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.
from
$79
per night
5.0 out of 5 stars
6 reviews
2 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: 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

Rose is the the absolute best. There are just no words to even say. Already have her booked 3 more times. My puppies lover her and she keeps everything neat and clean even better then it was left.

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

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

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Jackson D.
Sitter Profile Image: Arsen S.
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Arsen S.
from
$50
per night
5.0 out of 5 stars
4 reviews
5 years of experience
Annandale, 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: 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
Rhinebeck, NY, 12572

Sofia was very communicative throughout the day and kept us updated, which gave us peace of mind. Most importantly, she got along really well with our dog, and he seemed very comfortable and happy with her. We would definitely recommend her!

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Betty C.
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

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

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

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Anthony E.
Sitter Profile Image: 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 pup Kona. I have always lived with dogs. And recently, have been thinking about getting a cat! 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: Megan M.
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Megan M.
from
$30
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
6 years of experience
Salisbury, CT, 06068

Megan helped me out last minute and she was great! She spent the afternoon with my doggies — walked them, fed them, hung out with them! I will definitely use Megan again!

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Samantha G.
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: 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 deserves 10 stars at a minimum! She was absolutely wonderful with our dogs, Charlie and Delilah! She took great care of them, making sure they felt comfortable and loved during their stay. It was clear that she went above and beyond to keep them happy, healthy, and entertained. Both dogs were so well cared for, and we could tell they had a great time with Janice. She communicated with us regularly, sending updates and photos, which gave us peace of mind. We would highly recommend Janice to anyone looking for a caring and responsible pet sitter. Thank you so much, Janice!

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Steven D.
Sitter Profile Image: Jessica S.
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Jessica S.
from
$75
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
9 years of experience
Hudson, NY, 12534

Jessica is very nice and responsible. She took great care of our home and beloved goldendoodle, Olive. I highly recommend her.

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Jessica L.
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: Angelica R.
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Angelica R.
from
$95
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
5 years of experience
Stanfordville, NY, 12581

We reached out to Angie to house sit our two older pups while we were away for a week on a family trip. The dogs have never stayed with anyone outside of family and friends, so we were a little nervous, especially with one of our dogs having some anxiety. Because of this, we were trying to avoid any kennels. Angie was quick to respond to messages leading up to our departure and even offered to come meet the pups twice before our trip. She did not need to do this, but it meant a lot to us that she did. The dogs warmed up to her immediately. Angie is friendly, responsive, and caring. Our house was just as we had left it. She even cared for our small flock of chickens while we were away. We will be reaching out to Angie again and would recommend her to anyone who’s looking for help with their pets.

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

Emily is AMAZING and did a fabulous job house + pup sitting while we were out of town. Her warm and caring manner instantly won our pups over and they had a wonderful weekend together. Emily’s proactive communications both before and during her stay here were very reassuring and appreciated. Can’t say enough great things and hope to use Emily many times in the future!!

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Paula P.
Sitter Profile Image: Gabrielle G.
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Gabrielle G.
from
$35
per night
5 years of experience
Clinton Corners, NY, 12514

About: Friendly and trustworthy, putting pets and their people at ease with reliable, conscientious care. Provide in-home pet sitting and pet care services, including workday check-ins and feedings, cage, and kennel cleaning, overnight care, and long-term vacation care. I’m currently working at home, so I’ll have plenty of time to play with your pups! I’m available weekdays and on the weekends for your convenience! 😊 I have a big yard and live on a dead end road perfect for walks! I can easily crate your dog if needed and I have a sweet pup of my own to keep them company!

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: 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: 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.

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

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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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 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 $57.72 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 487 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:

  • 98% of sitters can help with special care needs
  • 93% 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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