House Sitting Ossining
Find a loving house sitter to watch over your pets and your home.
Over 94 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!”
“Cecelia took great care of our two dogs and house sat for us while we were out of town for a week. She sent us multiple pictures of each of them every morning and every evening, they looked happy and like themselves in every one. We came home to our mail collected, a clean house, and two very happy doggies! Would definitely use again!”
“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.”
“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!!”
About: I have had always had pets growing up! I took care of my dogs throughout my life, and since leaving home, I have dog sat for many others. I am happy to walk, play with, feed, and bathe your dog! I am currently working part time and will soon be transitioning between jobs, at which point I am excited to spend more time dog sitting. I will ensure I know how to best care for each dog before walking them, so I can make sure to keep them safe and healthy.
About: I'm a reliable, compassionate pet sitter who truly loves animals and understands how important it is to feel confident leaving your pet in someone else's care. I have experience with dogs and cats of all ages and temperaments, from energetic puppies to more relaxed or senior pets. My background as an EMT and in healthcare makes me attentive, responsible and calm in situations. I'm very detailed oriented, so ill follow your pet's routine closely- feeding schedules, walks, medications and any other special instructions. whether your pet needs playtime, long walks or just extra love and comfort while you're away, ill treat them like my own! your pet's safety, happiness and well-being are always my top priority! I work Monday through Friday 8am-5pm. I live very close to work and get to go home to walk/ feed my own dog during my lunch time. I have availability Wednesdays and Fridays during 12-1pm to drop in/ walk/ feed your pup! After 5pm I walk my dog again and have availability to also walk/ stop in/ feed yours as well. I don't work weekends and have full availability to be with your pet as needed. Starting October 2026, I'll have availability for Tuesdays, Thursdays and weekends for all services + boarding. Proof of updated vaccinations will be required as I need to protect my own pets as well! I have a fenced in yard and very friendly dog who loves to play and relax with other dogs or cats! My dog gets home cooked meals that are prepped for him to last all week. He also gets kibble mixed in! He loves daily walks/ drives and fresh water! I will make sure your dog also gets walks, food and potty breaks or drives if they love drives! My cat is very social and friendly as well, she tends to be more independent and changing her litter, feeding her fresh food and fresh water for her daily is very important. Cats can be very particular with their water, food and playtime and I will make sure to follow that for your cat.
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
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 owned and cared for animals my whole life, from cats and dogs to snakes and chinchillas. My fur babies are everything to me - I even have them forever tatted on me! My current English bulldog, Stella, is half-blind and all crazy. She is a protector and lover of my two girls, who have known and grown up with animals their whole lives. While a sweetheart, she remains separate from my boarded friends. I have experience caring for senior animals, shy and timid babies with, and large breed guardian dogs. I also enjoy volunteering at two of our local animal shelters and am raising a future veterinarian. I believe animals are the purest form of love and require nothing less in return. Whether my own or yours, you can trust that I'll care for them all the same ♥️ I'm available most days of the week and weekends. Pet care and motherhood are my full-time roles, and my daughter may often accompany me on my walks. My home has large yard and a separate family area where my boarded friends can have their own quiet, private space to hang out with me: hang on the couch, watch TV, or play outside. I have a large crate if needed and plenty of space.
“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.”
“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.”
“My dog just went through a few stressful events that has made him very anxious around strangers but he was very comfortable with Joe. We did a meet and greet before booking he did not show signs of anxiousness; in fact he took to Joe immediately licking him on his face. Joe then watched him all day on back to back days over the weekend which went very well. My dog was relaxed all day and did not have any issues. Joe is very flexible, priced extremely reasonable and I look forward to using him again in the future.”
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’ve worked under great trainers in daycare settings. I’ve worked with many different breeds and learning how to redirect bad behavior into positives. I’ve worked with boarding for older dogs and have become familiar with different medications as well as being able to administer them. I have experience with a company that did drop ins, house sittings, & dog walks. i dont have a set schedule until June 8th. I've been working with dogs for many years & this job that i will be in is not in the dog field. I want to fit in dog walks in any way i can to grow my personal doggy business (: Dogs are my passion. I make sure to be very well informed of any medications, any reoccurring behaviors so I am fully prepared to assist with your pet. I’m respectful of your home & will be spending the best time with your pet! If you are looking to reinforce any training I’d like to know, to help with that process. I’d like to be aware of any allergies in case I have treats (: However I can help with your pet, it’ll be a pleasure! (:
About: I’ve had 6 dogs in my lifetime and of all shapes, sizes and personalities. I have never met a dog that I haven’t gotten along with and have been caring for mine and my friends dogs and cats when needed since I was 10. I trained each one of my dogs and take great care to respect them as the magnificent boys and girls they are. I really love animals of all kinds and meeting new ones is always the highlight of my day, and I look forward to meeting more! I’m currently applying to graduate school and studying for standardized testing, so my schedule can be as flexible as needed to accommodate for yours or your pets needs. I’m quite active with my dogs so I’m more than happy to deal with any energy levels in animals. That being said my care revolves around keeping your pets as happy as possible, and if you are ok with it I have a fully fenced in garden and three lovely dogs to keep them company!
“Corinne did a fantastic job watching our 8 month old Bernedoodle for the first time while my husband and I were out of town! She was communicative, sent us pictures, gave her lots of activity, and snuggles. Would definitely book Corinne again for dog sitting!!”
“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: 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
“My dog got kennel cough before we were traveling and I needed to find last minute arrangements at our house for him since he could not be in a group setting. I looked on Rover and was lucky enough that Julia had a last minute availability. Little did I know that Julia would be everything we needed and more! Julia sent frequent updates on Boulder and another bonus was that she is a photographer and takes beautiful photos!! She cared for Boulder so well and I was completely comfortable even though he was sick. I will absolutely be using her again!!”
The median cost per night for house sitting in Ossining is $60
Pet parents share their Rover experiences - Ossining
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.
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.
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?
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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
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2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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Select a filter and find qualifying Ossining sitters!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 $102.25 per night (as of July 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 July 2026, there are 17,336 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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