Pet Sitting Pleasant Plains

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 12
pet parents in Pleasant Plains have booked pet sitting

Pleasant Plains, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$33
per visit
5.0 out of 5 stars
• 46 reviews
12 repeat clients
13 years of experience
Staatsburg, NY, 12580

“Amanda has such a kind and calm energy, she is a natural dog person and knew instinctively what Toffee needed. Toffee had the best time playing with her! :)”

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Julia S.
Sitter Profile Image: Laurel F.
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Laurel F.
from
$25
per visit
5.0 out of 5 stars
• 14 reviews
15 years of experience
NY, 12572

“So happy we found Laurel! From her response time, to her thoughtful questions, you can tell she really cares about the pets she watches. She was very professional and prompt, and we appreciated getting the check-ins with photos through Rover. I will definitely be reaching out to her again!”

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Laura G.
Sitter Profile Image: Rose V.
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Rose V.
Star Sitter
from
$23
per visit
4.9 out of 5 stars
• 264 reviews
90 repeat clients
25 years of experience
Kingston, NY, 12401

“My dog immediately bonded to Rose as soon as she walked into the house. She has an incredible way with dogs, and a deep knowledge of their behavior and needs. She is a true dog lover! I feel grateful that we found her, as it is such a relief to know there is someone who can take great care of our canine family member when we cannot be around.”

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Margaret S.
Sitter Profile Image: Avery G.
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Avery G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
7 years of experience
Poughkeepsie, NY, 12601

“Avery was very sweet and took care of our little guy very well!”

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Sarek S.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
from
$44
per visit
4.9 out of 5 stars
• 100 reviews
33 repeat clients
33 years of experience
Stanfordville, Rhinebeck, NY, 12572

“Christine was not only friendly and helpful but she was understanding of our dog’s breed and gave us such a piece of mind! She went above and beyond making it easy to highly recommend her to anyone looking for someone to watch their pup. Thank you Christine!”

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Amanda R.
Sitter Profile Image: Catherine P.
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Catherine P.
from
$15
per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
2 years of experience
Highland, NY, 12528

“Catherine took such good care of my babies and my home! I am so glad I found her! Absolutely recommend. Both my cats are shy and warmed up to her super quickly.”

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Emma F.
Sitter Profile Image: Michelle P.
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Michelle P.
from
$30
per visit
8 years of experience
Hyde Park, NY, 12538

About: I've house sat, walked and cared for dogs ever since I was 14. My coworkers, neighbors and their friends are returning customers due to high detailed and enthusiastic care. I always tell people I will take care of your pets faster than your kids lol. Hi im currently working a part time job so depending on my schedule I can spend time with your furry friend before or after my shift. I follow clients pet plans with feedings, walkings and medications if needed. I will work with you on any adjustments you need for your fur baby.

Sitter Profile Image: Margaret S.
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Margaret S.
from
$25
per visit
5.0 out of 5 stars
• 24 reviews
7 repeat clients
17 years of experience
Wappingers Falls, NY, 12590

“Needed someone for a last-minute drop in for the next day and Margaret willingly accepted. She was timely and send photos while there. Will definitely contact her again.”

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Jennifer M.
Sitter Profile Image: Stephanie C.
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Stephanie C.
from
$35
per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
10 years of experience
Poughkeepsie, NY, 12603

About: I have been taking care of dogs since I was 15 years old! I have had many dogs myself but I also helped my friends care for their animal! I have a small dog myself and I know how important it is to provide a healthy and fun lifestyle for your furry friend! I am free most weekends and weekdays, 11am-3pm, 3pm-10 pm to walk your dog and drop in on your furry friend! I love going on nice walks especially with a furry baby to keep me company! I also love dropping in to make sure your dog is safe and well! I currently am not offering boarding. With dog walking, drop in visits and house sitting, I will make sure to be gentle and abide by how your dogs behaviors are! I would never push them more than what they can walk and I would spend time to get to know your furry friend and have your furry friend get to know me! If you ever need me to drop in on your pet just to make sure they are okay I would love to! I will play with them alot especially outside for fresh air and to go to the bathroom and make sure they are fed :) We will do a meet and greet before any official bookings are made to make sure your pet feels comfortable with me!

Sitter Profile Image: Shelby C.
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Shelby C.
from
$35
per visit
5.0 out of 5 stars
• 32 reviews
12 repeat clients
14 years of experience
Saugerties, NY, 12477

“Shelby came through to help us with our dogs last minute and did an excellent job. The dogs got better walks with her than they're used to! So sweet and communicative and prompt. I will definitely be using her services again!”

