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.
“Rose was amazing! She went above and beyond our expectations! Thankfully, she was available (fairly) short notice and worked with us every step of the way! She sent us pictures of Bolo everyday (to reassure my girlfriend) and kept bolo (who can have really bad separation anxiety) from freaking out. She also finished drying/folding our laundry for us! We really appreciate everything she did, and would 100000000% re-hire her/recommend her for whoever is looking for a dogsitter, walker or anything in between.”
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.
“Konstantin was a wonderful communicator, easy to host while we were away, and had such nice photos and messages to share about our 4 month old puppy making us have peace of mind during our trip. We really appreciated Konstantin's professionalism and courtesy, and care of our space and pet. Thank you so much!”
“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!!”
“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!”
“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.”
“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.”
About: Hello! I have cared for farm animals full time. I used to foster dogs caring for wounds basic training along with dogs with reactive issues. I have 3 of my own all large breed but very friendly, and one horse with a big personality. I am patient and compassionate all animals have their own personality and all require different care. I work only nights I am a EMT . Which leaves my days free, I can provide all day pet care including walks and or stop ins no problem I can provide comfort to the pets playing or long walks while owners are away or at work. I can stop in as many times as the owners think throughout the day for potty breaks or nights when I’m off of work.
“Steve, is a lovely person who was the absolute best with our boy Willow. Very attentive to a very playful pup. We are grateful to Steve for the peace of mind he gave us with his regular updates and photos of Willow, he deserves more than 5 stars ⭐️. I highly recommend him. Thanks again Steve.”
“We booked Taylor at the last minute when another dog sitter had an emergency—and she is a rock star! She understands animals and works hard to make sure she is accommodating their needs. So glad we found her!!”
“Michele was fabulous!! Jasper was in great hands! She sent plenty of photos and I appreciated this! She also drove Jasper to his doggie daycare, Central Bark! This kept Jasper occupied and offered Michele a break! Although I know she would have kept him busy at home too.”
“Brenna was an amazing pet sitter for us. We have two dogs, both seniors, and one with significant health issues. It is always hard to leave him but had our son's wedding in Canada to attend. Brenna sent constant updates and photos to ease our mind while away. They were very well cared for and loved. I would use Brenna again in a heart beat!”
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.
“If I could give 100 stars I would! Anna was THE perfect person we could have ever had to watch our 2 cats. This was our first time using Rover & Anna made things so easy, communicates well & sends lots of updates and check ins with pictures! I appreciate her so much made my cat mom nerves at ease. She slept at our apartment for a week and left the place exactly as it was. I would rebook with her 100% felt completely comfortable having her watch the cats and stay in our space. She is exactly who you need for a sitter, very kind. I cannot rave enough about her! Thank you Anna!”
About: Hi, I’m Erica! I grew up on a farm, so caring for animals has been a part of my life for as long as I can remember. I’ve always loved animals of all kinds, and my experience goes far beyond cats and dogs. I’m comfortable caring for a variety of animals, including chickens, ducks, goats, fish, and other farm, household, or small animals. Growing up around animals taught me that every species—and every individual animal—has different needs, routines, and personalities. I’m comfortable following detailed care instructions for feeding, fresh water, cleaning, medications, enclosures, and daily routines, and I understand how important consistency is when you're away. I’ve also had cats and dogs of my own and have years of experience pet sitting, so I’m comfortable with both everyday pet care and animals that need a little extra attention or specialized care. I’m a nonsmoker, and genuinely enjoy spending time outdoors and caring for animals. Whether you have chickens that need their morning routine, goats that need care and companionship, ducks, fish, or a combination of animals, I’ll treat them with patience, kindness, and respect—and follow your instructions carefully. I currently have the privilege of working remotely part-time, which gives me a flexible schedule and allows me to work around your pet’s routine rather than leaving them alone for long periods. I can adjust my schedule around feeding times, walks, medications, playtime, and whatever routine helps your pet feel comfortable and cared for. When caring for pets in their home, I focus on keeping them safe, comfortable, happy, and as close to their normal routine as possible. I make sure they always have fresh water, the right food, clean surroundings, and anything else they need. I’m happy to give them space and simply stay nearby if that’s what they prefer, or provide plenty of playtime, attention, cuddles, and companionship if they’re more social. I also follow your instructions carefully and make sure your home and your pet’s space are left clean, safe, and comfortable.
“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!”
“Mair did an excellent job taking care of my young, energetic pup. She was very good with him, getting on the floor to play with him during her pre-stay visit. She spent the agreed-on time at the house with him, and he was happy on my return! As a plus, the house also looked great when I returned. I would definitely hire Mair again!”
“We can’t thank Rachel enough! I was nervous to leave The girls with strangers, but my worries quickly faded away! From the very start Rachel was awesome! Sending pictures and even working with our youngest in the back yard. The house was left in perfect order! We can not give Rachel enough praise! Would definitely use and recommend!”
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 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 is $105 per night as of November 2026. Most bookings cost between $105 and $105 per night. 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 471 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 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.
Yes, you can find sitters who have experience with handling special pet needs in Pine Plains. On Rover:
- 91% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 95% 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.
Connect anywhere with the Rover app
