House Sitting Ossining
Find a loving house sitter to watch over your pets and your home.
Over 109 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.
“We had some last minute changes because I got sick and Brandon was super flexible and responsive. He’s great with our dog and our dog adores him. He takes him on long walks, very on top of food, water and medication. Took excellent care of the house as well.”
“Brittany watched our dog, Luna, for a full week while we were away. Luna can be insecure and protective and doesn’t always warm up easily to new people, but Brittany went above and beyond to make sure she felt comfortable. She came over several times before the booking to get to know Luna, which made a huge difference. While we were away, Brittany sent plenty of photos, bonded beautifully with Luna, and even brought in our mail and packages. She is a wonderful find for anyone who wants peace of mind knowing their pet is truly well cared for.”
“Becky was amazing as a live-in cat sitter for my elderly cat!! She was able to give him pills and inhalers easily. She sent me frequent updates and left my home spotless. Can’t recommend enough!!”
“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 had a deep love and passion for animals for as long as I can remember. I grew up surrounded by animals and have been caring for dogs, cats, birds, and other pets since I could walk. Friends and family have always said i have a special connection with animals because of the patience, love, and attention I naturally give them. To me, pets are family, and I will care for them as if they were my own. Making sure they feel comfortable, safe, loved, and happy while in my care is always my top priority. I'm currently a stay at home mom, so I have plenty of time to play with and care for your pups! I'm available for dog walks starting at 8:30 AM and can be flexible throughout the day and into the evening whenever needed. I'm also happy to care for your pets in your home, any day of the week, including weekends. My schedule allows me to give your pets plenty of attention, love, playtime, and care while you're away! Your pet's safety, comfort, and happiness are always my top priorities. I'm happy to care for your pets in their own home, where they feel safest and most comfortable, and I'm also willing to stay overnight when needed. I'll follow their normal routine, including walks, feeding, playtime, potty breaks, and of course, lots of love and attention! I will always treat your home with respect and care for your pets as if they were my own, making sure you can feel completely comfortable and confident while you're away.
“Eric did a house / dog sit at my home for about a week. He was an excellent communicator and gave me great updates on how my pup, Lucy, was doing. The house was in great shape when I returned and Lucy was clearly happy and well taken care of. Would highly recommend Eric for any rover needs. Thanks!”
“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: 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!
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.
About: I've been taking care of dogs for over 10 years. I was a former dog walker/pet sitter before starting a non for profit rescue in 2018. I have experience with all breeds and sizes and I am a certificated obedience trainer. In my free time I enjoy being outside and walking my own dog Raylene. I work a few hours in the morning with a long afternoon break. That gives me the ability to come back mid-day for an afternoon walk/play session with your dog(s) or cat(s) during the day. Once I finish work I am home during the evenings for feedings and overnight stays. At this time I'm able to do overnight petsitting in your home. I only watch one family's animals at a time whether it's a drop in visit or overnight petsitting. There can be a presence in your home - getting your mail and packages, watering plants, taking out garbage and recycling and making sure the house is exactly as you left it.
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.
“Jason was fantastic with my pups. He was aware of how to interact with them, seemed to enjoy walking them, feed them as directed and walked them as requested. I am very happy and pups seem to be also.”
“Gabby stayed with our 15 year old, newly diagnosed as diabetic, cat hunter for 4 days. She made sure he received all of his meds, including insulin injections, as instructed. Gabby sent photos and text updates throughout each day. Additionally, she took Hunter to the vet twice to receive his scheduled fluid treatments and made sure his litter box was cleaned daily. We arrived home to a clean house & a happy Hunter. Gabby is very personable, timely & a pleasure to know. I highly recommend Gabby as a responsible, professional & caring pet sitter.”
About: I pride myself on providing patient, attentive, and genuinely loving care for every pet. I’m naturally calm and structured (teacher life!), which helps animals feel safe and settled. I’ve cared for dogs of all sizes, though I have the most experience with small and medium dogs. I’m happy to help with: 🐾 Medication routines 🐾 Puppies & potty schedules 🐾 Senior dog care 🐾 Keeping your pet’s routine consistent I’m also open to cat care. While I’m newer to sitting for cats, I’m comfortable following detailed instructions and creating a calm, respectful environment for them. To ensure safety and a positive environment, I’m not comfortable handling reactive pets. I treat pets like family and love keeping you updated with photos and check-ins 💛 During school days, I offer dependable morning and after-work care. On weekends and days off, my schedule is flexible, allowing me to fully adapt to your pet’s routine and needs. I currently provide pet care exclusively in my client’s home. Caring for pets in their own environment allows me to maintain their normal routines, which helps reduce stress and keeps them feeling comfortable and secure. I carefully follow your instructions for feeding, walks, playtime, medications, and any specific preferences your pet may have. I’m respectful, tidy, and treat your home with the utmost care and professionalism. My priority is ensuring your pet feels safe, relaxed, and well cared for while you’re away.
“Crystal was great. She was helpful teaching me about training a husky i recently adopted thos week. My doggie adored her and cat Jackie. She provided pictures. Great sitter who communicated keeping my anxiety at bay. I am using her again.”
About: I worked in a Doggy Daycare/Sitting Business called Bark & Purr, so I already have experience taking care and training many different dogs and cats. I am currently doing a side hustle job in landscaping! But the hours are very flexible, so I am free nonstop, especially during the afternoon - evenings. I have two huge parks and a fenced dog park to bring your fur baby to! The apartment is very spacious and dog friendly so you don't have to worry about your dog feeling stressed and claustrophobic.
“Kristin was terrific. We needed someone to stay at our house to pet sit my daughter and her husband's dog while we vacationed with them. Their dog is a very sweet but sometimes precocious, energetic 3 year old golden retriever. Kristin did a great job! She's very friendly, experienced and caring. Most importantly she took good care of Shea, but the house as well. I definitely recommend her.”
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 is $105 per night as of November 2026. Most bookings cost between $59 and $122 per night. On Rover, 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 November 2026, there are 17,740 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 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:
- 85% of sitters can help with special care needs
- 89% can help with giving oral medications or injections
- 95% 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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