House Sitting Pleasant Plains

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

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Over 51
pet parents in Pleasant Plains have booked house sitting

Pleasant Plains, 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: Thomas-James C.
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Thomas-James C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
Milton, NY, 12547

TJ was great with Georgie, she was very happy as evidenced in the pictures TJ sent to us several times a day. He even made sure she had a good walk before we came home in the event our flight was delayed. Very happy with his care.

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Kathy V.
Sitter Profile Image: Lee C.
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Lee C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
12 years of experience
Kingston, NY, 12401

Lee is the best! He stayed with and cared for our two labradors for a week while we went to Florida. Our girls love him and thoroughly enjoyed their time with Lee. He also kept the house spotless and made sure it was clean for us upon our return. I think the dogs appreciated his musical talents too while we were away. I would highly recommend Lee to anyone in need of a sitter, dog walker, or house stay with their pets. They would be well-loved and cared for with Lee!

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Linda C.
Sitter Profile Image: Rose V.
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Rose V.
Star Sitter
from
$40
per night
4.9 out of 5 stars
260 reviews
90 repeat clients
25 years of experience
Kingston, NY, 12401

Rose was amazing! She went above and beyond our expectations! Thankfully, she was available (fairly) short notice and worked with us every step of the way! She sent us pictures of Bolo everyday (to reassure my girlfriend) and kept bolo (who can have really bad separation anxiety) from freaking out. She also finished drying/folding our laundry for us! We really appreciate everything she did, and would 100000000% re-hire her/recommend her for whoever is looking for a dogsitter, walker or anything in between.

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Alexander R.
Sitter Profile Image: Leslie T.
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Leslie T.
from
$90
per night
10 years of experience
Staatsburg, NY, 12580

About: Animals have and always will be an integral part of my human nature. To make sure animals are provided with exercise, love and compassion are ways I express my values as an animal advocate. Keeping routine is my forte. I have most experience with dogs, all breeds and sizes! Walking is how I keep routine and promote a sense of well being for both my own animals and others 😌 Currently seeking full time pet care. Exercise takes time and I enjoy the physical aspect of a healthy lifestyle. Keeping a balance of short and or long walks. Depending on the breed I could make exercise minimal or lengthy. Currently I have a 15ft by 5ft outdoor kennel. Yard is well maintained with space and away from any roads. Private residence. I keep my small dog on a lead. Lead is also an option for other animals. My yard has plenty of space for playtime and fetching.

Sitter Profile Image: Dan B.
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Dan B.
from
$45
per night
5.0 out of 5 stars
58 reviews
15 repeat clients
10 years of experience
Hyde Park, NY, 12538

What a pleasure to deal with Dan! He was delightful and Georgie did so well under his care! Thank you Dan! We highly recommend his services and will be using him again.

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Kathy V.
Sitter Profile Image: Cassandra M.
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Cassandra M.
Star Sitter
from
$100
per night
5.0 out of 5 stars
67 reviews
18 repeat clients
25 years of experience
Rhinebeck, NY, 12572

Cassie is a wonderful sitter! This was our puppies’s first experience with a sitter and she was very communicative and reliable. She constantly sent us picture, videos, and updates so we were able to be at ease the whole time. Will definitely book her again in the future!

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Kayleen T.
Sitter Profile Image: Ebony G.
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Ebony G.
from
$65
per night
5.0 out of 5 stars
11 reviews
1 repeat client
25 years of experience
Poughkeepsie, NY, 12601

My dog was immediately comfortable with Ebony, and I came home to a very happy dog (and a spotless home!). Really great experience having Ebony as a sitter. 😊

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Jenny P.
Sitter Profile Image: Amanda L.
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Amanda L.
from
$95
per night
5.0 out of 5 stars
17 reviews
1 repeat client
33 years of experience
Kingston, NY, 12401

Amanda took great care of my dogs and home over a long weekend of housesitting. We would gladly have her back for our next trip.

