Dog Sitting Ossining

About: Hi! My name is Jenn and I rescued Jasper 3 years ago. We love taking walks at the Kensico Dam, going to the beach and the dog park. I am a reliable dog walker and animal lover with experience caring for happy pups. I treat every dog like my own family. You get safe walks, fun playtime, and great photo updates every single time. I am currently working from home with a flexible schedule, so I have plenty of time to care for your pet! I am available daily for walks and sitting on the weekends. Your pet will get maximum engagement and company during the all services as if they were my own. Caring for pets requires following their specific routines and keeping them safe during walks or daytime sitting. I have a friendly dog to keep your fur baby company and I will provide photos and messages about your pet's service.

About: Ive been experienced with dogs my entire life big and small. Neighbors, friends, and family have trusted me to take care of pets from walking to feeding and spending time with them I currently work full time 4 days a week and available after 5pm on weekdays, more flexibility on the weekends when not required to work I own 2 dogs of my own to keep your pet company, leashes required whenever they go outside and have space to crate your dog if needed

“Chloe is AMAZING! She has gone above and beyond to make sure my cat, Wilbur, was taken care of even when our town was hit with a massive blizzard and over a foot of snow! Our family was stuck in TN, and Chloe was kind enough to extend her availability and continue to care for Wilbur until we were able to get home. Additionally, she didn't allow over a foot of snow to prevent her from getting to Wilbur. She shoveled her way to him up our LONG driveway. Chloe is beyond amazing, and we will be forever grateful to her.”

Jenny C.

“Eric was very communicative and made sure to share photos and play with my cats while I was gone. Gave me a lot of peace of mind knowing he was stopping by at the times I requested to give them attention, especially since it was a bit out of his way.”

Devin A.

About: After raising kids, dogs, chickens, rabbits, ducks, strays etc- I am at a point in life to travel freely. So after my last dog crossed the rainbow bridge I decided to help care for other people’s loved pets! It is truly a win win! You get someone who loves dogs and is responsible and caring, while I get to enjoy your fur babies while you travel. I work from home as an artist. When not traveling, this sort of arrangement could be perfect for us both. Great company for each other. :) As a person who works from home, I am good company and a hands on dog caretaker. I am aware that the transition to a new place combined with their human not around can be stressful. I work on making the adjustment as peaceful as possible.

About: I've had cats and dogs my whole life and know how to make animals feel comfortable and cared for. I offer dog walking and cat boarding from my home in Yorktown Heights. Guest cats stay in their own private room with fresh food, water, and a clean litter box. For dog walking I keep things low stress, consistent, and fun. I work from home regularly so I'm around often and take every pet's routine seriously. I treat every animal like my own. I work from home frequently which means pets in my care are never left alone for long stretches. For dog walking I'm flexible on timing and can work around your schedule for morning, afternoon, or evening walks. For cat boarding, guest cats get visits multiple times a day including morning feeding, a midday check-in, and an evening wind-down with fresh food, clean water, and a scooped litter box. Weekends I'm generally very available and weekdays I can accommodate most requests with a little advance notice. I genuinely enjoy spending time with and meeting new animals so this isn't a job to me, it's a passion. I have a dog and two cats of my own so I know firsthand what animals need to feel safe and comfortable. Guest cats are kept in their own private, dedicated room completely separate from my resident pets, giving them a quiet space to decompress and settle in at their own pace. For dog walking I keep things calm and consistent, always on leash, through the safe residential streets of Yorktown Heights or local parks where my dog frequents himself. I pay close attention to each animal's personality and adjust my approach accordingly. Whether a pet is social and energetic or shy and cautious, I make sure they feel comfortable and cared for. My home is peaceful, clean, and genuinely pet friendly.

“Thandi was AWESOME—we were so grateful to find her! We were in town for a wedding with our pup and she went above and beyond to make sure he was well taken care of and it was an easy process for us. Thank you Thandi!!”

Katherine M.

“Crystal was great with our babies. She was very dependable and efficient. My cats were just fine under her care. We would definitely hire her again!”

Robin B.

About: Dog sitting has become the best full time job here! I have never been paid to dog walk/sit and only have purely out of love for all animals. I started volunteering for family friends and neighbors at a young age and will never say no to hanging out with a furry friend. No size or breed scare me - all are welcome (: Boarding - I am home everyday and have full availability to watch and care for pups. Yard is moderately sized and property is pretty private with our only 3 neighbors all across the street. I have many repeated clients outside of rover and we’re constantly rotating dogs so expect your pup to make furry friends during their stay! For walks - my schedule is extremely flexible at the moment, preferably mornings and late afternoons. Tuesday and Wednesday evenings are not ideal but can possibly work. Sunday mornings do not work. I have a mini goldendoodle living in my studio apartment. She is shy but warms up quickly to new pups. My apartment is the lower half of my dad’s house in a private wooded area on a hill overlooking the Hudson River. I am a free range sitter so pups are allowed on sofa and bed unless I’m given specific instructions which I happily will follow.

