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

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Sitter Profile Image: Lee C.
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Lee C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 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
22 years of experience
Kingston, NY, 12401

Incredible! Communicative through the entire stay and my apartment is cleaner than i left it which is so Incredibly nice of her! I'm so pleased, and though this was a one-off/unlikely to need a dog sitter again type of vacation, I would without a doubt use Rose again if needed.

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Aliana V.
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! He took care of my two babies with such love and attention. He was at my house when he said he would be and cuddled with my boys to make them feel safe. I would highly recommend TJ to watch your pets!

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Michelle M.
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: Regan F.
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Regan F.
from
$37
per night
5.0 out of 5 stars
6 reviews
1 repeat client
8 years of experience
Kingston, NY, 12401

Regan did a wonderful job caring for my dog Daisy and my cat Eleanor. She did house sitting for the entire week if not longer while I was out of town. She maintained great communication and also was very perceptive about what the animals needed. Thank you, Regan. I look forward to working with you again

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Willow H.
Sitter Profile Image: Sofia S.
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Sofia S.
from
$39
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
3 years of experience
Kingston, NY, 12401

Sofia was great! We felt really happy with her care for our dog Tanda. We requested very last minute and she was so quick to respond and help us out. Would recommend!

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

Great experience with Cassandra house sitting my two dogs while I was out of the country. Dogs seem to have had a great time and it was so nice to get “proof of life” photos and videos every few days. I’m sure hoping she’ll be available to care for them again when I go away inJuly.

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Barbara U.
Sitter Profile Image: Ebony G.
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Ebony G.
from
$65
per night
25 years of experience
Poughkeepsie, NY, 12601

About: I’ve had animals my whole life growing up and currently have my own pets now. I’ve worked in an animal hospital as a Vet tech assistant/kennel manager for a few years. I then after that worked for my local shelter for about 10 years as a kennel worker and I was head of our dog behavioral team. I know how to read dog body language, and give meds if need be. I am a balance dog trainer that makes her own schedule, I work around my pet setting schedule! I'm currently a dog trainer and make my own schedule, I can provide pet sitting when ever needed because I can make my schedule around when I need to pet sit! I would treat my client’s pets like they were one of my own pets. I would do what ever I can to make your animals feel comfortable while you are gone.

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: 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

Dan was a great fit for our pack and our home. He is an excellent communicator and is extremely respectful of our home and the dogs. We look forward to having him back in the near future!

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Diana M.
Sitter Profile Image: Amanda L.
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Amanda L.
from
$95
per night
5.0 out of 5 stars
15 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: Jennifer G.
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Jennifer G.
from
$80
per night
5.0 out of 5 stars
7 reviews
1 repeat client
16 years of experience
Kingston, NY, 12401

Jennifer was the best! We had a last-minute cancellation and she was a lifesaver for us: she even came by the same day to meet our pup in advance. She took really great care of our girl and was very communicative. Definitely recommend!

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Kelley L.
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

Thank you again Christine for taking such amazing care of our extended fur family. We are so grateful to you and appreciate your kindness and flexibility.

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

Janice- you’re so lovely and kind. We haven’t worked with you yet but already know that our boy Buster will be in great hands under your care.

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Sharon L.
Sitter Profile Image: Amanda B.
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Amanda B.
from
$35
per night
5.0 out of 5 stars
3 reviews
35 years of experience
Poughkeepsie, NY, 12603

Amanda was awesome! She took care of our dogs very well, kept us updated, and sent plenty of pictures. We will definitely use her again.

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Brian K.
Sitter Profile Image: Kaydin W.
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Kaydin W.
from
$30
per night
13 years of experience
Rhinebeck, NY, 12572

About: I have lived with dogs for all my life, friends, family and neighbors have trusted me with there animals. They trust me to feed, walk, and care for them for weeks at a time. I have had puppies to old dogs that have all live long happy healthy lives. I am currently a student at the culinary institute of America, I am Available every morning for walks and care. I am available on weekends as well. I am comfortable driving animals, I grew up with dogs and love meeting new people. I currently rent a house, we are a safe environment for animals but our landlord would prefer not to have animals in the house. I have a car and I am comfortable traveling with animals.

Sitter Profile Image: Ady B.
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Ady B.
from
$100
per night
5.0 out of 5 stars
5 reviews
6 years of experience
Port Ewen, NY, 12466

Ady was amazing! She took such good care of our puppy Darwin. She genuinely cared about him. She also kept the house very clean and was very communicative the entire week. I would highly recommend Ady.

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Caitlin T.
Sitter Profile Image: Manuel J.
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Manuel J.
from
$40
per night
4.8 out of 5 stars
13 reviews
5 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: If you have an athletic or active dog, we are the hosts for you!!! Trips to parks (on and off leash), running the trails, and swimming in a Lake will happen every day. If your dog is less active, we can bring our activity level to where your dog is most happy and comfortable. I have a very open schedule. Usually I go to the park go with my family who enjoy the day doing things outside the house. If you have a last minute appointment or you need anything on the same day I do take them I have a very open schedule one works in the morning and the other one works in the afternoon so your pet will never be alone. I had pets before they pass away. We used to love our pets so much. We took CPR classes and emergency classes for pets just in case.

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

Liz was truly fantastic. This was our first night out without our puppy and she fully put our minds at ease and was super patient with our detailed instructions for our mouthy girl. Excited to have her sit again.

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Maryse M.
Sitter Profile Image: Angellina B.
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Angellina B.
from
$45
per night
5.0 out of 5 stars
8 reviews
1 repeat client
2 years of experience
Hyde Park, NY, 12538

Angie was all we could hope for in a sitter for our new rescue pup. Our dog immediately warmed up to her calm and gentle nature, and she had everything under control, in addition to endless snuggles for our pup while we were away. There was full peace of mind that our fur child was in great hands! Would call her again in a heartbeat, esp since our dog clearly didn’t want her to leave after we came home! Haha

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Patti O.
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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

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
5.0 out of 5 stars

Karin house sat for us while we took a quick getaway after several years. She was wonderful and very attentive to our senior dog. She sent us daily pictures and updated us throughout the stay. Will absolutely be asking her to sit for us again and again.

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Randi W.
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

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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