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.
“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!”
“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”
“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!”
“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.”
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
“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 :)”
“Joe was not kidding when he said he will be your dogs “new best friend”! My pup loved him! They went through a heat wave together and Joe was very careful to make sure Harry was hydrated and happy even in the extreme heat. Joe sent lots of pictures so I knew that Harry was well cared for. Highly recommend!”
About: Hi, I’m Klaudia! Thank you for stopping by my profile 😊 🐶 I've always had a love for dogs, and spending time with them truly brings me SO much joy. I believe every dog deserves kindness, patience, plenty of exercise, and lots of love, and that's exactly the care I strive to provide. I'm a proud dog mom of a 2-yr old German Shepherd named Denver, who has taught me so much about understanding a dog's unique personality, building trust, and making every walk an adventure (while still providing him the training he requires). Whether we're playing fetch, hiking local trails, or splashing through streams and lakes, I love seeing him happy and having fun—and I'd love to give your pup that same experience!! My goal is to treat every dog as if they were my own, giving you peace of mind while you're away and making sure your pup comes home with a wagging tail. Can’t wait to meet your pup! 😊 I work full-time during the day, which allows me to offer reliable early morning walks before work, evening walks after work at any time, and flexible availability on weekends. Depending on your location, I may also be available for mid-day walks a few days each week! Feel free to reach out ☺️ Your dog's safety and happiness are my top priorities. I know every dog has their own personality, comfort level, and routine, so I take the time to get to know them and follow your instructions closely. Whether your pup is energetic and loves adventure or prefers a slower-paced walk, I'll make sure they're comfortable and having a great time.
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.
“Julia was amazing with our dog who is very anxious. We left her with Julia for 5 days and we were very satisfied. She sent daily pictures and updates. Our dog is 11 years old and has separation anxiety, Julia was great keeping her calm. We will definitely ask her again to take care of our pet.”
“5 stars!! Thank you Alina for taking care of our French Bulldog, Cooper. Alina provided lots of updates with photos and videos, was super flexible, and I could tell Cooper was having a great time - I think he has a new best friend. We are normally quite anxious about leaving Coops but we felt totally relaxed knowing he was in great hands. Not only this but Alina left the apartment immaculate which was lovely to return home to after travelling. We will certainly be asking Alina to look after Coopie again. Thank you!”
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
“Corrine is great, she came by to meet with our pup before we went away. I found her very responsible and consistent, she definitely earned our trust. Thank you Corrine!”
“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!”
“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.”
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 loved animals my whole life and grew up around animal shelters thanks to my sister, who is a veterinarian. I'm very active, play sports, and love walking, so I'm happy to keep up with dogs of any energy level. I treat every pet like they're my own and always focus on making them feel comfortable, safe, and happy. With school out for the summer, I have a very flexible schedule and plenty of time to dedicate to your pets. I'm available throughout the week and can easily accommodate your dog's routine and walking needs. Whether your pet needs a quick walk, extra exercise, or regular visits, I'm happy to work with your schedule. I believe great pet care goes beyond just the walk itself. I take the time to make sure each pet is safe, comfortable, hydrated, and ready for our outing. I pay attention to their individual needs, whether that's extra playtime, a slower pace, or lots of exercise. I also help keep their space clean and comfortable so both pets and owners can feel at ease knowing they're in good hands.
About: I have taken care of dogs for the last 10 years. I am a dog owner and he is my best friend. I have helped out my neighbors and friends when they've needed me to walk, check in or sit overnight at their homes for their dogs. I really love animals, so this is the perfect job. I look forward to meeting and working with you and your doggy! I'm currently working part time now, so I have plenty of time to walk and play. Right now I'm available 7 days a week, pretty much starting from 7 AM to 9 PM. Please let me know if there's any issues or concerns you want me to be aware of before hand. Safety and trust are very important for both of us.
The median cost per night for house sitting in Ossining is $60
Pet parents share their Rover experiences - Ossining
Brandon was AMAZING with our animals! He housesat for our whole menagerie and took excellent care of all of our critters. Our dog is a pretty reactive chihuahua rescue but I think Brandon is a dog whisperer or something because Tevye took to him immediately (and even our nippy conures seemed to love him). Will absolutely book him again if possible!
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?
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
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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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