House Sitting Pleasant Plains

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Over 47
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.

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

Rose took FANTASTIC care of both our dogs and house. Thanks Rose. Not sure they were happy to see us come home! She sent us photos each day we were away, and our house looked better when we got home then when we departed :-) Will definitely be reaching out to Rose for her care again

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Scott W.
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
23 reviews
8 repeat clients
15 years of experience
Milton, NY, 12547

Thomas was terrible! JUST KIDDING! I just want to keep him only for when I need him!😁 I couldn’t ask for anything more. He initially responded quickly. Showed up when we planned. He kept in touch with me. Sent pictures of my dogs when he was with them and left my house tidy. TJ, thank you again!

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Lisa M.
Sitter Profile Image: Lee C.
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Lee C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
15 reviews
5 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: Ebony G.
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Ebony G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
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.
Star Sitter
from
$95
per night
5.0 out of 5 stars
20 reviews
3 repeat clients
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: Leslie T.
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Leslie T.
from
$90
per night
5.0 out of 5 stars
7 reviews
10 years of experience
Staatsburg, NY, 12580

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

Shelby watched our very social cat over a long weekend -- we were delighted to return home to a happy cat & well kept apartment. She's so genuinely kind, reliable, and easy to communicate with. We wouldn't hesitate to ask Shelby to cat/house sit for us any time.

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Laura H.
Sitter Profile Image: Colleen M.
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Colleen M.
from
$90
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
23 years of experience
Staatsburg, NY, 12580

Colleen is a gem. A total pro- lovely, easy going, compassionate, professional, and she clearly bonded with my kitty after just one visit. She’s a pleasure and we will most definitely entrust our cat, and our home, with her in the future!

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Lauren T.
Sitter Profile Image: Michelle P.
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Michelle P.
from
$75
per night
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: 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 wonderful! She was incredibly responsive and communicative while sitting my dog. I loved how she sent me multiple photos as requested and felt like my dog was in great hands.

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Regina A.
Sitter Profile Image: Claire M.
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Claire M.
Star Sitter
from
$85
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
17 years of experience
Poughkeepsie, NY, 12601

Claire was amazing! Our dog is a bit shy and nervous but he immediately warmed up to Claire. We were 100% comfortable while we were away. Highly recommend!

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Elizabeth B.
Sitter Profile Image: Arsen S.
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Arsen S.
from
$50
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
Bard College, NY, 12504

Arsen and Sophia did a great job. They communicated well, sent funny pics and we returned to a calm dog who clearly liked them and was sad to see them leave. House was clean. Would hire them again anytime.

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Marnie T.
Sitter Profile Image: Fiona B.
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Fiona B.
from
$35
per night
7 years of experience
Kingston, NY, 12401

About: Hi! My name is Fiona and I’m a lifelong lover of dogs and all animals. I grew up always having 2 to 3 dogs. I was responsible for walking, feeding, grooming, and playing with them. I have experience watching and walking friend’s dogs when needed. I believe each dog deserves special love and attention. I am currently a teacher, so I spend Monday to Friday at work during the day. If the dog is local to Catskill, I’m more than happy to check up on them! Otherwise it’s important to know I’ll be out for some of the day, except for breaks. I’m available for weekend walking and drop-in’s any time! Each pet has their own personality, boundaries, and routine. I want to make sure the pets are comfortable with me so that I can care for them properly.

Sitter Profile Image: Edward M.
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Edward M.
from
$35
per night
10 years of experience
Kingston, NY, 12401

About: I excel at making dogs feel calm and like their owners never even left the house. Learning their schedules, quirks, and favorite walking spots helps me make them feel comfortable for extended stays. Energetic puppy? I’ll run around w them and tire them out. Senior dog? We can relax and go at their pace. What sets me apart is my intuition and caring heart. I have a flexible, remote job so I am able to stay with your pet as long as needed through the day and take them on frequent walks in the neighborhood good or to the dog park! I do live-in dogsitting/housesitting at the client’s house. I like to learn about your dog (how they like to play, chill, etc..) so I can make them feel as comfortable as possible.

Sitter Profile Image: Angel F.
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Angel F.
from
$63
per night
5.0 out of 5 stars
13 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: 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: Karla R.
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Karla R.
from
$110
per night
5.0 out of 5 stars
5 reviews
11 years of experience
Kingston, NY, 12401

Karla is a gentle and kind animal whisperer. Our pup was immediately calmed by her energy. From his daily med routine, to even feeding him by hand when he put up a “my humans are traveling fight” she cared for him with grace and love. AND we got daily pics.

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Laura H.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
from
$160
per night
4.9 out of 5 stars
99 reviews
33 repeat clients
33 years of experience
Stanfordville, Stanfordville, NY, 12581

The second time Christine stayed with Suki, my kitty was totally comfortable with her. Watching the two of them upon my return home, I could see there was a real bond between them. Beyond ensuring a pet's physical needs are being met, its emotional well-being is the most important and most challenging thing a pet sitter needs to provide for. I am happy that I can be away from home knowing that Suki will be cared for and contented in her own space with someone she trusts and loves. Christine kept me well informed with updates and photos while I was away, too, which kept ME happy!

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Carena P.
Sitter Profile Image: Alesandra P.
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Alesandra P.
from
$100
per night
5.0 out of 5 stars
13 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: Elizabeth M.
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Elizabeth M.
from
$50
per night
5.0 out of 5 stars
16 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.
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The median cost per night for house sitting in Pleasant Plains is $75

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

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
1 / 1
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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 - 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 $79.17 per night (as of September 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 September 2026, there are 622 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
  • 98% 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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