House Sitting in Ossining

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Top rated Ossining house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$35
per night
4.9 out of 5.0 stars
16 reviews
14 repeat clients
11 years of experience
Briarcliff Manor, NY, 10510

About: I currently have a 9-month-old puppy who is pure 50 pounds of energy, so I'm comfortable walking dogs of any size and temperament. Plus, I've had to train him. I do not currently have a full-time job, so I take care of my dog most every day. I can happily do the same for your pet. I will socialize your pet, take your dog on walks, feed them, clean up after them, and whatever other services you may require of me.

Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$80
per night
5.0 out of 5.0 stars
25 reviews
12 repeat clients
15 years of experience
Montrose, NY, 10548

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.

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Kendra S.
Sitter Profile Image: Anya K.
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Anya K.
from
$40
per night
5.0 out of 5.0 stars
8 reviews
15 years of experience
Ossining, NY, 10562

Easy to communicate with, kind and caring for our sweet Coda, and was an excellent house guest while watching our pup for the weekend. Sent us pictures and let us know all was well.

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Lauren C.
Sitter Profile Image: Priscilla C.
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Priscilla C.
Star Sitter
from
$125
per night
5.0 out of 5.0 stars
237 reviews
34 repeat clients
6 years of experience
Ossining, NY, 10562

Priscilla took such great care of our babies! W got multiple updates a day and they were clearly enjoying their time with her! I would highly recommend her!

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Annie G.
Sitter Profile Image: Yhakerra M.
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Yhakerra M.
from
$50
per night
5.0 out of 5.0 stars
11 reviews
5 repeat clients
8 years of experience
New city, NY, 10956

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.

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Mexaline M.
Sitter Profile Image: Isabel E.
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Isabel E.
from
$65
per night
25 years of experience
Croton on Hudson, NY, 10520

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

Sitter Profile Image: CeCe F.
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CeCe F.
Star Sitter
from
$80
per night
5.0 out of 5.0 stars
26 reviews
8 repeat clients
15 years of experience
Croton-On-Hudson, NY, 10520

Excelent service, now I know who would take care of my family pets when I am away. My dogs and cat where really comfortable with CeCe from day one. I am really happy with the service and the follow up pictures she sent me while I was away. She communicated with me at all times which I appreciate. Also my house was well taken care off.

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angela del valle r.
Sitter Profile Image: Bhavika D.
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Bhavika D.
from
$60
per night
5.0 out of 5.0 stars
3 reviews
11 years of experience
Tarrytown, NY, 10591

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!

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Jessica K.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$80
per night
5.0 out of 5.0 stars
18 reviews
10 repeat clients
12 years of experience
Yorktown Heights, NY, 10598

Sarah is truly a one of a kind pet and house sitter. We have a large dog and two birds, and Sarah takes care of them with ease and joy. She is always trying to augment their lives to make them have a better experience. She truly cares. She leaves our house spotless every time. We are lucky to have found her and you will be too.

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Michelle T.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$100
per night
5.0 out of 5.0 stars
22 reviews
7 repeat clients
9 years of experience
Ossining, NY, 10562

Thank you Sam!

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Katie G.
Sitter Profile Image: Becky H.
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Becky H.
Star Sitter
from
$125
per night
5.0 out of 5.0 stars
42 reviews
14 repeat clients
15 years of experience
Thornwood, NY, 10594

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!

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Jacquellena C.
Sitter Profile Image: Julia L.
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Julia L.
Star Sitter
from
$155
per night
5.0 out of 5.0 stars
67 reviews
37 repeat clients
30 years of experience
Nyack, NY, 10960

She sent pictures and kept me up to date on Sam. He seemed happy and content when we returned home. Everything was clean and in order. Thank you

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Mary G.
Sitter Profile Image: Chris B.
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Chris B.
Star Sitter
from
$80
per night
5.0 out of 5.0 stars
6 reviews
4 repeat clients
7 years of experience
Ossining, NY, 10562

Chris was great with my dog, Demi. She's a senior dog and needs some extra care and he made sure to prioritize her. He was respectful of my home and kept it clean and tidy. I would definitely recommend.

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Nick A.
Sitter Profile Image: Nicole C.
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Nicole C.
from
$100
per night
5.0 out of 5.0 stars
8 reviews
1 repeat client
15 years of experience
Ossining, NY, 10562

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!