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Sebastian Z.
Sitter Profile Image: Nicole P.
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Nicole P.
from
$35
per visit
6 years of experience
Rhinebeck, NY, 12572

About: Hi! I have 2 small dogs and have had animals in my life since I was a kid. My dogs are friendly to all, healthy, and well-loved. I am also a teacher and a mom to two fantastic girls. I can understand busy life and would love to help others get it all done - while sharing my time playing, feeding, walking your dogs. Get $40 off your first Rover booking! https://www.rover.com/sit/nicolp03637 I am a teacher and have some time off for the summer. I would love to take some of my extra time to work with dogs. When the school year kicks off, I can continue to help in the evening and weekends. I have a fenced yard and my own small, very friendly schnauzer-poodle mix. Your dog would have plenty of love from me and my sweet dog. In addition, I am able to take the pooch on walks in the neighborhood or a nice hike, depending on the timing.

Sitter Profile Image: Isaac M.
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Isaac M.
from
$20
per visit
4.7 out of 5 stars
• 5 reviews
1 repeat client
5 years of experience
Red Hook, NY, 12571

“Did a good job when I was gone for thanksgiving with my two cats.”

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Ben Z.
Sitter Profile Image: Jullianna P.
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Jullianna P.
from
$17
per visit
11 years of experience
Kingston, NY, 12401

About: I’ve taken care of dogs since I was a kid. People rely on me to take care of their dogs like feed them and bathe them and play with them and walk them and make sure they’re well loved It will only be me working with the dogs, I don’t need any other assistance with other people. I do work a full-time job, but I have flexible time before or after work so I’ll be able to take care of your dogs or cats. The best days are Monday through Saturday, Monday - Wednesday would be in the morning and Thursday - Saturday would be in the afternoon/evening. We have a fenced in yard at our house and we like to play fetch with our dogs, especially in the nice weather. They even love the snow. We do crate train our one dog so if your dogs need to be crated, I am able to do so. Our dogs are on the schedule for their food so if your dogs are too, I understand and can follow that schedule. And we give them lots of love so your dog(s) will be loved too.

Sitter Profile Image: Angelica R.
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Angelica R.
Star Sitter
from
$160
per visit
5.0 out of 5 stars
• 18 reviews
4 repeat clients
5 years of experience
Stanfordville, NY, 12581

About: Hey there! My name is Angie! I’ve taken care of dogs for 7 years. I have a Standard F1B goldendoodle who is 4 years old, a Mini F1BB goldendoodle who is 3 years old and a Newfoundland who is 8 months old! I am an experienced sitter who you can trust to take amazing care of your pup. I take any (and all) opportunities to snuggle and go on fun adventures with dogs. Some people have told me I’m a dog whisperer at times… I have yet to prove them wrong. I’m currently a nanny for a 2 year old baby. My schedule varies weekly so i do have alot of time on my hands throughout the week. I am available almost every weekend as well! I prefer sitting at clients home, with that being said i will be attentive outside and inside. I will make sure dogs are safe outside whether there’s a fence or just making sure they are safe and away from the road. I also would make sure they will not wonder off, attentive is my #1 priority. Making sure their safe in their home and not being mischievous is also a big priority for me and your furry babies!

Sitter Profile Image: Yarin Eimy F.
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Yarin Eimy F.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
4 years of experience
Tivoli, NY, 12583

About: I've been taking care of all my friends' pets for the last 2 years since I moved to the Hudson Valley! I'm usually their first call when they're in need of a pet sitter and they're gone on vacation. I love dogs (especially lap dogs!) and although I'm allergic to cats (except hypoallergenic breeds) they're my kryptonite. So cute! Because I work freelance for half the week, I have a bit of flexibility for drop-ins! I'm responsible, attentive, respectful, and communicative! I give the so much love, and play time. I love taking long walks around the neighborhood, or on a short trail. But, I'm also equally excited to cuddle up next to a lap dog cutie! Can't wait to play your fur babes! PS: I've cried at the sight of a beautiful dog bc I just love em' so much! <3 I'm quite open during the week because I am a freelance social media manager & creative consultant. So, I can fit walks into my schedule no bigggie! And, if you need someone to house-sit, I just need wifi and my laptop. ◡̈ We'll be all set! I'm responsible, attentive, respectful, and communicative! I give them so much love, and play time. I love taking long walks around the neighborhood, or on a short trail. But, I'm also equally excited to cuddle up next to a lap dog cutie! Just let me know if they're more of a couch potato or a walker, and I can prepare for both! <3

Sitter Profile Image: Evelyn M.
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Evelyn M.
from
$35
per visit
5.0 out of 5 stars
• 13 reviews
3 repeat clients
6 years of experience
Rifton, NY, 12471

“Evelyn is great with our cats! They love when she comes to visit them.”

