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 11
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
74 reviews
30 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: Randi F.
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Randi F.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
19 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: 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

Great experience with Danny cat sitting. He took the job on relatively short notice, followed our instructions exactly, always checked in, and was completely reliable and responsible. A+ sitter!

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Brendon T.
Sitter Profile Image: Abhilash B.
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Abhilash B.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
28 reviews
8 repeat clients
8 years of experience
Tarrytown, NY, 10591

I was so happy Abhi was around to check in on my cat, Binx while I was on vacation! Tons of pictures and details about his visits and even gave me an awesome recommendation for a brush for my long-haired boy :)

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Rachel S.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
45 reviews
31 repeat clients
11 years of experience
Briarcliff Manor, NY, 10510

Margaret was on time, paid great attention to my two lovies, along with have me updates and pictures on how they were while away. She was also there the entire time she said she was, which meant a lot to me.

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miss L.
Sitter Profile Image: Valerie S.
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Valerie S.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
11 reviews
8 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: Jalyne E.
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Jalyne E.
from
$20
per visit
5.0 out of 5 stars
123 reviews
40 repeat clients
2 years of experience
Harrison, NY, 10604

Jalyne has provided fantastic support of our cat Mindy across several vacations. Very reliable and a great communicator. We will definitely be working with her again during future vacations.

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Soo Y.
Sitter Profile Image: Sergeline P.
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Sergeline P.
from
$18
per visit
7 years of experience
Thornwood, NY, 10594

About: I’m a huge fan of both cats and dogs and will happily provide the walks, playtime, cuddles, belly rubs, and attention they demand. I love getting to know each pet’s personality—whether they’re a zoomie champion, a professional napper, or a little shy. My work is flexible and can host your pets for long term care. I would be honored to give your fur babies plenty of love and attention while you’re away. I work full-time, but only live two minutes away. I will be able to attend to your pets practically anytime of the day. I currently don't have any other pets staying with me so your babies will have my undivided attention. I live on a large private property with lots of land and space for needed outside time. I live in a small apartment but still plenty of space to comfortable moving.

Sitter Profile Image: Klaudia L.
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Klaudia L.
from
$25
per visit
5.0 out of 5 stars
4 reviews
2 years of experience
Pleasantville, NY, 10570

Klaudia was such an amazing Rover! She was so responsive and helped us out in a pinch. Our dog loved her and she made sure to keep us updated every time she checked in on him. Can’t recommend her enough. We absolutely plan to use her again!

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Connor & Ariana M.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
76 reviews
20 repeat clients
6 years of experience
Pleasantville, NY, 10570

Jennifer is outstanding!! So good with our puppy. She is also an outstanding trainer and has taught him so much so quickly. Super impressive.

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Joshua M.
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: Brandon F.
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Brandon F.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
18 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: CeCe F.
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CeCe F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
36 reviews
11 repeat clients
15 years of experience
Croton-On-Hudson, NY, 10520

CeCe did a great job looking after and playing with my very shy cat. She was also very responsive and kept a close eye on things. As a result, I could enjoy my time away from home without stress.

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Emily R.
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: 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: Marta A.
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Marta A.
from
$25
per visit
5.0 out of 5 stars
138 reviews
53 repeat clients
7 years of experience
Ossining, NY, 10562

Marta is an absolutely wonderful sitter. She’s kind, responsible, and makes herself available even in last minute situations whenever she can. She has helped our family out numerous times now and we feel like we can really trust her with our two cats and our home! We are so lucky to have found her.

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Soraya F.
Sitter Profile Image: Caroline C.
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Caroline C.
from
$16
per visit
1 repeat client
10 years of experience
Chappaqua, NY, 10514

About: I’ve grown up helping care for my family dog, Cannoli, for the past 10 years, so I’m very familiar with daily pet care routines like feeding, walking, and playtime. I’m responsible, attentive, and genuinely enjoy spending time with animals, making sure they feel comfortable and well cared for. My schedule is flexible and allows me to dedicate time to pet care. I’m available most mornings and afternoons, as well as some evenings and weekends. I’m happy to adjust my schedule to meet your pet’s needs. I prioritize creating a safe, calm, and comfortable environment for every pet. I carefully follow each pet’s routine including feeding schedules, walks, and any specific instructions.

Sitter Profile Image: Julia I.
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Julia I.
from
$18
per visit
1 repeat client
1 year of experience
Briarcliff Manor, NY, 10510

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.

Sitter Profile Image: Mikayla C.
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Mikayla C.
from
$30
per visit
5.0 out of 5 stars
2 reviews
4 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: Chiara P.
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Chiara P.
from
$25
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Pleasantville, NY, 10570

About: I've had dogs since I was 6 and have always been expected to care for them. Now that I'm away from home I miss my dogs and would love to help others take care of their fury friends! I'm currently young professional with hybrid schedule in office. I would not be able to be home all day for 3 days of the week (typically Tuesday - Thursday) but can care for them before and afterwards. On the other days, I can be home all day and care for them. I can take out your dog, feed them, or walk them around your neighborhood! I'm experienced in taking out dogs in fenced areas or on a leash and would love to cuddle with them as well!

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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 was wonderful with our two cats! We recently moved to the area, and our cats are still adjusting to their new home, so it was especially reassuring to know they were in such good hands. Becky made sure they were fed, refreshed their water, cleaned their bowls and feeding areas, and kept their litter boxes clean. She was reliable and communicative, and we really appreciated the regular updates and photos while we were away. We would absolutely book with Becky again and highly recommend her!

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Michelle R.
Drop-In Visits
5.0 out of 5 stars

Klaudia was such an amazing Rover! She was so responsive and helped us out in a pinch. Our dog loved her and she made sure to keep us updated every time she checked in on him. Can’t recommend her enough. We absolutely plan to use her again!

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Connor & Ariana M.
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

    It's that easy! All payments are processed through Rover's secured platform

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 August 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 August 2026, there are 24,453 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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