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Top rated Ossining house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I currently have a 9-month-old puppy who is pure 50 pounds of energy, so I'm comfortable walking dogs of any size and temperament. Plus, I've had to train him. I do not currently have a full-time job, so I take care of my dog most every day. I can happily do the same for your pet. I will socialize your pet, take your dog on walks, feed them, clean up after them, and whatever other services you may require of me.
“Katherine was excellent. We were away for the weekend for a memorial service, and it was such a relief knowing our cats — and home — were in good hands. Katherine kept us updated throughout the day with messages and photos, which made it easy to relax while we were gone. The house was spotless when we got home, and both cats were clearly at ease. One especially sweet moment: our more reserved cat, who’s very affectionate with us but slow to warm up to new people, climbed into Katherine’s lap within the first hour. That’s never happened before — in nearly ten years. Katherine also went out of the way to check our basement for possible flooding during the Nor’easter, which we really appreciated. I booked based on great reviews, and now I see why. We’ll absolutely ask Katherine back.”

“Yhakerra was so attentive and extremely caring towards both my fur babies. It was not easy either because both my kitties are in separate spaces of the house due to one of them chasing the other and hissing/growling. However, Yhakerra did amazing and handled the separate feedings/litter cleanings like a pro. She also left the house very clean and immaculate. She was even so caring that she asked if she could carry the youngest baby, Luna to the bedroom and let her sleep in the bed, which of course I was so touched that she was so sweet to accommodate the well being of the babies. She had to move her litterbox and food bowls. I highly recommend Yhakerra and will be booking her again in the future. Thank you so much Yhakerra, I’m so thankful to have had you care for my babies.”

About: Ive always been around animals all my life I had two dogs when i was kid and I currently have two rescues dogs most of my dogs have been rescues and also have two small animals hamster and guniea pig Im currectly unemployed but ive been around animals all of life to know i love working with animals and aniamls pet owners I love meeting new people and dogs I have fenice in yard with that my dogs and there doggie friends love to play in and my dogs both crated train but they sleep in my mom room
“Excelent service, now I know who would take care of my family pets when I am away. My dogs and cat where really comfortable with CeCe from day one. I am really happy with the service and the follow up pictures she sent me while I was away. She communicated with me at all times which I appreciate. Also my house was well taken care off.”

“Bhavika was super sweet and Lola took to her right away. So grateful she could watch her with such short notice. Very communicative and gave updates throughout the evening. Would definitely use Bhavika again, highly recommend!”

“Sarah is truly a one of a kind pet and house sitter. We have a large dog and two birds, and Sarah takes care of them with ease and joy. She is always trying to augment their lives to make them have a better experience. She truly cares. She leaves our house spotless every time. We are lucky to have found her and you will be too.”

“Becky was absolutely amazing with our 10-year-old dog while we were away for a week. She gave our dog her medication reliably and sent us frequent updates and photos. This was our first time leaving Nala with someone who was not our family or friends but Becky took care of our girl like family. On top of that, she went above and beyond by caring for our home and helping with things like bringing in our packages while away. We came back to a happy, healthy pup and a clean home—couldn’t recommend her more!”

“Chris was great with my dog, Demi. She's a senior dog and needs some extra care and he made sure to prioritize her. He was respectful of my home and kept it clean and tidy. I would definitely recommend.”

