House Sitting Ossining
Find a loving house sitter to watch over your pets and your home.
Over 96 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.”
“Preston watched my 2.5 year old sheepadoodle Archie for just under 2 weeks while I was traveling. I highly recommend Preston to anyone who needs a house sitter. He was great with Archie and provided me updates as needed and was easy to get a hold of. He even began training Archie on some different skills. He even left my house cleaner than when I left it. Preston was a great choice for house sitting and I will definitely try to use him again if I ever need someone to watch my pup and house!”
“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 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.”
“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.”
“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: 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.
“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!”
“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 grew up in a big family with lots of pets including dogs, cats, rodents, and birds. I have been successful in self-taught basic training of dogs. I am a graduate student who plans to have pet care be a source of income that fits around my schedule. I have classes during the week and currently live on campus which is why I cannot provide care in my home. I have owned many pets in my life and have cared for different ages from puppies and kittens to seniors. I enjoy promoting enrichment activities and physical exercise.
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
“This is the third time Julia has stayed with our three dogs for multiple days. She is extremely conscientious and follows our directions to a tee. She’s not afraid to reach out if she has a question or concern which we really appreciate. She is flexible if you have to pivot last minute which we had to do when dates and times had to be adjusted during our last trip. She is kind and respectful. She sends AMAZING pictures…and lots of them. Our house looked just as it did when we left it (if not better)! We already have Julia booked for our next trip. We give her the highest recommendation you can give!!”
“Yhakerra took excellent care of our Bailey over the weekend. She kept us updated so we had one less thing to worry about while attending our son’s wedding. Will definitely be in contact for any future needs.”
“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.”
“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!!”
“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.”
About: I've taken care of dogs since I was a kid. I take care of dog for friends and family or even neighbors. I tech them tricks or basic training things like drop, paw, leave it, seat etc. I have plenty of time to play with your dog and make it run outside or inside. I am a stay home mom and even weekends I work with my teenage daughter who is a pet lover too. I have a fence yard and two friendly dogs to keep your baby company. I also have crate in case if need it. they have plenty of toys to play and treats when they behave.
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.
The median cost per night for house sitting in Ossining is $60
Pet parents share their Rover experiences - Ossining
Maria and Jose were absolutely wonderful pet sitters! They took excellent care of our two dogs and gave us complete peace of mind while we were away. Our Lab is diabetic and requires insulin and some extra attention, and they followed all of the instructions we left for them perfectly. They were caring, responsible, and attentive to every detail. Knowing our dogs were in such good hands allowed us to truly relax and enjoy our vacation without worrying about how things were going at home. We came back to happy, well cared for dogs, and we couldn’t have asked for better sitters. We would absolutely trust Maria and Jose with our dogs again and highly recommend them to anyone looking for wonderful, dependable pet sitters!
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 $102.25 per night (as of August 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 August 2026, there are 17,410 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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