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Susan & Jan E.
Sitter Profile Image: Brittany K.
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Brittany K.
from
$80
per night
9 years of experience
Verplanck, NY, 10596

About: Hi! I'm Brittany. Nice to meet you! I have around 9+ combined years of experience petsitting and a lifetime of experience around animals. I have always loved animals and started dogwalking as a small side job in 2012 in highschool. I got my real start in 2018 working full-time for a small pet-sitting business, where I learned the ropes and built the skills I still use every day. Since about 2020 I have branched off independently and have continued to be a trusted local petsitter for many clients in my area. Other than petsitting I work at a local pet store, if you know me please say hello! I value myself as trusted petsitter in my community, with many of my clients existing through referrals, past pet sitting connections, and from the pet store where I work. Several of my clients have been kind enough to leave me Rover reviews to help support my business (although the new review window has closed I am happy to provide more recent references upon request). Most of my business actively continues through those channels, but I decided to keep Rover as a way to add a little extra outreach and connect with new families. Please let me know if you would like any extra references for your comfort. I am excited for the chance to meet more furry and non furry friends. I have experience caring for all kinds of pets including super seniors, puppies and kittens, and dogs and cats with a wide variety of medical conditions requiring administration of regular meds, treatments, or insulin. I am familar with pets with strict dietary requirements or regimens (dont worry its not too complicated!). I am comfortable handling strong pullers, leash aggressive/reactive dogs and have a gentle touch to be able to bond with fearful feral cats. I also have experience with aquatic pets, small animals like chinchillas, guinea pigs, hamsters, and rabbits and some experience with lizards and birds. I can also do water parameter testing on your aquariums if equipment is provided to me. Pets are truly my life! And I know your pets are Your life so I will always do everything to ensure your pets are loved, safe, and cared for while you are away and make sure we have lots of fun too! I work at a pet store 6 days a week from 10–6 with a midday break I use for visits. For pets needing 1 or 2 visits a day, they will happen before and/or after those hours. For overnight or 3x visit a day clients I will provide one of the visits during my lunch break. Since I work at a pet store, I can easily grab many forgotten or necessary items for your pet anytime. My schedule ensures I am usually only ever away for ~5 hours at a time. Pets I care for must be okay with some time by themselves, since my bookings are not considered 24/7 care (non -constant). If you need something more full-time, please feel free to message me and I may be able to work something out depending on the request. The schedule I keep generally works well for my clients and the majority of pet owners, but for special circumstances I can make adjustments for specific days if necessary Overnights include Dinner care through Breakfast care and a single return visit midday. I require all of my clients to provide up to date preferred vet information, emergency contact info and provide me prior authorization to seek emergency care for their pets. To this date I have never had to use that information for any emergencies, but I always ask for it. Other than that I will strictly follow rules requested of me, I never do any off leash without being explicitly instructed to, and will only ever provide pets snacks and food that are indicated to me to use for them. I will never take any unnecessary risks with your pet or with your home. I am always respectful with homes and try to leave them as close to how it was before or cleaner than when I arrived as possible. I will make sure plants are watered, mail is inside and check in regularly with images. I am also open to some video or voice calling with your pets if requested. I am unable to provide full home cleaning services, however, I will within reason wash requested items (such as bedding or towels), clean up after myself, and make sure pet areas and bowls are kept tidy.

Sitter Profile Image: Leeanna V.
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Leeanna V.
from
$75
per night
5.0 out of 5.0 stars
2 reviews
9 years of experience
Croton-On-Hudson, NY, 10520

Leeanna is so good with Vesper! She is flexible, accommodating, and kind. Vesper is recovering from surgery and Leeanna was able to take such good care of her, take her carefully on walks while tuning into what’s best, and giving her pets and love, it made me feel so good! I have pictures of Vesper on her lap which is not something she usually does. Vesper loved her so much and didn’t want her to leave.

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Dawn R.
Sitter Profile Image: Gloria G.
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Gloria G.
from
$65
per night
5.0 out of 5.0 stars
3 reviews
10 years of experience
Yorktown Heights, NY, 10598

About: Hi, I’m Gloria! Caring for pets has always been one of the most fulfilling parts of my life. I’ve raised my two Havanese dogs, Freddy and Cooper, since they were puppies, and now that they’re seniors, I’ve learned the importance of patience, attentiveness, and compassionate care for animals at every stage of life. Alongside pet care, I’m a photographer with experience capturing pets’ unique personalities. That means I’ll not only keep your furry friends safe and happy, but I can also share fun photo updates while you’re away—so you always feel connected. With a background in business and an MBA, I bring professionalism, reliability, and strong communication skills to every assignment. Whether it’s daily walks, cuddle time, or keeping routines consistent, I make sure your pets feel safe, loved, and cherished. I look forward to meeting your pets and giving them the love, care, and attention they deserve. Pet care fits easily into my routine. I work part-time from home while caring for my elderly dogs, so I’m available for daytime walks, check-ins, feedings, and overnight stays with a bit of notice. 😊 I’ve grown up with animals and have cared for many pets for family and friends, including hosting their dogs at my home. I’m comfortable helping pets feel safe in any environment. I’ve also looked after my cousin’s home and pet, so I understand the importance of being respectful, tidy, and communicative in someone else’s space. Nothing makes me happier than earning the trust of a new pet. My priority is to ensure your pet feels safe and happy while you are away.

