House Sitting New Windsor
Find a loving house sitter to watch over your pets and your home.
Over 9 pet parents in New Windsor have booked house sitting
New Windsor, 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.
“Jack has been a terrific sitter for our dogs. He shows up exactly when he says he will, which already puts him in rare company, and he stays consistently communicative. We get updates and photos throughout each visit, and it’s clear he genuinely enjoys spending time with our girls. He also takes their “loud greetings” in stride—they give him an earful every time he arrives, and he never flinches. Reliable, responsive, and unfazed by a couple of vocal pups, Jack has been a real find!”
“Kasey was THE BEST. She is very easy going and is quick to pick up on any special needs or implement tasks with a calm, ‘I got this’ way. She is prompt and when I was late, she was very understanding. I have 2 seniors, and felt very comfortable with them in her care and her being in my home.”
“Brittany is amazing and went above and beyond by helping my wife and I at our wedding. She picked up our dog at the venue and watched him until we came home, we knew he was in great care the whole time!!”
“Jacquelin took such good care of our dog, Ollie while we were away. She made sure to send us frequent updates and texts. She clearly has a knack for making pups feel at ease and we would highly recommend her to anyone looking for a dog sitter/walker.”
About: I have experience with being around animals since I’ve been 5 years old. I have two dogs of my own and three cats as well. I will make sure the animals are comfortable, loved and taken care of properly. I am patient, caring, and have high energy. I am big on play time and walks and making sure they get their exercise for the day. I have walked dogs before and also provided in house care for several of my neighbors and close family friends. I really do enjoy being around animals and find it very relaxing. I’m a college student and can be very stressed at times so getting to play with an animal really is something I look forward to. Thank you (: On a daily basis I am always making sure my animals are fed, getting play time in, cuddles and more! They are so important to me! Making sure my pets always have water and their litter box is clean on a daily basis. I always ensure they get little extra treats throughout the day as well as cuddles!
“Abbey did a wonderful job taking care of our 2 energetic weimaraners. She kept us informed of their activities and sent lots of photos. She walked both dogs and played Frisbee Would definitely use Abbey again to take care of our dogs”
“Thu was amazing. I had another sitter booked who canceled on me on Thanksgiving morning! Thu saved the day! She spent lots of time loving my babies and sent me pictures. I would highly recommend her.”
About: Hi everyone my name is Danielle. I have over 10 years experience in dog care. I am a teacher full time.I have experience with all aged dogs, from puppies who need training to seniors who are in need of specialized care and medications. I love animals! I grew up with all types of animals, but mostly dogs. I bring to RoverGo vast experience as a pet sitter. I’ve worked with nearly every breed of dog, from tiny 2-pound toy breeds to large 180-pound furry giants. I also work at an animal hospital so I’m very familiar with all the dogs’ different personalities and I’m also comfortable administering medication, should your pet need it. I have been walking and boarding pets for the last 5 years and I’m happy to provide references! I have plenty of time for your pup and you can be assured that we’ll get in plenty of walks every day My family and I love spending time outdoors and we love having our furry friends accompany us! Bring your high energy pups because we love taking long walks or your senior loungers who will have company most of the day! I am a full time teacher so your pup will only be left alone for a short amount of time during the school year! During the summer and school breaks I am home ! I am able to accommodate as many walks and feedings I live in a quiet complex with plenty of furry neighbors! We can take walks so we can socialize or go our own way if your pup isn’t too fond of others. I do whatever you do at home for your pup when it comes to bed time for example if they sleep in a crate, on their beds or free roam!
“Patrick was amazing. Super communicative and kind. Sent pictures and videos of the pups. Gentle energy that made the pup calm right off the bat. I look forward to having him take care of my baby again.”
“Madeline was fantastic! Madeline sent thorough updates every day along with photos of our dog - we really loved these status reports while on vacation. She also went above and beyond so we came home to a clean home after her stay.”
“TJ was great! He took care of my two babies with such love and attention. He was at my house when he said he would be and cuddled with my boys to make them feel safe. I would highly recommend TJ to watch your pets!”
“I was so pleasantly surprised when I booked Claire sort of last minute. It’s my first time using anyone but friends to watch my precious pup Coco. We were greeted by Claire and her amazing family of 3 dogs, 1 cat and wonderful parents. The pets are all adorable and well behaved. Beautiful home and fenced in yard. Claire communicated through the time away and sent lots of reassurance, pics and videos. She was so flexible with drop off and pickup time too. I highly recommend and won’t think twice about using in the future!!”
About: I worked in the animal industry for the last six years and have been a certified Dog Trainer for the last five. I have experience with senior dogs; Medication and specific dietary needs. I have two for babies at my own. Being a pet owner and working in the animal industry, I understand how nerve-racking it is to trust somebody with your pets care. I’m looking to create peace of mind. Monday through Friday early morning and late evening. Saturday 9AM to 12PM I’m absolutely willing to create more of a flexible schedule upon request with ample notice. Currently in an apartment with a medium to large dog and a cat. Not currently offering boarding in Connecticut. The house in New York has a 6 foot fence with large amount of yard space.
