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 16
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: Becky H.
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Becky H.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
67 reviews
25 repeat clients
15 years of experience
Thornwood, NY, 10594

Becky kindly stopped in to take care of our two silly doodles while we were out for the night. She was on time, and left us an update, some cute photos, and two happy dogs when we returned! Thank you.

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Emily P.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
44 reviews
30 repeat clients
11 years of experience
Briarcliff Manor, NY, 10510

Margaret is seriously the best! From the second she walked in, Max and Romeo were obsessed with her. Max can be a little anxious at times, but she knew exactly how to approach him, calm and gently. She handled both of them with so much love and confidence. She kept me updated and made everything so easy and stress-free. Dogs love her, and it’s easy to see why. I’m definitely booking her again!

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Emily L.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
75 reviews
20 repeat clients
6 years of experience
Pleasantville, NY, 10570

Jennifer was incredibly nice, responsible, and it was clear she treated our cats like she would her own pets! We were lucky to have her care for them while we were away!

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Gabriella V.
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: Valerie S.
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Valerie S.
from
$26
per visit
5.0 out of 5 stars
6 reviews
7 repeat clients
23 years of experience
Sleepy Hollow, NY, 10591

Valerie is wonderful. Very flexible, kind and caring! Will be rebooking for all my upcoming pet needs.

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Mary C.
Sitter Profile Image: Carolina N.
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Carolina N.
from
$35
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Pleasantville, NY, 10570

About: I have loved dogs since I was a child and have always felt a special connection with them. I’m an active, outdoorsy young woman, and my energy helps dogs feel happy, comfortable, and cared for. I can keep your pup safe and cared for in my home, take them on long walks, play with them, and make sure they always feel comfortable and loved — just like they’re at home I’m currently work with amazing family take care of two boys and an adorable dog(Penny) so I have mornings free and weekends off I can also do overnight very flexible I can keep your baby safe in my place go for a long walks play, fit them and always make feel lik they’re at home.

Sitter Profile Image: Randi F.
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Randi F.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
17 reviews
7 repeat clients
20 years of experience
Armonk, NY, 10504

Awesome as always. Thank you!

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Kate N.
Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$21
per visit
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: Danny D.
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Danny D.
from
$15
per visit
5.0 out of 5 stars
83 reviews
33 repeat clients
20 years of experience
Pleasantville, NY, 10570

Danny was super responsive and spent some time with our precious pup on a day we were away for longer than he’s used to. Will definitely have Danny watch Bennie again! :)

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Tay M.
Sitter Profile Image: Marta A.
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Marta A.
from
$25
per visit
5.0 out of 5 stars
135 reviews
52 repeat clients
7 years of experience
Ossining, NY, 10562

Marta was super ! She is very responsible. She played with my two cats during her visits . She followed instructions perfectly. I hope she will sit for us again.

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Jean G.
Sitter Profile Image: Corinne j.
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Corinne j.
from
$25
per visit
5.0 out of 5 stars
5 reviews
28 years of experience
Tarrytown, Tarrytown, NY, 10591

Corrine is meticulous and adhered to all the instructions that I left for my cat. All the photos that she took showed how happy my cat was. I would 100% recommend her to other people. Thank you so much Corrine!

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Aishah Y.
Sitter Profile Image: Jessica D.
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Jessica D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
12 reviews
6 repeat clients
20 years of experience
Ossining, NY, 10562

Jessica has made a wonderful connection with Dolly. We are lucky to have her for our dog

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Sheila W.
Sitter Profile Image: Chloe R.
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Chloe R.
from
$25
per visit
8 years of experience
Pleasantville, NY, 10570

About: I was raised with dogs and have been working as a pet-sitter and dog-walker for neighbors and family friends since I was about 12. I have some experience with pet training, lots of experience with dog walking and pet-sitting, and TONS of experience with pet-loving! I will be working as a counselor at a day camp this summer from 9AM to 4PM during weekdays. I’m happy to come take your pet for a quick walk during my lunch break, and any longer walks/stays will be before and after the camp day starts, overnight, or on weekends! I love to play with, walk, and generally be best friends with animals! I usually have some schoolwork to do and am always happy to keep your pet company while I do it. Your pup deserves love and attention even when you’re not home!

