House Sitting Pleasantville

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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: Becky H.
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Becky H.
Star Sitter
from
$150
per night
5.0 out of 5 stars
76 reviews
31 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
76 reviews
20 repeat clients
6 years of experience
Pleasantville, NY, 10570

Jennifer took great care of our cat Remy, who requires medicine multiple times a day. She provided us with several photos/ updates and was super nice and reliable to work with! Would definitely book again.

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Samantha M.
Sitter Profile Image: Joseph R.
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Joseph R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
30 years of experience
Bedford Hills, NY, 10507

Joe was not kidding when he said he will be your dogs “new best friend”! My pup loved him! They went through a heat wave together and Joe was very careful to make sure Harry was hydrated and happy even in the extreme heat. Joe sent lots of pictures so I knew that Harry was well cared for. Highly recommend!

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Catherine B.
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

We had some last minute changes because I got sick and Brandon was super flexible and responsive. He’s great with our dog and our dog adores him. He takes him on long walks, very on top of food, water and medication. Took excellent care of the house as well.

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Jennifer A.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
45 reviews
31 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: 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: Yosef T.
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Yosef T.
from
$95
per night
5.0 out of 5 stars
7 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: Tenielle M.
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Tenielle M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
98 reviews
24 repeat clients
8 years of experience
New Rochelle, NY, 10801

Tenielle did a wonderful job caring for our pup! She kept us up to date with photos, followed our instructions for our dog’s schedule, and kept our home super clean. We’d definitely have her watch our dog again!

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Lauren A.
Sitter Profile Image: Valerie S.
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Valerie S.
Star Sitter
from
$80
per night
5.0 out of 5 stars
14 reviews
9 repeat clients
23 years of experience
White Plains, NY, 10603

Val is very nice and everything went well with our 15 year old cat and staying over. Totally recommend!!

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Holly H.
Sitter Profile Image: Bianca S.
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Bianca S.
from
$130
per night
5.0 out of 5 stars
14 reviews
4 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: Janelle W.
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Janelle W.
from
$100
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
10 years of experience
White Plains, NY, 10607

I was out of the country for ten days and had never used a sitter in this area before. I am fortunate to have found Janelle. Not only was she a joy to communicate with, but she was also highly professional and kept me in the loop the entire time. My dog Luna has separation anxiety (which has worsened with Covid since we work from home and rarely leave her alone).  To be completely honest, I can be a bit neurotic when it comes to leaving Luna with anyone - and I was very anxious about my trip. Janelle went above and beyond - sending videos and pictures and keeping me informed every day. I had a wonderful trip, and the peace of mind she provided was priceless. I HIGHLY RECOMMEND her services and hope to use her again in the future.

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Cristina Rose G.
Sitter Profile Image: Dana S.
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Dana S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
12 years of experience
Greenwich, CT, 06830

We had such a great experience with Dana. She was attentive, responsible, and kept us updated while we were away, which we really appreciated. Our pets were happy and well cared for, and our home was in perfect condition when we returned. It made traveling so much less stressful knowing everything was in such good hands. Highly recommend Dana!

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Francine O.
Sitter Profile Image: Grace C.
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Grace C.
from
$70
per night
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
White Plains, NY, 10601

About: I’m an animal-lover and proud pawrent of 13 years with experience caring for all kinds of dogs with all kinds of personalities (even the occasional cat).  Whether you need frequent walkings, short to long-term sittings, or the occasional drop-in, I’ll make sure that your doggo feels loved, cared for, and most importantly, knows they’re a good girl or boy ❤️. I am currently a student and work part-time at my school during the academic year. In the summertime, I have open availability. During the academic year, I create a flexible schedule allowing for adequate time to focus on pet care. I like to meet dogs where they are at while applying safety awareness. I focus on identifying triggers for reactive furry friends. I also implement safeguards to ensure the security and safety of our furry friends.

Sitter Profile Image: Ariana B.
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Ariana B.
from
$100
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
14 years of experience
Peekskill, NY, 10566

Ariana came and stayed with my pup while I was away over the 4th of July weekend. She was great with my pup who is afraid of loud sounds and fireworks. Ariana treated her like she would her own pup. I can't recommend her highly enough.

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Lisa B.
Sitter Profile Image: Maria H.
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Maria H.
Star Sitter
from
$100
per night
5.0 out of 5 stars
115 reviews
41 repeat clients
10 years of experience
Mahopac, NY, 10541

Maria is dependable and reliable. Answered all my worried questions! She has a calming presence which is just what my very anxious 90lbs Great Pyr needed! I would definitely recommend her!!!

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Karyn S.
Sitter Profile Image: Dawn B.
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Dawn B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
34 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: Julia L.
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Julia L.
Star Sitter
from
$165
per night
5.0 out of 5 stars
71 reviews
40 repeat clients
30 years of experience
Nyack, NY, 10960

This is the third time Julia has stayed with our three dogs for multiple days. She is extremely conscientious and follows our directions to a tee. She’s not afraid to reach out if she has a question or concern which we really appreciate. She is flexible if you have to pivot last minute which we had to do when dates and times had to be adjusted during our last trip. She is kind and respectful. She sends AMAZING pictures…and lots of them. Our house looked just as it did when we left it (if not better)! We already have Julia booked for our next trip. We give her the highest recommendation you can give!!

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Rachel G.
Sitter Profile Image: Corinne C.
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Corinne C.
Star Sitter
from
$110
per night
5.0 out of 5 stars
29 reviews
9 repeat clients
5 years of experience
Peekskill, NY, 10566

Corrine is great, she came by to meet with our pup before we went away. I found her very responsible and consistent, she definitely earned our trust. Thank you Corrine!

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Alexandra M.
Sitter Profile Image: John H.
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John H.
Star Sitter
from
$150
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
10 years of experience
Downtown, Ridgefield, CT, 06877

Cotter was great with our two dogs! He helped us out in a crunch over the holiday weekend, was extremely responsive and provided a ton of updates. Our dogs were very comfortable with him, we will definitely be using him again in the future. Thank you Cotter!

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Paul & Stephanie E.
Sitter Profile Image: Hansol K.
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Hansol K.
from
$70
per night
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Ossining, NY, 10562

About: Hi, I have a mini poodle, she is 10 years old. I know how to care senior dogs or puppies. I really love dogs. I did petsitting for my friends *Westchester and Bronx Pet care fits into my routine mainly during evenings and weekends. I’m more flexible on weekends but we can find time. I can provide services in both Westchester and the Bronx. Please let me know your location so I can confirm availability. Whether I’m caring for pets in my home or yours, I always prioritize their safety and comfort. I never give pets human food, and I make sure to follow any dietary restrictions or allergy information you provide. I take pets out as often as they need and treat them with the same love and attention I give to my own family.

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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 $61.05 per night (as of August 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 August 2026, there are 17,162 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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