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Michael F.
Sitter Profile Image: Angel F.
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Angel F.
from
$63
per night
5.0 out of 5 stars
12 reviews
1 repeat client
10 years of experience
Hyde Park, NY, 12538

About: I am an Artist who works from home a lot and would love some extra furry companionship :) I understand that being in a new place with new people can feel stressful for the first time. We can go on long walks together at least twice a day and then they can sleep where ever they are most comfortable. I have a flexible schedule most days, so I can work around any animal care that may be needed. I love having furry companions around. We will play fetch, drink lots of water, go for walks and probably just hangout and read together. Right now I am working freelance so I can arrange my schedule as needed to make animal accomodations. I love to start my day with animal smiles. First I like to survey the areas of the home to make sure there isn't anything dangerous that has been mistakenly left out that might cause harm. And then we can establish a place for the pet items so they can start to feel more comfortable in a new environment. I also make sure the water bowl is always filled.

Sitter Profile Image: Shelby C.
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Shelby C.
from
$70
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
14 years of experience
Saugerties, NY, 12477

Shelby is wonderful with Charlie! She is also super responsive and keeps us updated throughout the day. Already booked our next sit with her! :)

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Adithi N.
Sitter Profile Image: Alesandra P.
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Alesandra P.
from
$100
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

Really grateful to’ve found such a great sitter! Super communicative and of course most importantly, great with our dogs. Felt safe leaving them and our home in her care.

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Kathryn F.
Sitter Profile Image: Emily F.
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Emily F.
from
$100
per night
5.0 out of 5 stars
10 reviews
1 repeat client
13 years of experience
Elizaville, NY, 12523

We recently hired Emily to stay overnight with our two dogs and our super senior cat while we were out of town. We’re very careful and selective about who cares for our pets, so it says a lot that we felt very comfortable with her. Emily was attentive, reliable, and followed our requested schedule — from feeding timelines to bathroom breaks and walks. She was great about keeping us informed and sent pictures throughout her stay. It was clear she genuinely cared about our animals and took her responsibility seriously. When we returned home, we could tell our pets were well cared for. As a thoughtful touch, she even left homemade biscuits for us, which was incredibly kind. We would absolutely trust her with our pets again.

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Anthony E.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
from
$50
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
Shokan, NY, 12481

Elizabeth was incredible, and we feel so lucky to have found her. This was not the easiest sit—our senior dog and younger cat require careful management and don’t always get along—but Elizabeth handled everything with so much patience, attentiveness, and care. It gave us real peace of mind knowing she was so capable and calm in navigating their dynamics. She kept us updated with the sweetest photos and little notes throughout our trip, which made being away so much easier (and honestly, we looked forward to her updates every day). Communication was always quick, clear, and thoughtful—she was super responsive and proactive if anything came up. On top of that, she treated our home with total respect and left everything in great shape. You can tell she genuinely cares—not just about doing a good job, but about the animals themselves. We would 100% have Elizabeth back and recommend her without hesitation to anyone looking for a reliable, kind, and truly exceptional sitter.

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Colette Q.
Sitter Profile Image: Patricia H.
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Patricia H.
from
$125
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

Patricia was amazing. Our newly adopted doghas separation anxiety and continued to give her a run for her money the whole first part of the second day. She was patient with Lucy and in the end we were so happy to be able to complete our vacation without worries. We will definitely have her back

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nancy r.
Sitter Profile Image: Chana W.
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Chana W.
from
$60
per night
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Kingston, NY, 12401

Chana took excellent care of my two cats, she stayed overnight with them between house guests while I was away. She is a responsible and caring cat sitter (and house sitter). During my time away she later returned to for a five day extended sit, which was also well done. I highly recommend her as a cat sitter.

