Pet Sitting Pleasantville

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 10
pet parents in Pleasantville have booked pet sitting

Pleasantville, Find top rated pet sitting

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

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Sitter Profile Image: Ronald S.
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Ronald S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
7 repeat clients
35 years of experience
PLEASANTVILLE, NY, 10570

“Ron is amazing ! Loves to take care of and train our young lab puppy. Very reliable. So glad we found him.”

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Iris B.
Sitter Profile Image: Marta A.
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Marta A.
from
$25
per visit
5.0 out of 5 stars
• 152 reviews
54 repeat clients
7 years of experience
Ossining, NY, 10562

“Marta is very reliable and responsive. We had her to take care of our cat during our family trips. She was great with updating us and I’m sure we will ask her to take care of our cat again!”

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Yuuka S. Z.
Sitter Profile Image: Brandon F.
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Brandon F.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 25 reviews
5 repeat clients
7 years of experience
Ossining, NY, 10562

“Wow. I can’t say enough about the quality of care Brandon provided to our active dog Coco (who needed medicine administered and extra TLC during his visit) and our kitty Cora. His communication with us and the animals was wonderful, he updated us in real time, and everyone was in great shape when we arrived home. We’ll definitely be rebooking with Brandon!”

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Madeleine H.
Sitter Profile Image: Jane H.
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Jane H.
from
$28
per visit
5.0 out of 5 stars
• 5 reviews
3 repeat clients
7 years of experience
Briarcliff Manor, NY, 10510

About: Animals are a central part of my life and always have been. I’ve cared for everything from dogs and cats and more, and I truly treat every animal like my own. I understand how stressful it can feel to leave your dog with someone else, so I focus on providing attentive, loving care you can fully trust. P.S. I have a soft spot for snuggly pups and love long walks. I am currently an online college student with a very light course-load! So I have lots of flexibly and time to care for your pup! I have a fully fenced( with the exception of the driveway entrance- which can be fenced off while your pup plays outside) two acre property with 8ft deer fencing. I have two 60ish pound dogs who are very friendly and low key. Our dogs free roam the house yours can as well or can be in a crate if your prefer. We are pretty active and love to go on long sniffari walks!

Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$21
per visit
2 repeat clients
10 years of experience
Millwood, NY, 10546

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.

Sitter Profile Image: Daniel S.
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Daniel S.
from
$20
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
6 years of experience
Ossining, NY, 10562

“This was our first time having Daniel and we were very pleased hoe responsible he was, and how he remembered our directions regarding how to train Luigi on The Walk. We definitely will reach out to Daniel the next time we need coverage.”

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Shem G.
Sitter Profile Image: Mikayla C.
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Mikayla C.
from
$30
per visit
5.0 out of 5 stars
• 3 reviews
5 repeat clients
15 years of experience
Bronxville, NY, 10552

About: My family has had big dogs our entire lives so I learned to take care of them from a young age. I love all kinds of animals! I work from home with a very flexible schedule so I can generally make most times work :) Happy to work around any schedule if needed! It’s definitely a priority to keep your dogs safe during a walk or a visit - my full focus and attention is on them 100% of the time!

Sitter Profile Image: Jessica D.
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Jessica D.
from
$25
per visit
5.0 out of 5 stars
• 20 reviews
11 repeat clients
20 years of experience
Ossining, NY, 10562

“Jessica is amazing. She is truly very understanding and it’s such a great job with our dog. She sent us pictures of him as she was watching him. She is the best I would highly recommend Jessica.”

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Caroline F.
Sitter Profile Image: Ethan B.
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Ethan B.
from
$15
per visit
3 years of experience
Pleasantville, NY, 10570

About: I’ve grown up with dogs since I was a young boy, and when I turned 15 I started my own Dog Walking service in my home town of Hoboken NJ. I ran it for 3 years straight building a vast clientele basis until I moved to Pace University for college. Can’t wait to meet all of your adorable pets!!! Would be able to do walks any day during any time of the day and more then happy to do pet sitting in your home if needed!!! I’ve always cared for pets in a special way since I was a young child. I’ve grown up with dogs since I was a little boy and try even if I am with the dog for only a short period of time to give the dog as much love and care as possible

Sitter Profile Image: Leslie M.
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Leslie M.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
4 years of experience
Pleasantville, NY, 10570

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: Jessica F.
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Jessica F.
from
$25
per visit
1 repeat client
38 years of experience
Ossining, NY, 10562