About: Throughout my life, I have taken care of many animals- and more specifically dogs. I got my own dog two years ago -after having a family dog who I adored- and trained her to do tasks as a service dog for my partner alongside basic training. I have also watched multiple dogs for friends and family while they are away on vacation or business. Currently, I am a student with a very flexible schedule. I am free from Thursday through Sunday and will be adding more availability throughout the week when my schedule gets consistent. I have been a strong proponent of taking precautionary measures before accidents happen rather than after they occur. Therefore, no matter how trained a dog may be they will be watched 24/7 while outside and leashed for our walks around the neighborhood.

“Kyle was great with Ginger. The cat can be standoffish to some but took to Kyle quickly. And it made me laugh when he sent a stuff on cats picture.”

Trina M.

“Hayley was great, I couldn’t have asked for a better person. Attentive, plenty of pictures and great communication. Would definitely book again!”

Maureen M.

“Vinny helped me ensure my pets had great care during a family emergency. I am forever grateful for his prompt help and excellent care, it was such a comfort to know my pets were taken care of and I didn’t need to worry about them at all. Thank you!!”

Ally F.

About: As a lifelong dog lover and owner, I understand how important pets are to a family. I provide dependable walking and sitting services with patience, attention, and genuine care. I treat every dog as if they were my own, making sure they feel safe, loved, and comfortable while their owners are away. I value building trust with both pets and families through consistency, communication, and kindness. I work part-time, but I have open and flexible availability. I am willing to adjust my schedule to meet the needs of clients and provide consistent, reliable care, including weekdays, evenings, and weekends as needed. Whether in my home or a client’s home, I prioritize safety, comfort, and consistency. I follow each pet’s routine closely, including feeding schedules, exercise, playtime, and any special instructions provided. I make sure pets receive plenty of attention, affection, and supervision while maintaining a calm and secure environment. In a client’s home, I respect their space, keep everything clean and organized, and provide regular updates so owners feel confident and informed. My goal is to ensure every pet feels safe, loved, and cared for as if they were my own.

“I booked Nicholas last-minute to do a drop-in visit on my dog, who is nervous with strangers. Even though it was their first time meeting, my dog trusted Nicholas and allowed him to put on his harness and go for a walk. I appreciated Nicholas’s communication with me, and I would hire him again.”

Anna D.

About: I provide calm, attentive pet care for dogs and cats who are happiest with plenty of individual attention and a familiar routine. I grew up around animals and have cared for pets for family and clients on both sides of the Atlantic. I know how important it is to feel completely comfortable with the person looking after your pet and, for house sitting, your home. For boarding and daycare, I offer a quiet home environment in White Plains with a large fenced yard and no pets of my own. I keep bookings intentionally limited, which means your dog is not entering a busy home full of unfamiliar animals. I especially enjoy caring for dogs who are very attached to their people, a little anxious in new environments, older, or simply happiest with more personal attention. I work from home and genuinely enjoy having a dog as part of my day. Depending on their personality and routine, that might mean long walks, time in the yard, play, lounging around the house, or simply having someone nearby. I follow each pet’s normal feeding, exercise, medication, and sleep routines as closely as possible because I believe good pet care should feel familiar to them, not like their entire life has suddenly changed because their people went away. I also offer in home pet and house sitting for animals who are most comfortable staying in their own space. I treat every home with respect and keep pets on the routines they know, whether that means a 7 AM walk, medication at a specific time, or a cat who has very strong opinions about where dinner should be served. My background is in hospitality and event management, so reliability, organization, and communication are second nature to me. You can expect regular photos and updates, clear communication, and someone who takes the responsibility of caring for your pet seriously. Most importantly, I genuinely enjoy getting to know each animal as an individual. Some want adventures. Some want the yard. Some want to spend the entire afternoon attached to your hip. I’m very happy to accommodate all three. 🐾 I work from home with a flexible schedule, so pet care fits naturally into my day rather than being squeezed in around a traditional office job. I keep my bookings intentionally limited so I can give each pet plenty of individual attention and build my day around their normal routine. Depending on the pet, that might include morning and evening walks, midday yard time, play, meals, medication, or simply plenty of company throughout the day. I’m home for much of the day and can accommodate dogs who enjoy being close to their person, while still following whatever routine they are accustomed to at home. My goal is to make their time with me feel relaxed, predictable, and genuinely enjoyable. Whether I’m caring for a pet in my home or theirs, I take the responsibility seriously. I follow feeding schedules, medications, exercise routines, and any household instructions carefully, while also paying attention to the individual animal in front of me. At my home in White Plains, dogs have a calm environment, a large fenced yard, and no resident pets to navigate. I keep bookings intentionally limited and make sure gates and doors are secure before any outdoor time. I also follow each owner’s instructions around walks, sleeping arrangements, feeding, crating, and how long their pet can comfortably be left alone. For house sitting, I treat your home with the same respect I would want someone to show mine. I keep things tidy, maintain your pet’s familiar routine, and send regular photos and updates so you can actually enjoy your time away without wondering what is happening back home. Before a first booking, I like to learn about each pet’s routine, personality, health needs, triggers, and emergency contacts so I can provide care that feels both safe and personal.

