House Sitting Pine Plains

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

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Over 2
pet parents in Pine Plains have booked house sitting

Pine 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: Elizabeth C.
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Elizabeth C.
Star Sitter
from
$79
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Pine Plains, NY, 12567

About: Animals have been a part of my life forever, and caring for them isn’t a job for me — it’s truly a passion. I’ve owned animals my entire life and currently have dogs, who are very much like my kids. I understand how important trust, consistency, and love are when someone is coming into your home to care for your pet. I specialize in drop-in visits and dog walking, making sure your pets get the attention, exercise, and companionship they need while you’re away. Whether that’s a refreshing walk, playtime, feeding, litter box care, or just some extra cuddles and reassurance, I treat every visit as if it were my own pet. I’m also a mom to three girls who absolutely adore cats and dogs and have grown up learning how to be gentle, respectful, and loving with animals of all personalities. My goal is simple: to give you peace of mind and make sure your pets feel safe, loved, and happy in their own home. When I visit, your pets aren’t just being checked on — they’re being genuinely cared for. ❤️🐶🐱 I am of mom of 3 school aged girls! Mid day walks are my speciality! During school days off- I have little helpers that love playing with dogs and cats! (With your approval, of course!) I offer drop ins and overnight care when requested. Dogs are always happiest in their own homes. I have dogs , and can accommodate 1-2 more depending on size and temperament.

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

Emily is such a wonderful person! She instantly connected with our dogs and they felt at home with her right away. She is extremely conscientious and shares lots of helpful updates. We felt super happy and comfortable on our trip with our pups in her care. Book with her if you have a chance!

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Victor V.
Sitter Profile Image: Lisa J.
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Lisa J.
from
$110
per night
4.9 out of 5 stars
96 reviews
32 repeat clients
37 years of experience
Clermont, NY, 12523

We are so thrilled to be working with Lisa — our dog Grace immediately loved her, and she is so happy and tired after their time together. Lisa is super communicative and made us feel so comfortable from the first time we met her.

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Jennifer R.
Sitter Profile Image: Angelica R.
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Angelica R.
from
$100
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
5 years of experience
Stanfordville, NY, 12581

Angelica was great! The dogs got a lot of time outside and she shared updates of all the fun they were having. It was such a relief to have someone stay at the house with them, and everything was left clean and tidy :)

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Brianna M.
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 so fantastic with my two rescue pups. I have one particularly shy pup, and Rose was patient and gentle while she warmed up. By the end of the stay, both pups were very comfortable with Rose and looking forward to her next sit!

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Elizabeth M.
Sitter Profile Image: Andrea P.
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Andrea P.
from
$70
per night
12 years of experience
Germantown, NY, 12526

About: Hi! My name is Andrea. I have lived in the Hudson Valley for almost 4 years now, and have been working in the area off and on since 2014. I live with my partner, Mike, and precious pups Kona and Desi. I have always lived with dogs. I am an Occupational Therapist in a school district full time and love to farm and bicycle during my off time. I’ve done house sitting and dog sitting previously and enjoyed the work. I have my own vehicle and am used to commuting around the Hudson Valley for work and for fun. I wanted to get back into dog sitting and pet sitting to assist in getting a new car and to get to spend time with pets! I have always been obsessed with dogs! I show that through meeting as many as I can when out in the community :). I am active person, so long walks and playing is something I can provide. I am open to any requests you might have and am great at keeping in touch with pet parents. I can always be available through text, call, or email. I’m so excited to meet you and your lovely pets!! I have a full time job, so weekends are my only availability. However, I am open to discuss any special circumstances! I might potentially be more available on a long weekend, when I am off from my school based job. I would want to care for your pets as you would or how you would want. I am great with a schedule and specific requests.

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

I can't say enough about my experience with Cassandra! She was amazing with Antonio, kept him busy and happy. We received many pictures and videos which made our trip so much better knowing he was happy! I would recommend Cassandra to anyone looking to have a reliable, loving and competent dog sitter. Cassandra stayed at the house while we were gone and left things immaculate! We will be using her for our next trip. Thank you

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Kim R.
Sitter Profile Image: Ariana M.
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Ariana M.
from
$85
per night
5.0 out of 5 stars
1 review
16 years of experience
Elizaville, NY, 12523

About: Ariana has taken care of dogs since she was 10 years old. She has experience with many types of dogs such as Australian Sheppards, Labradors, Huskies, mixed breeds, Pitt bulls, Shih Tzus, etc. Ari has some experience with grooming, puppy training, bathing, nail clipping, and even administering oral medication. She has LOTS of experience playing with dogs so she will have ways to keep your pups engaged and happy! Ariana pays close attention to the animals in her care which will allow her to notice any abnormalities or issues, and help her cater to the needs of your pets. She has senior dog care experience as two of her dogs are seniors (over 11 years old). She has helped some of her clients care for their dogs through cancer and neurological issues/bells palsey. In addition to dog care, Ariana also has extensive experience with cats, horses, bunnies, and miniature donkeys; and some experience with pet cows, pet sheep, chickens, ducks, and fish. She offers Myofascial Release for dogs, cats, and horses as well, although it is charged separately and is dependent upon the pets consent. I am currently working three jobs. One is Tuesday and Saturday or Sunday caring for 8 equids, hours vary. The second is Monday, Wednesday, Thursday, usually from 12 to 3 ,although sometimes it is longer, watching 2 Australian Shepherds. I also house/dog sit for them. The third job is taking care of 2 horses in the evenings monday, wednesday and thursday for a few hours. I have availability before, after and inbetween my three day a week jobs, sometimes before or after my tuesday and saturday job, and occasionally on Friday and Sunday. I am able to offer flexible (for example: occasionally house sitting, drop in visits, or walking) for you and your pets! I am willing to accept stays longer than one week depending on the circumstances and other than the midday dog sitting my schedule is flexible especially in the evenings. I do not currently offer services from my home, but I am more than happy to provide on-site services at your home. I have a decent amount of experience providing care for people’s dogs, cats, and other animals within their homes.

