House Sitting in New Windsor
Find a loving house sitter to watch over your pets and your home.

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Top rated New Windsor house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jennifer did a great job pet sitting and letting our 4 dogs out for potty breaks during the day. We came home to happy pups and our home the way we left it. Thank you for caring for our fur babies while we were out of town!”

“This was my first time using Rover and I would 100% recommend booking with Jolene and her family, they were so kind! Jolene was out of town and her husband, Frank, took care of our dogs for a few of days. I was hesitant on using the app, but had the BEST experience, and will be rebooking with them again. 10/10! Thank you!”

“Kerri is the BEST! She stayed at our house for over a week taking care of our dog and cat. Because our dog is large (70lbs) and sometimes anxious/reactive, it can be difficult to find a sitter that is a good fit. Kerri came prepared, asked lots of questions, sent daily updates, and our dog loved her. We will definitely book Kerri again -- highly recommended!”

“First time using Rover and leaving my 10-week-old puppy, and Ava was absolutely fantastic. She sent pictures and videos throughout the day, and I could tell he was having so much fun. She kept him on his schedule and was clearly experienced with puppies. I felt completely at ease knowing he was in such great hands- will definitely be using Ava again!”

“We've had Sarah watch our pets a few times and she continues to be fabulous. Sarah is to very vigilant & a strong communicative sitter! Plus our pets absolutely ADORE her, which I am so appreciative of.”

“Sarah took our booking the week of and still made time to come do a meet and greet with us beforehand! She was very polite and took great care of our pets and home. I’m very pleased and would absolutely book her again.”

About: I have always had dogs and cats growing up, which peaked my interest in animal care. In high school I worked as a kennel technician at a boarding kennel and gained an internship at the local veterinary office. now in college, I am studying animal science to hopefully get a degree in veterinary medicine, and continue to pet sit for my friends and family including both cats and dogs. I'm currently home from college for the summer, and home most of the time! I do have a car, and am available almost any time of the day. I have pets in my home that are not socialized, so I would not be able to pet sit in my own home, but I am happy to make the trip to the comfort of their own home.
About: With over 25 years of experience raising my own dogs and providing trusted house-and-pet sitting for friends and family, I offer a lifetime of dedicated care. I am a passionate advocate for the human-animal bond; my own dog is a certified therapy dog, and together we volunteer at hospitals, nursing homes, hospice facilities, and schools. I treat every dog I watch with the same compassion and attention I give my own. Because I work during the day, I am primarily available for evening and weekend care, making me an ideal fit for owners who need a reliable presence while they are away or working late. Your pets will receive expert care in a loving, safe environment. Because I work during the day, I am primarily available for evening and weekend care, making me an ideal fit for owners who need a reliable presence while they are away or working late. I will treat your pets and your home with respect and care. Your animals and your home are safe with me! I am considerate and very responsible.
About: I am a local environmental science student with extensive experience in professional pet and house sitting. Having grown up with dogs and cats, I have provided dependable care for repeat clients since the age of 12. I would welcome the opportunity to care for your animals and can provide references upon request. I am a local college student with a flexible schedule, allowing me to commit to various shifts. I am generally available to work during evenings and on weekends. I would welcome the opportunity to discuss how my availability aligns with your current needs. Caring for my own two dogs led me to discover a passion for working with animals, and I am now seeking opportunities to gain professional experience as I pursue a career in this field. To ensure both you and your pets are comfortable, I typically offer a pre-visit to meet in person. This allows us to discuss your specific care instructions and ensures you are confident in my services as a caretaker.

About: I’ve taken care of dogs and cats for many years, and used to have a senior dog. My love for dogs and cats sets the bar so high and I love playing and taking care of them. I’m currently working part time at the hospital and am looking for a side gig with pets, I can do mornings or evenings but looking for flexible clients. I have lots of toys and love to play with my dog and cat. I love taking my dog out for walks, and love meeting other people’s dogs and cats!
“Micah was awesome! He got along great with our Ruby and Lily. He asked all the right questions. When we were away and he wasn’t sure of something, he asked. He was a trooper with our Ruby who is afraid of bad weather and he handled it awesomely. He picked up after himself and left the house in great condition. Highly recommend!”
“Virginia took care of our cat snd home while we were away for a week. She kept us updated about our kitty with daily photos and messages. She left the house tidy. We are very pleased with Virginia and will ask her to care for our cat and home in the future.”