About: I have extensive experience providing care for pets of all ages, ranging from energetic puppies to senior animals with special needs. With puppies, I focus on consistent routines that support their growth and development, including feeding on schedule, basic training reinforcement, safe playtime, and gentle socialization. For adult and older pets, I provide attentive care that includes administering medication, monitoring health changes, assisting with mobility challenges, and maintaining a comfortable and stress-free environment. Currently avaliable 24/7 and boarding, until further notice. At this time my attention and serivces is 100% on the pet that i provide care for. When caring for pets in my home or my clients’ homes, safety, trust, and comfort are always my top priorities. I create a secure environment by keeping spaces clean, pet-friendly, and free of hazards, while following each owner’s specific routines and guidelines. I build trust through reliability, clear communication, and treating every pet with the same love and respect I give my own. Whether it’s providing a calm space for rest, safe playtime, or attentive supervision, I ensure pets feel comfortable and owners have peace of mind knowing their companions are in caring hands.

About: For years, neighbors, friends, and family have trusted me to walk, feed, and care for their pups. I'm home most of the day and only take in one to two small dogs at a time, so your fur baby will get plenty of love and attention. You can count on me to treat them like family! 🐾 I focus on quality not quantity, and make sure your pup feels like they are visiting family when they are with me. A home away from home. I also pick up and drop off. 🐾🤗 I'm home most of the day and only take in one to two small dogs at a time, so your pup will get plenty of love and attention. You can count on me to treat them like family and send tons of pics!! 🐾 I always listen carefully to each pet parent's needs and follow their instructions to a T—because every pup is unique! Daily walks, plenty of love, and attentive care are all part of the package. Your dog’s routine is my priority, and their happiness is my goal!

About: I’ve been caring for dogs for 6 years and have lots of experience with smaller breeds, especially female dogs. I’m patient, loving, and comfortable with all different personalities, from shy and nervous pups to more energetic or aggressive dogs. I make sure every dog feels safe, comfortable, and gets plenty of attention, walks, playtime, and love while they’re with me. I currently work part-time, so I have plenty of flexibility for walks, drop-ins, and pet care throughout the week. For boarding and overnight stays, I’m available Thursday through Sunday and can give your pet lots of attention and care while they’re with me I live in a loving family home in the suburbs of Yonkers with my parents and brother, so there’s usually someone around to give your pet some extra love and attention. We have a fenced-in yard with plenty of room to play, and I can easily crate your dog if needed. There are also several nice parks and walking areas nearby, so they’ll have plenty of opportunities to get outside and explore. I keep treats and pet essentials on hand, and we’re close to veterinary care if anything unexpected ever comes up. My miniature Dachshund is very friendly with other animals, especially cats, and I always do my best to make every pet feel safe, comfortable, and at home

About: I have had 2 dogs ever since I was a child. I take care of them myself which includes taking them on walks, playing in the yard, giving them food and water and making sure they are satisfied and comfortable in their home and vet visits of course! I have been dog walking and dog sitting as well for about 3 years now and love the company they bring! I would love to care for your pets and help you out in a time of need! I am a college student. Some of my classes are virtual so I am home a decent amount. I am home Monday, Wednesday, Friday, Saturday and Sunday all day and night. On Tuesday and Thursday I have classes from 12:00-4:00 but am available before and after that. I have a fenced in yard which allows me to be able to go outside with the dog and play freely. I love when dogs are able run around and get exercise in without the worry of the dog running away.