House Sitting Pleasantville

Find a loving house sitter to watch over your pets and your home.

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Over 7
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.

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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: Brandon F.
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Brandon F.
Star Sitter
from
$110
per night
5.0 out of 5 stars
• 25 reviews
5 repeat clients
7 years of experience
Ossining, NY, 10562

“Brandon F. was FANTASTIC! He gave regular updates and sent photos of our Lucy to us. It was so great to be able to relax and know that our beloved pet was in good hands with Brandon. Would absolutely book him again!”

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John G.
Sitter Profile Image: Maggie S.
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Maggie S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
4 years of experience
Orangeburg, NY, 10962

“Maggie was great! She sent lots of pictures and detailed updates throughout the stay, which I really appreciated and made me feel comfortable knowing my dog was in good hands. She was super nice, communicative, and took great care of him. I would definitely book with Maggie again!”

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yazmene m.
Sitter Profile Image: Yurany E.
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Yurany E.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 24 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: Kelsey K.
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Kelsey K.
from
$80
per night
5.0 out of 5 stars
• 12 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: Yohana D.
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Yohana D.
from
$35
per night
10 years of experience
Briarcliff Manor, NY, 10510

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
$95
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Valhalla, NY, 10595

“Yosef was a fantastic catsitter! He stayed at our house for 3 weeks with our 3 cats, sent frequent updates, provided them with a ton of attention and care, watered our plants, brought in our mail, saved a package from some intense rain, and overall took great care of our place.”

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Tiffany F.
Sitter Profile Image: Denisse E.
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Denisse E.
from
$58
per night
5.0 out of 5 stars
• 16 reviews
9 repeat clients
12 years of experience
Croton-on-Hudson, NY, 10520

“I am thrilled with the care Denisse provides to my pets. I have one particular pet that is a bit more anxious and Denisse gives her all the extra loving she needs (I have 3 dogs). I couldn’t be happier and at ease when I am away from home that my pets (and home) are so well looked after. I am grateful to find such a trustworthy pet loving person like Denisse.”

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Priscilla S.
Sitter Profile Image: Cameron G.
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Cameron G.
from
$80
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
4 years of experience
Mount Kisco, NY, 10549

“Cameron was very responsive, communicated well and often, and took great care of my dog. She was very respectful around the house and was always on time. She did a great job and I'll be using her again.”

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Helen S.
Sitter Profile Image: Jane H.
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Jane H.
from
$55
per night
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: Isabelle Madeline L.
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Isabelle Madeline L.
from
$55
per night
10 years of experience
Valhalla, NY, 10595

About: I've been around dogs my whole life and currently have two big dogs of my own. I also have extensive experience dog sitting, both large and small dogs, for extended periods of time. I'm comfortable with dogs of different sizes, personalities, and energy levels, and understand the importance of maintaining their routines. I treat every pet like family and always aim to make them feel loved, safe, and well cared for. As a medical student, I have developed excellent time management skills and maintain a structured schedule. Pet care fits naturally into my daily routine because I genuinely enjoy spending time with animals and make sure to set aside dedicated time for walks, feeding, playtime, and companionship. I am reliable, organized, and committed to maintaining each pet's normal routine so they feel comfortable and well cared for while their owners are away. My top priorities are safety, trust, and making pets feel comfortable in their environment. I take the time to learn each pet's routine, preferences, and any special instructions from their owner, including feeding schedules, medications, exercise needs, and favorite activities. I always keep a close eye on pets during walks and playtime and make sure they have plenty of attention and companionship. In a client's home, I respect both the pet's routine and the owner's space, maintaining a clean, calm, and secure environment so pets feel safe and cared for while their family is away.

Sitter Profile Image: Alison L.
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Alison L.
from
$150
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
30 years of experience
Pleasantville, NY, 10570

About: For almost all of my life I have had either beloved cats or dogs. I can do long walks or cat playtime. I am also an animal advocate. My small dog with a big friendly personality, who recently passed at age 14, was epileptic and I kept her close. We were besties. I got to spend a lot of time with other dogs with her. Before that I always had cats, I get them, and I find them all cute and hilarious. I have a flexible schedule, mornings are best, right now Mon-wed.. Can take a long walk or just hang out with your animal. Weekends are great. I live in Somers and work part time in Pleasantville. So anywhere in between is great. Will not be caring for dogs in my home at this time, unless very small/tiny and quiet. I can come to your house happy to travel if for a longer stay.

Sitter Profile Image: Nicholas P.
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Nicholas P.
from
$75
per night
1 repeat client
20 years of experience
Armonk, NY, 10504

About: I've cared for Samoyeds my whole life, including litters from several of my own dogs. I've also looked after neighborhood dogs of all sizes, from chihuahuas to German shepherds, so I'm comfortable with pets big and small. Since my main career is remote, I'm home to keep an eye on dogs throughout the day. My own pets get a morning and evening walk plus feeding, so there's a consistent routine your dog can settle into. Your dog's safety is always the top priority. If everyone in the house needs to step out and there aren't enough eyes to keep watch, I use a crate to keep things calm and secure until someone's back. And if you'd prefer I stay with your dog the whole time instead, that's absolutely fine too — happy to work with whatever makes you most comfortable.

