House Sitting Ossining
Find a loving house sitter to watch over your pets and your home.
Over 106 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 was great! He came to meet us beforehand to make sure we were comfortable. Booch immediately loved him. While we were away he was extremely communicative and sent lots of pictures. The house was also well taken care of. We would definitely hire him again!”
“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”
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.
“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!”
“Joseph always goes above and beyond when taking care of Otis! My dog is so comfortable with him & Joseph sends lots of updates to let me know how it’s going while I’m away. He’s a great sitter!”
“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!”
“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!”
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
“We again hired Julia to watch our babies while we were away. She is wonderful and takes great care of them and makes sure she gives up numerous updates while we are away. We would definitely recommend her for any pet sitting needs.”
“Griffin was an great sitter for our animals. Very thorough with communication, and always sent updates with photos and how each of our pets were doing. It puts your mind at ease knowing someone like Griffin has your pets best interest in mind. We definitely will book with him again!”
“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!”
“Maggie was great! She sent lots of pictures and detailed updates throughout the stay, which I really appreciated and made me feel comfortable knowing my dog was in good hands. She was super nice, communicative, and took great care of him. I would definitely book with Maggie again!”
About: I have loved dogs since I was a child and have always felt a special connection with them. I’m an active, outdoorsy young woman, and my energy helps dogs feel happy, comfortable, and cared for. I can keep your pup safe and cared for in my home, take them on long walks, play with them, and make sure they always feel comfortable and loved — just like they’re at home I’m currently work with amazing family take care of two boys and an adorable dog(Penny) so I have mornings free and weekends off I can also do overnight very flexible I can keep your baby safe in my place go for a long walks play, fit them and always make feel lik they’re at home.
About: Besides having raised both cats and dogs all my life, I also have several years experience with volunteering at animals shelters. I can provide leash manners, socialization and provide medical care. At the moment, my availability is very flexible. I can provide service at any day and time. I’m local and can travel for clients. In addition, I’m very responsive. I like to make all animals feel at home by providing a relaxed environment. I have a fenced in yard. All animals should be loved and approached with patience.
About: I love animals! I always been interest on exotic little pets, I have owned multiple pets in my life time, such as cats, dogs, Guinea pigs. Also, I have taken care of my friend’s bearded dragons. Currently I own a 5 year old cat and I used to take care my boss’s dogs. I’m a full time nanny from Monday to Friday, and I would love to take care of pets during evenings or weekends! I’m available from 5pm on weekdays and I have plenty of availability on weekends I love going for walks and dog parks, I think that outdoors activities with pets are the best. I also enjoy time being inside when the weather is not good or when pets can not go outside.
“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.”
About: I was a vet tech at the clinic I grew up by until recently, when I changed career fields. As a former vet tech, I am comfortable giving oral and injectable medications, working with special care animals (kidney disease/renal failure, epilepsy, diabetes, Cushings/Addisons, etc) and have wellbeing expertise beyond that of a typical sitter; if something goes wrong, I know protocol and when to get a vet involved. If you happen to have animals beyond just dogs and cats, I have large and small animal experience (livestock, especially horses, chickens, dogs of all sizes, cats, exotics) and pet sat for friends and family for years until I moved. I love animals and am looking forward to get to know yours! I'm working full time M-F but work nearby and have a lunch break in the middle of the day. I'm an active person and am happy to exercise your baby and give them lots of love. I care for your pets as if they were my own. I believe in not just doing what's necessary (feeding, potty breaks/cleaning the litter box) but also in giving mental and physical exercise. I'm happy to live on your pet or let them keep their distance according to their personality and needs.
“We're always anxious about who we leave in charge of our fur babies as well as our home. Courtney has been amazing for two separate overnights now. Super communicative, and the dogs seem immediately comfortable with her. We've found our new sitter!”
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!
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.
How to book house sitting
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 of House Sitting in Ossining on Rover is $104 per night as of October 2026. Most bookings cost between $56 and $122 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 17,571 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.
<b>Tip:</b> 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Ossining. On Rover:
- 88% 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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