About: I have had my own pets since I can remember ranging from cats, dogs, iguanas, hamsters, fish, salamanders, hermit crabs, and even chicks. Growing up, I spent my summers on my grandfather's farm raising cows, horses, pigs, cats, dogs, chickens and a rooster. I don't have and human kids but I have raised many fur babies. I am the go-to person for family and friends, especially for pets with very specific care instructions. I am in NYC; I drive and have a pretty flexible schedule at this time. My career outside of pets includes Human Resources Management and Operation Director at different schools. I am currently working for myself as a treat maker so I am very flexible with time. I also have a clean license and reliable transportation. I am currently in NYC but can travel to Westchester County and northern NJ as well. I love when a client gives me detailed instructions and will follow them to a tee. I am a very organized person with a high attention to detail who often goes above and beyond in everything I do. Because I have worked with children and at schools, I have been fingerprinted by NYS/NYC, Dept of Health and the NYC Dept of Ed.

Sitter Profile Image: Alyssa & Michael s.
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Alyssa & Michael s.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 48 reviews
25 repeat clients
10 years of experience
White Plains, NY, 10605

“Alyssa is friendly, responsive, and easy to work with! She was EXCELLENT with our rabbit while we were away and communicated very thoroughly throughout the booking. He clearly enjoyed their visits and we can’t wait to rebook with her again soon!”

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Kara M.
Sitter Profile Image: Yohana D.
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Yohana D.
from
$25
per visit
10 years of experience
Ossining, NY, 10562

About: I love animals! I always been interest on exotic little pets, I have owned multiple pets in my life time, such as cats, dogs, Guinea pigs. Also, I have taken care of my friend’s bearded dragons. Currently I own a 5 year old cat and I used to take care my boss’s dogs. I’m a full time nanny from Monday to Friday, and I would love to take care of pets during evenings or weekends! I’m available from 5pm on weekdays and I have plenty of availability on weekends I love going for walks and dog parks, I think that outdoors activities with pets are the best. I also enjoy time being inside when the weather is not good or when pets can not go outside.

Sitter Profile Image: Yosef T.
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Yosef T.
from
$40
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Valhalla, NY, 10595

About: My family is proud to have adopted several dogs from local shelters and make them a part of our family. When our Ziggy (Golden Retriever) passed away in 2017 after 9 years, we picked up Loki (a black lab mix) and he's bringing us joy on a daily basis. Since I moved away to start medical school, I have been looking for ways to connect with animals, and this has included going to visit friends with dogs and cats, and is also the reason I've signed up with Rover! I look forward to meeting your lovely pets, and to working with you! The best options for me will be dog-walking or house-sitting considering my school schedule, but mornings/evenings would probably work best for me. However, I don't have a set schedule, so there is possible availability at any time during the day, depending on what mandatory events I need to attend. I am unable to care for pets in my home but I am happy to house-sit. I can ensure that your pet is getting the proper amount of water, food, exercise, rest, and attention for the entire time I am booked.

Sitter Profile Image: Nadia A.
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Nadia A.
from
$18
per visit
5.0 out of 5 stars
• 1 review
10 years of experience
Mount Kisco, NY, 10549

About: I started working with dogs in 2016 at canine kindergarten currently work at Dogtopia also do grooming. I had experience working at a veterinary hospital as well I look forward to meeting new dogs and giving them a positive experience 😊 I currently groom dogs in Mount kisco 4 days a week and do 2 shifts at Dogtopia’s Yorktown I enjoy spending time with pups of all sizes and breeds! I have a lot of experience with big and small dogs as well as dogs that require more attention. I can also do nail trims if needed!

Sitter Profile Image: Jessica B.
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Jessica B.
from
$25
per visit
20 years of experience
Ossining, NY, 10562

About: Hello there! I am a 34 year old teacher who provides animal care all year long, part time during the year and full time during the summer 😊 I have pets of my own, a dog and cat, as well as experience volunteering at animal shelters. I was previously an assistant manager at a doggy day care where I did everything from basic care and cleaning of the facilities as well as bathing and drying dogs, feeding, administering medications, enrichment play, walks and of course…cuddles! I care for my own pets, 1 dog and 1 cat everyday by feeding, providing love and treats as well as walks and enrichment activities. For clients, it is summer time which means my schedule is very flexible to help you out as best as I can! I treat every animal with love and it is their space so they choose the pace! I make sure to let them approach me and read their body language for what they are comfortable with.