Sitter Profile Image: Kathleen S.
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Kathleen S.
from
$35
per visit
5.0 out of 5 stars
112 reviews
55 repeat clients
30 years of experience
Hawthorne, NY, 10532

Kathleen has been great with all of our animals including our new kitten! We always get updates and photos and she is very flexible and caring.

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Rachel V.
Sitter Profile Image: CeCe F.
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CeCe F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
34 reviews
10 repeat clients
15 years of experience
Croton-On-Hudson, NY, 10520

CeCe dropped in to care for our cat while we were away. She took care of our cat like she was her own, providing playtime and cuddles in addition to taking care of the more basic food/water/litter needs. She provided us with daily updates and was very communicative. It’s really comforting to know your pet is in good hands. I will definitely be contacting CeCe the next time we need a sitter. Thank you so much!!

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Rachel G.
Sitter Profile Image: Brandon F.
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Brandon F.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
16 reviews
4 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: Conor H.
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Conor H.
from
$20
per visit
25 years of experience
Pleasantville, NY, 10570

About: Life long dog owner of medium size dogs - will walk dog(s) for half hour for exercise and also bathroom relief (dogs of all ages) - will pick up after dog(s) - Please provide your own leash for your dog - dog(s) will be walked in your neighborhood and will not be driven somewhere else to be walked - NO aggressive dogs, if your dog is aggressive please do not request a dog walk - willing to set up regular walking schedules with dog owners - dog walking on Saturdays and Sundays - if other days of the week are requested, willing to work out a dog walk with owner - no dog sitting or doggie day care - Please make sure your dog is leash trained Life long dog owner. Work full time, looking to make extra money on the weekends, taking care of animals by dog walking for someone when needed Life long dog owner. Work full time, looking to make extra money on the weekends, taking care of animals by dog walking for someone when needed

Sitter Profile Image: Hansol K.
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Hansol K.
from
$25
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Ossining, NY, 10562

What a lovely cat sitter 💜💜💜 we had a last minute PANIC because our original cat sitter e for sick and couldn’t do it. Hansol swooped in at the last minute and was a massive help! Took great care of the cats and garden. Highly recommend.

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Holly P.
Sitter Profile Image: Klaudia L.
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Klaudia L.
from
$25
per visit
2 years of experience
Pleasantville, NY, 10570

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.

Sitter Profile Image: Julia I.
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Julia I.
from
$16
per visit
1 year of experience
Chappaqua, NY, 10514

About: My whole life I have owned dogs, so I am very confident dealing with dogs of any size/age. Additionally, I am an animal lover and will make sure you always have updates on your pet! I am currently a college student on break, so I am available at almost all times of the day! Having two dogs of my own, I am used to frequent walks and playtime. I love taking care of my dogs, whether that includes going on long walks or running around the house playing, I am always interacting and keeping them entertained.

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

Pet parents share their Rover experiences - Pleasantville

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5.0 out of 5 stars

Becky is so sweet with our dog! He is so well cared for and this provides total peace of mind. We are so glad to have her as a sitter.

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

Margret was great! She was very conscientious and attentive to Titian’s needs. She was punctual and I highly recommend her!!

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Denise O.
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

Lauren was terrific. Reliable and punctual. Excellent communication. Really connected with our dog during on her first visit. A pleasure to deal with. Will definitely use her again.

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Daniel K.
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

Naomi was super accommodating and understanding of the needs of our shy little guy. She is very responsible and keeps you updated! I will book her again without a doubt!

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Fiorella G.
Drop-In Visits
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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. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for pet sitting - Pleasantville

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Pleasantville average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Pleasantville

Frequently asked questions about Rover

The average cost for Pet Sitting in Pleasantville on Rover is $36.63 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 24,302 sitters on Rover offering Pet Sitting across Pleasantville. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Pleasantville stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Rover's Trust & Safety page .

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.

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

  • 88% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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 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.

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