About: I’ve grown up with pets my whole life, both dogs and cats. Many different breeds and sizes. I also occasionally dog sit for a family friend, and they have a puppy. i’m currently working as a server/bartender, so anything in Frederick would be ideal. But I live in Westminster so that would also be convenient. Willing to drive, but depends on my work schedule and how often you want me there. I currently live at home with my family and we have three dogs, one being a German Shepherd and the smallest being a Yorkie mix. And I have two cats of my own that I take care of solely, but five others in the house. And other miscellaneous pets.
About: In the past 6 years I have taken care of one large dog and three small dogs. I treat every fur baby as if they were my own. I can provide additional puppy training, long walks, and administering medication. I currently work part-time, two to three days a week. I have free afternoons afters 3:30pm depending on location, early mornings 4-8am and some weekends to provide services. My goal is to make your fur baby feel completely at ease. I can offer mile hikes for dogs and cats & bunnies who like outdoor activity and entertainment.
About: I am currently a College Student majoring in Animal Behavior. I have two years of experience pet sitting and walking dogs. I’ve cared for dogs ranging from puppies to seniors. I have a four year old Black Lab (Olive), and a three year old Boxer (Kyla). Can’t wait to meet your furry friend(s)! I have morning classes, so I have afternoons, evenings and weekends to take care of your pups. During school breaks I will be more available for your needs. I take dogs on leashed walks fitting their needs. I also keep them entertained and fed inside when/if needed. I also can play with your dog in a fenced yard.
“5-Star Review for Hannah Hannah did an absolutely fantastic job babysitting my three dogs—Cooper, Cameron, and Anita! She was especially great with Anita, who has tons of energy and needs constant engagement. Hannah kept her entertained and active, which is no small feat! I came home to three happy, healthy dogs and a well-cared-for house, which gave me such peace of mind while I was away. I also really appreciated that Hannah stayed for the full agreed-upon time, even with our extended travel delays late into the evening. It’s clear she is responsible, reliable, and truly cares about the pets she watches. I’ll definitely be using Hannah’s services again and highly recommend her to anyone looking for a trustworthy and attentive pet sitter!”

About: Simply put, I truly LOVE animals. I have always enjoyed spending time with, and playing with pets of all kinds. I will put your pets' needs above my own. I'm currently working full time, but I am usually home when not at work. I live 5 minutes away from my job, so I will always be available for your fur babies even while working if I need to be. I care for pets the same way I would care for a baby. Their needs are always more important than mine, and I will always make time for them. They also get plenty of attention and play time! Please note: I will have to crate them while at work. This is the ONLY time they will be crated. I will also be home around 1:30 for lunch to take your pet out for a potty break.
“If you’re looking for a great pet/house sitter, Riley is your person. Riley took great care of my pup and fish, checked in daily with me, sent photos and provided daily walks each day. At the end of the stay, Riley summarized Toby’s week, including highlights and household things she did on a sheet of paper. Riley is very reliable and I’ll definitely book her again in the future.”

“Delaney did an amazing job with our dogs and chickens while we were away on vacation. She sent pictures during the week, and kept us posted. The house was just as clean when we came home is when we left it. Our dogs were happy, their water bowl was filled, the mail was put on our kitchen table, along with a couple of packages. Next time we go away, I will definitely contact Delaney again.”

Over 64 pet parents in New Windsor have booked house sitting
New Windsor pet parents share their Rover experiences
Micah stayed at our home and watched our crazy cat while we were away. He was amazing! He sent updates daily and took great care of Oliver. We came home to a happy cat and a house that was cleaner than when we left. We will absolutely rebook Micah for our next trip!

How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in New Windsor is $50
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 house 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.
Sitters in New Windsor average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in New Windsor on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 1,347 house sitters in New Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of New Windsor house sitters respond in under an hour.
House sitters in New Windsor have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in New Windsor.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. New Windsor house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.



