House Sitting Pine Plains
Find a loving house sitter to watch over your pets and your home.
Over 1 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.
“Emily was so great with our senior dog Willow! She house sat her for the weekend and did a fantastic job. She communicated clearly about everything, sent photos, and most importantly was able to give Willow the twice daily insulin shots she needs. I highly recommend working with Emily!”
“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!”
“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.”
“Can’t thank Andrea enough for her help! I had her do some house sitting while I was away, so that my cat would have another person around, and from the start, she was wonderful with her communication, positivity, and also asking all of the right questions. Immediately gave me confidence that my house and cat were in good hands. Would 10/10 recommend her! Thank you for being so wonderful Andrea!”
About: Hi! I’m a lifelong animal lover and pet owner with two cats of my own. I’ve also helped friends and others care for their dogs, including feeding, walking, playtime, and making sure they get plenty of attention while their owners are away. I know how important it is to have someone you can trust with your pets, and I treat every animal with the same patience, care, and affection I give my own. Whether your dog needs a walk, some company, or someone to keep their routine while you’re away, I’d love to help keep them happy, comfortable, and cared for! Pet care fits well into my schedule, especially on weekends when I have the most flexibility and availability. I’m primarily available for weekend bookings, including drop-in visits, dog walking, house sitting, and overnight stays in your home. With at least a week’s notice, I can also be flexible with weekday care when needed. I’m happy to work with your pet’s usual routine to help them feel comfortable and cared for while you’re away. When caring for pets in a client’s home, I focus on making their time away from their owner as stress-free as possible. I spend quality time with them, whether that means going for walks, playing with their favorite toys, giving them affection, or simply keeping them company. I’m respectful of each home and make sure everything is left clean and secure. I also pay close attention to each pet’s personality and preferences so I can adjust my care to what makes them happiest and most comfortable.
“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.”
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.
“Laurel was amazing with my dog Lola. She is smart efficient, caring and I would leave Lola with her without any hesitation. She is also fun to talk to. I highly recommend her. Anyone who uses her will be grateful.”
About: I have been taking care of dogs for over 10 years, giving them lots of love and attention. I also have a lot of experience and self learned basic training commands. I work from home and have a flexible schedule which opens my availability for lots of walks and outside play time with your doggo while they are with me. We have a fenced in backyard which leads to the side kitchen door. We also have an outdoor patio area that we love spending time in.
About: I am a freelance content writer and artist picking up odd jobs in mid-life while working on writing my book, caring for my partner, and trying to give back to the world. I’ve grown up with cats and dogs my whole life and am the first person that friends, colleagues and acquaintances call when they need pet-sitter. I have my own 5-year-old Great Pyr / Catahoula mix who has endless amounts of energy, a quirky sense of humor and is my very best friend. I also call Sgt. Pepper (a 16 lb, 16-year-old Mini Pin / Poodle mix) my dog because he is such a beloved member of our family, but technically he belongs to my mom and lives with her in Nevada so I make special trips to see them both as often as I can! I’ve helped house train puppies, trained my own dogs, walked both chihuahua-sized dogs and Great Danes, babysat for pit bulls and other rescues with high anxiety who need special care and attention around other people and animals, and have also cared for sick cats and dogs, including cooking special meals for them, giving saline injections to a cat with kidney disease, and administering meds and therapeutic treatments for sick and/or senior cats and dogs. I’ve also had to wash a few dogs down with Tecnu after getting sprayed by skunks (!) and tended to lots of belly aches, bug bites and other mild issues that can befall any kind of pup. I genuinely love spending time with dogs of all kinds and think they are the greatest blessing on earth. I would love to offer care, attention, love, exercise and snuggles for your dog when you need extra help :) I am a freelancer so I work completely on my own schedule. I can make time for walks, check-ins, feedings and more anytime throughout the day and into early evening (preferably before 9pm). I come to your home to care for your pet. I understand that different pets will have different needs so we can talk beforehand and agree on what is best for your pet! I am open to making multiple visits per day for feeding and attention, staying at the house for a certain amount of hours as needed, walking your pet (willing and able to do both long, strenuous walks/hikes or short jaunts around the neighborhood), playing games with them, training exercises and even taking them to a local dog park to run if they enjoy that. I have my own dog at home and she absolutely loves other dogs and getting to play when she has visitors.
“You could not find more thoughtful and caring people to genuinely love your pet than Kelly and Nabil. They prioritized Elmer’s health and happiness to the highest degree and made sure we received videos and photos every day. We feel very lucky to have them in Elmer’s life.”
“Patrick was great with our little pup who suffers from separation anxiety. He kept us updated on how things were going and was easy to communicate with throughout his stay. Will definitely book again!”
“Oona watched our 2 chihuahuas and did an excellent job. She cared for our elderly dog and gave him his medicine. She kept us updated during our vacation and even tidied up the house before she left. We would definitely work with Oona again!”
About: Aside from growing up caring for animals, I’ve worked at a dog daycare for about a year. During my time there I learned a lot about dog behavior and how to read their body language. Now, I am currently studying canine training and management at SUNY Cobleskill where I work with a variety of canine’s daily. So I am currently on summer break from school, so I can assure you I have plenty of time to care for your fur babies! I start my day off by making sure my babies are fed and have fresh water, followed by going out for a walk and playing outside for a little! I have a dog and a cat who is very shy. If needed I have a crate that can be used.
“No worries your dog is with a superstar! He was accommodating and loving towards our very senior Maltese and he also took time to reach out and update. Hes great with my lab too!!! He is fantastic! Highly would recommend and rebook. Very caring individual”
“Elena was an absolute godsend for our pets!!! She came over a few days before she housesit - and the dogs were nervous at first, but she sat on the floor with them and waited until they were comfortable - and basically, she's the dog whisperer. When she came for the housesit, the dogs recognized her and were excited to see her. She sent pictures and let us know how they were doing the perfect amount, and the pictures she sent were some of my favorites that I have of them now! I didn't worry at all while we were away, and that is 100% thanks to Elena. Her kindness, patience, and flexibility, among a million other amazing qualities, make Elena the only person I would ever want to housesit for us in the future!”
“Extremely thankful to have found Anna when I did! Recently moved to a new area and needed extra help with my dog and two cats. She’s been wonderful to work with. Very sweet and trustworthy! House sat while I was away and was at complete ease as she gave constant updates and took care of them and the house as if it were her own! A gem!!”
The median cost per night for house sitting in Pine Plains is $75
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 to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Pine Plains
Select a filter and find qualifying sitters offering house sitting.Sitters in Pine Plains average 3 repeat house sitting clients
FAQs for House Sitting - Pine Plains
Frequently asked questions about Rover
The average cost of House Sitting in Pine Plains on Rover is $105 per night as of October 2026. Most bookings cost between $105 and $105 per night. 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 October 2026, there are 470 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.
<b>Tip:</b> 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 , 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 .
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 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 .
sitters on Rover set their own , 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.
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
- 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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