House Sitting Ossining
Find a loving house sitter to watch over your pets and your home.
Over 102 pet parents in Ossining have booked house sitting
Ossining, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Brandon F. was FANTASTIC! He gave regular updates and sent photos of our Lucy to us. It was so great to be able to relax and know that our beloved pet was in good hands with Brandon. Would absolutely book him again!”
“Brittany was absolutely amazing with our boy Codi! She kept in contact, sent pictures everyday, and made us very comfortable knowing he was being well cared for while we were gone! I can’t say enough good things about her!”
“Katherine was very attentive and very kind to our guys! It was our first time using them and we will continue to use them. Katherine is very patient and kind and you can tell they love animals”
“Joe did a great job taking care of Luna. We felt comfortable that our dog and our house were in good hands. It seemed like Joe really bonded with Luna and that he genuinely enjoys working with animals.”
About: I have 2 cats of my own, Bamba and Gleeda, for 10 years. I have done cat sitting (litterbox done of course) and dog walking (various ages and breeds) for a few years now. I have experience handling multiple dogs at a time, various pets in a household, and no issue with stronger breeds or stubborn cats. Being a college student, I have a flexible schedule that allows me to be available many times of the day especially the afternoon or mid-day. I always follow the client's instructions explicitly and care for their pets and property as my own. I understand that everyone has a different routine, requests, and values and I honor them all respectfully.
“Becky was a fantastic dog sitter for us! She over communicates, shows our pups authentic love and just went above and beyond for our home outside of what we agreed too! Would highly recommend her! Just don’t overbook her schedule, then I won’t be able to book her services :)”
“Joy was so thoughtful, paid attention to all the details, and our cats liked her immediately. She took great care of our girls and our home while we were away. She is very responsive and sent lots of pictures which we really appreciated! We would definitely book her again!”
About: I have taken care of dogs since I was a child, all my life I have been surrounded by pets, therefore I know their care and I love them, friends and family have trusted me to feed them, walk them, bathe them or show my affection towards them, I describe myself as a person responsible, honest, patient and very kind. Nowadays I’m working part time, so I’m available to take care of your pets on weekends the full time or mornings 8am to noon during the week days. I am willing to take care of them in the house of my clients, I am a very organized person so I can easily follow instructions and know important things about the house and location of the necessary utensils for pets according to your likes
About: Hi, I have a mini poodle, she is 10 years old. I know how to care senior dogs or puppies. I really love dogs. I did petsitting for my friends *Westchester and Bronx Pet care fits into my routine mainly during evenings and weekends. I’m more flexible on weekends but we can find time. I can provide services in both Westchester and the Bronx. Please let me know your location so I can confirm availability. Whether I’m caring for pets in my home or yours, I always prioritize their safety and comfort. I never give pets human food, and I make sure to follow any dietary restrictions or allergy information you provide. I take pets out as often as they need and treat them with the same love and attention I give to my own family.
About: I dog sat for the same family for 2 years during their family vacations. I’ve taken care of dogs and cats I love all animals and would love to care for yours ! I work part time during the week and I am also a student, my weekends are usually free or mornings before 12 during the week. I live in a spacious townhouse with six other girls who are all animal lovers, so your pet will get lots of love, attention, and company during their stay! There are stairs throughout the townhouse, but I’m happy to accommodate your pet based on their individual needs. We don’t have a fenced-in yard, but there is plenty of space nearby for walks, outdoor time, and bathroom breaks. I don’t currently have a crate in my home, so if your pet is crate-trained or requires one, you would need to provide their crate for their stay. My main priority is making sure your pet feels safe, comfortable, and at home while they’re with me!
“Eric took such great care of my two dogs for the week I was out of town. He was so kind and understanding when my flight got cancelled and stayed with them. I highly recommend him. I don’t leave my dogs with just anyone and he was incredible with them.”
“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!”
“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: 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!
“Andrea was great with our anxious French bulldog. She went above and beyond watering the gardens and caring for the animals. She was communicative and sent pics of our pup. We will absolutely hire her again to house and pet sit! Highly recommend.”
“Kristine was truly great. She dog/house sat for over a week and kept us informed of our pup’s doings everyday (with pictures). Our home was just as we left it. We couldn’t have asked for more and will be hiring Kristine again for our next trip.”
The median cost per night for house sitting in Ossining is $60
Pet parents share their Rover experiences - Ossining
Maria and Alejandra stepped in the middle of a dog sitting emergency while we were away. As soon as they arrived our dogs immediately calmed. They were wonderful and they knew exactly how to handle our young Mali/dutch mix and Great Pyrenees mix. We received daily updates and pictures seeing how happy our dogs were and we were able to relax and enjoy our vacation. We had happy calm dogs when we came home. We cannot thank them enough for all they did. Highly recommend!!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for house sitting - Ossining
Select a filter and find qualifying sitters offering house sitting.Sitters in Ossining average 3 repeat house sitting clients
FAQs for House Sitting - Ossining
Frequently asked questions about Rover
The average cost for House Sitting in Ossining on Rover is $101.65 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of September 2026, there are 17,498 sitters on Rover offering House Sitting across Ossining. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Ossining walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Ossining maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Ossining. On Rover:
- 89% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 97% 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.
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