Sitter Profile Image: Jane S L.
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Jane S L.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Scarsdale, NY, 10583

“Jane was a wonderful dog sitter while we were gone! She was attentive, kind, and sent so many great updates and pictures! We will definitely use her again for our next trip!”

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Kimberly E.
Sitter Profile Image: Christy M.
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Christy M.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 78 reviews
21 repeat clients
5 years of experience
Bardonia, NY, 10954

“Christy was an amazing dog sitter! She provided regular updates and made me feel completely at ease while I was away. One of my dogs has diabetes and needs insulin twice a day; Christy was able to administer the insulin no problem. I knew my dogs were happy and well cared for with Christy. I highly recommend her to anyone looking for a reliable and compassionate dog sitter!”

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Caroline O.
Sitter Profile Image: Karabo T.
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Karabo T.
from
$35
per night
6 years of experience
Bedford Hills, NY, 10507

About: I have over 5 years of experience caring for dogs and currently have two dogs of my own, so I understand the importance of patience, consistency, and love when caring for pets. I have experience with feeding schedules, walks, playtime, and ensuring pets feel comfortable and safe while their owners are away. As a responsible college student and former au pair, I am dependable, attentive, and comfortable managing routines. I treat every pet as if they were my own and strive to provide a happy, safe, and stress-free experience for both pets and their families. As a full-time college student with a flexible schedule, I am able to provide reliable and attentive care for your pets. I am available for drop-in visits, dog walking, and pet sitting during mornings, afternoons, evenings, and weekends depending on my class schedule. I understand the importance of consistency, exercise, and companionship, and I will make sure your pet receives plenty of attention, playtime, and care while you’re away I am a responsible and caring pet owner with two dogs of my own, so I understand how important it is to trust someone with your furry family member. I carefully follow feeding schedules, medication instructions, exercise routines, and any special care requirements. In your home, I will respect your space and maintain your pet’s normal routine to help them feel comfortable and secure. I provide regular updates, photos, and communication so you can have peace of mind while you’re away.

Sitter Profile Image: Shyann B.
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Shyann B.
from
$28
per night
5.0 out of 5 stars
• 1 review
1 repeat client
1 year of experience
Bedford Hills, NY, 10507

About: I have taken care of friends and family pets over the course of this year some long-term and some short term. Frequent dog park visits and timely feedings. I can accommodate all types of diets, raw kibble, and specialty foods. I currently work full-time however I have a rotating schedule so I can often pet sit and drop in weekdays if needed and weekends. I am off in the mornings so drop and visits are easy for people who work 9 to 5 and just want their dog to have some extra time out or to just check in on the cats. There is an option of having your pet here in my space all to themselves or with my personal pets. I have different options of sleeping accommodations for your pet cage, cot and cushioned. Though I do not have a fenced in yard, I have a dog park in my complex as well as a dog park 4 minutes away by car. I can accommodate all diets, including raw diet.

Sitter Profile Image: Dawn B.
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Dawn B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 36 reviews
13 repeat clients
20 years of experience
Bronxville, NY, 10708

“Dawn and her sons were great. Cash was happy, the house was clean and we got tons of photos while we were away. Will definitely use them again.”

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Amy P.
Sitter Profile Image: Russell T.
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Russell T.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
5 years of experience
Nanuet, NY, 10954

“Russell did a wonderful job taking care of our 3 big dogs! We came home to a tidy home and even the plants were watered. Thank you! We would definitely recommend him.”

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Chris H.
Sitter Profile Image: Bhavika D.
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Bhavika D.
from
$60
per night
5.0 out of 5 stars
• 5 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.
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The median cost per night for house sitting in Pleasantville is $60

Pet parents share their Rover experiences - Pleasantville

1 / 1
5.0 out of 5 stars

Mikaela was excellent! Huracan and Cassidy really enjoyed their time with her. I highly recommend her if you need someone trusted to watch your babies.

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Remy M.
House Sitting
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
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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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    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 house sitting

  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

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Popular requests for house sitting - Pleasantville

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Sitters in Pleasantville average 3
repeat house sitting clients

FAQs for House Sitting - Pleasantville

Frequently asked questions about Rover

The average cost of House Sitting in Pleasantville is $61 per night as of October 2026. Most bookings cost between $51 and $74 per night. 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 17,211 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 , 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 .

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 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.

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

  • 85% of sitters can help with special care needs
  • 89% can help with giving oral medications or injections
  • 95% 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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