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Teresa S.
Sitter Profile Image: Gianna L.
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Gianna L.
from
$70
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
NY, 12572

About: I have taken care of dogs since i was a little girl, I have had three dogs. I used to work at the humane society where I cared for dogs every day.I love animals with all my heart. Animals bring me so much joy that it will honestly be a favor to me by choosing me to care for your pet. I live with my partner who also has pet care experience, we both adore animals and have many references to refer to. We have full time jobs but our days off are different, I have three days off and he has two, so we can line them up so that there is always someone home with your pet. I have many references that you can contact if you would like to feel more comfortable knowing how well I can care for your pet

Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
from
$150
per night
4.9 out of 5 stars
98 reviews
32 repeat clients
33 years of experience
Stanfordville, Stanfordville, NY, 12581

Christine bailed us out at the last minute and totally saved us. She was just great, and I think our cats even decided they like her better than they like us. Couldn't be happier that we have made this connection.

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Jackson D.
Sitter Profile Image: Emily F.
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Emily F.
from
$105
per night
5.0 out of 5 stars
66 reviews
14 repeat clients
20 years of experience
Tivoli, NY, 12583

From the moment that I met Emily, I understood that her relationships with animals are deeply reciprocal. She is a patient and caring friend and enjoys the love that they offer in return. Emily stayed with my senior Boxer for 10 days at my home. She was a conscientious sitter -- taking perfect care of my home and of my pet. Knuckie typically experiences a few days of depression and hives when I leave but with Emily he was in good spirits, eating and in his normal routine. Honestly, he looked fantastic when I returned -- like he'd had a week at a spa. Emily's communication was perfect and she even went above and beyond to have a food order for us when our late flight arrived! I give Emily my highest recommendation!

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Jesse P.
Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
from
$160
per night
5.0 out of 5 stars
276 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

Janice took great care of my newly-adopted, senior GSD mix, Granger! Bonus was getting to meet a 20-minute old lamb at Janice's beautiful farm! I cannot recommend Janice enough. If I need sitting services in the future, I will seek her care.

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JV F.
Sitter Profile Image: Lilly B.
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Lilly B.
Star Sitter
from
$120
per night
5.0 out of 5 stars
30 reviews
11 repeat clients
6 years of experience
Tivoli, NY, 12583

Lilly arrived on time, is very professional and took exceptional care of our dog. It is such a relief ro know that we have someone like her in our area and will definitely hire her again in the future!

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Denia R.
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The median cost per night for house sitting in Pleasant Plains is $70

Pet parents share their Rover experiences - Pleasant Plains

1 / 1
5.0 out of 5 stars

Leslie responded to my request quickly, asked the right questions, and was communicative throughout the sit. She was friendly, listened well, and interacted calmly and assertively with my reactive dogs. I felt 100% comfortable leaving them in her care for a night out. They were happy and tired when I returned and I was grateful that she spent time engaging them in my absence! I would certainly recommend her and would want to work with her again if I am in the area in the future.

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Michelle R.
House Sitting
5.0 out of 5 stars

Walter and Arthur can't wait for their next vacation with Dan! There are many great sitters but Dan is their favorite. I plan our vacations based on his availability. My daughter said to me, "I don't worry at all about the dogs when we are away". So true. It is such a relief to be able to go and enjoy ourselves while we know our boys are having the best time of their lives!

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Melinda P.
House Sitting
5.0 out of 5 stars

Kayley was great! So communicative and helpful. We knew our dog was in GREAT hands and we loved seeing all the pictures of her having fun!

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Amanda H.
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

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Popular requests for house sitting - Pleasant Plains

Select a filter and find qualifying sitters offering house sitting.

Sitters in Pleasant Plains average 3
repeat house sitting clients

FAQs for House Sitting - Pleasant Plains

Frequently asked questions about Rover

The average cost for House Sitting in Pleasant Plains on Rover is $75 per night (as of July 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 July 2026, there are 648 sitters on Rover offering House Sitting across Pleasant Plains. 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 Pleasant Plains 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 Pleasant Plains 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 Pleasant Plains 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 Pleasant Plains. On Rover:

  • 98% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 100% 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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