“Nicole was a marvelous care-giver for our middle-aged Alaskan Malamute! She was patient through Velma's usual "I don't have to listen to you — my moms will be home soon" beginning-of-the-trip phase, and she understood that belly rubs can overcome any northern dog stubbornness. And when some plants that we'd ordered for delivery *after* we returned home arrived early, Nicole carefully unboxed them and made sure they were watered and soaking up sunshine. We'll gladly call on Nicole again for our next trips!”
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 trusted 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 clients have been kind enough to leave me Rover reviews to help support my business (although the new review window has closed I am happy to provide more recent references upon request). 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 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.
“Leeanna is so good with Vesper! She is flexible, accommodating, and kind. Vesper is recovering from surgery and Leeanna was able to take such good care of her, take her carefully on walks while tuning into what’s best, and giving her pets and love, it made me feel so good! I have pictures of Vesper on her lap which is not something she usually does. Vesper loved her so much and didn’t want her to leave.”
About: Hi, I’m Gloria! Caring for pets has always been one of the most fulfilling parts of my life. I’ve raised my two Havanese dogs, Freddy and Cooper, since they were puppies, and now that they’re seniors, I’ve learned the importance of patience, attentiveness, and compassionate care for animals at every stage of life. Alongside pet care, I’m a photographer with experience capturing pets’ unique personalities. That means I’ll not only keep your furry friends safe and happy, but I can also share fun photo updates while you’re away—so you always feel connected. With a background in business and an MBA, I bring professionalism, reliability, and strong communication skills to every assignment. Whether it’s daily walks, cuddle time, or keeping routines consistent, I make sure your pets feel safe, loved, and cherished. I look forward to meeting your pets and giving them the love, care, and attention they deserve. Pet care fits easily into my routine. I work part-time from home while caring for my elderly dogs, so I’m available for daytime walks, check-ins, feedings, and overnight stays with a bit of notice. 😊 I’ve grown up with animals and have cared for many pets for family and friends, including hosting their dogs at my home. I’m comfortable helping pets feel safe in any environment. I’ve also looked after my cousin’s home and pet, so I understand the importance of being respectful, tidy, and communicative in someone else’s space. Nothing makes me happier than earning the trust of a new pet. My priority is to ensure your pet feels safe and happy while you are away.
About: I have been taking care of animals in Westchester County for over 10 years. I have worked with all different breeds of cats, dogs, rabbits and reptiles. I am experienced in giving medications or shots when needed and also an expert at giving lots of love! I currently work a regular 9-5 Monday through Friday, but I am available after 5pm and on weekends. I can always try to work with you to be available at a time that is convenient to you. I maintain your pet’s normal routine to minimize stress. I keep food/water fresh, clean litter boxes, and handle any medications exactly as instructed. I offer playtime, brushing, cuddles, or quiet companionship—whatever your pet prefers. I also keep your home tidy, bring in mail, water plants, and ensure everything is safe when I leave. Above all, I focus on professionalism, compassion, and keeping your pet comfortable and happy while you’re away.
About: Surrounded by doggy siblings growing up and now as an auntie to my nieces and nephews, I love to care for your furry children! Your pets will be in great hands. I currently work in a hybrid schedule at my 9-5. I enjoy caring for doggy friends on the weekends and before and after work when needed. I am constantly on top of making sure pets feel at home and comfortable in a new space. I will also make sure pets feel safe and loved when in their own space.
“Cindy was an absolute delight and an immaculate housesitter! We were nervous about taking our first trip away from our kitten, but Cindy's quick responses, clear enthusiasm, and thoughtful check-ins (with photos!) put us at ease. We truly appreciate that Cindy went above and beyond for us on a holiday weekend, and we'll look forward to being repeat clients in the future - thank you!!”

Over 161 pet parents in Ossining have booked house sitting
Ossining pet parents share their Rover experiences
Cindy was great. She sent pictures of Louis, she played with him often and she kept the house clean. Really the most important thing was how well she took care of Louis. I don't leave him often because I am a nervous mom, but now I know I can use Cindy again and again and know he is in kind and loving hands.

We couldn't be more pleased with Anya. She took great care of our little dog Amos for the weekend in our home. She did everything she could to please him. She even gave him eye drops 4 times a day. Not only that, but she washed her sheets and towels and made the bad back up with clean sheets. She unloaded the dishwasher. In all, she went out of her way to be the perfect dog sitter. Anya also came by a week or so early to meet Amos and try to make him comfortable. She loves animals; it's obvious. Carol

Kristine R. was a WONDERFUL dog and house sitter for us. She kept us informed with photos and texts and left our home in perfect order. Our dog was a happy dog when we got home. Many thanks to Kristine who is professional in every way. We look forward to hiring her again in the future.
Nicole was a marvelous care-giver for our middle-aged Alaskan Malamute! She was patient through Velma's usual "I don't have to listen to you — my moms will be home soon" beginning-of-the-trip phase, and she understood that belly rubs can overcome any northern dog stubbornness. And when some plants that we'd ordered for delivery *after* we returned home arrived early, Nicole carefully unboxed them and made sure they were watered and soaking up sunshine. We'll gladly call on Nicole again for our next trips!
Chris was wonderful! We had him dog sit, staying in our home, for one week while we were away on vacation, taking care of our 65 lb goldendoodle, Indie. Indie is a shy and sensitive dog, and Chris was wonderful with her. We immediately saw his knowledge and skill with dogs when he came over for a meet-and-greet and get-to-know-you walk with Indie before we left. We also found him personally to be a kind, responsible, and conscientious person. He did great with Indie while we were away and took very nice care of our home as well. We found him to be very trustworthy in all ways, and a pleasure to get to know as well!

How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Ossining is $60
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 house 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.
Sitters in Ossining average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Ossining on Rover as of Dec 2025 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Dec 2025, there are 7,794 house sitters in Ossining. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 83% of Ossining house sitters respond in under an hour.
House sitters in Ossining have an average of 13 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Ossining.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Ossining house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.







