House Sitting Pleasantville

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Over 9
pet parents in Pleasantville have booked house sitting

Pleasantville, Find top rated house sitting

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: Becky H.
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Becky H.
Star Sitter
from
$150
per night
5.0 out of 5 stars
78 reviews
34 repeat clients
15 years of experience
Thornwood, NY, 10594

Becky was amazing as a live-in cat sitter for my elderly cat!! She was able to give him pills and inhalers easily. She sent me frequent updates and left my home spotless. Can’t recommend enough!!

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Eleni D.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$135
per night
5.0 out of 5 stars
77 reviews
20 repeat clients
6 years of experience
Pleasantville, NY, 10570

Jennifer was very communicative with me while watching our 15yr old Welsh Terrier. She was accommodating to his mobility challenges and always made sure he got his meds, water and ample outside time. We’ve already scheduled our next house sit!

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Jamie W.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
49 reviews
33 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: Joseph R.
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Joseph R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
30 years of experience
Bedford Hills, NY, 10507

Joe did a great job taking care of Luna. We felt comfortable that our dog and our house were in good hands. It seemed like Joe really bonded with Luna and that he genuinely enjoys working with animals.

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Eve H.
Sitter Profile Image: Daniel S.
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Daniel S.
from
$80
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
6 years of experience
Ossining, NY, 10562

About: I have 2 cats of my own, Bamba and Gleeda, for 10 years. I have done cat sitting (litterbox done of course) and dog walking (various ages and breeds) for a few years now. I have experience handling multiple dogs at a time, various pets in a household, and no issue with stronger breeds or stubborn cats. Being a college student, I have a flexible schedule that allows me to be available many times of the day especially the afternoon or mid-day. I always follow the client's instructions explicitly and care for their pets and property as my own. I understand that everyone has a different routine, requests, and values and I honor them all respectfully.

Sitter Profile Image: Brandon F.
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Brandon F.
Star Sitter
from
$110
per night
5.0 out of 5 stars
20 reviews
4 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: Kelly D.
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Kelly D.
from
$35
per night
2 years of experience
Pleasantville, NY, 10570

About: I dog sat for the same family for 2 years during their family vacations. I’ve taken care of dogs and cats I love all animals and would love to care for yours ! I work part time during the week and I am also a student, my weekends are usually free or mornings before 12 during the week. I live in a spacious townhouse with six other girls who are all animal lovers, so your pet will get lots of love, attention, and company during their stay! There are stairs throughout the townhouse, but I’m happy to accommodate your pet based on their individual needs. We don’t have a fenced-in yard, but there is plenty of space nearby for walks, outdoor time, and bathroom breaks. I don’t currently have a crate in my home, so if your pet is crate-trained or requires one, you would need to provide their crate for their stay. My main priority is making sure your pet feels safe, comfortable, and at home while they’re with me!

Sitter Profile Image: Jalyne E.
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Jalyne E.
from
$110
per night
5.0 out of 5 stars
129 reviews
40 repeat clients
2 years of experience
White Plains, NY, 10603

Jalyne did a fantastic job taking care of our dog while we were away for a week. She followed all our instructions, left the house clean, and our dog happy and well cared for! Highly recommend Jalyne.

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Michael F.
Sitter Profile Image: Bianca S.
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Bianca S.
Star Sitter
from
$130
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
10 years of experience
Valhalla, NY, 10595

We had Bianca watch our pup while we were away for the weekend getting married. Our pup is dog aggressive and we are always very nervous to leave her with new people that aren’t family, but we can confidently say Bianca is now our number one choice when we need a sitter!! She was communicative, took such good care of Freya and was so cautious about her needs. Not once did I worry about our pup! 10/10 cannot recommend enough !!!!

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Charissa E.
Sitter Profile Image: Bhavika D.
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Bhavika D.
from
$60
per night
5.0 out of 5 stars
4 reviews
1 repeat client
11 years of experience
Tarrytown, NY, 10591

Bhavika was super sweet and Lola took to her right away. So grateful she could watch her with such short notice. Very communicative and gave updates throughout the evening. Would definitely use Bhavika again, highly recommend!