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Tyler A.
Sitter Profile Image: Sammy C.
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Sammy C.
from
$55
per visit
4.4 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Poughkeepsie, NY, 12601

About: I know how stressful it can be leaving your pet behind, so my goal is to make the experience as smooth and comfortable as possible—for both you and your pet. I’m calm, attentive, and great at sticking to routines. Whether your pet is energetic, shy, or somewhere in between, I provide a safe, loving environment they can relax in. I currently am a student from home so I have more than enough time to take care of your furry companion while you are away. I used to walk my dog around my neighborhood sometimes to the river If it’s really nice out just get her some fresh air. Proper feeding times and bathroom breaks.

Sitter Profile Image: Macy H.
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Macy H.
from
$28
per visit
5.0 out of 5 stars
• 5 reviews
7 years of experience
Poughkeepsie, NY, 12603

About: I've been surrounded by and taken care of animals my entire life, and I want to be your new trustworthy pet sitter or dog walker! I have a standard poodle named Remy and maine coon cat named Bash at home, and they are my everything. I've fostered kittens (as young as 2.5 weeks old) for six years now and have been a petsitter for longer. I'm great with people and even better with cats and dogs. I want to keep your pets safe and happy, and you worry-free! I can administer medicine, trim nails, walk any size dog, clean, monitor urine and stool output, keep track of mood and general signs for concern, and I love sending cute update pictures so you know your pets are thriving! I just graduated with my master’s in occupational therapy and I’m studying for my boards, so my days are free and I’d love to sit for you or care for your pets however you need! I'm great at following directions and problem-solving, and I'll do whatever I can to make sure you're comfortable with me entering your home to care for your pets. I understand different types of collars, leashes, and equipment needed to guarantee a pet's safety. I am very aware of my surroundings and good at reading a pet's energy and potential reactivity. I've had animals my entire life, so closing the door quickly and not letting pets out is second nature to me. I know your pets are your family, and I will treat them as such!

Sitter Profile Image: Alicia C.
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Alicia C.
from
$40
per visit
5.0 out of 5 stars
• 23 reviews
5 repeat clients
22 years of experience
Red hook, NY, 12571

“Alicia was very responsible, responsive and overarching a pleasure to working with! I have one big dog with rear legs problems and other one with puppy personality. Alicia has handled both dogs very well. Highly recommended her to anyone!”

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Inha P.
Sitter Profile Image: Steven F.
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Steven F.
from
$25
per visit
4.7 out of 5 stars
• 3 reviews
1 repeat client
7 years of experience
Wallkill, NY, 12589

About: Im a veterinary technician that is fear free and cpr certified. I can administer medications, and have expirience with senior pets. Pocket pets are also in my realm of experience. I am able to sit any time as I can commute from your location to work. The only hinderance would be if you are further from my job mid day visuts may not be possible Currently I care for my 16 year old cat that has hyperthyroidism. In my past I have owned and cared for dogs, guinea pigs, rabbits, leopard geckos, bearded dragons, and fish

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The median cost per visit for pet sitting in Pleasant Plains is $25

Pet parents share their Rover experiences - Pleasant Plains

1 / 1
5.0 out of 5 stars

Amanda was great with our dog! She was right on time and stayed the duration that was agreed upon. Amanda let me know when she checked in, during the visit, and when she finished the visit. We are very happy with Amanda and also, our dog was too!!!

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Pamela K.
Drop-In Visits
5.0 out of 5 stars

Amanda took great care of our two cats while we were away on holiday. She was considerate of their personalities, giving attention and care as needed. Highly recommended! Thank you!

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erica c.
Drop-In Visits
5.0 out of 5 stars

Amanda took such good care of our cats and sent great updates and pictures. She even brought in our heavy water jugs!

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Frances N.
Drop-In Visits
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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?

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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.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet 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 pet sitting - Pleasant Plains

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Sitters in Pleasant Plains average 5
repeat pet sitting clients

FAQs for Pet Sitting - Pleasant Plains

Frequently asked questions about Rover

The average cost of Pet Sitting in Pleasant Plains is $28 per visit as of November 2026. Most bookings cost between $27 and $48 per visit. 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 November 2026, there are 1,004 sitters on Rover offering Pet Sitting across Pleasant Plains. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

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

  • 90% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 94% 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.

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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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.

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