a little embarrassed to admit that she’s even better at giving my dog his meds than I am and makes it look so easy. Whether she’s sitting for my dog or dropping in to feed my cat, Janelle provides complete peace of mind while I’m away from home.”


Kristine R.

“Kristine was quick to respond and really came through for us, especially since it was a last minute booking! She showed us the space when we went to drop Zeus off and kept us throughly updated throughout the day. It was much appreciated! Thanks so much☺️”


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.

“Abby was great with Kilo, he will surely be back again. Already rebooked :-)”


Maria H.
Star Sitter


“Maria became my pup's new best friend:) Nala has only been working on house training for a few days so is doing well but not 100%, and Maria had her on a schedule that was successful for her. I felt Nala had a safe, fun time. We will be using Maria again:)”
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!
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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.
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Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Ossining on Rover as of Aug 2025 was about $45 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Aug 2025, 4,744 sitters provided doggy day care in Ossining. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 88% of Ossining sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Ossining have an average of 14 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Ossining.
Ossining doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Ossining sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 4,744 sitters offering doggy day care in Ossining on Rover, so you’re sure to find the perfect match for your dog! In Ossining, 95% of sitters offer daily exercise, 91% offer medication administration, and 86% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your doggy day care 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