Sitter Profile Image: Diana B.
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Diana B.
from
$60
per night
11 years of experience
Mount Kisco, NY, 10549

About: I have been taking care of animals in Westchester County for over 10 years. I have worked with all different breeds of cats, dogs, rabbits and reptiles. I am experienced in giving medications or shots when needed and also an expert at giving lots of love! I currently work a regular 9-5 Monday through Friday, but I am available after 5pm and on weekends. I can always try to work with you to be available at a time that is convenient to you. I maintain your pet’s normal routine to minimize stress. I keep food/water fresh, clean litter boxes, and handle any medications exactly as instructed. I offer playtime, brushing, cuddles, or quiet companionship—whatever your pet prefers. I also keep your home tidy, bring in mail, water plants, and ensure everything is safe when I leave. Above all, I focus on professionalism, compassion, and keeping your pet comfortable and happy while you’re away.

Sitter Profile Image: Leslie M.
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Leslie M.
from
$35
per night
4 years of experience
Chappaqua, NY, 10514

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.

Sitter Profile Image: Cindy B.
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Cindy B.
Star Sitter
from
$115
per night
4.9 out of 5.0 stars
77 reviews
32 repeat clients
5 years of experience
Pleasantville, NY, 10570

Cindy was an absolute delight and an immaculate housesitter! We were nervous about taking our first trip away from our kitten, but Cindy's quick responses, clear enthusiasm, and thoughtful check-ins (with photos!) put us at ease. We truly appreciate that Cindy went above and beyond for us on a holiday weekend, and we'll look forward to being repeat clients in the future - thank you!!

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Gale G.
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Over 161
pet parents in Ossining have booked house sitting

Ossining pet parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Cindy was great. She sent pictures of Louis, she played with him often and she kept the house clean. Really the most important thing was how well she took care of Louis. I don't leave him often because I am a nervous mom, but now I know I can use Cindy again and again and know he is in kind and loving hands.

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Candace K.
House Sitting
5.0 out of 5.0 stars

We couldn't be more pleased with Anya. She took great care of our little dog Amos for the weekend in our home. She did everything she could to please him. She even gave him eye drops 4 times a day. Not only that, but she washed her sheets and towels and made the bad back up with clean sheets. She unloaded the dishwasher. In all, she went out of her way to be the perfect dog sitter. Anya also came by a week or so early to meet Amos and try to make him comfortable. She loves animals; it's obvious. Carol

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Carol W.
House Sitting
5.0 out of 5.0 stars

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.

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Kathryn H.
House Sitting
5.0 out of 5.0 stars

Shannon did a wonderful job taking care of my 10 year old dog over night. She was caring and attentive to all of my dogs needs. Shannon communicated frequently and sent me lots of photos. I will definitely be contacting her again.

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Elena B.
House Sitting
5.0 out of 5.0 stars

Traci is great! She took great care of our birds and dog and treated them very sweetly throughout, with update texts and videos

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Michelle T.
House Sitting
5.0 out of 5.0 stars

Maria took fantastic care of our pups and our home. She was very good about sending us multiple photos. We will definitely hire her again!

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Greg W.
House Sitting
5.0 out of 5.0 stars

Danny was a great sitter for our two pups this weekend. He was communicative and respectful and also took great care of our home. Most importantly, we came home to happy and healthy dogs!

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Eric T.
House Sitting
5.0 out of 5.0 stars

Maddie was excellent with our puppy for the day while we were at work! She was on time and very communicative. We can’t wait to have her watch goose again!

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Kelly W.
House Sitting
5.0 out of 5.0 stars

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!

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Susan & Jan E.
House Sitting
5.0 out of 5.0 stars

Catherine took good care of Kiki! I would get consistent updates and everything was left neat and orderly. They were very transparent and professional.

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Alex M.
House Sitting
5.0 out of 5.0 stars

Chris was wonderful! We had him dog sit, staying in our home, for one week while we were away on vacation, taking care of our 65 lb goldendoodle, Indie. Indie is a shy and sensitive dog, and Chris was wonderful with her. We immediately saw his knowledge and skill with dogs when he came over for a meet-and-greet and get-to-know-you walk with Indie before we left. We also found him personally to be a kind, responsible, and conscientious person. He did great with Indie while we were away and took very nice care of our home as well. We found him to be very trustworthy in all ways, and a pleasure to get to know as well!

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Nathan T.
House Sitting
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The median cost per night for house sitting in Ossining is $60

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Sitters in Ossining average 3
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