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
33 repeat clients
33 years of experience
Stanfordville, Stanfordville, NY, 12581

Christine is a down-to-earth person who is easy to talk with and pays attention to important details. At our meet & greet, she asked good questions that reflected her experience and commitment to making both pets and their owners feel comfortable with her. My young adult cat Suki had never been left alone with someone she didn’t already know. In my absence, however, Christine eased her way into Suki’s territory by setting the right balance between showing her some quiet attention and giving her the time and space she needed to adjust and come out of her shell. The photos Christine sent me proved that once she had won Suki over, the little kitty was her sweet, affectionate self and the two of them had a delightful time together! I will be asking Christine to Suki-sit in my house again!

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Carena P.
Sitter Profile Image: Katelynn K.
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Katelynn K.
from
$50
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
25 years of experience
Rhinebeck, NY, 12572

Katelynn was accommodating and eagerly available for a fairly last minute request. She asked good questions, was punctual, and provided great care for the pups through the whole night. Thank you Katelynn!

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Nathan Z.
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: Ebony G.
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Ebony G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
25 years of experience
Poughkeepsie, NY, 12601

Absolutely wonderful! Very friendly and communicative. Our girls were super relaxed and happy when we got home to a very clean house. 10/10 would book again. Thank you for all of the pics and updates on our girls over the course of your stay.

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Rachael H.
Sitter Profile Image: Sofia S.
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Sofia S.
from
$44
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
3 years of experience
Woodstock, NY, 12498

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: Fiona S.
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Fiona S.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Red Hook, NY, 12571

Fiona is a responsible and caring professional. She took great care of my dog and my house and my dog isn't the easiest dog in the world. She followed eating and medication instructions without any trouble and sent great updates. Can't wait to have her again!

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Abbie D.
Sitter Profile Image: Rochelle M.
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Rochelle M.
from
$120
per night
5.0 out of 5 stars
9 reviews
1 repeat client
25 years of experience
Saugerties, NY, 12477

Rochelle is a wonderful sitter and I'm so grateful to have found her to watch my dog Gogo. I've hired Rochelle for both short and long-term stays and she is my most entrusted sitter. Dedicated, responsible, caring, and experienced.

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

Janice is fantastic. I was in desperate need of a cat sitter for an emergency trip just days away. Janice responded right away and arranged a meet and greet for the next day. She connected with my cat (who is usually a little shy of strangers) right away, and I immediately relaxed knowing he and my home would be in good hands. Janice was very communicative and took care of everything. I came home to a happy boy who had clearly had fun playing while we were away, and I am so grateful to her. I will definitely entrust Janice again for future pet care needs.

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Jessica H.
Sitter Profile Image: Shelby C.
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Shelby C.
from
$70
per night
5.0 out of 5 stars
23 reviews
8 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: Calli B.
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Calli B.
from
$100
per night
5.0 out of 5 stars
1 review
1 repeat client
3 years of experience
Lakeville, CT, 06039

About: I’ve had dogs all my life and have cared for family and friends pets numerous times. Have experience with training puppies, administering medication, bathing and walking dogs. I am currently working part time during the week but am available on weekdays before 10am and after 3pm. I am also fully available on weekends, leaving plenty of time for enriching play and cuddle time for your furry friends! I bring the pets I care for outside for long walks despite the weather and play with them for as long as they like so they can use all their pent up energy. Every pet I care for receives lots of pets and belly rubs to keep them happy and entertained.

Sitter Profile Image: Nikole S.
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Nikole S.
from
$29
per night
7 years of experience
Hillsdale, NY, 12529

About: I’ve been around and taking care of dogs of different breeds since I was 16. Most of my experience has been with friends’ and family members’ dogs. I’ve helped with walks, feeding, playtime, and taking care of them when they stay at my house. I’ve also helped keep their areas clean when needed. I really enjoy spending time with dogs and making sure they feel comfortable, safe, and loved while they’re with me 🐶❤️ I’m available 24/7, which means I’ll have plenty of time to take care of your furry friend and give them lots attention and love :) I live in Berlin, NY, in a quiet area with a large yard where dogs have plenty of space to play and enjoy some time outside. I have a medium sized house and a very friendly 14 year old cat who is used to being around others.

Sitter Profile Image: Kayleah S.
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Kayleah S.
from
$80
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
8 years of experience
Harrison, NY, 12572

Very communicative, goes above and beyond. Kayleah took excellent care of our two Bernese mountain dogs. She sent pictures daily and they were so happy and well cared for. We will definitely be using Kayleah again the future!

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Molly H.
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The median cost per night for house sitting in Pine Plains is $70

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  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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    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

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Popular requests for house sitting - Pine Plains

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Sitters in Pine Plains average 3
repeat house sitting clients

FAQs for House Sitting - Pine Plains

Frequently asked questions about Rover

The average cost for House Sitting in Pine Plains on Rover is $81.59 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 474 sitters on Rover offering House Sitting across Pine 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 Pine 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 Pine 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 Pine 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 Pine Plains. On Rover:

  • 97% 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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