“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”
About: I grew up on a farm and have been around animals my entire life. Cats are my favorite and I’ve had them since I was a child. In the past I have been mostly cat sitting. More recently, I have been dog walking and sitting for friend’s dogs while they are away on vacation or at work. I enjoy it as a therapeutic way of bonding with the animals as a form of self-care and mutual support and pet care co-regulation. Unfortunately, I cannot have dogs at my residence as per my lease agreement and being able to sit and walk with dogs is a way of being able to enjoy access to them without being able to own them myself. I’m looking to expand my reach and explore more breeds at this time. Specifically, I have experience with Labradors and Boxers. I’m currently working part-time and have ample time to schedule walking and feedings, and am able to stay for extended periods of time with your pets. I have two cats whom I adore and dote on at my home and I am very attentive to their needs and make sure they have an enriched environment with toys and play time, as well as grooming care.
“Melissa was amazing! Our cat has been really picky with food and Melissa went out of her way to try different options to make sure she ate. When we came home, we honestly think our cat was disappointed it was us and not Melissa, lol. The house was in beautiful shape, and we never once felt nervous about being away from home. THANK YOU!!”
About: I've been caring for dogs since middle school, including over 12 years of hands-on experience caring for my own dog, Aubrey. I've also had family, friends, and neighbors rely on me to walk, feed, groom, and care for their pets. Over the years, I've gained experience with dogs of many sizes, breeds, and personalities, including Golden Retrievers, mixed breeds, Yorkshire Terriers, hounds, Chihuahuas, and Corgis. I especially enjoy caring for senior pets and making sure they receive the patience, attention, and affection they deserve. I like spending quality time with them, grooming them, observing their behavior and how they're doing, and making sure they're comfortable and cared for. I've also expanded my experience through volunteer work with Rockland Orange Furrever Homes and the Hudson Valley SPCA, where I've worked with shelter animals and gained additional experience observing animal behavior and providing hands-on care. Whether your pet needs a good walk, a meal, some grooming, companionship, or simply someone who will give them plenty of love and attention, I want them to feel safe, comfortable, and cared for while you're away. I currently have a flexible schedule, which gives me plenty of time to dedicate to pet care. I enjoy making time for walks, play, grooming, companionship, and simply getting to know each pet's personality and routine. I'm able to be flexible with my availability and want every pet in my care to feel comfortable, safe, and loved. When caring for pets in a client’s home, I focus on keeping them safe, comfortable, and following their normal routine as closely as possible. I make sure doors, gates, and other exits are secure, provide fresh water and meals according to the owner's instructions, and give pets plenty of attention and exercise. I also pay close attention to their behavior and overall condition so I can recognize anything unusual and communicate concerns to their owner. During walks, I use safe handling practices and stay aware of the pet's surroundings, other animals, and potential hazards. I want every pet to feel comfortable and cared for while their owner is away.
The median cost per night for house sitting in New Windsor is $70
Pet parents share their Rover experiences - New Windsor
Jonathan was absolutely wonderful with our two dogs and cat! He was extremely reliable, responsible, and great with communication. His daily updates and pictures gave us complete peace of mind knowing our pets were happy, comfortable, and well cared for. He truly went above and beyond, and we couldn’t have asked for a better sitter. We highly recommend Jonathan and will definitely use him again! ❤️
Izzy exceeded all of our expectations as a dog sitter! She was incredibly attentive and loving toward Brody, and she kept us updated and communicated with us throughout our entire trip, which gave us so much peace of mind while we were away. By the time our trip was over, Brody had completely decided that Izzy was part of the family. 😂 Even after we got home, he would wait for her in the spare bedroom, hoping she’d come back for more cuddles and love. It was so sweet to see how comfortable and happy he was with her! We would absolutely recommend Izzy to anyone looking for a trustworthy, caring, and reliable dog sitter. We couldn’t have asked for anyone better!
Kalyna was awesome and our first meet and greet/walk went really well. She comes with great and positive energy and very clear communication about her boundaries and availability. My dogs of course loved her as I suspected they would. I am looking forward to working with Kalyna again as I know my dogs are!
Emily was super excited to stay with my pups even with their quirks and was able to book within a week of my vacation and meet them when I had a last minute cancelation with someone else! She was very responsive both before and during my trip and kept me updated about my dogs with pictures which was super appreciated! She was also able to give medication to one of them as needed and follow the food directions as well as made time to sit with one of them who will only eat with company. I will definitely be reaching out to her again in the future!
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. 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 - New Windsor
Select a filter and find qualifying sitters offering house sitting.Sitters in New Windsor average 3 repeat house sitting clients
FAQs for House Sitting - New Windsor
Frequently asked questions about Rover
The average cost for House Sitting in New Windsor on Rover is $46.62 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 1,397 sitters on Rover offering House Sitting across New Windsor. 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 New Windsor 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 New Windsor 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 New Windsor 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 New Windsor. On Rover:
- 96% of sitters can help with special care needs
- 94% 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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