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Jessica K.
Sitter Profile Image: Carolina N.
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Carolina N.
from
$36
per night
5.0 out of 5 stars
11 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: Andrea G.
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Andrea G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
52 reviews
9 repeat clients
19 years of experience
White Plains, NY, 10605

Andrea provided the best care to my two kitties! She was amazing in giving updates, following instructions and immediately made friends with my girls, who don't warm up to strangers quickly!

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Gabbie S.
Sitter Profile Image: Yurany E.
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Yurany E.
Star Sitter
from
$80
per night
5.0 out of 5 stars
23 reviews
11 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: Joy Y.
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Joy Y.
Star Sitter
from
$70
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
18 years of experience
Yorktown Heights, NY, 10598

Joy was so thoughtful, paid attention to all the details, and our cats liked her immediately. She took great care of our girls and our home while we were away. She is very responsive and sent lots of pictures which we really appreciated! We would definitely book her again!

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Kelly E.
Sitter Profile Image: Jane H.
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Jane H.
from
$55
per night
5.0 out of 5 stars
4 reviews
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: Grace C.
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Grace C.
from
$70
per night
5.0 out of 5 stars
9 reviews
1 repeat client
5 years of experience
White Plains, NY, 10601

Grace was an incredible find!! My dog loved her from the moment he met her! I was totally at ease leaving her with him for the weekend. She sent a ton of pictures and was in constant contact with me. My dog looked so happy with her taking care of him. I highly recommend her if you are looking for a caring sitter for your pet!!!!!

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Annette G.
Sitter Profile Image: Kelsey K.
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Kelsey K.
from
$80
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
15 years of experience
Harrison, NY, 10577

Kelsey is amazing. She took great care of Raz, sent pictures and added captions. People I see when I walk Raz welcomed me home and said what a nice person Kelsey was and how well she did with Raz. I strongly recommend her!! Kelsey, you are welcome to come back and say "hi" to Raz anytime. She would love it!!

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Ginny F.
Sitter Profile Image: Danny D.
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Danny D.
from
$50
per night
5.0 out of 5 stars
89 reviews
35 repeat clients
20 years of experience
Pleasantville, NY, 10570

Danny was so fantastic with our two dogs, Hudson and Bella. Hudson tends to jump up and bark at other pups, while Bella is a nervous dog and gets startled easily. Danny was great with both of them and their unique personalities. Danny was also super communicative, sending pics/videos, which was helpful and reassuring while we were away. I'd highly recommend him and will use him again in future when we go away.

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Robin M.
Sitter Profile Image: Valerie S.
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Valerie S.
Star Sitter
from
$80
per night
5.0 out of 5 stars
16 reviews
10 repeat clients
23 years of experience
Elmsford, NY, 10523

My dogs came home tired and happy!

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Emma M.
Sitter Profile Image: Joyce E.
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Joyce E.
from
$75
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
5 years of experience
White Plains, NY, 10607

Joyce accepted my last minute request for house sitting on New Years, and she was great with the pets and followed all instructions thoroughly. We would love to have her again!

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Giang L.
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The median cost per night for house sitting in Pleasantville is $60

Pet parents share their Rover experiences - Pleasantville

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5.0 out of 5 stars

Becky was wonderful with my two dogs. My oldest dog takes medication on a schedule and Becky had no issue at all providing that care. Patience, attention, care, and love are what my dogs require and Becky handled all of that and more. Highly reccomend

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Michelle K.
House Sitting
5.0 out of 5 stars

We could not be more satisfied working with Jen. She is the consummate professional. We know our dog is in good hands with Jen. Highly highly recommend! 10 stars!

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Scott M.
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

Kyla was great with Dak. She took him on tons of walks and was very respectful of my home and space.

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Nolan R.
House Sitting
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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 house 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 house sitting - Pleasantville

Select a filter and find qualifying sitters offering house sitting.

Sitters in Pleasantville average 3
repeat house sitting clients

FAQs for House Sitting - Pleasantville

Frequently asked questions about Rover

The average cost for House Sitting in Pleasantville on Rover is $66.6 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of September 2026, there are 17,242 sitters on Rover offering House Sitting across Pleasantville. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Pleasantville walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Pleasantville maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Pleasantville choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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.

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
  • 97% 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.

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