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.

1 / 1
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
34 reviews
21 repeat clients
11 years of experience
Briarcliff Manor, NY, 10510

Margaret was wonderful with Archie. She was easy to communicate with and reliable. Will definitely be working with her again!

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Nancy P.
Sitter Profile Image: Grace F.
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Grace F.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Yorktown Heights, NY, 10598

About: I've had dogs my whole life and have cared for dog at every size and life stage. From puppies to seniors, I'm happy to cater to your dogs needs. For walks, I have experience with dogs who are pullers and those who like to go at a slower pace. I also have experience cat sitting for a few family friends cats. Just let me know the type of attention your pet needs and I'm happy to cater to them. Also, I am a current online graduate student so I have lots of time to hang out with your furry family members! I'm currently pursuing an online masters degree, which means I am very flexible with my hours. As long as I can bring my computer to get some work done during the day, anytime is fine with me. I would love to cuddle with your pet while watching lectures, and take much needed study breaks to go for a walk or play a game of fetch! I have experience housesitting while watching furry friends. I'm happy to cater to your pets' needs and find what activity is the most fulfilling for them.

Sitter Profile Image: Becky H.
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Becky H.
Star Sitter
from
$135
per night
5.0 out of 5 stars
61 reviews
24 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: Richard R.
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Richard R.
Star Sitter
from
$65
per night
4.9 out of 5 stars
37 reviews
9 repeat clients
2 years of experience
Hartsdale, NY, 10530

Richard was great. Good communication and our dog seems very happy. We would definitely book him again and recommend him!

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Hillary H.
Sitter Profile Image: Brandon F.
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Brandon F.
Star Sitter
from
$110
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
7 years of experience
Ossining, NY, 10562

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!

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Jennifer A.
Sitter Profile Image: Isabel E.
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Isabel E.
from
$45
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
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: Jessica D.
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Jessica D.
from
$60
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Cortlandt, NY, 10567

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 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.

Sitter Profile Image: Julia L.
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Julia L.
Star Sitter
from
$155
per night
5.0 out of 5 stars
69 reviews
39 repeat clients
30 years of experience
Nyack, NY, 10960

Julia was fantastic! I was nervous about leaving our 12 year old blind Boston terrier, for the first time, with a stranger, but Elle took to her immediately. The wonderful photos she sent showed us that she was happy. Julia took wonderful care of Elle and our home too. We have already booked her for 2 more trips!

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Shelly S.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$80
per night
5.0 out of 5 stars
33 reviews
14 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: Brittany K.
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Brittany K.
from
$80
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
9 years of experience
Croton-On-Hudson, NY, 10520

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.

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

Yhakerra was a wonderful dog sitter!! So happy with everything. The dogs were very happy when I returned home and our place was clean and tidy as well. She sent photos and videos, communicated daily, and did so many things above and beyond expectations for their care. I will definitely hire her again for future care.

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Amy B.
Sitter Profile Image: Paula M.
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Paula M.
from
$65
per night
7 years of experience
Ossining, NY, 10562

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! (:

Sitter Profile Image: NALLELY V.
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NALLELY V.
from
$45
per night
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Ossining, NY, 10562

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.

Sitter Profile Image: Kristine R.
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Kristine R.
from
$130
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
7 years of experience
Croton on Hudson, NY, 10520

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.
Sitter Profile Image: Nicole C.
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Nicole C.
Star Sitter
from
$100
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
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: Michael M.
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Michael M.
from
$50
per night
19 years of experience
Valhalla, NY, 10595

About: I’ve taken care of dogs since I was 5 years old and I’ve grown up with them my whole life. I’ve worked with animals of all sizes; my smallest dog is 10 pounds and my largest is 75 pounds. I absolutely adore animals. I’m currently a student physical therapist on a clinical rotation in Westchester. Looking forward to meeting your beloved pets! 😊 Monday/Wednesday/Friday I have clinical rotation 11am-8pm Tuesday/Thursday I’ll be in clinic 7am-4pm Weekends I am free unless otherwise stated I prefer owners leave a note with specific instructions pertaining to their pet as every pet is different. I love playing, cuddling, and simply being in the room with any pet. I am attentive to their needs and very communicative with the owners.

Sitter Profile Image: CeCe F.
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CeCe F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
15 years of experience
Croton-On-Hudson, NY, 10520

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!

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Jenna S.
Sitter Profile Image: Hansol K.
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Hansol K.
from
$70
per night
5.0 out of 5 stars
1 review
1 repeat client
3 years of experience
Ossining, NY, 10562

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.

Sitter Profile Image: Yurany E.
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Yurany E.
Star Sitter
from
$80
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
15 years of experience
Sleepy hollow, NY, 10591

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

Sitter Profile Image: Noel L.
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Noel L.
from
$70
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
10 years of experience
Greenwich Village, Tarrytown, NY, 10591

Noel was very punctual and flexible with any changes. We used her all 7 days while visiting Florida and will use her again if she is free. Mason enjoyed all the walks and hanging out daily with Noel... Fabulous experience...

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Matthew F.
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Over 176
pet parents in Ossining have booked house sitting

Ossining pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Brandon is the best human being to watch your dogs, he treats them like family and attends to their every need. Our dog has epilepsy and was on top of giving her medicines and watching out for signs of seizures. He took our other pup to the vet when he had worms and accidents all over the house, he was so gracious about caring for both of them. It meant the world to my husband and I of how well he took care of them and put us at ease while we were away. He has also helped correct bad behaviors in youngest pup and we’ve seen a huge difference. There’s no one better than Brandon!

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Nandini S.
House Sitting
5.0 out of 5 stars

Maria was great. My boys loved her. She was very attentive to their needs and my need for constant check ins. She sent multiple photos daily which I appreciated so much. I will definitely use Maria again in the future. Maria cared for my boys like they were her own.

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Andrea B.
House Sitting
5.0 out of 5 stars

Margaret was amazing! She checked in very frequently. She sent photos over of the dogs and just an overall delight to have watching our dogs. I highly recommend her!

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Cristina B.
House Sitting
5.0 out of 5 stars

As usual, Shannon was a stellar caregiver to our almost 19 year old cat, Boo! Shannon totally get’s me & how neurotic I am about his care. She always goes above & beyond. Selfishly, I’d really rather not share her 😊

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Leslie S.
House Sitting
5.0 out of 5 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 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 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 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 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
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Ossining is $60

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your house 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.

Sitters in Ossining average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Ossining on Rover as of Jun 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Ossining house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 7,681 house sitters in Ossining. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 83% of Ossining house sitters respond in under an hour.

House sitters in Ossining have an average of 13 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Ossining.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Ossining house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.