Sitter Profile Image: Mikaela B.
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Mikaela B.
from
$18
per visit
9 years of experience
Thornwood, NY, 10594

About: Since I was three, I've always had a dog in my life. Whilst caring for my own pets over the years, I've become the go-to dog sitter for friends and family. They'd rely on me to spend time, walk/let out, and feed their pets. Eventually, I was able to branch out and build a clientele over the past three years. I have experience with senior care as well, where I'd have to administer medication and clean up after them, should they have incontinence issues. Before I got into overnight dog sitting, I was a volunteer at Paws Crossed Animal Rescue in 2017-18 and an intern in 2018. My responsibilities included walking, playing, and spending time with dogs of all different backgrounds. At the moment, I do not work full-time, so I'm essentially available for house sitting/overnight care on weekdays. My weekend schedule can be flexible. I will not be available for boarding. In regard to caring for pets in a client's home, I will follow their instructions and adhere to their usual routine when looking after and tending to their pet(s).

Sitter Profile Image: Diana B.
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Diana B.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
11 years of experience
Mount Kisco, NY, 10549

“From the moment we met Diana my dog and kitten both responded to her with no hesitation- my dog loved her from first meeting. Our trip was extended and she was flexible with all the back and forth changes . Which we really appreciate and was reassuring! Not only did she add on last minute service, she also was ready to adjust payment ( credit) for scheduling changes . I am thankful to have found her, and will happily ask for continued help with Diana!”

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Yifat S.
Sitter Profile Image: Arlin R.
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Arlin R.
from
$20
per visit
12 years of experience
White Plains, NY, 10603

About: I had my very own dog when she was born until she passed. I absolutely love animals and will treat every pet like my own. Whether it’s walks, playtime, or cuddles, I can make sure your furry friend feels loved, safe, and happy while you’re away. I’m patient, caring, and always follow your pet’s routine to keep them comfortable. You can count on me to give your pet lots of attention—and I’ll even send photo updates so you can see how great they’re doing Currently work a full time job weekdays to provide for my daughter and I. I’m available both Saturday and Sundays after 10:30am that way I can spend time with your fur baby and love/care for them as my own. When I care for pets, whether it’s in my home or a client’s, I can make sure they feel safe, loved, and comfortable. I follow their normal routine for meals, walks, and playtime so everything feels familiar to them. I love giving them lots of attention, cuddles, and play! If I’m in a client’s home, I’m always respectful and keep things tidy. I also like to send updates and cute pictures so you can see how happy your pet is while you’re away.

Sitter Profile Image: Sarah M.
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Sarah M.
from
$25
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
12 years of experience
White Plains, NY, 10603

“Sarah was great (again!) with our elderly cat Morris. She was able to look after him at short notice, and took a snow storm in stride to get to our house. She was kind and patient and handled all his medical issues without a hitch. Highly recommended.”

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Anne S.
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The median cost per visit for pet sitting in Pleasantville is $25

Pet parents share their Rover experiences - Pleasantville

1 / 1
5.0 out of 5 stars

Second time using Margaret she is punctual and caring and reliable. Will use her again. Highly recommend.

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Stephanie M.
Drop-In Visits
5.0 out of 5 stars

Becky was awesome with our dogs! She is very easy to work with and her experience put us at ease. She also gave us updates with pics! Definitely will be using her in the future!

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Stephen B.
Drop-In Visits
5.0 out of 5 stars

Georgina was amazing ! She took care of my cat on short notice and she communicated with me right away to confirm she was available and during the days I was away. My cat can be a little difficult with strangers but Georgina was able to feed her and spend time everyday! Thank you!

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Amanda L.
Drop-In Visits
5.0 out of 5 stars

Jennifer saved our trip by accepting a last-minute booking to take care of our two rescues (a friendly dog and cat) - and took great care of both of them. We appreciate that she took the time to stay extra time with both of them during her visits. Would highly recommend.

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Joe C.
Drop-In Visits
5.0 out of 5 stars

Caroline is the absolute best! There is no one I trust with my cats as much as her. She is our go to, every time we are out of town. Book her. You will not regret it!

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Lauren S.
Drop-In Visits
5.0 out of 5 stars

Gail is great! We always use her for our cats and she’s so sweet and good with them. Definitely recommend.

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Pat & Claire L.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Why Choose Rover?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet sitting

  1. 1. Search

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  2. 2. Meet In Person

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Popular requests for pet sitting - Pleasantville

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Sitters in Pleasantville average 6
repeat pet sitting clients

FAQs for Pet Sitting - Pleasantville

Frequently asked questions about Rover

The average cost of Pet Sitting in Pleasantville is $37 per visit as of October 2026. Most bookings cost between $22 and $37 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 24,483 sitters on Rover offering Pet Sitting across Pleasantville. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience with handling special pet needs in Pleasantville. On Rover:

  • 83% of sitters can help with special care needs
  • 87% can help with giving oral medications or injections
  • 94% 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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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